Top Bermuda On the Water - page 2

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.

Sail around Bermuda's scenic coastline with this catamaran cruise departing from Kings Wharf. Listen to your captain's commentary on the history and culture of Bermuda as you sail toward your destination, a snorkeling spot on the island's reef. Jump in using the provided equipment to explore and spot some of the animals your captain mentioned in his talk. Other flotation devices are available for those who wish to swim and lounge. Wind up with some refreshments on your sail back to Kings Wharf.

Take in the key landmarks of Bermuda on a half-day sightseeing tour by coach from King's Wharf. Visit the Royal Naval Dockyard and learn about British colonial rule of the 1600s. Then, see the famous pink-sand beaches at Horseshoe Bay. Pickup and drop-off from the cruise port is included.

Get front-row seats to a stunning Bermuda sunset when you book this private boat cruise. Climb aboard your vessel with your friends and family and enjoy a relaxing cruise on the blue waters. Enjoy time for a refreshing dip and sip on your favorite beverage (which can be stored in the onboard cooler) while watching the sunset.

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.

- 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

March and April are whale watching season in Bermuda. Hop on-board the "CORAL PRINCESS" for a fun-filled day on the water. This is a chance of a life time to see whales frolic on the surface and occasionally leap into the air. You can get up close and look at these awe-inspiring creatures in their natural habitat.

Departing from Hamilton City, join the Rising Son II Sailing Catamaran crew for a fun and relaxing half-day adventure! Set sail as the catamaran raises her sails and cruises through the Great Sound for an hour, featuring engaging, conversation-style commentary. Then, anchor at a beautiful and secluded swim site, where you can choose to: Swim to a nearby beach or sandbar Kayak and explore the watersTry stand-up paddleboarding (SUP); Snorkel around a nearby reef with the crew’s gear After 1.5 hours of playtime, step back aboard and enjoy a complimentary Rum Swizzle, along with drink specials from the bar. As the Rising Son II sails back to the pier, let the sounds of island music set the perfect vacation vibe.

Combine three quintessential Bermuda stops—the Gibbs Hill Lighthouse, the city of Hamilton, and Warwick Long Bay—on this single tour. Traveling in a comfortable air-conditioned coach between all stops, you'll listen to guided commentary on Bermudian history and culture.

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.

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.

Set sail on Bermuda's original sunset cruise for an unforgettable evening. Relax aboard an elegant sailing vessel as you enjoy a complimentary Rum Swizzle or Champagne while taking in the stunning sunset views and lively island music. Departing from Hamilton Harbour, this cruise showcases the beauty of the city and the Great Sound, all while accompanied by engaging commentary from the professional crew. Perfect for those seeking a blend of relaxation and entertainment, this experience highlights true Bermudian hospitality. - Enjoy a complimentary Rum Swizzle or Champagne upon boarding - Sail through Hamilton Harbour and the Great Sound at sunset - Experience lively commentary and island music throughout the cruise - Minimum 18 years to consume alcohol; cash bar available on-board for additional drinks

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.