Caribbean vacations

If you’re looking for white-sand beaches, fringed with palms and ringed by coral cays then, yes, Caribbean vacations have got the lot. And if you’re more inclined towards cycling in Cuba, bird watching in St Lucia or trekking in Dominica then our partners can sort that too. Set sail on your very own Caribbean adventure... but don’t just stick to the obvious.

St Lucia sailing holiday

St Lucia sailing holiday

Unforgettable sailing journey from St. Lucia to Martinique
From US $1,107 5 days ex flights
Small group travel: 2023: 16 Dec
St Lucia to Antigua sailing holiday

St Lucia to Antigua sailing holiday

A relaxed sailing adventure in the Caribbean Antigua
From £3,077 to £3,323 12 days ex flights
Small group travel: 2024: 26 Feb, 11 Mar, 1 Apr
RORC Caribbean 600 sailing vacation

RORC Caribbean 600 sailing vacation

Classic Offshore Caribbean Race
From US $3,077 9 days ex flights
Small group travel: 2024: 16 Feb
St Maarten Regatta sailing vacation

St Maarten Regatta sailing vacation

St Maarten Regatta: Exhilarating & Fun!
From US $2,504 6 days ex flights
Small group travel: 2024: 27 Feb
Responsible Travel, Travel Team

Travel Team

If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
1-866-821-6866
Call toll free
Calling from outside the USA
Antigua to Dominican Republic sailing vacation

Antigua to Dominican Republic sailing vacation

Enhance your sailing in azure blue Caribbean Sea
From US $3,381 12 days ex flights
Small group travel: 2024: 15 Apr
St Lucia & the Grenadines sailing holiday

St Lucia & the Grenadines sailing holiday

The Windward Islands: St Lucia & the Grenadines
From US $3,323 12 days ex flights
Small group travel: 2024: 8 Jan, 22 Jan, 12 Feb
St. Lucia to Grenada, sailing mile builder

St. Lucia to Grenada, sailing mile builder

Immersive learning experience with plenty of adventure
From US $614 2 days ex flights
Small group travel: 2024: 22 Jan
Grenada sailing regatta vacation

Grenada sailing regatta vacation

7 days of fun Caribbean racing!
From US $2,338 7 days ex flights
Small group travel: 2024: 26 Jan
Grenada to Antigua sailing vacation

Grenada to Antigua sailing vacation

Caribbean Short Cruise: Grenada to Antigua
From US $1,878 7 days ex flights
Small group travel: 2024: 5 Feb
    Photo credits: [Page banner: pshanson]