Live Bermuda's Sailing Legacy
Sailing has been part of Bermuda’s history from the beginning – a crew of shipwreck survivors founded the island, after all. Four centuries later, Bermuda is still in love with the sea and all its charms.
The island is a top sailing destination thanks to its ideal weather, calm and clear waters, and rich maritime heritage. Bermuda hosts a series of prestigious sailing events and has hosted the America’s Cup in recent years. From the oldest regularly scheduled ocean race to the upcoming Bermuda Sail Grand Prix presented by Hamilton Princess, Bermuda brings the sailing community together and elevates the sport. For casual sailors or water lovers, sailing in Bermuda means gliding into sunset, sightseeing along the coast or island hopping on a private excursion. The ultimate adventure awaits for those journeying to Bermuda by private boat or superyacht.
Bermuda Sail Grand Prix: April 24-25, 2021
Lightning-fast boats. Action-packed races. Eight teams from around the globe will compete in the first-ever Bermuda Sail Grand Prix presented by Hamilton Princess, part of the SailGP championship. See what's in store and where to watch.
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Sailing in Bermuda: A Deeper Dive
From the shipwrecked sailors who subsisted on Bermuda's shores in 1609 to the sailing trip that inspired John Lennon's final album, Double Fantasy and beyond, explore Bermuda's enduring sailing legacy.
Sailing Highlights
Ready to start planning your Bermuda sailing adventure? Find sailing essentials, events and inspiration below.
Sailing & Boating Listings
Displaying 1 - 20 of 53

Sail Bermuda
Main Pickups: Albuoy's Point in Hamilton, Paget
A well-established charter sailing and snorkeling company specialising in private, tailored charter experiences in...
Learn MoreIsland Tour Centre
Albuoy's Point, 5 Point Pleasant Rd., City of Hamilton
Whether you want to dive Bermuda’s legendary shipwrecks, bike the Railway Trail or sample enough local rums and beers...
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Hamilton Princess & Beach Club
76 Pitts Bay Rd., City of Hamilton
Newly refurbished 400-room urban resort overlooks the breathtaking Hamilton Harbour and has been an elegant escape...
Learn MoreAtlantic Spray Charters
1 Pennos Drive, St. Georges
Fishing charters range from the early morning excursion to the all day getaway! Whether you're a deep sea enthusiast...
Learn MoreAlbatross Charters
14 Jacobs Point Rd., St. David's, St. George's
Board the Albatross V to explore some of the world’s best fishing waters, home to blue marlin, wahoo, dolphinfish and...
Learn MoreAna Luna Adventures
11 Blue Hole Hill, Grotto Bay, Hamilton Parish
Set sail on a 45-foot French-built catamaran complete with Balinese wood carvings, Oriental rugs and four cabins with...
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Baxter's Reef Fishing
15 Pinetree Ln., Sandys
Enjoy an easy, fun day fishing Bermuda’s nearshore reefs with Captain Michael Baxter and his sons. The Ellen B is a...
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BDA Watersports
180 Somerset Rd., Robinson's Marina, Sandys
Spend a day exploring Bermuda’s sun-flecked waters, white sandy beaches and crystal blue waters with a boat or kayak...
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Bermuda Reef Explorer
48 Par-la-Ville Rd., Suite 251, City of Hamilton
Hop aboard a double-decker glass-bottom boat that lets you view coral reefs, sea turtles and an 18th-century...
Learn MoreBermuda Sea Life Snorkel Tours
Royal Naval Dockyard, Sandys
Local marine scientist, Dr. Thaddeus Murdoch with 25 years of research and conservation experience, takes you not...
Learn MoreBermuda Wind Sail Charters
Hamilton Ferry Terminal, City of Hamilton
Sailing is truly a family affair at Bermuda Wind Sail Charters, owned and operated by father-daughter captains Mike...
Learn MoreBlue Hole Water Sports
Grotto Bay Beach Resort, 11 Blue Hole Hill, Hamilton Parish
Take an adventure to Castle Island, Whalebone Bay and other scenic spots on Bermuda's East End with a motorboat or...
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Blue Water Divers & Watersports
Somerset Bridge, Somerset
Explore famous shipwrecks, reefs and underwater marine life with Blue Water Divers, Bermuda’s longest-serving scuba...
Learn MoreCaptain Kirk’s Coral Reef Adventures
17b West Side Rd., Sandys
Scour Bermuda’s shipwrecks and undersea gardens with a full suite of tour offerings from Captain Kirk’s Coral Reef...
Learn MoreCaptain Smokes Marina
13 Wellington St., McCallans Wharf, St. George's
Sailors looking for dockage on the East End can find Mediterranean-style mooring at Captain Smokes Marina, located...
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Caroline Bay Marina
8 Caroline Bay Rd., Sandys
Perched on a peninsula bisecting Bermuda’s Great Sound and Little Sound, the newly opened Caroline Bay Marina is the...
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Challenger Bermuda Fishing Charters
5 Wreck Rd., Sandys
Join the father-and-son team of captains Alan and Ian Card for a thrilling day at sea aboard the Challenger, a 40...
Learn MoreDouble Play Charters
38 Cattle Ln., Southampton
Cruise the calm, blue waters of Bermuda aboard the spacious and stable Double Play, a 42-foot Prowler motor catamaran...
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Early Bird Charters
1 Bailey's Bay Dock, Hamilton Parish
Early Bird Charters is a family run business in Bermuda with over 30 years of fishing and boating experience. Captain...
Learn MoreEscape Charters
24 South Rd., Tucker's Town Dock, St. George's
Sail from Castle Harbour aboard the 65-foot Bermudian Escape, helmed by Captain Lawrence Trimingham, whose seafaring...
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