At Red Sail Sports, we believe that the best stories come from adventures at sea — and from the incredible guests who join us for theirs in Grand Cayman! For over 35 years, we’ve shared unforgettable moments with visitors from around the world, from exploring the famous Stingray City Sandbar and setting sail at sunset to diving into our island’s vibrant reefs.
Whether you’re planning your first visit to Grand Cayman or looking for new activities to enjoy on the island, we’ve collected some of the most memorable stories from our guests to inspire you on your travels. If you have any questions about tours, don’t hesitate to contact us!
A Grand Cayman Sunset Dinner Cruise to Remember
If it’s your first time visiting the Cayman Islands, our Grand Cayman Dinner Cruise provides the perfect introduction. Just take it from our past guest, Natasha Griffin:
“This was our very first time visiting Grand Cayman, and on the recommendation of friends, we booked the Red Sail Dinner Cruise during our stay at the Ritz. What an incredible experience! From the moment we stepped on board, the atmosphere was magical, the catamaran was beautiful, the setting sun over Seven Mile Beach was breathtaking. The dinner was delicious, fresh, and beautifully presented.
What truly set the evening apart was the crew. They were warm, attentive, and genuinely fun, striking the perfect balance between professional service and making us feel like old friends. Their energy and kindness created such a memorable atmosphere that elevated the entire evening.
This was an anniversary trip for us, and Red Sail went above and beyond to make it unforgettable. We couldn’t have asked for a more special way to celebrate. We left the cruise with full hearts, big smiles, and memories we’ll treasure forever.”
Our dinner cruise is just one of our available Grand Cayman boat tours that show you the unparalleled beauty of the island, giving you a range of options to choose from for your first visit. And to help you plan your maiden voyage, we’ve created this guide about What Time of Year is Best to Visit Grand Cayman.
Breakfast with the Rays at Stingray City
For many, visiting Stingray City is a bucket-list item when they travel to Grand Cayman. Only accessible by tour boats, the operator you choose can make or break your experience. But as Angela Wood discovered, our Breakfast with the Rays Tour offers something truly special:
“We’ve done a few stingray tours before, but nothing prepared us for how incredible Red Sail’s Breakfast with the Rays would be. From the moment we boarded, we could tell this wasn’t just another excursion.
Yes, the price is a little higher than some of the other options, but trust me, it’s worth every cent. You’re paying for the calm, uncrowded morning at the sandbar, the most welcoming crew you could ask for, and the chance to enjoy a freshly made breakfast while the stingrays swim all around you. It felt peaceful, intimate, and unforgettable, nothing like the busier tours we’ve tried in the past.
The crew truly made the experience shine. They were attentive, fun, and made sure everyone, even first-timers, felt comfortable interacting with the rays. Their passion for what they do made the morning even more memorable.
Sitting there with coffee in hand, watching the rays glide beneath us in crystal-clear water, we knew this was one of those bucket-list moments we’d never forget. Red Sail made it effortless and absolutely magical.”
And luckily, we have even more Stingray City Grand Cayman Tours available, from shorter trips to eco-safaris, allowing you to choose the one that works best for you!
Grand Cayman Sunset Sails and Stingrays
Did the above reviews capture your attention? Then our Stingrays and Sunsets Tour in Grand Cayman may be just for you! This tour includes the best of both experiences, as our former guest Lynn Federbush found:
“The Stingrays and Sunset cruise exceeded our expectations. The concierge from our hotel recommended Red Sail for this excursion, and we are so glad they did! The van picked us up at our hotel on time, made one other stop, and we were at the dock with time to spare.
The staff was friendly and knowledgeable. I didn’t know what to expect when we got to Stingray City. Swimming with stingrays was one of the highlights of our trip to Grand Cayman. The crew came out in the water with us and helped us touch, hold, and even kiss the friendly Stingrays.
The catamaran was impressive and majestic. There were stairs leading out of the boat to get in the water. (So glad I didn’t have to climb in and out of the side of the boat from a ladder!) Sailing peacefully back and seeing the sunset was incredible. I would highly recommend Red Sail for an excursion to Stingray City, and watching the sunset as we headed back was a lasting vacation memory.”
If you want to learn more about this iconic destination, read our Ultimate Guide to Stingray City in Grand Cayman!
A Grand Cayman Adventure That Spans Decades
Red Sail Sports isn’t just here for the highlights. With our decades-long history on the island, we’ve become the primary partner in adventure for returning guests, as our friend Geary Lynch can testify:
“I’ve been coming to Grand Cayman and sailing with Red Sail Sports for over 30 years, and after all this time, it feels less like a company I book with and more like visiting old friends.
The team is the heart of the experience. From the catamaran crew to the dive instructors to the shop staff, everyone is not only incredibly professional and knowledgeable, but also genuinely welcoming. Over the years, I’ve gotten to know many of them by name. I always look forward to catching up, bringing sweets to share, or surprising the shop team with lunch — after all, they deserve it for putting up with my constant chatter.
Red Sail has been part of my Cayman experience for decades, and I wouldn’t have it any other way. If you’re visiting the island, do yourself a favor and book with them. You’ll leave with unforgettable memories, and maybe a few new friends, too.”
Whether you’re looking for experienced guides to take you on Grand Cayman scuba diving trips or equipment for your watersports and beach activities in Grand Cayman, the Red Sail Sports team is here to make your time on the island extraordinary!
Make Memories with Red Sail Sports
If you’re visiting Grand Cayman for the first time or returning for the thirtieth, our crew is ready to welcome you aboard! Not only will we provide you with everything you need for your adventures, we’ll make you feel like a part of our family. Should you have any questions or if you’re ready to start making memories with us, get in touch with our team!
