What Is Sunsail USA and What Does the Website Offer?
Updated
Sunsail USA is the U.S.-facing site for Sunsail, a yacht charter and sailing vacation company. The site is built for browsing and booking sailing holidays: you can search vacations by date, trip length, and number of passengers, then choose between three trip styles — bareboat, flotilla, or skippered — across more than 20 destinations worldwide. It suits travelers who want to charter a yacht themselves, join a group sailing with a lead boat, or have a professional skipper handle the sailing.
The Three Core Vacation Types
The site organizes its offerings around how much control and support you want on the water.
| Vacation type | What it means | Best for |
|---|---|---|
| Bareboat yacht charter | You set your own itinerary and sail independently | Experienced sailors who want freedom and flexibility |
| Flotilla vacation | Social sailing in a group, guided by an expert lead yacht and crew | Sailors who want company and light structure; new 2026 dates are listed |
| Skippered vacation | A Sunsail skipper takes control of the boat | Beginners or anyone who wants to relax rather than sail |
The distinction matters when you book: bareboat assumes you can handle the yacht, while skippered removes that requirement. Flotilla sits in between — you sail, but within a guided group.
Where You Can Sail
The site says Sunsail operates in over 20 sailing destinations, naming the Caribbean, Southeast Asia, the Mediterranean, and the Indian Ocean as regions. Specific locations shown on the page include the British Virgin Islands, St. Lucia, St. Martin, Tahiti, and Corfu in Greece. A "Where would you like to go?" section lets you browse by destination, which is the fastest way to check whether your preferred region is covered.
How to Search for a Vacation
The homepage search tool takes four inputs:
- Departure date — the selector runs from October 2026 through April 2028.
- Number of nights — options are 5, 6, 7, 8, 9, 10, or 14 nights.
- Number of passengers — from 2 up to 12.
- Search Vacations — submits the query and returns matching trips.
Before searching, it helps to know your group size and whether you need a skipper, since those choices narrow the results fastest. If your dates fall outside the range shown, the search tool won't cover them.
Current Offers Worth Checking
The page lists time-limited promotions, and the terms attached to each are part of the deal:
- BVI escape — save up to 15% on British Virgin Islands charter vacations when you book by November 2; terms and conditions apply.
- BVI Skipper Special — save $1,000 on skipper services for BVI charters departing between now and July 31, 2027, when you book by November 2, 2026.
A "Last Chance Offers" section also displays discounted trips by destination, with cabin counts, dates, and starting prices, though several of the listing details appear as placeholders on the page. Treat the headline discounts as starting points and confirm the final price and conditions before booking.
What Else the Site Provides
Beyond search and offers, the site includes a fleet section ("Award-Winning Yachts"), a loyalty rewards program, and a blog for trip inspiration. These are supporting resources rather than booking tools — useful for comparing boat types or gathering ideas before you commit to dates.
Is It Worth Browsing Further?
If you want a sailing vacation in the Caribbean, Mediterranean, or another region Sunsail covers, and your plans fit the 5–14 night range with 2–12 passengers, the site gives you enough to compare trip styles and check availability in one place. Start with the destination browser to confirm coverage, then use the search tool with your dates and group size. If you're new to sailing, look at skippered or flotilla options first; if you already sail, bareboat is the direct route.