5 Unique Date Ideas in Grand Cayman

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 entrĂ©e 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.

5. Movie Night at the Westin

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!


Latest from the Blog


Get new content delivered to your inbox!

One thought on “5 Unique Date Ideas in Grand Cayman

Leave a Reply