Top Grand Cayman Sailing Tours

Snorkel and swim at two popular sites, a living coral reef and the wreck of the USS Kittiwake. The recently sunk Kittiwake is marooned in shallow water, meaning you can swim and snorkel over top of the behemoth ship. During this expedition, you'll sail along Grand Cayman's famous Seven Mile Beach aboard a well-equipped luxury catamaran.

Experience Stingray City sandbar and snorkel at the Barrier Reef and Coral Gardens during this half-day excursion from Grand Cayman Island. At Stingray City, jump into the shallow water and interact with the gentle creatures, feeding them by hand as they swim around you. Continue to two of the island's most popular snorkeling spots: Coral Gardens and the Barrier Reef. Don the provided snorkel equipment and explore the underwater world.

Explore a peaceful side to the Cayman Islands on this e-bike tour. Perfect for those looking for a quiet activity, discover quiet coastal paths and secluded mangrove forest trails as a Naturalist guide introduces you to local plants, wildlife, history, and culture. Enjoy a more comfortable riding experience with an electric bike, meaning you can travel further without getting sore legs. This tour includes multiple short stops to allow for further exploration of the island and taking photos.

Prebook this Bioluminescent Bay Nighttime Snorkeling Tour from Grand Cayman to make sure you’ll see the natural wonder of the bay at one of the most impressive times—at night. This experience takes you from the Cayman Islands Yacht Club to Bioluminescent Bay, where you’ll have the option to snorkel in the water. Plus, all snorkeling equipment is provided for you, and anyone three years and older can join.

Book a luxury charter cruise and explore the sights of the North Sound in Grand Cayman. Snorkel with dozens of fish in the barrier reef, visit the beach at Starfish Point, and stop at the sandbar in Stingray City to swim with the curious Southern Stingrays. If you book an evening charter, head to Bio Bay to see the glowing bioluminescent plankton.

There’s no better way to explore Grand Cayman than by boat and this private charter gives you the flexibility to go where you want. Book this half-day tour and make four stops throughout the day, including at Stingray Sand Bar and Starfish Point, to observe marine species. The boat is equipped with water, sodas, and local beer, but feel free to bring snacks and drinks onboard to make this trip your own.

Exploring Grand Cayman independently can quickly turn into a stressful day of navigating unfamiliar roads—but this guided West Bay sightseeing tour removes the hassle. Travel in a comfortable, air-conditioned motorcoach while a guide takes care of transportation. Listen to stories with the added benefit of local insight as you visit key sights and scenic areas, including Seven Mile Beach, the Governor's Mansion, and Tortuga Rum Factory

Have you ever been on a catamaran? Aboard the Buccaneer! A beautiful, comfortable, stable and relaxing 50-foot sailing CATAMARAN where you don't have to worry about rough waves and becoming seasick. Just sit back, let the breeze glide your face and take in the view of the Caribbean ocean. Check boxes off your bucket-list. See the stingrays, snorkel the Caribbean waters surrounded by tropical fish and maybe surprise visits from other marine life, and check out bright and beautiful starfish all while relaxing in shallow waters along a sandy beach.

Are you and your group seeking a private catamaran experience, tailored to your preferences, without sharing it with other guests? Look no further – our private charter option is your ideal choice! Customization Options Include: 0-2 snorkeling spots Stingray City Starfish Point Step aboard the Buccaneer, a stunning vessel that will be your companion on a captivating 4-hour voyage. Your journey commences with an exploration of the mesmerizing Coral Gardens, one of the Cayman Islands' natural wonders. Here, you'll have the opportunity to snorkel and immerse yourself in the underwater paradise, where vibrant tropical fish and beautiful wild marine life await your discovery. The world-renowned Stingray City, where you can partake in the unique tradition of receiving a kiss from these gentle giants for seven years of good luck. Experience the magic of the Cayman Islands with us, where every moment promises wonder and adventure.