Caribbean Sailing Holidays
Find the best Sailing Holidays, Trips & Tours in Caribbean. Book Sailing Vacations, Excursions, & Packages in Caribbean or find Late Deals. Check out our most recent and most popular Sailing Holidays & Packages below or browse the search results on the right.
FEATURED HOLIDAYS
Sunsail’s base at Lagoon Marina on the southern tip of St. Vincent is the perfect starting point for a St. Vincent flotilla sailing holiday in the tropical chain of islands known collectivel... Read More
(2 Weeks) Flights Excl
(2 Weeks) Flights Excl
You are planning some vacation in Tobago, why not try something new? This "Surf & Turf" package will allow you to get away from the traditional land vacation and sample luxury on the Sea! This... Read More
(3 Nights) Flights Excl
(3 Nights) Flights Excl
Just 11 degrees North of the Equator, Trinidad and Tobago (pronounced tree-nee-dad and to-ba-go) are the two most southern Caribbean islands, lying just off the coast of Venezuela, South Ameri... Read More
(1 Week) Flights Excl
(1 Week) Flights Excl
Sunsail’s new base at Wickham’s Cay II, Tortola, is the starting point for a two-week British Virgin Islands (BVI) flotilla holiday.
BVI flotilla sailing is ideal for first-t... Read More
(2 Weeks) Flights Excl
BVI flotilla sailing is ideal for first-t... Read More
(2 Weeks) Flights Excl
Sunsail’s new base at Wickham’s Cay II, Tortola, is the starting point for a one-week British Virgin Islands (BVI) flotilla holiday.
Flotilla sailing in the BVI is an ideal b... Read More
(1 Week) Flights Excl
Flotilla sailing in the BVI is an ideal b... Read More
(1 Week) Flights Excl