5 Reasons Why West Bay Should Be On Your Radar

5 Reasons Why West Bay Should Be On Your Radar

If you’re an expat or visitor to Grand Cayman, it’s possible you have only seen the island through Seven-Mile-tinted glasses. This means living out 90% of your Cayman experience inside a 5 to 10 mile radius. What if I told you there was so much more to this island than its small parcel of Caribbean luxury? No, I’m not talking about venturing out to Rum Point or Morritt’s…not that those places aren’t great. In this post today I am talking about heading “out West.” Whether you are looking to buy property, move to a new neighborhood, or find some new island activities, this article is for YOU! Keep reading to discover out the 5 reasons West Bay should be on your Cayman radar.

1. West Bay is blowing up!

It’s no secret that West Bay is developing rapidly. Cayman residents and visitors alike can look forward to many new properties and businesses in this area. This expansion will generate intrigue with the creation of two new dive shops, a rooftop restaurant, and an Ibiza-style full service café. Additional new attractions in West Bay will include the state-of-the-art Aster Cayman Medcity hospital and the outdoor shopping area of West Village which will also feature a grocery store and gas station.

Locals and visitors can keep an especially close eye on the North West Point Rd area which is being filled by multi-million dollar condos & homes. Cayman real estate agents are calling West Bay the perfect up and coming area for a rental investment. It will be ideal for divers and tourists visiting the island who’d prefer an Airbnb to avoid high hotel prices. For more insider tips and property listings in the West Bay area, contact Luxury Real Estate Advisor, Nikki Thomas, of Engel and Völkers. 


2. West Bay is home to many unique restaurants

Tukka, West Bay

You may have stopped for lunch at Tukka while out on an East End jaunt. Australian flavors with a Caribbean twist AND ocean views…what more could you ask for? But unless you live in East End, most likely you are not going to drive to Tukka East every week for a meal. That’s why #2 is so exciting… there is also a Tukka in West Bay! And it’s calling your name. Their daily catch is supplied by Cayman’s local fishermen and often features Yellowfin Tuna, Mahi-Mahi, Wahoo, Snapper, Lionfish, and spiny Lobster. Enjoy these fresh “Aussi meets Cayman” dishes from their shaded terrace overlooking the Caribbean sea. 

Some other restaurants to try in West Bay include Vivo, Calypso Grill, Cracked Conch, Pappagallo, and Heritage Kitchen.

Tukka West Bay Cayman
Tukka West Bay
tukka west bay cayman
Tukka West Bay – Tacos
tukka west bay
Tukka West Bay, Bobo’s Bar

3. West Bay has lovely beaches

We all know and love Seven Mile Beach, but Cayman has many other beaches that are worth a visit. Barkers Beach in West Bay is one of them! This wouldn’t be my first choice beach for a swim, but it’s a wonderful place for a beach walk or an unforgettable island adventure! For example, Barkers is Cayman’s kite-surfing mecca during the months of November through April. It’s also the island’s top destination for horseback riding (on the white sands AND in the water!) If all of this sounds a bit too action-packed for your liking, a simple reading session on the beach will do just fine!

Another beach option in West Bay is of course, West Bay Public Beach. This secluded spot is close to many eateries including Heritage Kitchen (more details in #5 of this list!). It also features bathrooms, changing facilities, and an easily accessible boat ramp.

barkers beach grand cayman
Barker’s Beach, West Bay, Grand Cayman
barker's beach west bay

4. West Bay is hiding an absolute gem of a walking route

Perhaps walking routes don’t excite you in the same way they excite me, but I think we can all benefit from peaceful places in nature. Boggy Sands Road is exactly this kind of place. It is the perfect little route for a leisurely morning or afternoon stroll. Park along the sea wall at Heritage Kitchen and meander down the residential street as far as it will take you. (Walk slowly, it is not a very long journey). You will come across beautiful palms, traditional Caymanian homes, a picturesque beach access, and maybe even a couple Cayman parrots!

Once you’ve finished the short walk, you can go for your swim or sip your coffee while reading a book on the sea wall. If you’ve worked up an appetite, you could also treat yourself to some local fare at Heritage Kitchen. Fresh fish fry, fritters and fish tea are some of their most popular dishes. 

Boggy Sands Road
Boggy Sands Road
Boggy Sands Road
Boggy Sands Road
West Bay, Grand Cayman
Boggy Sands Beach Access

5. West Bay is teeming with Caribbean island charm

The same Boggy Sand vibe described above is prevalent throughout much of West Bay. There is a rustic island essence to this side of Grand Cayman that cannot be experienced inside the hustle and bustle of Seven Mile Beach. Its winding, residential roads are lined with Caribbean-style homes and native greenery. West Bay is also home to many jerk stands that are consistently packed with loyal customers. There are many secluded beach accesses that are perfect for exploring and finding yourself in nature. In this part of this island it is truly about slowing down and stopping to smell the flowers (maybe even literally!) 

West Bay, Grand Cayman
West Bay, Grand Cayman
West Bay, Grand Cayman


There you have it — 5 great reasons why West Bay should be on your radar either as an area to visit or a place to live! I personally hope that the growth in this area of the island will help to bring new energy and fresh feeling to West Bay while maintaining its quintessential Caribbean charm. May the development in this area attracts conscious visitors and residents who will honor the originality and local spirit of this beautiful side of the island. 

Thanks for reading! 

Cayman Islands Travel & Lifestyle


 Hi, I’m Kate! I’m a Wisconsin native who traded her snow boots for flip-flops in May of 2020 when I packed my whole life into two suitcases and moved to the Cayman Islands with my partner, Bryan.  I created Island Diaries as a way to document my island adventures and share about the Cayman lifestyle. A Midwest girl at heart, I bring a fresh perspective to Caribbean life, serving as a guide for locals and tourists alike on all things Cayman Islands. Whether you are local to Cayman, planning to visit, or just curious about island life, I invite you to explore Island Diaries and let this site guide you on your next island adventure!

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The Pros & Cons of Expat Island Life

The Pros & Cons of Expat Island Life

If you had told me a couple years ago I would be writing a blog post about expat island life, I’d think you were crazy. That maybe you’d been hit on the head with a coconut. “Me? Living in the Caribbean? Get out of here!”

But then again…I do love the beach…. And year-round summer does sound pretty nice…

Cut to the chase, here I am living my best life on a rock in the middle of the ocean. Although, it’s not all rum punches and rainbows. After a year of uninterrupted island life, I’m here to share with you the ups and downs one can expect to encounter when uprooting their life to the Caribbean. 

The pros and cons I have generated for this blog post are honest and come from my completely unique perspective. Of course there will always be people who live a distinct experience from my own. My aim in writing this is to share a bit about my island lifestyle, showing two sides of the same coin in a light-hearted way. I hope it makes you smile and remember to love where you live, whatever “home” currently looks like for you! Without further ado, here are The Pros and Cons of Expat Island Life according to Island Diaries by Kate!

Pro: Rock a tropical wardrobe 24/7

Where I’m from we keep totes of winter, spring, summer, and fall clothes stored away under the stairs in the basement. Every year the short-shorts and tank tops anxiously await their return to the limelight for the fleeting months of summer. Just imagine the weight that would be lifted off your shoulders if you only had to plan for one season…summer! This is exactly what it’s like to live in the Caribbean, where the forecast is always sunny and 86 and flip-flops are widely accepted. I like to refer to this wardrobe as “tropical minimalism.”

expat island life

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Con: The “Groundhog’s Day” effect

Sure, sunny and 86 sounds dreamy but when this is the weather EVERY day, it starts to get old. It’s kind of like “Wow, gorgeous again? How original!” I often find myself fantasizing about brisk fall mornings that call for a sweatshirt and a warm cup of coffee. Cayman does have a rainy season which makes the weather slightly more interesting and unpredictable, but it doesn’t quite compare to experiencing all four seasons and the activities that come along with them. 

Pro: Amazing friends from all over the world

This tax haven, with its white sand beaches and turquoise waters, attracts young professionals from all around the globe. My first few months in Cayman felt like studying abroad all over again. Within a matter of weeks I had friends from England, South Africa, Colombia, Ireland, France, and the list goes on and on! The diverse social dynamic lends itself to an instant-friend phenomenon. One minute you’re chatting it up with a stranger at Starbucks and the next you’re invited to their boat party. The expat social networks in Cayman are very much intertwined meaning you undeniably have a mutual friend with every single person you meet. 

expats cayman islands

Con: Expat “bubbles”

There are so many opportunities to make friends with other expats but not nearly as many to make friends with locals. Undoubtedly this is because my apartment and almost all my favorite activities are in the Seven Mile Beach area which is heavily populated by expats. These enclaves contribute to a feeling of separateness from the local community. While it’s okay to be separate in some ways, I do feel I am missing out on many important cultural aspects by keeping within my “bubble.” 

Pro: No taxes

Self-explanatory. There is no question that this is a MAJOR pro of living in the Cayman Islands!!! (Thanks John Grisham for the inspo).

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Con: $10 peppers (the price of paradise)

We may live tax free but that does not save us from extortionate supermarket prices. There are many fruits and vegetables I’ve had to give up altogether while living in Cayman. For example, peppers. A single yellow or red pepper could cost you up to CI $8 which would be close to USD $10. Same with Romaine lettuce and almost any kind of berry. I’ve resorted to buying most of my fruits and vegetables frozen or in a can. Of course, we try to buy local produce when possible at the farmers market or at roadside stands, but sometimes you just want to indulge in a raspberry without breaking the bank! Is that too much to ask??

Pro: Short commutes

Of course, this depends where you live on the island. But, since I live in the Seven Mile Beach area, many of the restaurants, beaches, and supermarkets are either in walking distance or a few minutes drive away. Yet somehow, even with these short distances, I still seem to arrive everywhere late. I guess “island time” can affect even the most punctual of midwesterners. 

The furthest I have to drive is 15-20 minutes to get to the school where I work. When I tell Cayman residents this, they are taken aback by the “lengthy” commute. They clearly have never experienced 40 minutes of interstate blizzard conditions in the dead of a Minnesota winter…

expat island life

Con: No such thing as a “road trip”

Yes, I love being close to everything. It makes it super easy to organize plans on the fly. One thing I really miss though, is being able to take a road trip. I miss downloading podcasts and playlists and just hitting the open road. Even if the final destination was just to my hometown, it was the feeling of freedom that came with knowing a full tank of gas could take you anywhere. Here a full tank of gas gets you 45 minutes down the road to Rum Point where you can see… yup you guessed it, the ocean!


Pro: Endless island activities

And I do mean endless. Diving, snorkeling, boating, beaching, brunching, ahem–drinking, you name it! Cayman’s social networks are well-connected and VERY active. Because most expats do not have family here, our social calendar is typically wide open. (Minus the auditors who get let out of the office only for their required 4 hours of sleep) This leads to busy weeks and jam-packed weekends. Of course I enjoy the occasional chill weekend, but for the most part, I love having all of these social options. It helps to create a sense of community while we are all so far away from our families. 

scuba diving grand cayman

Con: Missing out back home

The Instagram stories tell one story, but of course, we all made sacrifices to live the picturesque island life. I think all island expats experience homesickness to varying extents, especially this past year as very few of us were able to leave the island. I went through a period where seeing planes take off from the airport made me want to cry. (Very dramatic, I know). It’s hard to miss out on celebrations and holidays and watch your baby nephew grow up through technology. (But thank god for technology). For sure this is one of the biggest cons to living abroad, further amplified by COVID restrictions this year. 

Pro:  Finally becoming a “regular

As silly as it sounds, I have always dreamed of becoming a regular at a café or restaurant. Of course you can become a regular no matter where you live, but the island’s small size and interconnectedness encourages the formation of rituals and routines. After living for a year on the same tiny island, Bryan and I can proudly say we are regulars at Palm Heights where we spend a good chunk of our paychecks on Paradise Pizzas and cocktails from Tillie’s. (Worth every penny!)

tillies, grand cayman

Con: Everyone knows everyone

The small town effect is inescapable. As mentioned above, this can be a good thing…but it can also be an annoying thing. Trips to the grocery store may take double the time because you could run into 10 people you know. One time I actually wore a baseball cap (very low over my eyes) and headphones so that I wouldn’t have to talk to anyone. It’s wonderful to feel connected but sometimes you just want anonymity when you’re contemplating your apple options. 

Pro: Palm trees and white sand beaches…

Sorry for stating the obvious, but this is a pro that cannot be ignored. Some days I wake up and think, damn, I live in the Caribbean. I feel extremely spoiled to be able to go on beach walks and sea swims whenever my heart desires. I will never get tired of watching the sunset from Seven Mile Beach. And even after a year of island life, the palm trees have yet to lose their magic for me!

cayman islands

Con: We’re literally in the middle of the ocean

When you move to a tropical island, you must learn to roll with a certain level of inconvenience. While Grand Cayman is blessed with numerous resources, it is certainly not overflowing with choice. The only “clothing” store I feel comfortable spending money at is the Humane Society Thrift Shop, everything else I’ve found is overpriced and/or not my taste. You may think, but Kate, why don’t you just ship things to the island? Well, many people do. But weeks of waiting and extra customs fees are just not worth it to me. Bryan was without a car for almost 2 months as he awaited parts from overseas. I dream of the day I can walk into a Target again or make a next-day Amazon order! Long story short, if you are someone who prioritizes convenience, don’t move to a Caribbean island. 

cayman islands, expat life

Pro: Personal growth and expansion

Moving abroad is an experience which will shift your mindset and pull you out of your comfort zone. Cayman, with its diverse population and unique geographical location, provides an especially expansive environment for personal development. Living the expat island life has taught me to value many different perspectives from locals and expats alike. Also, being immersed within inspiring tropical nature and a slower-pace of living has given me so much peace of mind and space for creativity. This year has inspired me to pursue my passion for writing in the form of this blog and has allowed me to connect with many ambitious and open-minded individuals. I am so grateful to the friends I’ve made this year as they have shown me many different possibilities for my own career and lifestyle. 


 So while living the expat island life is beautiful in many ways, it does not come without its share of challenges and inconveniences. Just remember that someone’s Instagram feed is a highlight reel, never the full story. No matter where you live in the world, you will find things you love and things you may like to trade. The key is to focus more on what lights you up rather than complaining about things that are out of your control. I hope you enjoyed this read and that is broadened your perspective on island expat life! 

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 Hi, I’m Kate! I’m a Wisconsin native who traded her snow boots for flip-flops in May of 2020 when I packed my whole life into two suitcases and moved to the Cayman Islands with my partner, Bryan.  I created Island Diaries as a way to document my island adventures and share about the Cayman lifestyle. A Midwest girl at heart, I bring a fresh perspective to Caribbean life, serving as a guide for locals and tourists alike on all things Cayman Islands. Whether you are local to Cayman, planning to visit, or just curious about island life, I invite you to explore Island Diaries and let this site guide you on your next island adventure!

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21 British Words I Learned in the Cayman Islands

21 British Words I Learned in the Cayman Islands

In preparation for moving to Grand Cayman, I gave much more thought to the Caribbean lifestyle than I did the island’s British influence. Of course, I fully anticipated the change to driving on the left side of the road. I even pondered for a moment if I would become an advocate for tea rather than coffee. One thing I never imagined was the sheer amount of British words and expressions I would encounter while living here. Given my interest in all things language, I’m very happy to welcome in new variations to my vocabulary. But even so, I’ve had to laugh at many of the words I’ve learned here thanks to the island’s UK expat population. Without further ado, here are 21 British words and expressions that I have learned in the Cayman Islands.

#1 Dungarees

USA: Overalls

What used to be exclusively a farmer’s get-up has somehow evolved into a cute outfit for women and girls. Next time you see a Brit in overalls be sure to say, “Hey, LOVE your dungarees!!”

#2 You alright?

USA: Hello, how are you?

In my first few weeks of teaching in Cayman, I could not for the life of me figure out why the teachers kept asking me if I was “alright?” I’m thinking…do I look stressed? Is there something wrong with my face? YES, I’M FINE. STOP ASKING. Here, I come to find that this is just the UK’s version of a casual greeting. Honestly, I’m a bit relieved.

#3 Are you keen?

USA: Would you be interested? / Are you up for it?

This expression stuck out right away when I moved to Cayman. If you are being invited to any kind of social outing someone will most definitely ask you if you’re “keen” to join. A sound response would be “Yes, I’m keen.” I actually think this phrase is quite useful. I find myself sprinkling it everywhere like fairy dust.

#4 Lovely

USA: Nice

To a Brit, EVERYTHING is lovely. They had a lovely time, they met a lovely person, they think the weather is lovely, the food is lovely…it’s ALL lovely! And wouldn’t you know it, I describe everything as lovely now too. Send help.

#5 Do you fancy…?

USA: Would you like…?

How can you say no to something if the offer starts with “Do you fancy?” It makes everything sounds twice as attractive. Do you fancy a cup of tea? HELL yes, I fancy a cup of tea.

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#6 Pudding

USA: Dessert

Recently, I was at a gathering in which one of the English guests brought along a “pudding.” Me, the naïve American, was thinking this person has brought along some chocolate snack packs à la elementary cold lunch. I was actually excited. Then, to my dismay, they go to get the “pudding” and come back with what I would describe as a giant swiss roll. I simply couldn’t accept it.

#7 Torch

USA: Flashlight

The other day some friends were discussing supplies that would be needed for a star-gazing excursion. Someone mentioned “torches” as an essential supply. I thought, dang these people are serious star-gazers. They’re going to light a torch like a regular Indiana Jones headed into the Temple of Doom. Alas, the British “torch” is just a regular old flashlight. And here I was ready for an adventure.

#8 Plaster

USA: Band-Aid

The word “plaster” in the US will stir up images of broken arms in casts or even the clay-like building material you’d pick up at Home Depot. Not a single American will ever picture a small bandage used for cuts and scrapes. Nonetheless, you may here a Brit use this word when visiting the “Chemist’s Shop,” AKA the pharmacy. How will I ever keep up??

#9 Petrol Station

USA: Gas Station

Even their fuel sounds uppity.

#10 Cheeky

USA: Sly? Subtly rude? Honestly, this one doesn’t translate well.

I love cheeky. Now that we’ve been introduced, I don’t believe we will ever part ways. This adjective has the ability to describe people, their actions, and their attitudes in one succinct and perfect word. Whether it be a cheeky comment, a cheeky grin, or a cheeky blog post, you’ll get an immediate impression of what’s being described.

#11 Pardon me?

USA: What did you say? Or straight up ‘huh?”

Not going to lie, the first time one of my 6 year old students said “Pardon me?” it freaked me out a little. Like, who are you? Benjamin Button?

#12 Boot & Bonnet

USA: Trunk & Hood (of a car)

When has a vehicle ever sounded cuter?

#13 Chockablock

USA: Busy, Crammed

When I was on the Cayman job hunt back in 2019, I was corresponding with a school principal via email. In attempting to find a time in his schedule for an interview, he described the school week as “chockablock.” I read this sentence about 10 times and was completely stumped. I actually Googled chockablock because I thought for sure it was a holiday or some kind of school celebration. Soon, I discovered this word to mean “crammed full of people or things.” Albeit useful, this word is a bit too obscure for my fancy. 😉


#14 The Letter Zed

USA: The letter ‘Z’

Whenever I hear someone from the UK (or Australia) say Zed, it always reminds me of a person’s name. Zed to me is an electric guitar player with a blonde afro riding a long board. To be clear, I don’t actually know such a person but if he existed his name would be Zed.

#15 Garden

USA: Yard

In the US, if you have any grassy space around your house, you call that the yard, NOT the garden. For us, a garden has flowers or vegetables and is created quite deliberately with much effort. My question is, if the Brits are calling their yards gardens, what do they call garden gardens?

#16 Nappies

USA: Diapers

An American mom on island wrote in to tell me that her toddler was coming home from school referring to his diapers as nappies. I don’t have a child but I feel this would be a most unsettling moment for me. I would turn to them them and say, “you’re one of them now, aren’t you?”

#17 Waitrose

USA: No equivalent

This is not so much a word or expression as it is a cultural phenomenon. Waitrose is an apparently high end grocery store in the UK. Their products are shipped to Cayman and sold at Fosters, a major supermarket on island. UK expats are absolutely obsessed with Waitrose products. Read below some of the posts I have come across in the Real Women of Cayman which accurately illustrate the Waitrose mania here on island.

“Anybody know if BA will be bringing Waitrose in this trip?”

“Did any Waitrose stuff come in with the vaccines the other day?”

“Lots of Waitrose stuff is in Fosters today, including BACON AND SAUSAGES!!”

I am trying to think of a US equivalent to the notorious Waitrose hype and truthfully I cannot. I get pretty excited about Whole Foods but that’s because I love their salad bar.

#18 Jumper

USA: Sweatshirt

With Cayman being so hot all of the time, there really isn’t too much talk of “jumpers” around here. Once though, a friend said she sometimes likes to wear a jumper around the apartment when the AC is on. I’m thinking…a jumper? Like a jumpsuit? I mean, those are cute and all but why specifically when the AC is on?

#19 Faff

USA: (n) fool’s errand (v) goof off /dilly-dally

The definition of faff that I found lexico.com is enough to make anyone giggle. Faff as a noun means “a great deal of ineffectual activity.” You can also use it as a verb to say someone is spending time ineffectually. For example, you can say “stop faffing around,” or “the DVDL in Cayman is a faff.” I think we all have something we are ready to label as “faff.”


#20 Knackered

USA: Exhausted

Just sounds funny.

#21 Bloody

USA: No equivalent

Any American who grew up with Harry Potter absolutely loves this British slang word. Ron was always saying “bloody hell this” and “bloody hell that.” It became the new cool thing to say on the playground at recess. Now whenever I hear it used it by a real English person in the flesh, I can’t help but smirk, reminiscing on my Sorcerer’s Stone days.

Well friends, there you have it. 21 British words and expressions to add to your repertoire. Although I enjoy poking a bit of fun at the Brits, I honestly love learning new language tidbits. I can also acknowledge that the USA has plenty of words and expressions that would make zero sense in other parts of the world. Check out 30 American Sayings That Surprise The Rest of the World or 30 American Sayings That Leave Foreigners Totally Puzzled to read up on some examples! Thanks for reading this lovely little post. I hope you all have a bloody good day 🙂

Cayman Islands Travel & Lifestyle


 Hi, I’m Kate! I’m a Wisconsin native who traded her snow boots for flip-flops in May of 2020 when I packed my whole life into two suitcases and moved to the Cayman Islands with my partner, Bryan.  I created Island Diaries as a way to document my island adventures and share about the Cayman lifestyle. A Midwest girl at heart, I bring a fresh perspective to Caribbean life, serving as a guide for locals and tourists alike on all things Cayman Islands. Whether you are local to Cayman, planning to visit, or just curious about island life, I invite you to explore Island Diaries and let this site guide you on your next island adventure!

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7 Best Running Routes in Grand Cayman

7 Best Running Routes in Grand Cayman

Gorgeous weather, picturesque seascapes, and palm tree lined paths. These words describe the running scene in Grand Cayman. This island offers a wide array of flat, scenic running loops which are great (free) alternatives to hitting the gym or joining a fitness class. Lace up your trainers, hydrate like crazy, and you are on your way to the best workout nature can provide!

Running is a great way to explore new places (or places you’ve lived forever). You’re able to develop an expanded appreciation for your surroundings as your brain makes connections that just aren’t possible when driving around in a car. And let’s not even mention the physical and mental benefits of going out for a jog! If you can’t tell, I am a big fan of running 🙂

Do I have you convinced? Are you ready to go out for a run or try out a new route? Then read on as I highlight the 7 Best Running Routes in Grand Cayman! You will note that they are all roughly 3 mile (5K) routes as this is my preferred distance; however, you could easily add on mileage at the beginning or end of the routes. They are also all in the Seven Mile or South Sound area as these are my stomping grounds. Happy Running!!


1. Governor’s to Heritage Club

Type of Course: Out & Back, Pavement + Gravel

Where to go: Start at Governor’s Beach and head west on West Bay Road. When you arrive at Public Beach, take the pedestrian path toward the Kimpton. Continue past the Kimpton onto the gravel. After a bit of “off-roading” you will eventually meet back up with West Bay Road, but don’t go much further! The turn-around point is at Heritage Club (yellow high rise condo building). Once you hit this, you’ll know it’s time to turn around and back track the whole course.

Course Highlights: This route will allow you to enjoy ocean views as you jog along the Public Beach path. Here you will see other fellow runners as well as dog-walkers, beach-goers, and volleyball players. I love the active, friendly vibe of this area. Definitely one of the best running routes in Grand Cayman!

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2. North Sound Golf Course

Type of Course: Loop, Pavement + Grass

Where To Go: Start at the North Sound Golf Course entrance (closest to Waterways apartments). Follow the road until you arrive at an entrance gate. Run through the gate and take a right onto Crighton Drive. Keep going until you get to the Holiday Inn. Cut right onto the golf course and follow the golf cart path to the water. This is roughly your halfway point. Continue running along the shore through the grass and you will see the clubhouse come into sight. Run to the clubhouse and continue on straight until you arrive back to the entrance.

Course Highlights: This is my all time favorite running loop in Cayman for a couple different reasons. First, it’s always gorgeous. I love to go at sunrise or sunset — the colors of the sky matched with the pristine green fairways is nothing short of stunning. Secondly, it is a very peaceful setting and I don’t run into many people. (This is often ideal on a small island like Cayman.) And don’t worry — I’ve never been hit by a rogue golf ball! Living on the edge.


3. The Ritz-Carlton Golf Course

Type of Course: Out & Back, Pavement + Gravel

Where To Go: Start at Governor’s Beach and run to the entrance of the Ritz-Carlton. Go up the steep hill leading up to the lobby and follow the road past Andiamo. Take a left onto the cart path. You’ll go through a tunnel (watch out for carts) and emerge onto the course. Run toward the tennis courts and once past them, continue straight. You will eventually come to a gravel road with sweeping views of the fairway. It’s now a straight shot all the way to the end of the course. Once you run out of path, you can turn around and run all the way back to Governor’s Beach.

Course Highlights: My favorite part of this run is charging up the hill to the Ritz lobby. (Woah, a hill in Cayman — no way!) I also look forward to jogging through the tunnel leading to the golf course; it ignites my adventurous spirit. Overall, this is quick, easy course that can easily be made longer or shorter depending on what you need for the day!

Ritz-Carlton Golf Club, Grand Cayman

4. Governor’s Beach to the Marriott

Type of Course: Out & Back, BEACH RUN!

Where To Go: Start at Governor’s Beach and run east along the shore until you arrive at the Marriott. Here you will turn around and run all the way back. Currently the area of Coral Beach is washed out and requires a bit of knee-deep wading. It poses a nice little challenge — just be prepared to get a little wet. (I mean, you are running on the beach after all).

Course Highlights: This is the crème de la crème when it comes to running in Grand Cayman. The island vibes runneth over. No matter the time of day you’ll see people out walking, paddle boarding, and swimming. White sand + turquoise waters = the most picturesque 5k of your life! No question that this is one of the best running routes in Grand Cayman. Of course, you have to be someone who enjoys beach running…someone with relatively strong feet and ankles…

5. Camana Bay Mangroves + CIS

Type of Course: Loop, Pavement + Gravel

Where To Go: Start in the heart of Camana Bay and head toward the “bridge to nowhere” that overlooks the marina. On the other side you’ll find a private tennis court and a trail that loops around the mangroves. There are a few places to turn around on this trail, but I take it out as far as I can and follow the trail back to the bridge. Once you’re across the bridge, turn left toward Cayman International School and loop around their athletic facilities. Once this loop is complete, run back to your starting spot and voilà — 5k complete!

Course Highlights: I love the mangrove loop because it’s very secluded. Nature has you surrounded — no high rise condos in sight! During this part of the route you will also be running on gravel. I don’t know about you but I love me some crunchy gravel sound effects while out on a jog!

6. Britannia

Type of Course: Loop, Pavement + Grass

Where To Go: Britannia is an abandoned golf course by Camana Bay than has shifted into quite an active green space. It is great for dog-walkers and joggers alike. Although the grass is still partially maintained, it gives off kind of a post-apocalyptic “I Am Legend” vibe. I dig it. For your run, start to the right of the Clubhouse and follow the cart path. You will see the ocean start to come into view. Run all the way to the water’s edge and drink in the view while catching your breath. Follow the path to continue the loop around the course. I will stop explaining here because the path has many twists and turns but that is the fun of this route! Once you have finished the whole course, you can run the length of the residential street of the Britannia Villas to make it a full 5k.

Course Highlights: I love this course! The aforementioned post-apocalyptic vibe makes it a super unique running area complete with ocean views and overgrown tropical lushness. The winding paths will keep you entertained as you zig-zag your way around the man-made ponds and rolling hills.

7. Smith’s Cove + South Sound

Type of Course: Out & Back, All pavement

Where To Go: Start at Smith’s Cove and head east on South Church St. Run all the way to the Tides (the most luxury, modern condo building you’ve ever seen) and then keep pushing a bit more. The actual turn around point should be “Tatenda,” a Luxury Cayman Villa. Gosh, lots of luxury on this island it seems… Tatenda is right at the intersection of South Sound Rd and “The Avenue.”

Course Highlights: If you’ve ever meandered through South Sound, you’ll understand why it makes such a gorgeous running route. Tall palms. lush greenery, waterfront mansions — OH MY! Unfortunately, South Sound is not the safest place to run in my opinion because of the lack of sidewalks, narrow roads, and reckless drivers. That being SAID, please do be careful. Maybe don’t run with your earbuds in…stay alert! You must just hear some Cayman parrots squawking in the distance.

I hope you have enjoyed reading about the 7 Best Running Routes in Grand Cayman. Alternating between these 7 different 5K routes helps to keep running exciting for me. Living on such a small island, you wouldn’t imagine there would be so much variety, but all it takes is a little creativity to design a new, exciting route. From this list, I would say my top 3 are definitely #1, #2, and #4. I encourage you to try a new course that you haven’t explored before. You are sure to see new things and maybe even new faces! Just be careful of the rogue golf balls, manic drivers, and sharp corals (if on the beach). You’ll be great! Happy Running!


Cayman Islands Travel & Lifestyle


 Hi, I’m Kate! I’m a Wisconsin native who traded her snow boots for flip-flops in May of 2020 when I packed my whole life into two suitcases and moved to the Cayman Islands with my partner, Bryan.  I created Island Diaries as a way to document my island adventures and share about the Cayman lifestyle. A Midwest girl at heart, I bring a fresh perspective to Caribbean life, serving as a guide for locals and tourists alike on all things Cayman Islands. Whether you are local to Cayman, planning to visit, or just curious about island life, I invite you to explore Island Diaries and let this site guide you on your next island adventure!

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Grand Cayman, with its white sand beaches and turquoise waters, is a paradise for serious photographers and Instagrammers alike. This island’s backdrop offers a blend of luxury design, tropical locales, and natural Caribbean beauty. Taking pictures is fun and a great way to explore both new and familiar places. Find your photo inspiration today with this list of the most Instragrammable places in Grand Cayman!

#1 Palm Heights

A boutique hotel on Seven Mile Beach, Palm Heights has no shortage of stunning vistas and picturesque corners. Explore the tranquility of the Turtle Pool, take in the sunset from the wellness rooftop, or snap some spontaneous shots at one of their iconic Sunday brunches.

#2 “The Swing”

A robust tree with branches that extend out over the shore, this natural spot is home to a swing perfect for a playful photo-op. Located just east of Sunset Cove near Margaritaville, its an unassuming location for an effortless picture in paradise.

#3 The Kimpton Seafire Resort

A luxe hotel with trendsetting design, the Kimpton is Caribbean indulgence at is finest. You do not even have to book a room to enjoy the amenities of this opulent hotel space. Rent a cabana or a pool chair, stop by for a coffee, or simply take a walk along the periphery. You are sure to come across many beautiful photo spots.

#4 Stingray City

A dreamy sandbar in the middle of Cayman’s beautiful, crystalline waters is home to a large population of wild stingrays. This spot is easy to visit by booking a tour or attending a boat party. The tour guides or boat captains will assist you in holding one of these gentle giants. Feeling brave? Give one a kiss for seven years of good luck!

#5 Starfish Point

A less intense alternative to holding stingrays is holding a starfish. Starfish Point can be visited while on a tour or a boat party. You can also drive to Starfish Point and enjoy the area of Rum Point while you are there. Savor the sunset surrounded by starfish and then make your way to Kaibo for dinner and some drinks.

***If you choose to hold the starfish, do keep them submerged underwater!

#6 Barefoot Beach

On the north side of the island exists a small beach marked only by a makeshift road sign. It is very easy to miss! Barefoot Beach is known for its seaside staircase and unexpected cliff (the island is so flat). I wouldn’t recommend it for swimming but it makes for a great photo op and could also be a lovely place for a picnic or reading sesh.

#7 Grand Cayman Marriott Resort

Another hotel in Grand Cayman with a trendy backdrop and relaxed vibe is the Marriott. Curl up in a secluded corner of their palm-filled courtyard or enjoy a daquiri beside their Endless Summer swimming pool. Situated on Seven Mile Beach, this hotel is a great destination for coffee, drinks, and dining. And of course, for the ‘Gram!

#8 “The Pink House”

Located in Savannah on Pedro Castle road, this hidden gem is a prime spot for a candid capture. Keep a close eye out on your way to Pedro St. James where you can enjoy a meal or explore the natural topaz swimming hole. Not feeling quite as adventurous? Swing by after a coffee run to Café del Sol. Your Insta feed will thank you!

9. A Very Photogenic Palm Tree

Feeling adventurous? A shot with this mind-bending palm requires patience and coordination. Located in front of Grape Tree Villas (by World Gym), this tropical wonder is hidden in plain sight. Find a narrow dock extending over the Ironshore and you’ll know you’re close. Stop by for a quick capture before Happy Hour at the Wharf!

#10 Camana Bay

A gorgeous waterfront community, Camana Bay is known for its shopping, dining, and modern design. What many people don’t know is that it’s an absolutely stunning spot to experience the sunrise. Drink in the sorbet skies and then make your way over to Starbucks or Jessie’s for your caffeine fix. (You deserve it after getting up that early!)

11. Seven Mile Beach

Although a bit obvious, Seven Mile is truly the crème de la crème when it comes to idyllic Insta backdrops. Shades of blue and swirling crepuscular skies; the captivating colors of this vast seascape are constantly changing from sunrise to sunset. Throw on your go-to bikini, pack your favorite floatie and get ready for a seaside photoshoot.


Zarella, AKA @zare_lovecayman, is a breath of fresh air both on her Insta feed and in real life. This Peruvian-born beauty is a world-traveler who showcases the allure of every place she visits through photography. Having lived in Cayman for 4 years, she has curated a stunning collection of island captures for which she is both the model and creative eye. While picture-taking began as a way to keep in touch with family and friends back home, her Instagram account has grown to inspire thousands of locals and travelers alike. She loves Cayman for its richness in culture and diversity in language, referring to this tiny island as a “mini-world.” Her favorite day-off activity is going to the beach with her watermelon floatie. When it is safe to travel she is most excited to visit Cancun and Yucatan in Mexico. Follow Zarella on Instagram from your daily dose of paradise and tropical inspiration!

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What To Wear in the Cayman Islands

What To Wear in the Cayman Islands

When it comes to style, the Caribbean is an eclectic blend of luxury, casual beach vibes, and local island flavor. With all these seemingly contradictory tastes, it can be hard to know what to wear in the Cayman Islands. By no means am I well-versed in the world of fashion. However, I have identified eleven island girl essentials that have become staples in my Cayman wardrobe. I believe these could be welcome additions to your Caribbean closet as well. Whether you are preparing for a move, planning a visit, or are already living in this tropical paradise, I hope this essential list infuses your life and your attire with practical yet stylish island vibes.

# 1 Linen Pants

Effortlessly elegant, linen pants are a Caribbean wardrobe essential. I found the below featured pair at the Humane Society Thrift Shop (a recurring theme when it comes to my island attire). They are light, comfortable, and seem to pair with everything. Whether you’re chilling on the beach or adventuring around the island, these linen basics are a must have when you’re planning what to wear in the Cayman Islands!

# 2 Shades

Here in the Caribbean, we would be nothing without our sunglasses. Their practicality combined with serious style factor make them an invaluable accessory for island life. It is no secret that they can also be a great prop for a shameless brunch flex as well as the standard selfie. My featured shades were purchased in Camana Bay at De Sunglass Man.

# 3 Collective Swim Suits

When I was living in the Midwest, I literally purchased ONE swimsuit a year to wear throughout the few fleeting summer months. Here in Cayman, it is a very different story. There seem to exist infinite opportunities to parade around in swimwear. Even my frugal self has numerous rotations of one pieces, tops, and bottoms. My go-to bikini is Collective Swim’s black Kittiwake (named after the Grand Cayman shipwreck). Designed in and inspired by the Cayman Islands, I would recommend Collective Swim to any local or visitor looking for something uniquely Cayman and readily available on island.

# 4 Wide Brim Beach Hats

We love beach hats for the same reasons we love sunglasses — they are practical and timelessly chic. Something you probably did not know is that in a pinch, they make great shopping baskets! Warning: the cashiers may laugh at you but just tell them that you were inspired by Island Diaries. They’ll think it’s a movement…and that’s what it is 😉

# 5 Boyfriend / Button-Down Shirts

Prior to moving to Cayman, I would have never imagined that button downs and oversized boyfriend shirts would become such key players in my wardrobe. Coming from MinneSNOWta, I was dreaming of minimal-coverage island attire. I wanted the kind of tan I could never achieve in the Midwest. Months after moving, I find myself covering my arms every chance I get! Partly in an effort to block the sun but also because my body has acclimatized, no longer sweating profusely the minute I leave the AC. Boyfriend shirts and button ups are great for sun protection and provide a laid-back, beachy feel for any occasion. The Humane Society Thrift Store has quite the abundance of these styles. That is where I found the below featured tops!

# 6 Colorful, Statement Jewelry

The Caribbean invites a certain boldness in color and style than just wouldn’t make sense in other parts of the world. Since living in Cayman, I have unearthed the most unique, fun earrings (from the thrift store) that have become conversation pieces at every dinner or event I wear them to. Don’t go searching for this kind of jewelry though…it is best to let it find YOU.

# 7 The Iconic Kirk Grocery Bag

What costs $1 and serves as the perfect beach companion? Why, a reusable Kirk Market bag of course! While not the most luxurious of accessories, it gets the job done and adds local flavor to your island wardrobe.

# 8 Ultra-Versatile Denim Skirts

Leave it to the American to call the denim skirt an “island essential.” Say what you want, it truly goes with everything and is great to throw on over swimsuit bottoms. And yes indeed, both the below featured skirts are from the Humane Society Thrift Store.

# 9 The Romper

Back home I swear I considered buying a romper once every couple of months and they never made it past the dressing room. Living in the Caribbean, rompers have a certain je ne sais quoi that just works for the island lifestyle. Light and airy, this style offers a beachy, boho vibe that can be dressed up for a brunch or left casual for a beach day. Check out more of my thrift store finds below!

# 10 Head Scarf / Bandana

Beach-waves are a highly-coveted hairstyle that are quite achievable when living by the ocean. As lovely as this style is, it can lead to some pretty unruly hair. Not to worry, I have the perfect fix for this. Head scarves and bandanas are a simple and chic way to keep your hair out of your face and appear effortlessly beautiful wherever your island adventures may take you!

# 11 Comfy Slip-Ons

If my students didn’t ask me to tie their shoes on a daily basis, I may have forgotten how to do it by now. That is how infrequently I lace up because practically all of my shoes here are slip-ons. Flip-flops are an obvious essential if you are beaching on the regular; however, I would also recommend investing in comfortable sandals that can come on and off at a moments notice. This style is perfect for impromptu beach walks, beach restaurants, boat parties, and every occasion in between. Featured below are Viscata Menorcan sandals and an island-found pair from No. 1 Shoe Shop. Ideal shoes to wear in in the Cayman Islands!

Fun, beachy, and practical — those are the three words that describe my island wardrobe and I don’t see myself deviating far from this style anytime soon. The 11 island essentials I described today add comfort and lightness to the Caribbean lifestyle. Next time you are wondering what to wear in the Cayman Islands, take a page from Island Diaries and be sure to consult your local second hand stores! Happy shopping!

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Preparing For Your First Ever Cayman Boat Party

Preparing For Your First Ever Cayman Boat Party

Attending a boat party in Grand Cayman is basically a right of passage for island newcomers. Within a couple weeks of moving to the island, you’ve probably been invited to a handful, each one sounding more exciting than the last. At first blush, a boat party may seem like an ultra-fun, and dreamily tropical adventure. Don’t get me wrong, they really do have the potential to be all of that and more! However, there are certain aspects of a boat party that one must prepare for in order to maximize fun and minimize calamity. Today I will share a basic outline of what to expect as well as my top pointers that will allow you to experience all of the good and none of the bad on your very first (or 100th) Cayman boat party. 

What to expect on a Cayman boat party

Cayman boat parties have become a pillar of the island’s social scene, most commonly taking place on Saturdays and Sundays. The boats vary in size depending on the organizer. For example, the annual Gaelic party is hosted on a double-decker boat suitable for hundreds of guests whereas a small, birthday party boat may hold space for around 20 guests or less. No matter the occasion, the boats’ tried and true itineraries don’t vary all too much — the destinations predominately include Stingray City, Starfish Point, and Kaibo. Boats typically come equipped with either a sound system or a DJ so your maritime merriment is well-accompanied with energizing soca beats. Boat departure is typically around 1 pm with arrival just after sunset. Many organizers will also suggest a spot for after-party drinks but, quite frankly, I’ve never had the stamina to make it to those!

Tips for a Cayman boat party

Choose the right people: The overall vibe of a party is even more crucial if it’s taking place on a boat…quite simply because there is no escaping! Once you’re on, you’re on for 5 hours or more. It is important to consider who will be in attendance and if you can survive an afternoon at sea with them. Come to think of it, this is actually a great concept for a reality dating show. 

Pace yourself: This is a piece of advice that even the most seasoned of Caribbean party-goers may fail to abide by. Salt-water and sun create certain conditions that warrant chugging down a cool beverage. When most of your liquid supply contains some level of alcohol, it can be very easy to overdo it on the booze. Not to mention, these parties are not well-known for food options. All drink and no nosh is a recipe for disaster. That being said, know your limits and drink less than you would on land. Of course, this is easier said than done. 

Pack smart – water, snacks, sunscreen: Following up from number 2, part of staying in control on the boat involves nourishing your body with snacks and water (no, Truly’s do not count). Not only can you feed yourself, you can share with others! A surefire way to make life-long friends — offer up some chips and salsa and BOOM — besties for the resties. Also, we know you want to get a lovely island tan but 5 hours without sunscreen and someone is sure to confuse you for a lobster. Do yourself a favor and apply once before boarding and once more after Stingray City.

Attire – keep it simple: A boat party calls for similar apparel to that of a beach party. Here, we don’t complicate things — It is most fitting to wear a swimsuit, a swim cover-up, sunglasses, and flip-flops. Remember, one of the possible stops is Kaibo, a beach restaurant at Rum Point. While the scene is quite casual, I would still recommend wearing your cover-up and shoes off the boat for drinks and appetizers.

Respect the ‘rays: As mentioned above, one of the quintessential boat party stops is at Stingray City — a group of sandbars located 25 miles off the shores of Grand Cayman. It is here where they feed wild Stingrays, hence the large population of these overly-affectionate sea beasts. Although apparently gentle creatures, they can give quite an intimidating first impression. Have no fear! They are not aggressive and seem to be very accustomed to humans. At the same time, do remember they are wild animals and should be treated with due respect.

Save the starfish: A much less intense alternative to Stingray City is Starfish Point, an isolated beach on the north side of the island. Here party-goers are once again free to roam through the shallow waters, combing the sandy bottom for star-shaped critters. While you are allowed a bit of light interaction, do NOT take them above the surface. They are unable to breathe out of the water and can die within minutes. Certain educated individuals WILL tell you off which is not the vibe you want to attract.

Avoid seasickness: While there are many people who do not experience seasickness, there are an unlucky few, myself included, who cannot even go on a paddleboard without feeling nauseous. If you are prone to these symptoms, make sure you take a non-drowsy Dramamine or consume ginger in some form an hour or so before the trip.

Carry cash: This day in age we seem to be very reliant on card payments; however, there is a definite advantage to carrying cash while at a boat party. For one, belongings can get jostled around on the boat and losing cash is not as bad as losing credit cards. Additionally, if you make a stop at Kaibo with a large group, having cash on hand is an easy way to pay your share of the tab as they do not split checks. Lastly, the boat staff will leave a tip container at the end of the trip and it is a nice show of appreciation to leave cash gratuity on your way out.

Do not overcommit: This is true for any activity in Grand Cayman but especially with drinking-centered events like boat parties. Cayman offers an incredibly lively social scene. You could easily fill up every single weekend with parties and brunches but remember, it’s okay to turn things down as well. I promise, there will always be more boats. It is best to wait for one with the right people for the right occasion in order to truly enjoy the celebration to its fullest!


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Island Hacks: 20 Tips & Tricks for Life in Cayman

Island Hacks: 20 Tips & Tricks for Life in Cayman

When moving to a new place, especially a tiny island in the Caribbean, it can take a while to get the lay of the land. In my first year of living in Cayman, I have picked up many lifestyle tips and strategies that allow me to live with ease and enjoy island life to the fullest! In this blog I share my 20 essential island hacks that can help optimize your day-to-day living in Grand Cayman.

1. Keep a swimsuit, flip-flops and towel in your trunk at all times – Island life 24/7/365 people! The ocean quite literally has us surrounded. You may be sweating bullets at a Tillies brunch and suddenly the water is calling your name. Do yourself a favor and prepare yourself a “go-bag” of beach essentials to always have in the car — ideal for impromptu ocean dips.

2. Always have cash on hand for fruit stands and group outings – While many businesses in Cayman happily accept credit cards, there are a few situations where you definitely want some cash in your wallet. Many restaurants on island are not keen to separate checks, creating a mathematical nightmare for large groups. However, if you have the right cash in your pocket you can pay your share of the tab smoothly without waiting on cards to be run. Additionally, the farmers market and produce stands are cash-only. The last thing you want is to see a juicy mango and not be able to buy it!

3. Sunscreen, hats, and sunglasses are the best and cheapest anti-aging “skin treatment” you can invest in. Save your money and invest in some top of the line SPF, ladies! (And conscientious men). 

4. DIY Beach Happy Hour – Most likely you are not taking enough advantage of this island perk. All you need is a travel tumbler and a trip to your local Tortuga Rum for your drink of choice — BOOM, you’re ready for a DIY Beach Happy Hour. A walking happy hour with friends, a seated happy hour in solitude, anything goes! But the best part is you are paying a couple dollars for your cocktail instead of $CI 12 + 15% gratuity. I’m just saying.

5. Detangler and brush — My long-haired sisters know the havoc the ocean can wreak on your hair, creating a nest of knots that a pelican may mistake for his home. For this, I always go to the beach with a leave-in spray that moisturizes my hair and prevents knots. Once I am done with water for the day I spray a bit more and brush it out before the knots past the point of no return. 

6. Grocery bags as beach bags — I love me a Kirk bag but Foster’s will work just as good.

7. Follow all of your favorite restaurants on Insta for deals and happy hours — If you do not have an Instagram, I would suggest getting one; simply to follow your favorite businesses on island. This is truly the best way to get exclusive updates and deals from the places you love to eat and drink. For some businesses, Instagram pretty much serves as their main website. 

8. Bug Spray — No one is safe at sunset. While I will say the mosquito situation has improved slightly since moving here, I would still recommend keeping bug spray in your “go-bag” so you do not become a delicious feast for the skeeters! 

9. Carry reusable produce bags with you to stop at fruit stands — They now sell these at Kirk right next to the regular plastic produce bags. They are only 99 cents per bag and are perfect to carry in your car. In the summer when you stop to visit Tony the Mango Man you can save some plastic and put the mangoes directly in your reusable pouch! 

10. Real Women of Cayman — I’ve said it once and I’ll say it forever… anything you want to know about Cayman or life in general can be found on this Facebook page

11. Let the ocean become your personal spa — The ocean is recognized for its aesthetic quality but a bit under-appreciated for its health and beauty benefits. Salt water helps combat acne-causing bacteria, skin infections, and speed up the healing process. Also, sand is a natural exfoliant, which rubs away dead skin cells and helps clear pores and acne. Cancel your next facial and make your way down to Seven Mile Beach! Your skin (and wallet) will thank you!

12. Keep an umbrella or poncho in the trunk at all times — I know I am asking you to keep many things in your vehicle but as we can see, they all serve a purpose! It doesn’t rain all that often in Cayman, but when it rains, it torrentially pours with no warning at all! Don’t let yourself get caught in these unforeseen weather messes without the proper rain gear! But hey, some of us like getting caught in the rain (and piña coladas). 

13. Shop at the thrift stores — Just do it already. In my first year of living here I have not made a single overseas order. Almost all of my clothing has some from the Humane Society thrift store and my savings account thanks me for it. Read my thrift store tips to get started!

14. Book loftSpeaking of thrift stores, there is one on island that is dedicated to just books. While we all want to support our local books stores, we also know that $CI 30 per book at Books & Books is not the most sustainable way to fuel your reading passion. The Book Loft is located above the Humane Society. Their donated books go for $2-$4 each. And after you pick up (or drop off) your books you can go cuddle a cat or walk a pup — the perfect feel-good weekend activity!

15. Coconut water — Sunshine and saltwater, as lovely as they are for our well-being, can dehydrate our bodies quickly. An effective and easy way to combat dehydration is by drinking coconut water which is packed with natural electrolytes — packaged does the trick but natural is obviously preferred! Coconut Joe’s has a $5 natural coconut water served straight from the coco itself!

16. Free workouts are everywhere — Gym memberships and exercise classes can be quite pricey. For many people they are worth the cost, but remember that Cayman offers many free workout options as well! Take a long, luxurious walk on the beach. Go for a swim along Seven Mile. Join a group that puts on free organized runs and workouts (Tuesday Night Bootcamp, Saturday Morning Run Club, and many more!)

17. Non-drowsy dramamine / ginger for seasickness – Whether you have been invited to a boat party or are preparing for a day of scuba diving, it can be a good idea to take some preventive measures if you are prone to seasickness. Non-drowsy dramamine does the trick but you can also count on ginger which comes in many forms (ginger-ale, oils, chews, tablets, etc.) I myself like to peel fresh ginger and add it to my smoothie before a boat adventure.

18. Meditate outdoors – No need to search “ocean sounds” on YouTube or download an app, you have the real thing right outside your door! Take a seat on the beach and let the waves guide your breathing. Few things are more relaxing than a seaside meditation

19. Buy a scooter – This tip is much more of a commitment than my previous suggestions but as a scooter-owner, I have to tell you it has made island life so convenient for me. Never again will you worry about parking or traffic jams, you simply flit in and out of wherever you need to go. It also gives you a unique and beautiful island perspective as you notice things you maybe wouldn’t inside a car.

20. Read Island Diaries! 🙂 Nice job, you are already using this tip to your advantage. Thank you for reading! Watch out for future posts to hear about island lifestyle tips, itineraries, activity ideas, and much more! If not already subscribed, enter your email below!



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While Thanksgiving 2020 was a strange one for many around the world, it was a particularly interesting one for me as I celebrated it away from my family for the first time ever in the least thanksgiving-esque setting you can think of…the Cayman Islands.  To be honest, Thanksgiving was not even really on my radar. […]

Teaching by the Sea: My Caribbean Workspace

4 min read Many people when they think of Grand Cayman, or the Caribbean as a whole, imagine grand, luxurious vacations, surrounded by palm trees and turquoise waters. But something that may not come to mind is working. Or what’s more… teaching. Alas, contrary to my photos on Instagram, my time in Cayman has not […]

25 Weird Things That Only Happen In Cayman

25 Weird Things That Only Happen In Cayman

State the obvious, Grand Cayman is a Caribbean paradise and a wonderful place to both live and vacation. However, its beauty and prestige do not make it immune to some unavoidable quirks and peculiarities. I feel the longer one lives in Cayman, the less noticeable these oddities become. However, as a Midwest girl laying fresh eyes on this undeniably unique island, I have observed some truly one-of-a-kind occurrences that are too good not to share! The 25 items below are things that have surprised me, amused me, or just plain stopped me in my tracks since I have moved to Cayman

1. Island residents pay hundreds (probably thousands) of dollars to stay at hotels that are 10 minutes from their own home. AKA Staycationing, somewhat of a COVID-inspired phenomenon. 

2. Ordering anything from overseas pretty much guarantees several weeks or months of waiting. That is, if it even arrives.

3. ALL supermarkets (and many stores) are closed on Sundays meaning weekly errands have to be completed on Saturday. Oh, the horror.

4. The island’s dump (Mount Trashmore) is located in plain sight and is literally the highest point on the island. In 2020 it started on fire and school had to be cancelled because of the fumes.

5. People feed and pet wild stingrays like they are puppies. It is even considered good luck to kiss them.

6. There is such an overpopulation of green iguanas that people actually go “iguana hunting” for a cash reward. Before you get too excited, I think the reward is only $5 per iguana.

When in Rome?
A green iguana chilling in the tree at the school where I work

7. There seems to be no system for returning shopping carts at the grocery stores. If there is one, no one is following it. As a result all the carts end up strewn throughout the parking lots, at bus stops, and on the side of the road. Yes, I am upset about it.

8. Driving 45 minutes to the other side of the island is considered a “get-away.”

9. Virtually no one has a personal mailbox. No junk mail. No bills. Everything is either dealt with electronically or mailed to employer P.O. boxes.

10. As there is no televised news station in Cayman, all pertinent information can be learned through a Facebook group called the Real Women of Cayman.

11. On any given moment it could be torrentially raining in one area and blue skies one minute down the road.

12. Nowhere else in this world is there a Tony the Mango Man. And nowhere else on Earth do the mangos taste quite as good!

13. At first I thought it was a myth but apparently people actually cook turtle meat and put it in a soup called Turtle Stew.  (Which is a bit appalling to me but we won’t get into that here).

14. Gaelic football, despite its inane rules, is somehow the most popular sport for both men and women on the island.

15. The famous, award-winning 7-Mile Beach is not actually 7 miles at all, it is about 5 and a half. But you can walk the entire length of it which is pretty awesome.

16. The right of passage for new island arrivals is to attend either a boat party or a brunch (probably both, many times over). Oh, and be recruited to play Gaelic football.

17. Chickens. Chickens everywhere. On the golf course, in the streets, at outdoor restaurants, at the beach, and anywhere else you can think of. They will be there…asserting their dominance.

18. Being able to live COVID free throughout the entirety of this never-ending global pandemic!

19. Paying $2,000 per month for rent is considered a “good deal.”

20. Nobody really knows where to buy underwear. Except the Real Women of Cayman… they might know.

21. A bag of romaine lettuce costs $9. *GASP!!*

(7.69 CI = $9 US)

22. People put on sweatshirts when it drops to 78 degrees fahrenheit. (Sorry, *jumpers* for the English folk)

23. There are over 40 dive operations and 365 dive sites. There is literally a dive site for every day of the year

24. NO TAXES 😉 (but the money you save in not paying taxes goes straight to your romaine lettuce budget)

25. Your friends group is so international that you begin to pick up an unidentifiable accent and slang that could be English but maybe it’s South African? Either way, it’s totally lekker bru!

As you can see, Cayman is quite a unique little island! It goes to show even tropical paradises are susceptible to certain eccentricities. But just like anywhere else in the world, the longer you live somewhere, the more these things become ingrained in your worldview. Cayman is an island that inconveniences its residents in some ways but spoils us in so many others! If you can get past the chickens and the $9 romaine, I think you’ll find it’s a pretty fabulous place to live.


The Cayman Coffee Crawl

Many of us have embarked on our fair share of pub crawls — but what about a Coffee Crawl? It’s time to mix up our routine with a new non-alcoholic event that can be enjoyed while basking in our lonesome or surrounded by our friends. How does it work you ask? Well, it’s quite simple. […]


Janine Martins is a yoga and meditation teacher based in Grand Cayman. She creates personalized, private yoga experiences for her clients in their homes and in outdoor spaces. How and when did your yoga journey begin?  In the winter of 2008 I was living in my university town. I signed up for a 7 week […]

An Inside Look Into Janine Martins’ Morning Routine

With her cultivated beauty and infinitely good vibes, island renowned yoga teacher and sound healer Janine Martins is as elegant at 6:00 am as she is at Tillie’s disco brunch. When I arrived at her Snug Harbour home, the sun had not yet risen. She greeted me with a bright face, sporting a palm tree […]

How I Celebrated Thanksgiving In Cayman

How I Celebrated Thanksgiving In Cayman

While Thanksgiving 2020 was a strange one for many around the world, it was a particularly interesting one for me as I celebrated it away from my family for the first time ever in the least thanksgiving-esque setting you can think of…the Cayman Islands. 

To be honest, Thanksgiving was not even really on my radar. Living on this island is like Groundhog’s Day in the weather department. I realize that to most people 86 and sunny every day of the week sounds pretty darn good. No need to cuss at the weatherman with a forecast like that. And of course, it IS wonderful. However, for someone who is used to extreme seasonal changes, this Groundhog’s Day vibe has me very mixed up.

The other reason Thanksgiving wasn’t totally on my radar is because it is not really celebrated here. Cayman is a British territory and we know of course that Thanksgiving is an American holiday. Whereas in Wisconsin I would have enjoyed Wednesday thru Friday of vacation, here I had to work the whole week! (Poor me).

Alas, despite my lack of seasonal awareness, I must accept that the holiday season has arrived. However strange this year may be, 2020 has taught me to stop wishing for a different reality and simply make the most of what I have. While I wish I could have celebrated Thanksgiving at home with my family, I was able to take part in the next best alternative: Friendsgiving…Cayman style!

While I have participated in a few small Friendsgivings while living in the Midwest, Cayman Friendsgiving 2020 definitely will go down as the most special and memorable one to date. What really gave it WOW factor was the amazing lady who made it possible…my good friend and fellow American, Christine! I cannot tell you how many people I have met in Cayman that I initially suspect to be American but then later find out are Canadian. (Classic mix-up). The fact that Christine “sounds American” and IS actually American (New Jerseyite to be more specific) is such a comfort to me. Not to mention she is one of the most warm, kind people you will ever meet!

Christine hosted Friendsgiving at her place on Black Friday. When I walked into her apartment the first words out of my mouth were OH. MY. GOD. I thought for a moment that I had driven myself to the Ritz Carlton by mistake. She had rented banquet tables complete with linens, table settings, lights, and candles. She lined the living room with fresh flowers and added a finishing touch with name tags at every spot. While helping her with the final details, I spotted her open excel spreadsheet complete with guest names and their respective dishes. (Yes, she is an accountant…and also basically the Martha Stewart of Cayman).

I had signed on to prepare apple crisp (to honor my family’s tradition) and an autumn salad to add some green to the line up. My autumn salad called for sweet potato, a product I KNOW they have in Cayman. However, on the particular day I went to the supermarket they informed me they did not have the AMERICAN sweet potato but they DID have the JAMAICAN sweet potato. This was a learning moment for me as I never thought of the sweet potato as being classified by country. My ALDI days did not prepare me for this. Anyway, dazed and confused I purchased the Jamaican sweet potato as recommended by the produce man. Upon cooking it, I realized it does NOT provide a pretty orange color pop, but rather has an ugly yellowish, gray-speckled color. NOT something I wanted to put in my autumn salad. So, with a sigh of defeat I decided not to add it to the salad. But upon trying it a bit later, I can report that it DOES taste a bit similar to the “American” sweet potato and is rather yummy.

ANYWAY, back to Friendsgiving. Thanks to Christine’s spreadsheet, we all prepared something a bit different and had a wonderfully delicious variety for our Thanksgiving dinner. We were greeted at the door with welcome shots which we renamed “Gobblers” as their original name was a bit too explicit for a Thanksgiving celebration. They are made from Kahlua, Irish cream liqueur, and whipped cream. This really set the tone for the evening as we mingled about among our group of 14 friends. I even got a bit crafty myself in the mini bar department (AKA the washer and dryer covered with a festive sheet), preparing my brother’s Negroni recipe for a few people to try…shoutout Chase!!

After we had finished eating we migrated to our gender role areas: the men outside on the patio smoking cigars, the women sitting on Christine’s king bed in slumber party mode. In typical Thanksgiving fashion, we were too tired to move but were very happy to be chatting away in each other’s presence. And yes, that is a cup of coffee in my hands in the picture below as that is exactly what I would be drinking after Thanksgiving dinner at home 🙂

In total, there were 14 guests representing 8 countries: USA, Spain, South Africa, Slovenia, France, China, Canada, and England. I am so grateful to have shared Friendsgiving with this amazing group of people. We were first and foremost incredibly lucky to have the freedom of getting together freely and safely due to the near non-existence of COVID on the island. I also feel very fortunate to have made such good friends in my short time living on the island. Sharing with them the sentiment of togetherness and family that Thanksgiving brings during a time when I can’t see my own family was something I will never forget.

Thank you so much to Christine and to all the other lovely people who have made Cayman feel more like a home to me. 

Thank you for reading and stay tuned for the next edition of Island Diaries by Kate!

Happy Holidays!