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11 Romantic Ways to Celebrate Valentine’s Day in Grand Cayman

What is more romantic than celebrating Valentine’s Day in a tropical paradise? Grand Cayman, with its palm-tree lined promenades and sun-drenched oceanscapes, sets the scene for a dreamy, Day of Love celebration.

This February offers something special for every couple on the island; from refined experiences like massage workshops to more breezy activities like Seven Mile sunsets, we’ve got you covered. Keep reading to discover our 11 romantic ways to celebrate Valentine’s Day in Grand Cayman this year.


1. Relax into Luxury 

If ever there were a perfect occasion for pampering, Valentine’s Day is it. La Prairie Spa of Ritz-Carlton represents the epitome of luxury treatments in Grand Cayman, boasting glamorous, ‘relaxation sanctuaries,’ and en vogue facial blend ingredients such as caviar and gold. Book into a private couples massage workshop and learn how to perform the art of relaxation on your partner or choose from a wide array of other blissful spa offerings.


2. Cruise the Camana Bay Culinary Scene

Dinner is the bread and butter of Valentine’s Day celebrations; certainly not something to skimp on. Grand Cayman is well-equipped in the arena of gorgeous, gourmet eateries, a generous collection of which are located in Camana Bay. Stroll the palm-tree lined promenades leading to premiere dining destinations such as Agua, a stylish, Peruvian-inspired seafood restaurant on the waterfront. Alternatively, set the scene, à la Lady and the Tramp, by diving into a plate of fresh, homemade noodles with your sweetheart at Pane and Pasta

3. Revel in the Roaring 20’s

Nothing says ‘romance’ like the dimly-lit lounge and speakeasy vibes of Next Door. Take your date on a trip of the senses: mellow sounds of jazz, red velvet couches, artisan cocktails -- all whilst cloaked in an intimate sheath of darkness. Treat yourselves to their expertly crafted flavors, aimed to tantalize, with concoctions like the rum-based Deja Vu or vodka-based Violet Death. 

4. Give the Perfect Gift

This year it’s time to step up your game from flowers and chocolates. Head to Rocky’s Diamond Gallery for a gift that is sure to ‘wow,’ or drop a healthy hint upon your significant other. You can’t go wrong with the delicate and trendy island-inspired necklace featuring the map of Grand Cayman. Buy it in sterling silver, 14k yellow-gold, white-gold, or rose-gold. 

5. Ride in Style

You’re not basic, and your Valentine’s Day plans shouldn’t be either. Pack a picnic, your favorite shades, and ride off into the sunset in a Moke, the ultimate island car with a dreamy vintage aesthetic. Ride shotgun or take the wheel, the sunshine on your face and soft Caribbean breeze whipping through your hair. Make stops at the very Instagrammable Lover’s Wall, the bohemian Barefoot Beach, or the charming Botanic Park (see below). Check out Avis for more information on how to rent. 

6. Take a Scenic Stroll

Valentine’s Day isn’t all about night moves. Grand Cayman boasts a wide variety of fanciful daytime activities, a particularly scenic one being the Queen Elizabeth II Botanic Park. Picture you and your Valentine, traipsing hand in hand through the winding, colorful gardens, inhabited by the endangered Blue Iguana and rare native aquatic birds. Managed by the Tourism Attraction Board, the Botanic Park is situated on 65 acres of land in North Side on Frank Sound Road, a perfect stop to make on an East End road trip!

7. Have Dinner…But With a Twist

Kick off your evening with a cocktail in Camana Bay, then hop aboard Cayman Ferries for a scenic 30 minute ride across the sound to Kaibo. You will be greeted by twinkling lights, swaying palm trees, and views of the dark, shimmering sound at night. Relax into a beachy vibe on the main floor or escape upstairs for a more refined dining experience. The Cayman Ferries schedule changes weekly, so be sure to consult their website for departure times. Purchase tickets by downloading the Cayman Ferries app.  


8. Salsa Dance the Night Away

Turn up the heat on your V-day plans by taking to the dancefloor with your enamorado. Cuba Libre morphs from a restaurant into a slick, Habana Vieja-esque club, complete with an old Cuban car and an inviting dance floor. Order a mojito and test out your steps in a sea of dancers, beginners and professionals alike. Still new to the salsa scene? Dip your toes in by taking lessons with Fuego Latino. They will have you swiveling your hips like an expert in no time. 

9. Sip on Sunset

An absolute classic -- Sunset on Seven Mile Beach; but let’s dress it up. First stop is Tortuga Rum, adjacent to Sunshine Suites, where you and your date can pick out the perfect bottle of wine. Be sure to bring glasses and a wine opener as well. Next, cross West Bay Road and hit the sand via Westin’s beach access. Set up shop, the expansive Caribbean sea and setting sun as your backdrop. It’s a simple but gorgeous way to spend a Valentine’s evening.

10. Throw it Back for Movie Night

Keeping it classic, nothing flexes your romantic muscles like an outdoor movie -- on a white sand beach of all places. The Westin hosts an outdoor movie night nearly every Thursday. Beach chairs line the sand, a large blow-up screen takes center stage, and barefoot movie-goers gather at sundown. The movie is free with the purchase of a menu item from Tortuga Beach Grill & Bar, like the delectable tune poke bowl for a main and a piña colada for a bevvy. The casual setting and relaxed vibes makes for a unique, laid-back island date night 

11. Bask in the Beauty of Pedro St. James

An understated yet captivating Valentine's rendezvous -- love with a side of history. Pedro St. James is a sprawling, 7-acre historic site boasting uninterrupted seascapes and authentic Caribbean charm. Attractions of the site include the Thatch and Barrel restaurant, rum-tasting, and the Great House, an impressive three-story stone home built in 1780. After touring the grounds, go for a globally-inspired cocktail with a cliffside vista.

Insider Guides: Local tips from paradise with Alex Cowan

ALEX, WHAT’S HAPPENIN’? TELL US ABOUT YOURSELF! WHAT WAS IS LIKE GROWING UP HERE IN PARADISE?

Cayman is definitely an ideal place to grow up. The sense of community while growing up here is my favourite part. “Everyone knows everyone” is a saying you will hear a lot from Caymanians and this is true! Cayman is such a small, tight-knit community and you are not far from the support of family and friends. The safety and beauty of Cayman along with its people make it a perfect place to live and grow.

YOU’RE RIGHT! SO TELL US WHAT DO YOU LOVE MOST ABOUT CAYMAN?

The people of course! There are very few places in the world where you will witness a huge diversity of people from many different backgrounds living together in harmony. We truly are the most welcoming people on earth. We like to call that “Caymankind.” The ability for our people to welcome everyone to our beautiful islands is unique and truly a testament to our lifestyle and attitude.

WHAT IS THE BIGGEST CHANGES YOU SEE ON THIS ISLAND SINCE BEING A KID?

The continuous development. Cayman (especially Grand Cayman) has developed tremendously over the years. The amount of new buildings going up all over the islands with older buildings being removed, has definitely changed how Cayman looks and feels. I remember as a child thinking five stories was high and I now find myself walking past high rises. The amount of development that has happened in Cayman over the years is astonishing and has contributed to our tourism product greatly.

SO WHAT DO YOU DO HERE? AND WHAT DO YOU LOVE ABOUT YOUR JOB/LIFE?

I consider myself an Entrepreneur. I own a few businesses on Island including a 24/7 fitness center and a rideshare web application, which I am hoping to launch very soon. I am also currently doing some part-time work in Real Estate which I am really enjoying. The ability to work on my own schedule is priceless. To do so in one of the most beautiful places on Earth is an amazing bonus.

WE ASSUME YOU HAVE VISITORS, YES? TELL US WHERE YOU WOULD TAKE THE VISITORS FOR SOME DRINKS AND GOOD FOOD?

I would definitely take my visitors to the north side of the island. Rum Point is the perfect spot to have a few frozen mudslides while relaxing in a beach hammock. The drive up also allows for great sightseeing. Back in George Town I would take my visitors to Cayman Cabana, which is a fabulous restaurant on the waterfront serving nice cold cocktails and fresh fish caught by the fishermen who bring their daily catch in right beside the restaurant! They also have a huge selection of unique local dishes. The final place I would take my visitors would be to the northwest point of the island to a bar and restaurant named Cracked Conch Macabuca. You may not be surprised by this but their Cracked Conch (fried conch) is the best on Island. Pair it with a nice cold local beer and a great local bar atmosphere, it’s tough to beat!

AND WHAT ABOUT THE SUNSETS? WHERE’S YOUR FAVOURITE PLACE TO GO?

I have seen some spectacular sunsets on Seven Mile Beach. However, Northwest Point just edges Seven Mile Beach in having the best sunsets on Island. Have a happy hour drink at the bar at Macabuca and watch nature put on a show!

EVERYONE LOVES A NICE DAY OFF, WHERE DO YOU LIKE TO SPEND YOURS?

My ideal days off are spent on the boat on the North Sound. You can’t beat a day on the water! Get some morning fishing in and then spend the afternoon at Rum Point and Starfish Point. Once anchored open the cooler, grab your drink of choice and relax under the sun. Island life at its finest!

PEOPLE WANT TO KNOW ABOUT THE LOCAL FOOD - WHERE DO YOU GO FOR YOUR FAVOURITE LOCAL DISH?

Vivine’s Kitchen in East End is the hot spot for traditional Cayman food. It’s tough to choose a favourite local dish but Vivine’s has it all from Stew Conch to Cayman Style Beef to Cassava Cake for dessert. You name it she has it. Interestingly, her restaurant is her home! Vivine and her cooks prepare island delicacies from her own kitchen. The servers then bring the food out back where her guests are seated around tablesset out in her own backyard. This is a must do for a very traditional Caymankind experience.

WOW! HER PLACE SOUNDS AMAZING! ANY OTHER ADVICE FOR TOURISTS? AS A LOCAL YOU MUST GIVE THEM SOME GOOD LOCAL TIPS! READY AND GO!

Tip #1: Buy and Support Local! Local farmers have so much to offer from fresh fruit and vegetables to fresh beef, pork, honey, hot pepper sauce and everything in between. Get directions for the Farmers Market at the Cricket Grounds and head straight there. Similarly, try our local beers and liquor! We have a lot of great local products to offer.

Tip #2: Mosquito repellent and sunscreen are your best friends. Load up on these two supplies for a more comfortable experience.

Tip #3: Don’t leave out our sister islands! Cayman Brac and Little Cayman are only a short plane trip away and offer so many different activities including caving, rock climbing and fishing. Exploring the caves in Cayman Brac and spending an afternoon on Owen Island in Little Cayman would be the perfect way to end your trip to Cayman.