Charter the world with us!
Driven by freedom and adventure since 1974, Sunsail offers a wide choice of sailing vacations including flotilla, bareboat, skippered, and by-the-cabin options as well as sailing schools and regattas. Sunsail Vacations are carefully crafted for sailors, by sailors, focused on delivering unrivaled performance and service for customers across the world.
Our world-class fleet of nearly 500 yachts appeals to sailors of all skill levels and cruising preferences. Award-winning catamarans and monohulls are available for charter vacations at our bases around the world. We are proud to have Industry leaders in design and performance, Leopard Catamarans from Robertson & Caine, Lagoon Catamarans and Jeanneau monohulls in our charter yacht fleet.
The Sunsail Team is made up of more than 400 passionate sailors dedicated to making your vacation unforgettable. Our team includes both ASA and RYA qualified instructors and highly experienced base staff. With Sunsail’s 40+ year heritage, you’ll sail with unmatched resources, support and knowledge.
Over 1,500 people have learned to sail with us in the past year.
Boats & Rates
Sunsail adds brand new yachts to our fleet each year allowing us to provide new to 6-year-old boats for your cruising selection. From sleek monohulls to luxury catamarans, each of our charter boats delivers performance combined with live aboard comforts specific to its design.
Catamarans: Our charter fleet includes models from Leopard Catamarans and Lagoon Catamarans ranging in size from 38’ to 48’.
Sunsail charter multihulls include: Sunsail 384, Sunsail 404, Sunsail 403, Sunsail 424, Sunsail Lagoon 440, Sunsail 443, Sunsail 484, Sunsail 444, Sunsail 454, Sunsail 464, Sunsail 483, Sunsail 484.
Monohulls: Our charter fleet includes models from Jeanneau Yachts ranging in size from 31’ to 53’.
Sunsail charter monohulls include: Sun Odyssey 319 Sunsail 32i, Oceanis 311, Sunsail 33i, Sunsail 34, Sunsail 36i, Sun Odyssey 379, Sunsail 38, Oceanis 38, Sunsail 39, Sunsail Oceanis 40, Sunsail First Match 40, Sunsail 41, Sunsail 41.0, Oceanis 423, Oceanis 43, Oceanis 43.4, Sun Odyssey 439, Sunsail 44, Sunsail 44i, Sunsail 473, Sunsail 47, Oceanis 48, Sunsail 51, Oceanis 51.1, Sunsail 53
Charter Types: Charters | Crewed Charters | Flotillas | Sail by the Cabin | Sailing Schools
Boat Types: Monohull Sailboats, Multihull Sailboats
Boat Lengths: 30’ – 53’
Our Flexible Pricing
We're committed to offering you the best possible value on our range of sailing experiences. We check our prices regularly so the price you see reflects current availability and includes special offers, ensuring you get the best price upfront.
Our Price Guarantee
If you find a 'like for like' charter at better value, we guarantee to match or beat the price.
Independent charters in 25 destinations. Flotilla sailing experiences and sailing schools in 5 countries. Environmentally-conscious bases and yachts.
Antigua, Bahamas, Belize, British Virgin Islands, Grenada, St. Lucia, St. Martin
Croatia, Greece, Italy, Spain
Australia, Tonga, Tahiti
93 N Park Place Blvd.
Clearwater, Florida 33759
Phone: (800) 919-8229
To thank you customers for their loyalty and continued support, we are pleased to offer a 5% Loyalty discount on your next charter if you've sailed with us in the last 5 years. Additionally, members of US Sailing and National Sailing Hall of Fame receive an extra 5% off on all Sunsail charters, combinable with our Loyalty Discounts up to 15%.
We offer great specials constantly as well as last minute pricing, visit sunsail.com