The Original.
The Unforgettable.
Setting the standard for over 20 years.
Why Guests Return Year After Year
"Cannot say enough how great our experience with Sail Bermuda was! From the very beginning, the website was great and all information very clear. The communication with the team was very responsive and there was no hesitation when leading up to the day of the sail. Our crew was spectacular, giving us a local's history of Bermuda, explaining a lot of interesting facts and locations. The crew was flexible on where we wanted to go, what we wanted to do. The boat was very clean and spacious. The crew was always willing to prepare our food, get us drinks and help in any way needed. I would very much recommend Sail Bermuda and know I will use them again on my next trip to Bermuda!"
Mark - May 2025
"My 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."
Jet - June 2025
“I can't recommend Sail Bermuda enough. They were exactly what we were looking for for our family of 21. We arrived in port on a cruise and Sail Bermuda picked us up right there, on time and they had our catering order on board already. They gave us options for how to plan our time and accommodated all our requests. We had so much fun and was the highlight of our trip. The crew was professional and took good care of us and I was very impressed with their customer service and response before our scheduled sailing. I highly recommend you book Sail Bermuda!”
Laura - July 2025
The Sail Bermuda Standard
With over 20 years in the charter business, Sail Bermuda brings a level of experience, consistency, and trusted service that few can match. Our longevity reflects the care, professionalism, and passion we’ve poured into creating unforgettable moments on the water. Rooted in a deep love for our island, we take pride in sharing Bermuda’s beauty, hidden gems, and vibrant spirit with every guest who steps aboard.
Pristine, spacious catamarans
Elegantly designed, impeccably maintained, and fully equipped for comfort, luxury, and style.
Exclusively private, fully customized charters
No shared tours or per-head bookings—just your group, your way.
Experienced, attentive crew
Passionate about exceptional service and making your time on the water truly unforgettable.
Premium onboard comfort
Relax and explore with top-tier snorkeling gear, clear kayaks & SUPs, a floating swim platform, plush beanbags, and a fully stocked bar.
Luxury dining, your way
Bespoke catering and gourmet dining options tailored to your preferences.
Beyond the ordinary
Exclusive add-ons and seamless service for a next-level charter experience.
Signature Sail Bermuda Experiences
Daytime
Lounge on a bean bag with a tropical cocktail, snorkel vibrant reefs, or glide through crystal-clear waters on a clear kayak or paddleboard...(more)
Sunset
As the sun dips toward the horizon, the sky bursts into a kaleidoscope of colors, setting the stage for an unforgettable evening...(more)
Corporate
Elevate your corporate experience with Sail Bermuda, where the turquoise waters serve as your meeting room and the horizon inspires new ideas...(more)
Our Catamarans
WYUNA
47 feet • Accomodates up to 35 passengers • Private charters from $550/hr
ELUSIVE
44 feet • Accomodates up to 25 passengers • Private charters from $500/hr
FREQUENTLY ASKED QUESTIONS
What’s included with my charter?
Your charter includes a captain and one or two first mates, depending on your group size. On board you’ll find paddle boards, a clear double kayak, full snorkeling gear with fins, a floating swim platform, noodles, and beanbags for relaxing. There’s also a Bluetooth surround-sound speaker so you can play your own music, bathrooms, and covered seating both inside and on deck.
We have a stocked bar available by consumption, or you’re welcome to BYOB. Just remember to bring a towel, reef-safe (non-spray) sunblock, plus a hat and shades for comfort.
What catering options do you offer?
We offer a variety of catering options to suit your charter. You can order ahead, and we'll collect everything before departure. Our catering partners prepare everything from light platters and picnic lunches to full buffets and chef service aboard.
For something more personalized, our Captain/Chef Jono can create a unique dining experience on board. From a simple meal to a multi-course menu, he uses locally sourced, seasonal ingredients to prepare everything fresh on the boat. Email us to design the perfect dining experience for your group.
What can we do on our charter?
We tailor each charter to your vision. For adventure, enjoy cliff jumping, snorkeling inshore or offshore, kayaking, paddle boarding, island exploring, and of course sailing. For a relaxing sunset charter with dinner aboard, we arrange everything from dining service to a perfectly timed sunset in a beautiful cove. For daytime charters, the longer you book, the more of the island you’ll see. Sunset charters are adjusted to seasonal times to maximize your experience.
© Sail Bermuda 2025. All rights reserved