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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Cuba cycling tour

Cuba cycling tour

The main sights & stunning scenery
From US $4,342US $3,910 to US $4,350 15 days ex flights
Small group travel: 2024: 24 Feb, 12 Oct
Up to US $430 off selected dates.
Late availability on these dates: 24 Feb
Trinidad & Tobago nature vacation

Trinidad & Tobago nature vacation

The best of Trinidad & Tobago's widlife and natural scenery
From £3,645 to £4,075 15 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Cuba tour, The Revolutionary Trail

Cuba tour, The Revolutionary Trail

Follow in the footsteps of the revolutionaries
From £2,450 to £2,850 10 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Cuba holiday, West to East

Cuba holiday, West to East

Cuba travel 24 days from West to East, best places
From US $2,829 to US $3,662 24 days ex flights
Small group travel: 2024: 25 Mar, 20 Nov
Responsible Travel, Travel Team

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Walking vacation in Cuba

Walking vacation in Cuba

Cuba off the beaten track: Private guided walking holiday
From £2,725 to £3,125 14 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Havana and Eastern Cuba luxury tour

Havana and Eastern Cuba luxury tour

12 day journey through vibrant Havana & Eastern Cuba
From £6,599 12 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Western Cuba 8 day private tour

Western Cuba 8 day private tour

Cuba's culture, nature and adventure!
From £3,968 8 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
9 day tour of Western Cuba

9 day tour of Western Cuba

Delve into the African-Cuban heritage of Western Cuba
From £5,670 9 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Cuba cycling and culture tour

Cuba cycling and culture tour

Explore quintessential Cuba by bike
From US $4,190 8 days ex flights
Small group travel: This trip departs with a minimum of 4 people every Saturday, please enquire to discuss dates.
Cuba multi activity vacation

Cuba multi activity vacation

Explore Cuba by kayak, bike and on foot
From US $3,690 8 days ex flights
Small group travel: The group tour departs every Sunday, please enquire to discuss your dates
Bermuda walking vacation

Bermuda walking vacation

Explore the quintessential island paradise of Bermuda
From £2,499 to £3,789 8 days inc UK flights
Tailor made: This departs on select Sundays from Oct to May, please enquire for availability.
Watch and swim with humpback whales in the Caribbean

Watch and swim with humpback whales in the Caribbean

Discover Silver Banks- a sanctuary for marine mammals
From £3,460 8 days ex flights
Small group travel: 2024: 23 Mar
2025: 22 Mar
23rd - 30th March 2024 Puerto Plata - Puerto Plata Last few Cabins remaining
Cuba vacation, Havana to Santiago de Cuba

Cuba vacation, Havana to Santiago de Cuba

An immersive, 10-14 day cross island trip of Cuba
From US $3,595 10 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Divemaster and instructor courses in the Caribbean

Divemaster and instructor courses in the Caribbean

Eco-Divemaster course in Carriacou, Grenada.
From US $8,010 to US $8,040 8 weeks ex flights
Small group travel: 2024: 6 May, 3 Jun, 1 Jul, 29 Jul
Responsible Travel, Travel Team

Contact Us

Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
Western Cuba cycling tours

Western Cuba cycling tours

Cycle Cuba’s highlights along the road less travelled
From US $4,190 8 days ex flights
Small group travel: This group tour departs on Sundays, please enquire with your dates.
Cuba tour, small group with added comfort

Cuba tour, small group with added comfort

Cuban adventure exploring beaches, history & culture.
From US $3,205 to US $3,895 9 days ex flights
Small group travel: 2024: 2 Mar, 16 Mar, 23 Mar, 6 Apr, 18 May, 27 Jul, 24 Aug, 5 Oct, 9 Nov, 23 Nov, 14 Dec, 28 Dec
Up to US $370 off selected dates.
Late availability on these dates: 02 Mar, 16 Mar, 23 Mar, 06 Apr
Cuba small group vacation

Cuba small group vacation

A unique blend of African and Spanish influences
From US $4,350 to US $4,500 15 days ex flights
Small group travel: 2024: 17 Feb, 13 Apr, 12 Oct
Late availability on these dates: 17 Feb, 13 Apr
Cuba cycling vacation

Cuba cycling vacation

Cycle the quiet country roads of Cuba
From US $2,475 8 days ex flights
Small group travel: 2024: 19 Oct
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