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.
Hamilton and explore calm bays, secluded islands, or offshore coral reefs and shipwrecks. Snorkel vibrant reef systems, paddleboard through quiet coves, or glide over marine life in a clear kayak. If you’re up for a thrill, we can take you cliff jumping at a safe, scenic spot — or anchor near a sandbank for a swim and a slower pace. Prefer to dine on board? Catering can be ordered directly through our website — we’ll collect it, serve it, and handle everything while you enjoy the day. With over two decades of experience, Sail Bermuda has quietly set the standard for private charters tailored entirely to your group. Trusted by returning guests for over two decades. Please note to put just 1 passenger at the start of the the booking as 1 passenger = 1 boat. You can write later in the booking notes how many passengers are coming aboard. Max 15 passengers including yourself. Cruise ship guests: If your ship arrives at 9am, please select a 10am charter start time to allow for disembarkation. If you are having a great time while aboard, check with the captain if you can extend your charter!
Select your preferred pickup dock in your booking: Heritage Wharf., King's Wharf, Mangrove Bay, Cambridge Beaches, Albuoy’s Point, Ferry Terminal, Flagpole Front St, Hamilton Princess, Newstead, Salt Kettle Ferry Stop, Darrell’s Wharf, Belmont Ferry Stop, Rockaway Ferry Stop or Cavello Ferry Stop.
For a full refund, cancel at least 24 hours before the scheduled departure time.
