Which Sailing Destinations Does Sunsail Offer?
Updated
Sunsail offers yacht charters and sailing vacations in more than 20 destinations worldwide, grouped across the Caribbean, the Mediterranean, Southeast Asia, and the Indian Ocean. You can narrow the list by browsing the site's destination search or by entering a departure date, trip length, and passenger count in the vacation search tool. The site's own examples include the British Virgin Islands, St. Lucia, St. Martin, Tahiti, and Corfu (Greece).
Regions and example destinations
Sunsail's homepage frames its coverage by region rather than by a single list. The regions named on the page are:
- Caribbean — the site's offer listings name the British Virgin Islands, St. Lucia, and St. Martin.
- Mediterranean — Corfu, Greece appears in the offer listings.
- South Pacific — Tahiti appears in the offer listings.
- Southeast Asia and the Indian Ocean — named as regions on the homepage, without specific destinations listed there.
The offer listings are promotional and change over time, so treat those five names as examples of what the site surfaces, not as the full destination list. The complete set sits behind the "Where would you like to go?" destination search.
How to narrow the destination list
The homepage search form takes four inputs and returns matching vacations:
- Departure date — the selector runs from October 2026 through April 2028.
- Number of nights — options are 5, 6, 7, 8, 9, 10, and 14 nights.
- Number of passengers — 2 through 12.
- Destination — use the "Where would you like to go?" section to filter by place.
Submitting the form ("Search Vacations") returns vacations that match those constraints. If you already know the region you want, filtering by destination first and then adjusting dates is the faster path; if your dates are fixed, start there and see which destinations remain.
Matching a destination to a vacation type
Sunsail sells three formats, and not every destination necessarily suits every format:
| Vacation type | What it means | Best fit |
|---|---|---|
| Bareboat | You set your own itinerary and sail independently | Experienced sailors who want freedom and flexibility |
| Flotilla | Social sailing guided by a lead yacht and crew | Sailors who want company and a set route; new 2026 flotilla dates have been added |
| Skippered | A Sunsail skipper takes the helm | Those new to sailing, or anyone who wants to relax |
A practical approach: pick the vacation type first, then use the destination search to see where that type is available for your dates. For example, if you want a skippered trip in the Caribbean, the site's current BVI Skipper Special applies to British Virgin Islands charters departing through July 31, 2027, with booking by November 2, 2026 — a signal that the BVI is a strong skippered option right now.
Current offers tied to specific destinations
The homepage lists time-limited promotions. These are useful for spotting which destinations Sunsail is actively pushing, but the terms matter:
- British Virgin Islands — save up to 15% on charter vacations when you book by November 2; terms and conditions apply.
- British Virgin Islands (skippered) — save $1,000 on skipper services for BVI charters departing between now and July 31, 2027, when booked by November 2, 2026.
- Last Chance Offers — a rotating list spanning the BVI, St. Lucia, St. Martin, Tahiti, and Corfu, each showing cabin count, dates, nights, and a "yacht price & fees from" figure.
The offer cards on the page display placeholder values (for example, "March xx, 20xx" and "xx,xxx"), so the actual prices and dates need to be confirmed on the individual offer pages. Nothing on the page indicates that these prices are all-inclusive or free of additional fees — the cards explicitly separate "yacht price & fees."
What to check before committing to a destination
- Season and dates — the search calendar starts at October 2026, so earlier travel isn't bookable through this form.
- Trip length — the shortest option is 5 nights and the longest 14; a destination that works for a week may not appear for a 5-night search.
- Crew requirement — if you're not confident sailing independently, confirm a skipper is available at your chosen destination before booking a bareboat.
- Promotion deadlines — the BVI discounts both require booking by November 2, and the skipper special also caps departures at July 31, 2027.
If you're still deciding between formats rather than destinations, the bareboat vs. flotilla vs. skippered comparison is the better starting point; once that's settled, the destination search will show you where each format is offered.