Cayman Islands East End Girls Trip Itinerary

Are you looking for a unique day trip to shake up your girlfriend plans in Cayman? Look no further! Below you will find a unique East End itinerary featuring food, art, and drinks! While our outing did not include any beach stops due to overcast skies, I will offer some suggestions for additional or alternative activities to customize your very own girls day out! 

Stop #1 Jessie’s Juice

Jessie’s is a great rendezvous point to kick off your girls day out. Here you and your girlfriends can meet up and equip yourselves with caffeine for the exciting journey ahead! After all, what’s a road trip without a coffee companion?


Stop #2  Charles Long Art Studio

114 West Ln, Savannah

This East End itinerary features two very distinct art studios; the first of which is located in Savannah along a pebbled residential road beside the artist’s private home. Arriving at the Charles Long studio felt like total submersion into the local Cayman culture as Charles himself came out to greet us and shake our hands one by one. The studio is open and airy with natural light streaming through the domed ceiling. A visit to the gallery must be reserved in advance via Instagram or by calling directly. The pure island vibes and familiar spirit of this gallery make it an excellent detour off the beaten tourist trail. 

Instagram: @ckglong

Phone: +1 345-917-5741



Suggested Stop: Pedro St. James

Pedro Castle Road, Savannah

Charles Long’s studio is very close to Pedro St. James, a natural historic site situated alongside the sea. While I have yet to tour the 18th century Great House, I have enjoyed a drink and appetizers at the distillery that overlooks the water. There is also a stunning swimming hole that sometimes fills completely with water. Wear sturdy walking shoes and venture down the Ironshore to take a dip in the natural topaz pool.

Stop #3:  White Dog Art

Bodden Town Road

As you continue further east toward Bodden Town, you will near the second stop on our girls trip itinerary. White Dog Art is a simple modern house that greets visitors with a stunningly vibrant mural painted by the artist herself. Similar to our experience at Charles Long studio, the artist, Ren Seffer, came out to greet us with a warm and welcome smile. She invited us into her bright studio space where we felt right at home amongst her cheerful canvas paintings. It was so fun to see the contrast between the artwork of Charles and that of Ren. While both artists showcase a sea of bright, happy colors, their styles are utterly distinct and cannot be compared. (A visit to White Dog Art studio can be arranged through their website)

Instagram: @whitedogartcayman

Our group posing in front of the studio’s mural with Ren on the far right

Although I did not walk away with any pieces, I enjoyed getting to know more about the culture and history of Cayman through the art itself as many of the paintings featured emblematic places and people of the island. A few of the girls in our group gathered information from both artists to have a piece commissioned. This is also something to look into if you are searching for the perfect art for your home or as a gift.



Suggested Stop: Fruit Stand

Just up the road at the corner of Bodden Town Rd and Frank Sound Rd there is a fruit stand where you can pick up some local produce (cash only). This is a nice stop to restock your refreshments as you continue on your East End ramble!

Stop #4: Tukka

898, Austin Conolly Dr, Gun Bay

At this point in your girls trip, you have most likely worked up quite an appetite. No worries, delicious island fare is right around the corner! East End offers several excellent options for waterfront dining. For this itinerary in particular we selected Tukka, an Aussie-owned restaurant with a Caribbean twist. Their menu is quite large and diverse featuring local favorites as well as many international & Australian dishes. Being that our trip took place on a Sunday, they were offering a brunch deal for $CI 34. I myself ordered a la carte, selecting a lionfish taco and coconut prawns. While I am typically a cocktail girl, I was feeling rather rustic and decided to order a local bottle — Caybrew light. The highlight of lunch was sitting on their patio overlooking the water with a lovely ocean breeze!



Suggested Stop: Barefoot Beach

Queen Highway, East End

Unfortunately, the day we went on our East End trip it was a bit cloudy and cool (for Cayman standards) so we decided to skip the beach. However, I would recommend a stop at Barefoot Beach either before or after lunch. Even if you do not plan to swim, it is a beautiful spot to relax, take photos, and enjoy some drinks and snacks from the cooler. 

Barefoot Beach

Stop #5: Czech Inn

Bodden Town Rd

Circling back from East End en route to George Town, the Czech Inn is the perfect place to finish an East End outing on a high note. Arriving at the Czech Inn is a visual overload as this bohemian, outdoor bar and grill is decked out head to toe with unexpected decorations like surfboards for tables. While it is definitely not known for its scenery, the vibe of this place is one of a kind and 100% worth a visit. Although our group did not order food, the place has excellent menu reviews making it a perfect casual, roadside lunch spot. 



My thoughts on the day:

This itinerary provides a well-rounded cultural taste of East End that includes food, art, and nature. It is a perfect day trip for you and your girlfriends but could be enjoyed by anyone for any occasion! I am by no means an art enthusiast but I really appreciated the unique perspective these galleries provided me. I was able to see the island through the eyes of local artists — a truly special experience! I will definitely be back to Tukka soon for some more lionfish tacos and coconut prawns! Happy trails on your next journey out east!

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4 thoughts on “Cayman Islands East End Girls Trip Itinerary

  1. Kate, you’re starting to sound like a professional Travel Writer!! I wish I could have been along on your “Girls” day! Maybe someday your Mom and Aunties can get to Cayman for a visit with you and Bryan!!!

    1. Aunt Sue, thank you so much! Professional travel writer is for sure a dream job and I’ll do whatever it takes 😉 I would have loved to have you along for our girls day out. Maybe we can make it a reality, but if not I look forward to our next trip to the RV 🙂

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