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.
57 Caribbean vacations found
Jamaica highlights tour
Jamaica highlights tour in 12 days
From US $3,200US $3,000 to US $3,440 10 days ex flights
Small group travel:
2023: 20 Nov
2024: 24 Jan, 14 Feb, 20 Mar, 24 Apr, 2 Oct, 30 Oct, 13 Nov, 27 Nov
2024: 24 Jan, 14 Feb, 20 Mar, 24 Apr, 2 Oct, 30 Oct, 13 Nov, 27 Nov
Up to US $200 off selected dates.
Late availability on these dates: 20 Nov, 24 Jan, 14 Feb
Late availability on these dates: 20 Nov, 24 Jan, 14 Feb
Cuba cultural vacation
Immerse yourself in Cuban culture on this 8 day adventure
From €690 to €1,115 8 days ex flights
Small group travel:
2023: 19 Nov, 26 Nov, 3 Dec, 10 Dec, 17 Dec, 24 Dec, 31 Dec
2024: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 3 Mar, 10 Mar, 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 7 Jul, 14 Jul, 21 Jul, 28 Jul, 4 Aug, 11 Aug, 18 Aug, 25 Aug, 1 Sep, 8 Sep, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 3 Nov, 10 Nov, 17 Nov ...
2024: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 3 Mar, 10 Mar, 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 7 Jul, 14 Jul, 21 Jul, 28 Jul, 4 Aug, 11 Aug, 18 Aug, 25 Aug, 1 Sep, 8 Sep, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 3 Nov, 10 Nov, 17 Nov ...
Tobago beach accommodation
17 beautiful accommodations in unique eco resort
From £117 to £390 per accommodation per night
Accommodation
Firefly studio - perfect for solo travellers, gorgeous views and interior, compact and affordable:
Pre-Christmas break: Friday 8th - 15th December 2023.
New Year break: Tues 26th Dec - Tues 2nd Jan 2024
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
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
rosy@responsibletravel.com
Dominica nature and culture vacation
Discover Dominica's Caribbean-island secrets and treasures
From US $2,415 to US $2,615 11 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Walking and sightseeing holiday in Dominica
An easy holiday on the rugged Caribbean island of Dominica
From US $1,600 to US $1,750 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Luxury resort in Saint Lucia, Jade Mountain
A cornucopia of organic architecture celebrating nature.
From US $1,050 to US $3,050 per accommodation per night
Accommodation
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
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
Late availability on these dates: 10 Feb, 17 Feb
Cuba cultural tour, 9 days
Fun and legal tour for American travelers
From US $1,650 9 days ex flights
Small group travel:
2023: 26 Nov, 3 Dec, 10 Dec
2024: 7 Jan, 14 Jan, 28 Jan, 11 Feb, 25 Feb, 10 Mar, 24 Mar, 7 Apr, 21 Apr, 5 May, 19 May, 2 Jun, 14 Jul, 18 Aug, 22 Sep, 13 Oct, 10 Nov, 24 Nov, 8 Dec, 15 Dec, 29 Dec
2024: 7 Jan, 14 Jan, 28 Jan, 11 Feb, 25 Feb, 10 Mar, 24 Mar, 7 Apr, 21 Apr, 5 May, 19 May, 2 Jun, 14 Jul, 18 Aug, 22 Sep, 13 Oct, 10 Nov, 24 Nov, 8 Dec, 15 Dec, 29 Dec
Cuba small group cycling vacation
Cycle adventure to Cuba's highlights and hidden gems
From US $1,495 9 days ex flights
Small group travel:
2023: 19 Nov, 17 Dec
2024: 17 Mar, 14 Apr, 19 May, 16 Jun, 21 Jul, 18 Aug, 15 Sep, 20 Oct, 17 Nov, 15 Dec
2024: 17 Mar, 14 Apr, 19 May, 16 Jun, 21 Jul, 18 Aug, 15 Sep, 20 Oct, 17 Nov, 15 Dec
Skyline Trail cycling tour in Western Cuba
Cycle the spectacular Skyline Trail through Western Cuba
From £1,299 8 days ex flights
Small group travel:
2023: 3 Dec, 22 Dec
2024: 21 Jan, 11 Feb, 3 Mar, 7 Apr, 5 May, 14 Jul, 20 Oct, 10 Nov, 24 Nov, 8 Dec, 22 Dec
2024: 21 Jan, 11 Feb, 3 Mar, 7 Apr, 5 May, 14 Jul, 20 Oct, 10 Nov, 24 Nov, 8 Dec, 22 Dec
Cuba tailor made vacation, 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 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
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
rosy@responsibletravel.com
10 day Cuba tour, small group
Group tour exploring the beguiling and captivating Cuba
From €840 to €1,325 10 days ex flights
Small group travel:
2023: 19 Nov, 26 Nov, 3 Dec, 10 Dec, 17 Dec, 24 Dec, 31 Dec
2024: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 3 Mar, 10 Mar, 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 7 Jul, 14 Jul, 21 Jul, 28 Jul, 4 Aug, 11 Aug, 18 Aug, 25 Aug, 1 Sep, 8 Sep, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 3 Nov, 10 Nov
2024: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 3 Mar, 10 Mar, 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 7 Jul, 14 Jul, 21 Jul, 28 Jul, 4 Aug, 11 Aug, 18 Aug, 25 Aug, 1 Sep, 8 Sep, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 3 Nov, 10 Nov
Cuba small group vacation
Cuba travel, legal, and local!
From US $2,400 9 days ex flights
Small group travel:
2023: 26 Dec
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 dance vacation in Cuba
Immersive salsa course in Cuba's capital city!
From £925 8 days ex flights
Small group travel:
2024: 25 Feb, 17 Nov
Cuba photography tour
World class photo tour through classic Cuba
From US $3,190 8 days ex flights
Small group travel:
This trip runs on any Sunday with a minimum of 4 people booked on. Please enquire to discuss available dates.
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.
National Parks of Cuba walking vacation
Explore a Cuba few visitors get to see
From US $3,190 to US $3,390 8 days ex flights
Small group travel:
This group tour can depart on any Sunday, please enquire to discuss your dates.
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
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
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
Classic Offshore Caribbean Race
From US $3,077 9 days ex flights
Small group travel:
2024: 16 Feb
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
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
Tobago yoga retreat
Vinyasa-style yoga retreat in the Caribbean
From £1,299 to £2,000 8 days ex flights
Small group travel
Dominican Republic authentic tour
Explore the authentic Dominican Republic
From £1,755 8 days ex flights
Small group travel:
2024: 13 Jan, 10 Feb, 16 Mar, 13 Apr, 15 Jun, 13 Jul, 17 Aug
Cuba small group tour with homestays
Authentic Cuba in 10 intensive days
From €1,782 10 days ex flights
Small group travel:
2023: 10 Dec
2024: 17 Jan, 25 Mar, 10 Jun, 15 Jul, 18 Nov
2024: 17 Jan, 25 Mar, 10 Jun, 15 Jul, 18 Nov
