Luxury Sailing: Private Bermuda Charter

Discover Bermuda’s hidden gems with a private catamaran charter. Snorkel, paddle, and explore with a bespoke itinerary tailored just for you.

Duration: 3 hours
Cancellation: 24 hours
Highlights
  • Bermuda - Experience the beauty of Bermuda’s waters with a full day of adventure. Depart from Dockyard or Hamilton to discover tranquil bays, hidden islands, or explore offshore coral reefs and shipwrecks. Enjoy snorkeling among vibrant reefs, paddleboarding in serene coves, or observing marine life from a clear kayak. For those seeking…
What's Included
  • Clear double kayak
  • Use of snorkeling equipment
  • Paddle Boards
What's Not Included
  • Meals
  • Alcoholic beverages
  • Carbonated beverages
Additional Information

This is not your typical boat charter—Sail Bermuda provides a luxurious private sailing adventure that is uniquely yours. Whether the desire is to snorkel around offshore reefs and shipwrecks, paddle near a secluded island, or leap from cliffs into crystal-clear waters, the day will be tailored to your preferences.
With over 20 years of expertise, Sail…

Location
Albuoy's Point
Point Pleasant Road
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.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.9
(21 Ratings)
5 stars
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F4521ksgaryp
Aug 31, 2026
In Making Memories 💚 - This was my second trip in five years with my niece and her husband, but this year, my son, daughter-in-law, and their four kids aged 11,9,7,&5 were along with us, the Catamaran was all ours.We all had a fabulous time, especially the kids who love the water.Every activity that they offer was available and we sure did use them. Our Captain Tatiana and Mate Kyle were exceptional hosts explaining our different locations. But most of all were great with the kids.The 4hr charter was just enough.
Review provided by Tripadvisor
Crin1972
Aug 25, 2026
Excellent. - Beautiful experience! Jono, the captain, a fantastic, nice, and very, very professional person
Review provided by Tripadvisor
H6639yjmaryannb
Aug 11, 2026
Staff Summer Outing - This was our second year chartering the Elusive for our staff summer outing and we absolutely loved it. The boat is a perfect size for our group, very comfortable and so fun. The crew are amazing, so friendly and helpful!
Review provided by Tripadvisor
S7171buchristinel
Jul 19, 2026
Best vacation experience!!! - Sail Bermuda was the best vacation experience we have ever had … it was phenomenal! Well worth every penny!! All 14 of us loved it ..it was so fun and staff was fantastic .
Review provided by Tripadvisor
Jonsx1524jr
Jul 18, 2026
June 2026 Charter with Sail Bermuda - We went to Bermuda this past June and we chartered with Sail Bermuda for a four-hour private charter. We all had such a wonderful experience – the boat was immaculate –they provided great water toys – the two stops we made during our charter were top notch! Captain T and first mate Kyle were wonderful, both went above and beyond our expectations and made the sail so memorable. I must also add their coordination with Take Five caterers made this a zero-stress voyage-just what we all needed! If you’re going to Bermuda and want a fun and memorable experience – I would highly recommend using Sail Bermuda
Review provided by Tripadvisor
Jennwhite81
Jul 15, 2026
Highly Recommended! - Our family has been chartering with Sail Bermuda for many years and they never disappoint. The staff is always exceptional - friendly, professional and dedicated to making every trip a amazing for whoever is on board. The boats are always in excellent condition and the crew truly take care of you from start to finish which makes the entire experience relaxing and seamless. It has become one of our favourite traditions each summer. Highly recommend Sail Bermuda for anyone looking for an unforgettable day out on the water!
Review provided by Tripadvisor
Carlosrf1452bt
Jul 5, 2026
Family Charter - We enjoyed a fantastic family reunion charter on the Elusive. Tiana and Jono were attentive and amazing..even helping out with the kid's diving techniques! There were 17 of us and the space was perfect for us with room to spare. Fresh local fish tacos were a hit! Would strongly recommend and will be repeat customers!
Review provided by Tripadvisor
Catiem1987
Jun 19, 2026
Always a great time - This was our fourth time out with this company and every time it’s amazing. The captain always knows how to get us out of the wind, even when we had 20mph winds. We will keep coming back because it’s the highlight of our trip.
Review provided by Tripadvisor
987williamg
May 31, 2026
An amazing morning on the water - We were traveling with a large group of friends on a Bermuda cruise and booked a private charter for our group of 15 friends and children on the Elusive. It was a spectacular experience and highly recommend this boat and the company. From day one Sail Bermuda was very responsive to our inquiries and promptly answered any questions or clarifications we needed. They even noticed that a different pick up location would be a better option and reached out to make that change. Our captain and guides for the day were Tianna, Abby, and Jackie and they saw to it we had an amazing day. On the day of our sailing in Bermuda it was sunny but high winds (25 mph) and we were all worried about the sailing. Our captain Tianna reassured us and after a short sailing found the most spectacular cove. The cove was smooth as glass, despite the wind, and furthermore we were the only boat there. We had ample time to relax, snorkel, paddle board, jump of the boat. It was really an amazing 3 hours and we would sail with them again when we are back in Bermuda.
Review provided by Tripadvisor
Cashguy
Sep 3, 2025
Another great day with Sail Bermuda - This was probably the 9th or 10th time sailing with them. I usually charter boats on my warm weather vacations and Sail Bermuda is the best. Great crew and beautiful boats. Always have a great time.
Review provided by Tripadvisor
From $2,000 (Per Boat)
up to 15 guests
1 - Traveler
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).