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.

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Dominican Republic adventure tour

Dominican Republic adventure tour

Explore this wild, rocky, rough, rugged, but beautiful area
From £1,855 8 days ex flights
Small group travel: 2024: 14 Jan, 4 Feb, 10 Mar, 5 May, 9 Jun, 7 Jul, 4 Aug, 8 Sep, 6 Oct
vacations to Cuba

vacations to Cuba

A comprehensive and intriguing tour
From US $2,290 to US $2,550 15 days ex flights
Small group travel: 2023: 19 Dec
2024: 13 Jan, 3 Feb, 17 Feb, 9 Mar, 30 Mar, 20 Apr, 11 May, 25 May, 5 Oct, 12 Oct, 19 Oct, 26 Oct, 9 Nov, 16 Nov, 21 Dec
Late availability on these dates: 19 Dec, 13 Jan, 03 Feb, 17 Feb
Small group tours to Cuba

Small group tours to Cuba

Explore off the beaten track locations
From US $1,340US $1,210 to US $1,480 8 days ex flights
Small group travel: 2024: 10 Feb, 17 Feb, 9 Mar, 23 Mar, 27 Apr, 11 May, 25 May, 12 Oct, 19 Oct, 2 Nov, 9 Nov, 23 Nov, 21 Dec
Up to US $130 off selected dates.
Late availability on these dates: 10 Feb, 17 Feb
Small group tour to Cuba

Small group tour to Cuba

Discover the fascinating diversity of Cuba
From US $1,970 20 days ex flights
Small group travel: 2024: 19 Jan, 9 Feb, 23 Feb, 8 Mar, 15 Mar, 5 Apr, 19 Apr, 17 May, 14 Jun, 12 Jul, 23 Aug, 6 Sep, 4 Oct, 1 Nov, 15 Nov, 13 Dec, 27 Dec
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
Cuba cultural tours

Cuba cultural tours

Experience authentic Cuba using local guides and guesthouses
From US $1,395 15 days ex flights
Small group travel: Departs every Friday throughout the year
Scuba diving and tour in Cuba

Scuba diving and tour in Cuba

Scuba diving and roundtrip Cuba with homestays and/or hotels
From €995 to €1,790 15 days ex flights
Tailor made: This trip can be tailor-made and departures can be arranged all year. The sample itinerary below can be modified to your personal wishes including departure date, duration, accommodation used & how long you spend in each destination.
Cuba adventure tours

Cuba adventure tours

Authentic Cuba using guesthouses and local guides
From US $705 8 days ex flights
Small group travel: Departs every Thursday throughout the year
Cuba small group vacation

Cuba small group vacation

Cuba travel, legal, and local!
From US $2,400 9 days ex flights
Small group travel: 2023: 26 Dec
Cuba kayaking vacation

Cuba kayaking vacation

Rare chance to kayak Western Cuba's waterways
From US $3,390 8 days ex flights
Small group travel: This group tour departs on Sundays, please enquire to discuss your dates
Cuba multi activity vacation

Cuba multi activity vacation

Explore Cuba by kayak, bike and on foot
From €3,690 8 days ex flights
Small group travel: The group tour departs every Sunday, please enquire to discuss your dates
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
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
Women only tours to Cuba

Women only tours to Cuba

Meet female entrepreneurs, artists, and change-makers in Cuba
From US $740 8 days ex flights
Small group travel: 2023: 7 Dec
2024: 4 Jan, 15 Feb, 14 Mar, 11 Apr, 2 May, 6 Jun, 4 Jul, 8 Aug, 5 Sep, 10 Oct, 7 Nov, 19 Dec
Dominica adventure vacation

Dominica adventure vacation

Action and adventure in the Caribbean's nature island
From US $2,735 to US $2,959 12 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
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
Cuba vacation, Havana and Vinales

Cuba vacation, Havana and Vinales

From the vibrant city to the lush countryside
From US $1,400 5 days ex flights
Small group travel: 2023: 7 Dec, 21 Dec, 28 Dec
2024: 4 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 29 Feb, 7 Mar, 14 Mar, 21 Mar, 28 Mar, 4 Apr, 11 Apr, 18 Apr, 25 Apr, 2 May, 9 May, 16 May, 23 May, 30 May, 6 Jun, 13 Jun, 20 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 17 Oct, 24 Oct, 31 Oct, 7 Nov, 14 Nov, 21 Nov, 28 Nov, 5 Dec, 12 Dec, 19 Dec, 26 Dec ...
Highlights of Cuba cycling vacation

Highlights of Cuba cycling vacation

Explore Cuba on bicycle from Havana to Trinidad
From US $2,190 to US $2,290 10 days ex flights
Small group travel: 2024: 1 Mar, 5 Apr, 25 Oct, 1 Nov, 8 Nov, 20 Dec
Cuba cycling tour

Cuba cycling tour

Cycle from Havana to Varadero through the Yumuri Valley.
From US $3,010 to US $3,565 14 days ex flights
Small group travel: 2023: 11 Dec, 18 Dec
2024: 8 Jan, 12 Feb, 25 Mar, 8 Apr, 10 Jun, 1 Jul, 7 Oct, 4 Nov, 18 Nov, 9 Dec, 23 Dec
Late availability on these dates: 11 Dec, 18 Dec, 08 Jan, 12 Feb
Dominica vacation

Dominica vacation

Indulge on this adventure holiday in the Caribbean
From US $2,995 8 days ex flights
Small group travel: 2024: 20 Apr
Exuma Cays kayaking vacation in The Bahamas

Exuma Cays kayaking vacation in The Bahamas

Explore Uninhabited Cays in the Islands of The Bahamas.
From US $2,395 6 days ex flights
Small group travel: 2024: 4 Mar, 12 Mar, 20 Mar, 28 Mar
Cuba on a Shoestring small group vacation

Cuba on a Shoestring small group vacation

Discover Cuba, from historic Havana to Trinidad
From US $1,195 to US $1,350 8 days ex flights
Small group travel: 2023: 9 Dec
2024: 20 Jan, 2 Mar, 13 Apr, 27 Apr, 25 May, 8 Jun, 6 Jul, 17 Aug, 14 Sep, 12 Oct, 26 Oct, 9 Nov, 23 Nov, 30 Nov, 7 Dec, 21 Dec, 28 Dec
Late availability on these dates: 09 Dec, 20 Jan
18-29 tour in Cuba

18-29 tour in Cuba

Go back in time on the streets of Cuba during this trip
From US $745 to US $1,190 8 days ex flights
Small group travel: 2023: 26 Dec
2024: 20 Feb, 16 Apr, 14 May, 9 Jul, 20 Aug, 22 Oct, 19 Nov, 3 Dec, 24 Dec
Late availability on these dates: 26 Dec, 20 Feb
Active Cuba vacation

Active Cuba vacation

Explore Cuba's natural wonders on an outdoor adventure
From US $1,700 10 days ex flights
Small group travel: 2023: 28 Nov, 19 Dec
2024: 6 Feb, 5 Mar, 26 Mar, 23 Apr, 14 May, 1 Oct, 5 Nov, 26 Nov, 17 Dec
Cuba multi activity vacation

Cuba multi activity vacation

Multi-activity holiday in Cuba: Cycling, trekking, kayaking!
From £1,399 8 days ex flights
Small group travel: 2023: 8 Dec, 24 Dec
2024: 12 Jan, 16 Feb, 15 Mar, 19 Apr, 4 Oct, 8 Nov, 6 Dec
Bahamas liveaboard diving holiday in the Caribbean

Bahamas liveaboard diving holiday in the Caribbean

Diving holidays in stunning Bahamian waters
From US $1,597 7 days ex flights
Small group travel: 2023: 18 Nov, 25 Nov, 2 Dec, 9 Dec, 16 Dec
Eastern Cuba kayaking tour

Eastern Cuba kayaking tour

Kayak and hike in the wake of Christopher Columbus
From US $3,190 8 days ex flights
Small group travel: This trip departs on Sundays, please enquire to discuss your dates.
Cuba small group holiday, 9 days

Cuba small group holiday, 9 days

Experience the best of Cuba's beaches, cigars and '50s cars,
From US $2,025 to US $2,235US $2,095 8 days ex flights
Small group travel: 2023: 16 Dec
2024: 9 Mar, 6 Apr
Late availability on these dates: 16 Dec
Small group tour to Western Cuba

Small group tour to Western Cuba

Tour the 'Garden Province' of Cuba
From US $575 6 days ex flights
Small group travel: 2023: 29 Dec
2024: 5 Jan, 19 Jan, 2 Feb, 23 Feb, 8 Mar, 22 Mar, 29 Mar, 19 Apr, 3 May, 31 May, 28 Jun, 26 Jul, 9 Aug, 6 Sep, 20 Sep, 18 Oct, 15 Nov, 29 Nov, 13 Dec, 27 Dec
2025: 10 Jan
Cuba family vacations

Cuba family vacations

A superb introduction to the fascinating island of Cuba
From US $1,850US $1,720 to US $1,880 10 days ex flights
Small group travel: 2024: 10 Feb, 17 Feb, 9 Mar, 23 Mar, 27 Apr, 11 May, 25 May, 12 Oct, 19 Oct, 2 Nov, 9 Nov, 23 Nov, 21 Dec
Up to US $130 off selected dates.
Late availability on these dates: 10 Feb, 17 Feb
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