Overview
Available languages
3 hours
Mobile ticket
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.
Additional Info
Service animals allowed
Public transportation options are available nearby
Suitable for all physical fitness levels
What To Expect
There’s nothing like a full day on Bermuda’s waters — set sail from Dockyard or 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.*
Options
Elusive 3 Hours Daytime
Duration: 3 hours: 3 hours private charter on 44' catamaran Elusive for up to 15 passengers
What‘s Included
Clear double kayak
Use of Snorkelling equipment
Paddle Boards
Meals
Alcoholic Beverages
Soda/Pop
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reviews
13 reviews
Total reviews and rating from Viator & Tripadvisor
An amazing morning on the water
987williamg,May 31, 2026
- Review from Tripadvisor
5.00We 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.
Another great day with Sail Bermuda
cashguy,Sep 3, 2025
- Review from Tripadvisor
5.00This 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.
Afternoon trip to snorkel and tour waters off North Coast
emst3364,Aug 11, 2025
- Review from Tripadvisor
5.00Fantastic Afternoon. Best way to experience Bermuda and its beautiful landscape and water. Kids and adults both had a terrific time cliff jumping, snorkeling, hanging out in water with pool noodles. It was relaxing way to cool off and have fun. Crew couldn't be more attentive or capable.
Beautiful Boat experience and excellent customer service
jackiegI296BF,Jul 22, 2025
- Review from Tripadvisor
5.00This was the bets part of our cruise to Bermuda. We had the crew members, Loki and Christian. They gave us options of where we wanted to go to customize our experience. We got to experience snorkeling, cliff jumping, and paddle boarding. It was very fun! Loki and Christian gave us a very good customer service experience as well.
We had a Bermudaful afternoon with Sail Bermuda!
279jacquiet,Jul 10, 2025
- Review from Tripadvisor
5.00We had a magical afternoon aboard a beautiful catamaran in the lovely waters of Bermuda. The crew members provided excellent friendly service from the moment they welcomed us aboard, set us up for snorkeling and paddle boarding, served us lunch, and made suggestions for things they thought we would enjoy experiencing. We even jumped off a cliff! We will definitely cherish the memories made on our Sail Bermuda charter!
Nice tour but could have been better
P8070WOpaulas,Jul 4, 2025
- Review from Tripadvisor
3.00It was just OK. We private charted for three hours and it took forever to get to a point where we could swim and relax and snorkel. We barely got to enjoy any time and then escorted back on board to head back to the ship because they had another tour immediately after us. We wish we had been told that 3 hours was not enough time. Several people were injured (which happens while snorkeling) but I was severely injured on board because the galley was slippery. The captain didn’t share any history or highlights of the island and I felt like I needed to ask the cocaptain to share some history. He spent quite a bit of time pushing drinks or hanging out in the galley. It was a so so experience
Best Day in Bermuda – Sail Bermuda on the Wyuna!
Molly M,Jul 4, 2025
- Review from Tripadvisor
5.00Our 3-hour sail with Sail Bermuda aboard the catamaran Wyuna was the absolute highlight of our family vacation in Bermuda! We had 15 people in our group and every single one of us had an amazing time. The experience included swimming in stunning turquoise waters, snorkeling with tropical fish, and even cliff jumping for those who wanted a bit more adventure. The setting was beautiful and peaceful, and the boat was comfortable and spacious. What made the day truly exceptional were our guides, Christian and Loki. They were friendly, professional, and just great people to spend time with—knowledgeable, relaxed, and fun. They made everyone feel safe and welcome, from the youngest to the oldest in our group. We all left wishing we had booked a longer trip—it was that good. If you’re in Bermuda and looking for an unforgettable experience on the water, we can’t recommend Sail Bermuda and the Wyuna enough. Absolutely the best day of our trip!
An unforgettable experience for all of us.
Jet538386,Jun 28, 2025
- Review from Tripadvisor
5.00My family and I were on the Boston - Bermuda NCL cruise celebrating my husband's 70 birthday. We chartered the beautiful catamaran (Wyuna). It was an exceptional experience. Our Captain, Christian and first mate, Loki were awesome. We had so much fun. It was the highlight of our trip, by far. It was everything the website said it would be and more. I guarantee you will not be disappointed.
Sailing on The Elusive catamaran
B9541KPglenng,Jun 19, 2025
- Review from Tripadvisor
5.00Awesome sailing on The Elusive, great views, enjoyed snorkeling and swimming. Crew was fantastic, very friendly and knowledgeable of the island. They also picked up our catered food. Highly recommend them!
Review of Catamaran sail on The Elusive
glenn g,Jun 19, 2025
- Review from Tripadvisor
5.00The captain and crew on The Elusive were awesome, we had a great time sailing, snorkeling and paddle boarding. they were very knowledgeable and friendly, and they picked up our catered food! Highly recommend this sailboat
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Operated by Sail Bermuda Private Charters