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!

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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 🙂

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