Charter the world with us!

A Sunsail charter vessel near an island.

About Sunsail

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.

Sunsail logo

Featured Story

Myth-Busting Flotillas


Did you know that one of the most popular ways to go on a sailing vacation in the Med is to join a flotilla? It’s a relatively novel concept in the North America and Caribbean charter markets, but if you want to expand your sailing horizons, it might be just what you’re looking for—whether you’re a newcomer to sailing or an old salt.

Curious? Let’s look at what a Sunsail flotilla is and what the experience is like by debunking some misconceptions.

Our People   

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

Our Fleet  

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 404, Sunsail 403, Sunsail Lagoon 424, Sunsail 424, Sunsail 444, Sunsail 454, Sunsail 454L, Sunsail Lagoon 464, Sunsail Lagoon 450F, Sunsail 484, Sunsail 483, Sunsail Lagoon 505

Monohulls: Our charter fleet includes models from Jeanneau Yachts ranging in size from 31’ to 53’.

Sunsail charter monohulls include: Sun Odyssey 319, Sunsail Oceanis 30.1, Oceanis 311, Sunsail 33i, Sunsail 34, Sunsail 36i, Sun Odyssey 379, Sunsail 38, Oceanis 38, Sunsail Oceanis 40, Sunsail 41, Sunsail 41.1, Sunsail 41.0, Sunsail 42, Oceanis 43, Oceanis 43.4, Sun Odyssey 439, Sunsail 44, Sunsail 44i, Sunsail 46, Sunsail 45, Sunsail Oceanis 46, Sunsail 473, Sunsail 47, Oceanis 48, Sun Odyssey 490, Sunsail 51, Oceanis 51.1, Sunsail 52, 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.

Sunsail sailboat
A standing on a mountainside.
The helm and console of a sailboat.

Sunsail Flotilla Vacations

Charter Destinations

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   

Indian Ocean:   


South Pacific:  

Australia, Tonga, Tahiti   




United Kingdom   

North America:  


Contact Us

93 N Park Place Blvd.   

Clearwater, Florida 33759   


Phone: (800) 919-8229     



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