126 Caribbean holidays found
Cuban casa holiday
Go local in Cuba staying in friendly family B&Bs throughout
From £1,195 15 days ex flights
Tailor made:
Everything is tweak-able, giving you the freedom to build a unique and personal trip for your chosen date. Upgrade your accommodation for all - or just part - of your trip, slow down the pace with few extra nights here and there or add a few more active adventures along the way
Cuba cultural holiday
Immerse yourself in Cuban culture on this 8 day adventure
From US $690 8 days ex flights
Small group travel:
2021: 7 Nov, 14 Nov, 21 Nov, 28 Nov, 5 Dec, 12 Dec, 19 Dec, 26 Dec
2022: 2 Jan, 9 Jan, 16 Jan, 23 Jan, 30 Jan, 6 Feb, 13 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
2022: 2 Jan, 9 Jan, 16 Jan, 23 Jan, 30 Jan, 6 Feb, 13 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
Cuba salsa dance holiday
Learn to salsa with the pros in Santiago de Cuba, tuition, day trips and nights out
From £1,560 15 days ex flights
Small group travel:
2021: 10 May, 28 Jun, 1 Nov, 20 Dec
Classic Cuba holiday, 11 days
Get into the Cuban swing over just ten days.
From £1,125 12 days ex flights
Tailor made:
Everything is tweak-able, giving you the freedom to build a unique and personal trip for your chosen date. Upgrade your accommodation for all - or just part - of your trip, slow down the pace with few extra nights here and there or add a few more active adventures along the way.
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.
Cuba tailor made tour, 8 days
Fantastic immersive 8 day trip, highlights and hidden gems
From US $2,250 to US $2,350 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba highlights and beach holiday
Balance Cuba’s culture & natural beauty with sunny paradise.
From £1,598 15 days ex flights
Tailor made:
Everything is tweak-able, giving you the freedom to build a unique and personal trip for your chosen date. Upgrade your accommodation for all - or just part - of your trip, slow down the pace with few extra nights here and there or add a few more active adventures along the way
Cuba adventure tours
Authentic Cuba using guesthouses and local guides
From £340 8 days ex flights
Small group travel:
Departs every Thursday throughout the year
Cuba tours
Tailormade holidays in the pearl of the Carribean
From €995 15 days ex flights
Tailor made:
Our Cuba tours 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
Trekking holiday in Cuba
Hiking and exploring the unspoiled national parks of Cuba
From £270 to £580 4 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Tobago beach accommodation
17 beautiful accommodations in unique eco resort
From £105 to £315 per accommodation per night
Accommodation
Cuba holiday, culture and nature
A mix of nature and culture; discover what makes Cuba tick
From £1,325 15 days ex flights
Tailor made:
Everything is tweak-able, giving you the freedom to build a unique and personal trip for your chosen date. Upgrade your accommodation for all - or just part - of your trip, slow down the pace with few extra nights here and there or add a few more active adventures along the way.
Cuba highlights holiday
Explore Havana, visit tobacco hills & doze on dreamy beaches
From £828 8 days ex flights
Tailor made:
Everything is tweak-able, giving you the freedom to build a unique and personal trip for your chosen date. Upgrade your accommodation for all - or just part - of your trip, slow down the pace with few extra nights here and there or add a few more active adventures along the way.
Haiti holiday, small group
Discover Haiti on this tour to the Caribbean's hidden gem
From £2,995 12 days ex flights
Small group travel:
2021: 4 Nov
2022: 14 Apr
2022: 14 Apr
Discover Cuba holiday, 15 days
Experience the real Cuba on this 15 day cultural adventure
From US $1,360 15 days ex flights
Small group travel:
2021: 19 Apr, 26 Apr
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.
St Lucia B&B accommodation, Marigot Bay
Waterfront B&B in the most loved & beautiful Caribbean, bay!
From US $160 to US $200 per accommodation per night (sleeps 2)
Accommodation
Self drive Cuba family holiday
Family holiday Cuba for parents & children
From €1,590 to €2,990 15 days ex flights
Tailor made:
This trip can be arranged at a time to suit you, and adapted to your requirements
Jamaica tour, Jamaica Discovery
Venture beyond the tourist trail of Jamaica
From £2,515 12 days ex flights
Small group travel:
2022: 14 Mar
Walking holiday in St Lucia
Guided walking on this beautiful tear drop island
From £964 to £4,834 8 days ex flights
Tailor made:
This trip can be tailor made throughout October to July
Cuba holiday, West to East
Cuba travel 23 days from West to East
From €2,990 to €3,220 23 days ex flights
Small group travel:
2021: 14 Apr, 17 Jun, 12 Jul, 10 Aug, 25 Oct, 15 Nov, 14 Dec
Trinidad & Tobago tours, tailor made
A bit of R&R on Tobago's beaches plus time in Trinidad
From £2,615 15 days ex flights
Tailor made:
This trip can be tailormade throughout the year and can be adapted to suit your interests, budget and requirements as necessary
Small group tour to Cuba
Discover the fascinating diversity of Cuba
From £890 to £935 20 days ex flights
Small group travel:
2021: 18 Jun, 16 Jul, 27 Aug, 10 Sep, 24 Sep, 8 Oct, 5 Nov, 19 Nov, 3 Dec, 24 Dec, 31 Dec
2022: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 4 Mar, 11 Mar, 18 Mar, 25 Mar, 1 Apr, 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct ...
2022: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 4 Mar, 11 Mar, 18 Mar, 25 Mar, 1 Apr, 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct ...
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 tour, The Revolutionary Trail
Follow in the footsteps of the revolutionaries
From £1,725 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Modern Cuba culture holiday, Hip Havana
Dive into the New Cuba: music, art and social enterprise
From £899 7 days ex flights
Small group travel:
2021: 9 Aug, 8 Nov, 6 Dec
2022: 14 Mar, 8 Aug, 7 Nov, 5 Dec
2022: 14 Mar, 8 Aug, 7 Nov, 5 Dec
Classic Cuba cycle holiday
Cycle Cuba - Beaches, Mountains and Revolution!
From £1,849 to £1,949 15 days ex flights
Small group travel:
2021: 17 Jul, 14 Aug, 18 Sep, 16 Oct, 13 Nov, 18 Dec
2022: 15 Jan, 12 Feb, 12 Mar, 9 Apr, 7 May, 11 Jun, 9 Jul, 13 Aug, 15 Oct, 12 Nov, 17 Dec
2022: 15 Jan, 12 Feb, 12 Mar, 9 Apr, 7 May, 11 Jun, 9 Jul, 13 Aug, 15 Oct, 12 Nov, 17 Dec
Skyline Trail cycling tour in Western Cuba
Cycle the spectacular Skyline Trail through Western Cuba
From £999 to £1,099 8 days ex flights
Small group travel:
2021: 17 Jul, 14 Aug, 18 Sep, 16 Oct, 13 Nov, 23 Dec
2022: 8 Jan, 12 Feb, 12 Mar, 2 Apr, 7 May, 11 Jun, 16 Jul, 13 Aug, 22 Oct, 12 Nov, 24 Dec
2022: 8 Jan, 12 Feb, 12 Mar, 2 Apr, 7 May, 11 Jun, 16 Jul, 13 Aug, 22 Oct, 12 Nov, 24 Dec
Holidays to Cuba
A comprehensive and intriguing tour
From £2,316 to £2,991 16 days inc UK flights
Small group travel:
2021: 8 Oct, 29 Oct, 12 Nov, 17 Dec
2022: 14 Jan, 4 Feb, 18 Feb, 11 Mar, 1 Apr, 7 Oct, 28 Oct, 11 Nov, 18 Dec
2022: 14 Jan, 4 Feb, 18 Feb, 11 Mar, 1 Apr, 7 Oct, 28 Oct, 11 Nov, 18 Dec
Small group backroads and beaches tours to Cuba
Explore off the beaten track locations
From £1,446 to £1,988 9 days inc UK flights
Small group travel:
2021: 22 Oct, 12 Nov, 26 Nov, 21 Dec
2022: 21 Jan, 11 Feb, 18 Feb, 11 Mar, 6 May, 21 Oct, 11 Nov, 25 Nov, 20 Dec
2022: 21 Jan, 11 Feb, 18 Feb, 11 Mar, 6 May, 21 Oct, 11 Nov, 25 Nov, 20 Dec
Help rebuild Dominica after hurricane Maria
Help rebuild an eco lodge and a local community,
From US $70 to US $720 7 days ex flights
Tailor made:
Come as soon as you can, and stay as long as you are able to
Cuba cultural tour, 9 days
Fun and legal tour for American travelers
From £1,205 9 days ex flights
Small group travel:
2021: 30 May, 13 Jun, 25 Jul, 29 Aug, 12 Sep, 24 Oct, 14 Nov, 28 Nov, 26 Dec
2022: 9 Jan, 16 Jan, 30 Jan, 13 Feb, 27 Feb, 13 Mar, 27 Mar, 10 Apr, 24 Apr, 8 May, 22 May, 5 Jun, 3 Jul, 17 Jul, 31 Jul, 21 Aug, 4 Sep, 25 Sep, 16 Oct, 30 Oct, 6 Nov, 13 Nov, 20 Nov, 27 Nov, 4 Dec, 14 Dec, 25 Dec
2022: 9 Jan, 16 Jan, 30 Jan, 13 Feb, 27 Feb, 13 Mar, 27 Mar, 10 Apr, 24 Apr, 8 May, 22 May, 5 Jun, 3 Jul, 17 Jul, 31 Jul, 21 Aug, 4 Sep, 25 Sep, 16 Oct, 30 Oct, 6 Nov, 13 Nov, 20 Nov, 27 Nov, 4 Dec, 14 Dec, 25 Dec
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