Sailing Holidays in Caribbean | Caribbean Sailing Vacations & Tours

Caribbean

Holidays (7)

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

Tortola RYA Day Skipper Course - £469

Sunsail’s new base at Wickham’s Cay II, Tortola, is the best located and best equipped on the island, situated on the outskirts of Road Town, it is the perfect starting point for an amazin... Read More
(5 Days) Flights Excl

RYA Competent Crew Practical in BVI - £469

The aim of the course is to introduce the complete beginner to cruising under sail, thereby enabling them to be an active crew member. This will be achieved having completed 5 days, 100 miles ... Read More
(5 Days) Flights Excl

British Virgin Islands Two Week Flotilla - £1205

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

3 Night Sailing in Tobago - $750

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

British Virgin Islands One Week Flotilla - £975

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

Caribbean Sailing Holidays

Tortola RYA Day Skipper Course - £469

RYA Competent Crew Practical in BVI - £469

British Virgin Islands Two Week Flotilla - £1205

3 Night Sailing in Tobago - $750

British Virgin Islands One Week Flotilla - £975

Holidays