Top Bermuda On the Water

A sun-soaked escape awaits on this laid-back island adventure in Bermuda. Set sail from The Royal Naval Dockyard to a tranquil island hideaway or serene cove, where you can unwind with a cocktail as island music fills the air. Enjoy complimentary water toys, paddleboards, and floats, perfect for a refreshing dip or a leisurely swim. With a friendly crew at your service, every detail is taken care of, leaving you free to soak in the essence of island life. Whether you’re chilling out or socializing, this experience captures the relaxed spirit of Bermuda's stunning waters.

Departing from either Dockyard or Hamilton, step aboard Redemption, our spacious sailing catamaran, for a fun and relaxing half-day on Bermuda’s crystal-clear waters. Guided by our friendly crew, we’ll chart a scenic course—weather permitting—towards a secluded beach or a vibrant snorkeling reef, based on your preference. Once anchored, dive in to explore the underwater world with complimentary snorkel gear, or glide across the water on an inflatable paddleboard. Whether you’re soaking up the sun on deck or splashing in the shallows, this experience is the perfect escape from the crowds. Ideal for couples, families, or small corporate groups, Redemption offers a tranquil and intimate way to experience the best of Bermuda’s coastline.

Discover Bermuda’s natural beauty, capital city, and famous coastline on a half-day tour from King’s Wharf, complete with shopping and a beach experience. Visit the Crystal Caves—home to dramatic limestone formations and underground pools—then enjoy a guided walking tour through Hamilton with time to browse shops and boutiques on Front Street. End your experience with a relaxing swim at Horseshoe Bay, known for its soft pink sand and turquoise waters.

What better way to enjoy a sunset than in good company and on the water? On summer nights, departing from Dockyard or Hamilton, Redemption cruises around scenic Bermuda for three hours of fun and beauty. Sail clear waters, while enjoying relaxing music. This is the perfect experience for a special occasion with your significant other, to celebrate with friends or to simply wind down and relax after a busy day.

Choose your own itinerary exploring the islands and bays of Bermuda. You may enjoy snorkelling among colourful fish at the coral reef or sunken shipwreck, exploring caves, and diving from cliffs. Or let our experienced captain tell you about the history of Bermuda, while you relax on deck and watch the sights pass by.

At Sail Bermuda, a sunset charter isn’t just a sail—it’s your own private escape, curated with care. You’ll glide across calm waters aboard the luxury catamaran Elusive, with no crowds and no preset script. Sip wine, enjoy a hand-selected meal, and take in the shifting sky from the best seat in Bermuda. As night falls, your captain can point out constellations overhead—adding a quiet magic that few ever experience. This is sunset, the Sail Bermuda way: personal, peaceful, unforgettable. Please note that you may bring up to 15 passengers in total, including yourself. All of our charters are private, so it will be just you and your group on board.

This is not your average boat charter—Sail Bermuda offers a luxury private sailing experience that’s entirely your own. Whether you want to snorkel offshore reefs and shipwrecks, paddle around a secluded island, or jump from cliffs into turquoise waters, we’ll shape the day around you. With over 20 years of experience, we’ve been perfecting the art of bespoke charters—knowing when and where to go, how to avoid the crowds, and how to make every moment seamless. From hand-picked anchorages to onboard catering served with care, every detail is handled so you can relax. You won’t find rigid itineraries or crowded decks here—just space, comfort, and the freedom to explore Bermuda at your own pace, with a knowledgeable local crew by your side. Please note that you may bring up to 15 passengers in total, including yourself. All of our charters are private, so it will be just you and your group on board.

At Sail Bermuda, a sunset charter isn’t just a sail—it’s your own private escape, curated with care. You’ll glide across calm waters aboard the luxury catamaran Wyuna, with no crowds and no preset script. Sip wine, enjoy a hand-selected meal, and take in the shifting sky from the best seat in Bermuda. As night falls, your captain can point out constellations overhead—adding a quiet magic that few ever experience. This is sunset, the Sail Bermuda way: personal, peaceful, unforgettable. Please note that you may bring up to 15 passengers in total, including yourself. All of our charters are private, so it will be just you and your group on board.

This is not your average boat charter—Sail Bermuda offers a luxury private sailing experience that’s entirely your own. Whether you want to snorkel offshore reefs and shipwrecks, paddle around a secluded island, or jump from cliffs into turquoise waters, we’ll shape the day around you. With over 20 years of experience, we’ve been perfecting the art of bespoke charters—knowing when and where to go, how to avoid the crowds, and how to make every moment seamless. From hand-picked anchorages to onboard catering served with care, every detail is handled so you can relax. You won’t find rigid itineraries or crowded decks here—just space, comfort, and the freedom to explore Bermuda at your own pace, with a knowledgeable local crew by your side. Please note that you may bring up to 15 passengers in total, including yourself. All of our charters are private, so it will be just you and your group on board.

- Private 1.5-hour sunset cruise aboard Kona, a sleek catamaran - Scenic sail along Bermuda’s coastline with golden hour views - Ideal for couples, small groups, and special occasions - Enjoy the onboard bar or bring your own beverages and snacks - Licensed local captain ensures a smooth, safe, and relaxed experience