North Side, Grand Cayman: Perfect Afternoon Itinerary

North Side, Grand Cayman: Perfect Afternoon Itinerary

Tired of the Seven Mile scene? Ready to add some flavor to your standard weekend plans? This itinerary for North Side, Grand Cayman is simple, easy, and a perfect way to spend an afternoon! I have kept this list to 3 essential stops so that you may complete the tour in 3 hours or less with maximum enjoyment and minimal exhaustion! Read on to uncover the perfect North Side itinerary and begin planning your next Cayman adventure!

Setting Out

I am a firm believer that a good road trip is never complete without a preliminary coffee stop! If you are meeting up with others, a great place to start the journey is at Jessie’s Juice in Camana Bay. Grab some caffeinated encouragement for the road and go over your afternoon game plan with the group.

Stop #1 Over the Edge Café

312 North Side Road KY1-1601, Old Man Bay

If departing from the Seven Mile area, the drive to Over the Edge will take roughly 40 minutes. (Might as well be a 3 hour road trip for Cayman standards.) Roll the windows down, turn on 98.9, and enjoy endless Caribbean vibes while cruising through Savannah and Bodden Town.

Over the Edge is a no-nonsense, oceanfront bar and restaurant located in Old Man Bay. Serving delicious Caymanian cuisine in a casual setting, this is the place to go if you want a seaside meal at a very reasonable price. I myself ordered the Mahi Mahi (pictured below) with plantain, rice and beans, and sautéed vegetables. They also brought complimentary Cayman fried bread to our table upon arrival. We sat as close to the water as possible and enjoyed a soft breeze and sweeping views of the glittering turquoise waters. Over the Edge is sure to leave you feeling relaxed and satisfied, ready for a Barefoot Beach adventure!

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Stop #2 Barefoot Beach

Queens Highway

After lunch, it’s time to make your way to the beach for some exploring! A 6 minute drive east from Over the Edge, Barefoot Beach is a secluded area offering stunning vistas and a bohemian feel. It is best known for its picturesque seaside steps and jagged cliffs. (Cliffs in Grand Cayman?? Yes, it’s true!) Wear good shoes and do some exploring along the rocky paths. Although the ocean entry is a bit rocky, I managed to swim around and wade through the light waves. It was very refreshing! All of this sounding a bit too adventurous for your liking? Simply pack a cooler of drinks and enjoy the gorgeous surroundings!

Above Photo Credit: The Cayman Expats

RECOMMENDED READ: The Ultimate Grand Cayman Bucket List

Stop #3 Willie’s Fresh Fruit & Juice Stand

Corner of Bodden Town Rd & Frank Sound Rd

After an hour or two at the beach, you definitely won’t say no to a fresh mango or guava juice. I certainly didn’t! While driving back to the Seven Mile area, be sure to stop at the Willie’s fruit stand located at the corner of Bodden Town & Frank Sound Rd. You wouldn’t believe the joy we experienced when we came across it. Our group stocked up on juices for the road as well as freshly baked bread and a native Cayman fruit we had never seen before. We were told it was an apple but I beg to differ! At any rate, it was fun to try something new. With fresh island goodies for reinforcement, it’s now time to make the trip back west. So roll down your windows, turn up the soca, and cruise with your sun-kissed skin and mango-stained lips all the way back to home base.

RECOMMENDED READ: 7 Best Healthy Restaurants in Grand Cayman

This island is beautiful, but living in the Seven Mile area with prices as high as its condos can start to feel a bit like an artificial paradise. I love going out to the North Side of Grand Cayman because it has a nitty-gritty island feel that reminds me I am, IN FACT, living in the Caribbean! Crazy, I know. Anyone who has driven out this way understands the shift in mindset that occurs once you’ve passed through Savannah. I recommend these three stops to anyone who may be looking to add flavor to their weekend plans. It will give you a beautiful and authentic taste of Cayman. Happy adventuring!

Recommended Read: 10 Tips for Your First Trip to Rum Point


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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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7 Best Healthy Restaurants in Grand Cayman

7 Best Healthy Restaurants in Grand Cayman

Grand Cayman is the culinary capital of the Caribbean. It boasts a diverse restaurant scene specializing in steak, seafood, and many local favorites. As much as this island’s visitors and residents love to indulge in decadent dishes, it’s no secret that these meals can be quite heavy and calorie-dense. In the land of year-round beach bodies, it’s nice to have a list of go-to healthy dining alternatives.

The restaurants listed below are my tried and true favorites for the health-conscious islander. Of course their menus do not represent 100% clean eating — they feature sweets and greasy fan favorites as well! However, the majority of their selections are nourishing and healthful. I come away from these meals feeling refreshed and energetic. Even more exciting is that these 7 picks are wonderful options for vegans and vegetarians. Myself being vegetarian, I am so grateful to have found them. Without further ado here are the 7 Best Healthy Restaurants to Try in Grand Cayman!

1. Vivo

Location: North West Point Road (West Bay)

Hours: 11 am – 9 pm on Weekdays, 9 am – 9 pm on Sat/Sun & Holidays, (Closed Monday and Tuesday)

Why I Love It: Vivo is a breath of fresh air in the Cayman culinary scene. It is a small outdoor café with an incredible ocean view. You can hear the waves crashing against the shore as you as eat your meal. With only a few tables, Vivo offers an intimate setting. The staff is also super friendly and welcoming! The menu features many healthy options including fresh seafood as well as vegan/veg versions of some Cayman favorites.

Kate’s Menu Favorite: The Vivo Loaf – Lentil and mushroom loaf, stuffed with cauliflower, topped with garlic coconut cream sauce, served with mixed salad and Brussel sprouts (bottom left)

RELATED POST: The Ultimate Grand Cayman Bucket List

2. Island Naturals

Location: Ground Floor, 12 Earth Cl (Seven Mile)

Hours: 7 am – 7 pm on Weekdays, 8 am – 6 pm Saturday, 8 am – 5 pm Sunday

Why I Love It: Island Naturals simply emanates good vibes. The second I walk in the door I am greeted by smiling faces; people who truly seem to enjoy their job. If you go you are sure to see Jen who will instantly brighten your day with her positive energy. While I tend to stick to a few menu favorites, everything I have tried at Island Naturals has been delicious! This restaurant has amazing variety and the freshest ingredients. It is also centrally located and is only a minute drive from my apartment. (I’m certainly not upset about this).

Kate’s Menu Favorite: Small Zen Buddha Bowl w/ Vegan Chorizo – Quinoa, Red Cabbage, Sweet Potato, Broccoli, Avocado, Tomato, Kale, Beet; Hummus, Sesame Seeds w/ Greek Dressing (bottom left)

RELATED POST: 20 Alcohol-Free Things To Do in Cayman

3. Jessie’s Juice

Location: Market St (Camana Bay)

Hours: 7:30 am – 4 pm Weekdays, 9 am – 4 pm Saturdays, 9 am – 3 pm Sundays

Why I Love It: Jessie’s provides a cute city vibe that most places in Grand Cayman simply cannot recreate. Striped yellow umbrellas and wooden booths give off a fun and welcoming energy. Their menu offers great variety and is very inclusive, taking into consideration a wide array of dietary needs. They will having you come back time and again to try their coffee, smoothies, pastries, bowls, kombucha, and much more!

Kate’s Menu Favorite(s): Matcha Mint Smoothie Bowl (bottom left), Life-Changing Bread, Harlem Express Smoothie

4. Bread & Chocolate Vegan Bistro

Location: 3 Dr Roys Dr (Georgetown)

Hours: Breakfast & Lunch: 8 am – 3 pm on Weekdays, 8 am – 2 pm on Sat/Sun

Dinner: 5:30 pm – 8 pm on Weekdays

Why I Love It: When I first visited Cayman in October 2019, I was totally vegan. Bread & Chocolate was one of this first restaurants I tried on island. An all vegan restaurant in Grand Cayman? I couldn’t believe my luck! Located in central Georgetown, Bread & Chocolate is a quirky little hole-in-the-wall bistro serving all day vegan breakfast as well as soups, salads, and sandwiches. Nestle into a cozy table or at the bistro bar and dig into a their namesake French toast stuffed with hazelnut butter and bananas. Portions are generous and the food is delicious!

Kate’s Menu Favorite: Breakfast Plate – Breakfast scramble (tofu with red onion & turmeric), hickory smoked tempeh, tomato, and house-made garlic aioli on a fresh baked sesame seed bun. Served with home fries and fresh fruit (bottom left)

5. Bluestone Lane

Location: 51 Fort St (Georgetown)

Hours: 7:30 am – 4 pm on Weekdays, 8 am – 4pm on Saturdays, 9 am – 3 pm on Sundays

Why I Love It: I love Bluestone Lane for the same reasons I love Jessie’s Juice. It has an attractive city vibe that I didn’t imagine possible on this island. With locations also in New York, Los Angeles, and DC, it’s no wonder I feel I’ve been transported somewhere a bit more cosmopolitan. Bluestone Lane boasts a beautifully designed café space in Georgetown center. Their Australian-inspired menu features healthy favorites such as a the Avocado Smash, Good Grains Granola, and Buddha Bowl.

Kate’s Menu Favorite(s): Breakfast Bowl – Tossed baby kale, heirloom tomatoes, feta, avocado, farro & a poached egg, Flat White Coffee (bottom right)

RELATED POST: The Cayman Coffee Crawl | A Caffeinated Tour of Grand Cayman

6. Palm Heights Vegan Brunch

Location: 747 W Bay Rd (Seven Mile Beach)

When? Keep your eyes on the Palm Heights Events Calendar. If you happen to be around when they are putting one on, drop everything and go! (Yes, they really are that cool.)

Why I Love It: Palm Heights’ close attention to design details is certainly not lost on their vegan brunch. With an expertly curated menu and intimate family-style seating arrangements, this is truly an event like no other. The brunch has historically taken place at their Turtle Pool which gives off boutique, luxury dining vibes. Prepare yourself for culinary innovation. You will be exposed to flavor combinations you never even thought possible. This is quite a social event with plenty of opportunity for chatting with table mates, event organizers, and even the chefs!

RELATED POST: Tillie’s: The Brunch to End All Brunches

7. Fresh Kitchen & Coffee

Location: Galleria Plaza, West Bay Rd (Seven Mile Beach)

Hours: 7:30 am – 5 pm on Weekdays, 11:30 am – 3 pm on Saturdays, Closed on Sundays

Why I Love It: Fresh’s simple and clean interior is the ideal space for a lunch date or work session. Similar to Island Naturals and Jessie’s Juice, this restaurants offers bowls, smoothies, coffee, pastries…and much more! (They also serve Green2Go juices in their drink cooler) Fresh’s delicious, house made ingredients have left me feeling satisfied and energized every time I have visited. Definitely worth a stop next time you get hungry while running errands!

Kate’s Menu Favorite: Acai Breakfast Bowl – House made granola / almonds / shaved coconut blueberries / a drizzle of honey (pictured below)

Healthy Restaurants Still On My List

As a writer, I want to bring you the most honest & accurate information possible. I understand there are many other restaurants in Grand Cayman that offer healthy options on their menu. I want to try them all! I just haven’t had the time (or money) to do that. (If you’d like to invite me out to lunch somewhere, please feel free to hit me up! 😉 )

That being said, here are some other restaurants I have heard about but have yet to try:

Brussel Sprouts

The Brasserie

Green2Go

Saucha

-Seven Mile Greens (Coming soon)

(And many more!)

That’s a wrap! I hope this list has inspired you to try a new healthy restaurant or maybe a new menu item from one of your favorites. And hey — if all you end up ordering at these places is a dessert or pastry, that’s fine too 🙂 (I won’t tell anyone).

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The Ultimate Grand Cayman Bucket List

The Ultimate Grand Cayman Bucket List

Grand Cayman, however small it may be, offers countless activities and adventures for visitors and locals alike. The best part? Most of these activities require very little planning and in many cases, minimal spending. These factors make this island a perfect setting to tick off a whole slew of bucket list items! Keep reading below to uncover the Ultimate Grand Cayman Bucket List and get started on your tropical adventures today.

Download the PDF version below of this bucket list below:

1. Kiss a stingray for 7 years of good luck: Stingray City is where you can go to feed, pet, and even kiss these gorgeous sea creatures. Hop on a boat party or book a group tour with Red Sail.

2. Enjoy a fish fry at Eastern Star: 30 minutes from central Georgetown, this beachside bar and restaurant offers a wide selection of locally caught fish, lobster, shrimp, and conch.

3. Visit the Parrot Sanctuary in East End: If kissing the stingray didn’t work, don’t you worry! Kissing a parrot is said to bring 10 years of good luck. The Parrot Sanctuary will bring you face to face with some of the island’s native plants and animal species. The stars of the show are of course, the Cayman Parrots! After your visit you can head across the road for a seaside lunch at Tukka.

4. Explore the Crystal Caves in Northside: Venture through three spectacular caves and the surrounding tropical forest on a 90-minute guided walking tour.

5. Dive or snorkel the Kittiwake shipwreck: Before moving to Cayman, I thought exploring sunken ships was only possible in the movies. This island makes these adventures so accessible with its plethora of shipwrecks and world-class diving culture.

6. Take a leisurely stroll through the Queen Elizabeth II Royal Botanic Park: Live like royalty for a few hours while wandering through these elegant gardens with their exotic floral display. This experience will leave you feeling peaceful and inspired!

7. Salsa dance a Tuesday night away at the Wharf: Can you name a more perfect backdrop for a night of Latin dancing? Arrive early to brush up on your steps as a dance instructor gives complimentary lessons. Entrance is free and water is provided!

8. Embark on a sunrise stingray cruise: Perfect for the early-birds, this tour gets you to the sand bar before the crowds. After Stingray City, you’ll head to the North Sound barrier reef for some snorkeling. A truly perfect start to the day!

9. Go horseback riding on the beach: Have the adventure of a lifetime by swimming bareback on your horse. Cayman’s crystalline waters create a dream-like setting for a truly unforgettable horse riding experience.

10. Take a Humane Society pup for a beach walk: This organization works so hard to care for homeless pups! Their shelter is often full and they greatly appreciate volunteer dog-walkers. No need to sign up or register, just stop in and they’ll give you the sweetest dog to take for a couple hours, the whole day, or even just 20 minutes.

11. Book a fitness class or sound healing on the Palm Heights rooftop: The view from atop this boutique hotel on Seven Mile Beach is absolutely breathtaking. Need relaxation? Clear your mind and soul with one of Janine Martins’ sound healing sessions. Want to sweat it out? Check out Jude Love’s Full Body Conditioning or Naturally Heated Pilates.

12. Star gaze at Barkers Beach on a clear night: This one is for the real adventurers wanting to go off the beaten trail. Away from the hustle and bustle of Seven Mile Beach, Barkers is a peaceful, remote setting for an evening of star gazing. Pack flash lights, bug spray, and refreshments of choice!

13. Snorkel with turtles at Spotts Beach: Another activity that rewards all the early risers out there! The best time to see turtles at Spotts Beach is from 7 am and onward. Swim around the seagrass area and you are sure to spot a few! Check out my Spotts Beach video here!

14. Swim in the natural topaz pool at Pedro St. James: Timing is everything with the swimming hole at Pedro St. James. Sometimes it is pristine and gorgeous, other times it simply an empty rock hole. If you are someone who understands tides, you may have a bit more luck with this! Wear durable shoes as you’ll have to traverse the Ironshore.

15. Go for a hike on the Mastic Trail: Immerse yourself in the island’s native plant species with this 7.4 km out and back trail near Bodden Town.

16. Kayak or snorkel the Bioluminescent Bay: Book with Cayman Kayaks for an unforgettable 2-hour bioluminescent kayak experience. Feeling brave? Other tours on island allow you to jump in and snorkel. Just beware of the jellyfish! Read about my failed DIY bioluminescent experience here!

17. Camp on the beach during the Easter Holiday: What a wonderful way to disconnect and enjoy the natural beauty of Cayman’s coastline! Hundreds of people turn out for this long-standing island tradition. If you’re unable to camp, take a walk on the beach to experience some of the fun first hand!

18. Spend an afternoon boat partying: You will not escape this island without attending at least one boat party. Move to the rhythms of Soca music as you cruise about the dreamy turquoise waters of the Caribbean! Read my boat party tips here!

19. Steal the dancefloor at a Tillie’s theme brunch: A truly iconic experience, Tillie’s will wow you with their creative design, delicious food, and outrageously cool DJs. Read about my own Tillie’s brunch experience here!

20. Sip a Mudslide at Kaibo in Rum Point: This cocktail is as Cayman as it gets. Absolut Vodka, Kahlua, Bailey’s, and ice, finished with cinnamon, a cherry, and a shot of Kahlua down the straw!

21. Try a paddleboard yoga class with Vitamin Sea: There are few things more peaceful than a sunset savasana on the water. Surround yourself with the expansive beauty of Seven Mile Beach alongside a group of saltwater yogis. All levels are welcome!

22. Load up on fresh fruit from Tony the Mango Man: During the summer months in Grand Cayman, the sight of this man outside of Governor’s Beach will be enough to make your whole day. Bring cash to stock up on local produce and have a chat with the man behind the mangoes!

23. Participate in the Flowers Sea Swim: Hosted annually on Seven Mile Beach, this one-mile swim race attracts athletes from around the world. Grand Cayman is certainly an inspiring destination for such an exciting event!

24. Compete in (or spectate) the Cayman Islands Marathon: Runners from Cayman and around the world can compete in either the half or full marathon. Those who are not so inclined to long distance races can partake in the event by passing out water or simply cheering on the runners. Read about my own Cayman marathon experience here!

25. Spot a Nurse Shark at Eden Rock or Sunset House: Nurse sharks can be seen almost anywhere off Cayman’s shores. Eden Rock and Sunset House are highlighted because of their easy shore access. (And also because I have personally spotted nurse sharks at both of these sites). Go for an easy shore dive or a lengthy snorkel and you may just spot one yourself! Read about my very first shark sighting here!

26. Shop for amazing gifts at Pure Art in South Sound: A visit to this unique store guarantees a heartwarming shopping experience. With unique handmade gifts and island-inspired local artwork, you are sure to walk out with treasures for yourself and others. Not to mention, the store owners are incredibly kind and helpful!

27. Watch the sunset with a Paradise Pizza on the beach: This island is a paradise. Why waste time indoors? Paradise Pizza is located behind Tillie’s. Pick up a Neapolitan-style pizza and take a seat on Seven Mile Beach for unique sunset dinner experience.

28. Rise early for a sunrise Seven Mile beach walk: At this hour, you have the beach almost completely to yourself! Enjoy the cotton candy colored skies as you pad across the expansive stretch of beach. Afterwards, treat yourself to a pastry from Icoa or Marriott’s Anchor & Den — you earned it!

29. Try a local island dish at Vivines in East End: An authentic, West-Indian eatery, Vivines offers local favorites such as stew chicken, macaroni pie, oxtail, conch, and callaloo.

30. Coffee Crawl though Georgetown and Seven Mile: The “Coffee Crawl” is a caffeinated itinerary invented by yours truly! It is a guide to exploring the many coffee shops of Grand Cayman — a wonderful way to get to know the island and its businesses! Check out my guide here!

There you have it! The Ultimate Grand Cayman Bucket List is sure to inspire your future travels (if you’re a visitor) or weekend plans (if you’re a local). Of course, this is not an exhaustive list. Grand Cayman is always brimming with events, attractions, and activities (on land, at sea, and underwater). No matter what plans you end up making, this little island is going to wow you again and again — I can guarantee it!


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Living on a small island like Grand Cayman, it can be easy to fall into a pattern when it comes to date night. We visit the same restaurants, order our same tried and true favorites, and revisit the same conversation topics. This is all good and well, but every once in a while, it’s nice to shake-up the routine and try something fun and fresh. The 5 unique date ideas in Grand Cayman listed below will have you falling in love with this little island (and your special someone) all over again!

1. Sunset Cruise with Red Sail Sports

Nothing says “romantic evening” like watching the sunset aboard a luxury catamaran. Red Sail offers this experience Monday through Saturday from 6 to 8 pm. There are light snacks served by the crew and happy hour drink specials from the bar. The boat is very spacious and offers many cozy seating options for gazing off into the sunset (or into the eyes of your seafaring sweetheart). I would recommend this experience to anyone who is looking for a break from sit-down dinner dates (BORING!) Set sail in style and enjoy a romantic evening at sea with Red Sail. Want to hear more about what Red Sail has to offer? Read how I became PADI certified with them in 2020!

2. Dance Class with Fuego Latin Dance

Talk about shaking it up! Attending a dance class with Fuego Latin Dance is sure to be a date night to remember. What’s more, it may become a weekly tradition. Fuego Latin Dance is a social dance community that offers classes at Cayman Music School in Camana Bay. Their offering includes group lessons in bachata, salsa, and kizomba. Whether you and your partner are complete beginners or already have some Latin dance under your belts, you are sure to find a class that suits your background. A drop-in class costs $20 whereas a 4-week and 6-week membership cost $60 and $90 respectively. The instructors have a fun, light-hearted vibe that diffuses any dance-related anxiety immediately upon arrival. Grab a drink in Camana Bay before or after your lesson and you have yourself the perfect date night that won’t break the bank!

3. Taco Tuesday at Coccoloba

How could a date go wrong with tacos and tequila? (Ok, don’t answer that). Continuing in the same Latin vein, it’s about time to spice up your week with a Tuesday date night at Coccoloba. This open-air restaurant on Seven Mile Beach serves Mexican street food with modern island flair. From 5 pm to 9 pm you can order $5 tacos and $8 margaritas to your heart’s content. Another prime spot to watch the sun go down as live Latin music fills your ears and liquid paradise lifts your spirits. Dancing is optional although you may very well be the only couple on display for the whole restaurant. (Yes, Bryan and I are that kind of couple). What are you waiting for? Trade your boring wine and over-priced entrée for a night of tequila, tacos and music!

4. Paradise Pizza on the Beach

This island is a paradise. Why waste time indoors? You want your pizza and you want it on the beach, damnit! Another cost-effective date that is overflowing with island vibes is ordering a couple pizzas from Pam Height’s Paradise Pizza and plopping your bum in the sand to eat them. Let’s stay on theme and say you can even consume this cheesy bliss while watching the sun go down over the calm, Caribbean waters. Pick up a bottle of biodynamic wine from Paradise or buy whatever is on sale at Tortuga Rum and have yourself a sandy happy hour. Just don’t forget glasses and an opener. Your date is going to think you are a genius and will (probably) love you forever.

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The pinnacle of romance is watching a movie on the beach with yours toes in the sand. Every Thursday, the Westin blows up a massive outdoor screen and creates the cutest little beach theater. Here you can enjoy a rom-com with your special someone and have drinks and food served directly to your seat. The best part of all of this? You only pay for what you buy! There is currently no entrance fee, making this a very cheap date indeed. And if your date doesn’t want to see a rom-com, well that is a deal-breaker and it’s time for you to cut your losses. Call it like I see it. Arrive around 6:30 pm to settle into your seats and enjoy the full theater experience a la Seven Mile Beach! Reservations are required: Call 345-321-5513 to secure your spot.

Works just as well for a Girls Night Out!

There you have it! 5 unique date ideas that will impress your special someone whether you’ve been together for 1 week or 20 years. What all of these dates have in common is that they get you away from a traditional dining setting (where dates most commonly transpire), providing an undeniably fresh and exciting experience for both you and your partner. Don’t delay! Try one of these ideas this week or weekend. You will not be disappointed!


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The Cayman Coffee Crawl

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. You start by picking three (or more) coffee destinations. Luckily, if living in Cayman, this step has already been completed for you compliments of Island Diaries by Kate! You must then consider a time frame. Do you want to visit all three coffee venues this month, this weekend, or get super hyped on caffeine and visit all three in one day? 

Follow me on Instagram for my free Cayman Coffee Crawl itinerary or a customizable coffee crawl template (see left) that works anywhere in the world. This is a fun way to remember your favorite drinks and food from each place you visit and share your picks with friends and family!

Read about my first ever Cayman Coffee Crawl below and get ready to embark on your very own coffee adventure!

https://www.instagram.com/island_diaries_by_kate/

Stop Number #1: Bluestone Lane

Location: 51 Fort Street, George Town

Located only a few blocks from the waterfront in the heart of George Town, you will find Bluestone Lane on an adorable street corner across from George Town public library.

Seating: There are many seating options available both indoors and outdoors. Even during peak Sunday breakfast hours we were able to find a table within a few minutes of ordering our drinks. 

Beverage: As recommended by a friend, I ordered a Flat White with almond milk. It arrived in the most picturesque manner with the steamed milk design etched on the frothy surface. Bryan, a man who favors consistency in his coffee drinks, ordered an Americano served strong and hot in blue porcelain. Both drinks were rich in flavor and kick started our day in a perfectly caffeinated fashion. 

Bites: Unsure of where my appetite was when I arrived, I ordered their Vegan Keto PB Cheesecake. (I mean, who knew such a thing existed). It was delicious and large in portion, pairing wonderfully with the Flat White. Bryan went for a more traditional start to morning, ordering an Egg and Bacon Croissant Spiral. (Sunny side up egg, bacon, spinach, tomato chutney & roasted garlic aiolil). Overall, YUM. 

Thoughts? I would definitely recommend trying out Bluestone Lane for a quick breakfast or coffee while in George Town. As someone who spends much of her time around the Seven Mile area, it is nice to change up the vibe and head “downtown” to grab a coffee. Nice people, upbeat ambience, and a tasty menu. Definitely check this off your next Coffee Crawl!

Stop #2: Tillie’s, Palm Heights

Although Tillie’s would not be considered by most as a place to stop for coffee, we argue that it is one of the best and should definitely be considered on the crawl! Keep reading to find out why!

Location: 747 W Bay Road

Located on the coveted white sands of Seven Mile Beach, Tillie’s provides breathtaking ocean views in a captivatingly elegant dining space. Many Cayman residents and visitors have experienced such ambience at their iconic Sunday brunch but have you ever considered stopping by for something as simple as a coffee or juice?

Seating: We arrived around 11 am on a weekday It was incredibly quiet as the staff were just starting to prepare for the day ahead. We selected a table in the sandy area under the awning, as close as possible to the pristine waters as possible. We sipped our drinks with toes in the sand and only the ocean waves as background noise. Name a better place to enjoy a late morning coffee.

Beverage: I ordered a delightfully refreshing green juice and Bryan ordered, you guessed it, an Americano. 

Bites: I chose to enjoy my green juice in and of itself while Bryan ordered a small plate of empanadas. Of course, this was not the most conventional of coffee hours, but hey, anything goes while living on a Caribbean island! 

Thoughts: Unexpected but optimal venue for a coffee date. We will definitely be back for more green juices and americanos. Many people frequent Tillies for their elaborate brunches and cultural nights, but I think there’s something to be said for the simplicity of ordering a coffee and juice on the beach. You could even throw on a swim suit for a post coffee dip!

Stop #3: Jessie’s Juice

Location: Market St, Camana Bay 

Cafes don’t get much cuter than Jessie’s Juice in Camana Bay, a vibrant waterfront community in the heart of Seven Mile Beach. Jessie’s is the perfect place for a post workout juice, a mid shopping spree coffee, or a quick and healthy meal while out on the town.

Seating: Jessie’s, being the cute little place that it is, has very limited indoor seating. The main draw of this juice bar & café is the vibrant outdoor seating options perfect for meeting up with friends or people-watching in solitude. You can even bring along a furry companion!

Beverage: If you are one of those people who are overwhelmed by “too many” amazing options, you may have a tough time at Jessie’s. One look at the menu and your eyes will go wide with wonder. We came for coffee but as usual were tempted by the wide variety of smoothies, juices, lemonades, and kombucha. After trying a couple samples, we ditched our coffee plans and settled on two tall glasses of peach kombucha. Even people who are a little bit on the booch fence will love Jessie’s version. It is fresh, fizzy, and has virtually none of the vinegar flavor that some brews seem to contain. I totally recommend this drink especially because they let you taste it beforehand!

Bites: We settled on Bryan’s favorite pastry — the banana nut muffin. This muffin has been known to help the accountants of Camana Bay survive through the busy season! It is a light and delicious option if you are not super hungry! 

Thoughts: All around, Jessie’s is one of my favorite places to go for a coffee or smoothie. If you haven’t been yet and would like to try it out, you should definitely go when you have time to sit for a while outside. Bring a book, meet a friend, or people-watch to your heart’s content. (Wear sun glasses so people don’t think you’re creepy.)

Cayman Coffee Crawl in Review:

This island offers many exciting events… but if you aren’t interested in drinking alcohol or spending a lot of money, I think the Cayman Coffee Crawl is an excellent activity to try out! Please stay tuned for future coffee crawls as I know I am only scratching the surface and there are so many places to be explored! (In Cayman and world wide!)

Connect

If you decide to try my coffee crawl or design your own version wherever you are in the world, please share with me! Also, if you have any recommendations for cafes to try in Cayman or around the world, send them my way 🙂

As always, thanks for reading! Subscribe below to receive new content to your inbox every Wednesday!

Tillies: The Brunch To End All Brunches

Tillies: The Brunch To End All Brunches

Brunch has become something of a universal Sunday celebration. We’ve all been to one. We’ve all drank the mimosas. We’ve all had to rescue our dill pickles from the bottom of watered-down bloodies. But until you’ve attended a brunch at Tillies in Grand Cayman, consider yourself deprived of the complete brunch experience.

Let me preface this by saying that brunch at Tillies is not for the faint of heart. When you make a reservation for this event, you are making a commitment to a minimum of 4 hours not just eating and drinking, but also dancing and socializing. Consider it the brunch olympics. Each month Tillies announces the Sunday brunch theme. October, for example, is an homage to the 90’s. Given that I spent all of the 90’s either in diapers or in my cousin’s hand-me-downs, my understanding of 90’s fashion is lacking a bit to be desired. Lucky for me, this past weekend kicked off with “90s in the Hamptons,” which apparently means dress in all white. For me, it meant an easy theme to follow, sparing me a trip to the thrift store.

Arriving at Tillies brunch is like stepping on to Grand Cayman’s very own red carpet. Everyone is dressed to the nines, including the wait staff and hosts. There is even an award given to the “best-dressed.” We haven’t won it yet — we seem to have a lot of competition. Seeing the many unique interpretations of the theme is entertainment in and of self. Of course, there is still a fair share of people who arrive in casual dress. One legendary brunch-goer in particular can be seen at Tillies every single Sunday sporting a different sarcastic graphic tee. Even funnier than his shirts is the fact that he is known to make frequent costume changes in between stints on the dance floor. I think we should all aspire to be more like him!

The themed ensembles definitely contribute to the extravagant brunch vibe; however, the real glamour of the event lies in the location and design of the restaurant. For one, Tillies is situated quite literally on the beach. Whether you choose to sit inside or outside, the ocean is just a stone’s throw from your table. If you are really planning ahead, you could even come equipped with your swimsuit for a little mid-brunch dip. Besides the unbeatable location, Tillies has a design team that elevates the experience to a whole new level. An Aperol spritz fountain made entirely of fresh, local fruit…a golf cart elegantly piled with pineapples and flowers… a pyramid of a hundred champagne glasses… You name it, Tillies can make it happen. That is one of my favorite things about them — they always keep it fresh and aren’t afraid to take risks. 

Of course, while many are enchanted by the aura of Tillies, artful fruit arrangements alone cannot guarantee a gold star review. That is where food and drink come in. Another area of this brunch that seems to be in constant flux is the menu. Last weekend the menu was “90’s Pan-Asian Craze.” I am sure this has meaning to someone out there but to me it just meant “Yay, Sushi!” The brunch menu is set for each table with vegan options available. The appetizers, seafood tower, main course, and dessert are brought to you in four waves until you find yourself completely surrounded by food and prosecco wondering for a brief moment if you have died and gone to heaven.

Of course, while many are enchanted by the aura of Tillies, artful fruit arrangements alone cannot guarantee a gold star review. That is where food and drink come in. Another area of this brunch that seems to be in constant flux is the menu. Last weekend the menu was “90’s Pan-Asian Craze.” I am sure this has meaning to someone out there but to me it just meant “Yay, Sushi!” The brunch menu is set for each table with vegan options available. The appetizers, seafood tower, main course, and dessert are brought to you in four waves until you find yourself completely surrounded by food and prosecco wondering for a brief moment if you have died and gone to heaven.

At an event that honors socializing and dancing as much as they do food and alcohol, it can be a challenge to find the proper balance between calorie consumption and physical exertion. What happens when the sushi is delivered at the same time that your favorite song comes on? To eat or to dance? The key, like most things in life, is to go with the flow and see where the afternoon takes you. Choose your brunch adventure! This is one of the reasons why no two Sundays will ever be the same.

You may be thinking…that’s great Kate, but how much is it? Well friends, in the world of materialism, you get what you pay for. If you want unlimited low-quality food as cheap as you can get, then sit yourself down at Paul Bunyan’s cook shanty in the Wisconsin Dells and eat flapjacks to your heart’s content. But if you want to experience something original with amazing quality on an iconic Caribbean beach, then reserve a table at Tillies! Most people working and living in Cayman would not bat an eye at the price of brunch — $75 CI per person ($92) for unlimited food, drink, and entertainment. However, I know all of my teacher friends from Wisconsin are having heart palpitations just thinking about spending that amount on BRUNCH. 

Look, we all have our priorities, but in my opinion this is something you have to experience at least once if you are visiting or living on the island. Once you do, you will be hooked. It is truly the brunch to end all brunches! See you at Tillies! 

https://www.tillies.ky/

5 Reasons You Should Join Paradise Pizza’s Wine Club

5 Reasons You Should Join Paradise Pizza’s Wine Club

How does a girl go from gulping franzia from red solo cups to swirling biodynamic Portuguese wine at Grand Cayman’s only natural wine club? This Cinderella story is brought to you by none other than Paradise Pizza, a deceptively sophisticated pizza garden that is brand new on the Cayman restaurant scene.

Trust me, I know the kinds of ideas that can be conjured up by the words “Biodynamic Wine Club.” Maybe it sounds pretentious….or like an event that would be put on by organic yuppies who frequent Whole Foods. But trust me when I say that attending a Thursday night wine club at Paradise is one of the best things you can do in Cayman — and I am going to give you 5 reasons why. 

Reason #1 to join the club —

THE PEOPLE. 

Where else are you able to share a table with fashion designers, architects, chefs, teachers, and lawyers from all around the world? (Oh wait, who invited the accountant??) Even more importantly, when have you ever been able to do this without feeling the pressure of labels and status? This club is a place where all walks of life come together and talk over wine and pizza like old friends. You will learn not only about the wine you are drinking, but even more interestingly, about the people with whom you are sitting and how their experiences have landed them on this island.

Reason #2 

THE WINE.

Although currently unable to travel in the literal sense, we can still take our taste buds on a trip through international vineyards. Every Thursday Paradise chooses a region. For example, we have already explored Spain and Portugal, Eastern Europe, and California. They select three to four wines from the region which are presented to you by the coolest lawyer turned sommelier you have ever met. She totally won’t even judge you for your dark days of drinking franzia straight from the box. After one or two Thursday nights you may even be firing off wine vocabulary you never knew existed like skin contact, tannins, and acidity. But if you’re not into that, you can just smile and nod while downing your glass. Each wine selection is paired with a unique Neapolitan style pizza such as the Habibi, Cayman Veg, or my favorite — the Mr. White.

Reason #3

THE VALUE.

Anyone who has visited or lived in Cayman knows that good deals on this island are few and far between. I stopped looking at most of my receipts because they were breaking my frugal little heart. So when I come across a hidden gem like Natural Wine Club, it’s hard to keep it to myself. For just $30 you will try three or more high quality natural wines and at least three pizzas with the freshest ingredients all while mingling with some of the most interesting people on the island. Of course, as with any successful dining establishment, you come for the food but you stay for reason #4…

Reason #4 

THE ATMOSPHERE.

The friendly and open environment is what draws people in at Paradise. Upon arrival the hosts and club goers greet you with open arms and warm smiles. You will not escape without at least a few hugs. It’s kind of like a family reunion…but one that everyone is excited about. Once seated, you will find yourself in an outdoor pizza garden surrounded by vibrant colors and bursts of greenery. The intimate picnic table seating creates a sense of immediate inclusion and all around good vibes. All that is left to do is sit back, relax, eat some ‘za and drink some vino! 

Reason #5

Did I mention the PEOPLE?

I mean…they are truly one of a kind. You could come in with zero friends and leave with ten. On an island that is so transient, it’s a wonderful feeling to be a part of a community. That is what the Paradise Pizza Natural Wine Club has become for me and I would recommend it to anyone who is craving wine, pizza, and good friends. I mean, WINE NOT? 

See you at Wine Club! Cheers!

https://www.paradise.pizza/