Caribbean vacations
Tours & vacations in 2017 & 2018
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dream vacation!
74 Caribbean vacations found
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
Yoga holiday in Barbados, Christmas & New Year
Yoga holiday in Barbados Christmas and New Year
From US $805 to US $1,050 8 days ex flights
Small group travel
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
Availability on this Cuba trip for July 2017 and later, all boutique homestays & hostals, travel by private taxi, regular bus, Vintage car with driver, selfdrive or a mix of different travel modes. All tailor made for West, Central & East Cuba.
Bahamas Windjammer sailing vacation
Bahamas Tall Ship Sailing Windjammer Cruise
From US $1,299 6 days ex flights
Small group travel
Virgin Islands sailing holiday in the Caribbean
Virgin Islands Tall Ship Sailing Windjammer Cruise
From US $1,450 6 days ex flights
Small group travel
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:
2017: 31 Jul, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov, 13 Nov, 20 Nov, 27 Nov, 4 Dec, 11 Dec, 18 Dec, 25 Dec
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
Self drive Cuba family vacation
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
Availability on this Cuba trip for July 2017 and later, all boutique homestays & hostals, travel by private taxi, regular bus, Vintage car with driver, selfdrive or a mix of different travel modes. All tailor made for West, Central & East Cuba.
Learn Spanish and watersports vacation, Dominican Republic
Study Spanish & enjoy watersports in the warm Caribbean
From £415 to £755 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Small group tour to Cuba
Discover the fascinating diversity of Cuba
From US $1,150 to US $1,370 20 days ex flights
Small group travel:
2017: 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, 24 Nov, 1 Dec, 8 Dec, 15 Dec, 22 Dec, 29 Dec
2018: 5 Jan, 12 Jan, 19 Jan, 26 Jan, 2 Feb, 9 Feb, 16 Feb, 23 Feb, 2 Mar, 9 Mar, 16 Mar, 23 Mar, 30 Mar, 6 Apr, 13 Apr, 20 Apr, 27 Apr
2018: 5 Jan, 12 Jan, 19 Jan, 26 Jan, 2 Feb, 9 Feb, 16 Feb, 23 Feb, 2 Mar, 9 Mar, 16 Mar, 23 Mar, 30 Mar, 6 Apr, 13 Apr, 20 Apr, 27 Apr
Cuba cultural tours
Experience authentic Cuba using local guides and guesthouses
From US $890 to US $1,050 15 days ex flights
Small group travel:
Departs every Friday throughout the year
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.
Availability on this Cuba trip for July 2017 and later, all boutique homestays & hostals, travel by private taxi, regular bus, Vintage car with driver, selfdrive or a mix of different travel modes. All tailor made for West, Central & East Cuba.
Cuba budget vacation
Visit this most fascinating island Caribbean
From US $2,125 to US $2,799 15 days ex flights
Small group travel:
Weekly Saturday departures throughout the year.
Cuba tour, The Revolutionary Trail
Follow in the footsteps of the revolutionaries
From £1,925 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba salsa dance holiday
Salsa dance holiday of a lifetime in Cuba!
From £1,345 15 days ex flights
Small group travel:
2017: 9 Oct, 19 Dec
2018: 12 Mar
2018: 12 Mar
Tobago beach accommodation
15 beautiful accommodations in unique eco resort
From £95 to £270 per accommodation per night
Accommodation
Jamaica tour, Jamaica Discovery
Venture beyond the tourist trail of Jamaica
From £2,199 12 days ex flights
Small group travel:
2017: 6 Dec
2018: 24 Jan, 7 Mar
2018: 24 Jan, 7 Mar
Eastern Cuba self drive vacation
Discover lesser explored Eastern Cuba
From £1,969 12 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Virgin Islands cruise vacation
Romantic Virgin Islands sailing holiday for 1 loving couple
From US $7,700 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Dominica trekking vacation
Discover the Unknown Dominica
From US $2,200 to US $3,300 14 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba holiday, West to East in 19 days
Cuba grouptravel 19 days from West to East
From €1,995 to €2,295 19 days ex flights
Small group travel:
2017: 4 Nov, 16 Dec, 22 Dec
2018: 12 Jan, 25 Feb
2018: 12 Jan, 25 Feb
Availability with all boutique homestays. With best Tourleader for Cuba and top local guides. Can be tailor made for individual travelers with local guides waiting at each destination. First group booking 4 persons 100 Euro pp discount.
Small group tours to Cuba
Discover the real Cuba on this small group tour
From £2,478 15 days ex flights
Small group travel:
2017: 12 Oct, 30 Nov
Cuba adventure tours
Authentic Cuba using guesthouses and local guides
From US $450 to US $540 8 days ex flights
Small group travel:
Departs every Thursday throughout the year
Haiti vacation, small group
Discover Haiti on this tour to the Caribbean's hidden gem
From £2,175 10 days ex flights
Small group travel:
2017: 12 Nov
2018: 1 Apr, 11 Nov
2018: 1 Apr, 11 Nov
Cuba small group vacation
Authentic small group trips to Cuba
From US $2,400 to US $2,600 9 days ex flights
Small group travel:
2017: 11 Nov, 18 Nov, 21 Dec, 26 Dec
Cuba tailor made vacation, nature and culture
Explore the highlights of Castro's Cuba
From £2,915 15 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Virgin Islands vegan cruise vacation
Holiday in the Virgin Islands offers plant-based nutrition
From US $7,700 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Hiking holiday in St Lucia
Guided walking on this beautiful tear drop island
From £929 to £4,829 8 days ex flights
Tailor made:
This trip can be tailor made throughout October to July
Cuba adventure vacation
Cuban adventure
From US $1,040 to US $1,449 8 days ex flights
Small group travel:
2017: 29 Jul, 5 Aug, 12 Aug, 2 Sep, 30 Sep, 14 Oct, 28 Oct, 25 Nov, 2 Dec, 9 Dec, 16 Dec, 23 Dec, 27 Dec, 30 Dec
2018: 6 Jan, 13 Jan, 20 Jan, 3 Feb, 17 Feb, 24 Feb, 3 Mar, 17 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 19 May, 26 May, 2 Jun, 16 Jun, 30 Jun, 7 Jul, 14 Jul, 28 Jul, 25 Aug, 1 Sep, 29 Sep, 20 Oct, 27 Oct, 10 Nov, 17 Nov, 24 Nov, 28 Nov, 1 Dec, 15 Dec, 22 Dec, 26 Dec, 29 Dec
2018: 6 Jan, 13 Jan, 20 Jan, 3 Feb, 17 Feb, 24 Feb, 3 Mar, 17 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 19 May, 26 May, 2 Jun, 16 Jun, 30 Jun, 7 Jul, 14 Jul, 28 Jul, 25 Aug, 1 Sep, 29 Sep, 20 Oct, 27 Oct, 10 Nov, 17 Nov, 24 Nov, 28 Nov, 1 Dec, 15 Dec, 22 Dec, 26 Dec, 29 Dec
From
£270
excluding flights
Getting to know the Cuban people and staying in their homes was an invaluable experience. By far my favourite moment was the tobacco wanting tour! We enjoyed it so much we returned 2 days later and had a great time visiting the owners of the different farms. (more)Chantal Moore
The nature in Topes de Collantes National Park and Turquino National Park was the most memorable. Overall we've had a great vacation and enjoying a short period of time in the great (current) environment of Cuba is leaving us a beautifull memory for life. (more)Annemarie Van Vliet
Being in the beautiful nature of Cuba and being with local guides was the most memorable. (more)Valerie Mamara
From
€1,590
excluding flights
For me the most memorable parts are the people-to-people things, and bits of culture ... live music in a restaurant that inspires a couple to break out into some fabulous salsa dancing; and the nice connection made with our homestay family in Havana... (more)Rebecca Pollens
The most memorable moment was spontaneously being invited into a home to listen in on a jam session with the resident and their guests. We were walking around the streets of Havana taking in the street scene and heard music coming out of a home. We peeked inside the house and were extended a warm invitation to come in and enjoy the music, rum and the fried plantains all without any expectation of any kind from our hosts. (more)Gautam Biswas
The best part was Havana. Everything about Havana, the tour in the old American car was great but we loved just wondering around. (more)Jo McKeown
From
£1,345
excluding flights
The dans and dancers; they were excellent, friendly and accommodating to all levels of proficiency. Fantastic. I feel fortunate to have met the people I have met in Santiago, lived in their homes, got to know them, learnt to dance. (more)Maria Cappelen
The best part of the vacation was the dance lessons. The instructors were great. Very patient and enthusiastic. The dance program again was well put together. The night outs with the dance instructors was great too - helped build confidence around what we had learned during the day. (more)Ujwala Rao
Learning to dance with the professional dancers. My wife and I had never danced before and we speak no Spanish so the patience and understanding of the
dancers was fantastic! (more)Keith Armstrong
From
£95
per accommodation per night
There is a lot to do on the island but just relaxing and doing nothing was also lovely as the accommodation was very comfortable. (more)Penelope Robinson
Excellent, one of our best yet. (more)Lisa Williams
This is an amazing place to hang out and bond with those you love. Beautiful, relaxing and a place you will hope to return to. (more)JUDITH DOYLE
From
€995
excluding flights
The Cuban people were very welcoming, helpful, and friendly, taking in all the
beautiful scenery, whether it be the Vinales valley, the beautiful beaches or the historic streets of Trinidad and Havana (more)Gary Lum
The highlight was the walk up El Yunke in Baracoa. In fact everything about Baracoa was lovely. The guide Norge was simply the best... A very enjoyable and educational tour. It was very good to experience the friendliness and enterprise of the people in Cuba. (more)Melsa Houston
We really enjoyed the Badada Codina hike - in Sierra Escambray. The hike was 3-4 hours... Our guide was great - telling us stories about the nature we were seeing, but also about herself and the people living in the mountains... She took us to the caves, and then to the state-run restaurant where we (surprisingly) had an amazing lunch with roasted pig, rice, Cristal and coffee & fruits at the end. (more)Beatrice Mosello
From
US $890
including domestic flights only
From
US $805
excluding flights
Memorable parts?
The spot - very quiet and green - nice people
Tips?
Relax and enjoy
Local benefits?
Yes
Overall rating?
Very good (more)Karin Guttorm
From
£929
excluding flights
Memorable parts?
Reaching the top of Gros Piton.
Tips?
Go for it!
Local benefits?
The whole issue of environmentally friendly tourism is a complex one. In many ways there are benefits in that local people get much needed employment and sometimes improved amenities and infrastructure. But these changes don't always benefit those most in need and fail to filter down to ordinary people. We hiked off the beaten track and saw parts of the island that the 'normal' tourist (whatever... (more)Margaret Gravelle
From
£1,925
excluding flights
Memorable parts?
Meeting the warm, friendly people in cuba, our hosts at home stays and our
wonderful guides. The hiking was great too.
Tips?
The exchange rate in cuba is not good for Americans so bring extra money
as you can't use cards.
Local benefits?
I hope it benefited them. I know they appreciated the tips. The single use water bottle issue will be a problem quickly as the infrastructure probably can't handle the amount of tourists.
Overall rating?
It was... (more)Leslie Repp
From
€995
excluding flights
The most memorable was 50 miles offshore Scuba Diving in the Garden of the Queens...this is a healthy reef with sharks to nudibranchs. The soft corals where beautiful waving in the current with the reef fish. We had a wonderful trip and will be returning to Cuba and diving the Gardens. (more)Wilson Wing
Excellent, enjoyable, thought-provoking. So glad we went, but should have stayed longer! (more)Ian Matthews
The most memorable part was the few days spent in Trinidad. Truly beautiful city, lots of restaurants, good nightlife, and great location for day trips to beaches or mountains. (more)Kelvin Eaton
From
US $2,400
excluding flights
Memorable parts?
First and foremost would have to be our group of people that we were with to see this beautiful island. Also Mickel, so informative & a great caring new friend. After being able to travel this beautiful planet over the years, Cuba is a beautiful, peaceful, wonderful place to see. The country side, the food, the music & the beautiful people.
Tips?
Go with a open mind. In joy the country as it is. Look at its rich history & very proud people.
Local benefits?
Very... (more)Erik Johnson
From
US $1,150
including domestic flights only
Areas visited on this tour were all well chosen to show diversity of Cuba... Swimming on beautiful beaches, visiting ballet school, learning about Cuban history, beautiful art and architecture, lovely people. (more)Sandra Vasic
The most memorable was taking part in the Salsa band and dance in Santiago. (more)David Brock
From the Bararumba Afro-Cuban dance performance in Baracoa, to the "noche de salsa" in Santiago, we were enthralled by Cuba. The western portion of the tour took us through beautiful countryside, but since it is so accessible from Havana, it tends to be more touristy- especially Vinales.
(more)Catherine Norman
From
US $1,040
excluding flights
Horse-back riding and galloping through the fields and valley of Vinales was the most memorbale part of the vacation (more)Felicity Hay
Cruising in the 1950's cars was absolutely amazing - this is a must in Havana!!! Also loved the horseback riding in Vinales - Che's monument - Trinidad was fun, lots of music/salsa dancing there. (more)Noula Contibas
The most interesting place on this tour was Trinidad. It had a lovely, chilled atmosphere and was a well maintained city, where the people were friendly. (more)Rebecca Clarkson
From
US $2,125
excluding flights
The whole experience was amazing. Cuba is a fantastic place to go and one which is going to change so dramatically in our lifetimes. The atmosphere across the whole island was so warm and vibrant, with live music being heard on every street corner. (more)Faye T
Wandering the cobbled streets of Havana and Trinidad. Jungle walks near Trinidad and Baracoa. Staying with friendly hosts in their own homes. (more)Helen Peake
Most memorable was swimming in a cave, with bats over head! Meeting people from completely different cultures (and dancing with them...) (more)Cheryl Cohen
From
£2,915
excluding flights
Memorable parts?
Havana - wandering the streets of the old town.
Tips?
I would advise booking directly with a local Cuban tour operator, rather than using an international travel company who uses their own local representatives.
The local owner operator that we went with for the first week of our trip was excellent, highly professional and provided an outstanding level of service and
fantastic local knowledge. It made our vacation. The second week that we booked through an international... (more)Rachel Bastin
From
US $1,299
excluding flights
Memorable parts?
The Bahama islands and waters are so beautiful making it an incredible place to
adventure around on a sailboat. It was nice to get to know our fellow passengers and be a brief part of their lives. The crew was especially wonderful. They were helpful, hardworking, knowledgeable, kind and so much fun to get to know. The food was outstanding.
Tips?
Know that you are living on a sailboat for the week and your sleeping accommodations are tight. This is not a problem... (more)Janice Layne
From
£750
per wedding ceremony
Memorable parts?
Getting married at the retreat, Tobago
Tips?
Maybe the 'steep' climb from the beach to the accommodation might be a problem for some people. But as for everything in Tobago, for every problem Tobagonians will find a solution. Prepare for mosquitoes during day and night time.
Local benefits?
Yes. The accommodation is build by local people, staff is local and locally owned restaurants and shops do benefit as well.
Overall rating?
We spend a great two... (more)Bart De Visser
From
€1,995
including domestic flights only
The most memorable was staying in casa particulares; meeting friendly and welcoming people; learning about Cuban history in context; visiting Havana. (more)Judy Raven
Visiting Santa Clara and seeing the Che Guevara Mausoleum and statue was the most memorable part of the vacation...10/10. Absolutely perfect. (more)Genevieve Isherwood
We really enjoyed this vacation. We had a fantastic range of experiences and met some wonderful people. We've travelled extensively, but Cuba is pretty much a unique destination. (more)Alan Shelton
From
US $680
excluding flights
I loved snorkeling near Playa Giron and ziplining near Vinales. Fantastic! We had an amazing time and Ihosevany was a wonderful guide. (more)Ariela Silberstei
Swimming by the waterfall we hiked to was the highlight. It was wonderful and our guide, Lidier, was super caring. (more)Michelle Droy
Really difficult to pinpoint a most memorable or exciting part, the whole trip was surreal. The trip was well organized; small group size was perfect; guide was knowledgeable, fun to be with, attentive - all the good stuff. (more)Jane McLaughlin
From
US $1,360
excluding flights
Absolutely wonderful, very gratifying and educational. It has surpassed my expectation. (more)Angela Dillah
Having a Cuban guide and especially the one we had, who was so open to talking about everything and bending over backwards to make us happy, lunch one day at a single table for us on the beach!, the music that's everywhere. (more)Kathy Peterson
I really enjoyed my free time in Vinales (20-day tour) walking around the cenotes and observing rural Cuba on my own. Cuba is like entering a time warp. Great culture and people. Fun vacation. (more)Nancy Wiesenfeld
From
US $1,600
excluding flights
The most memorable part was visiting the organic farm and getting to eat a delicious and huge farm to table meal overlooking the beautiful mogotes. (more)Stephanie Oviedo
The most memorable was getting to meet people and learning more about the history of Cuba. The most exciting experience was hiking to the waterfall. (more)Bettie Bullard
5 stars for a great Cuban tour guide with cool and fun fellow travelers. (more)Rita Rega
From
US $295
excluding flights
Memorable parts?
I am particularly interested in the arts, so found these particular visits very rewarding: Las Terrazas community and artist collective; a visit to a live-in camp for young artists in several arts disciplines--dance, music and visual arts; and the community of Fusterlandia, built around the work of Fuster, which is a bit like Hundertwasser in Vienna. Also, the knowledge imparted by our guide of Cuba's history was very enlightening.
Tips?
Have an open mind. Things... (more)Sue Ellen Christensen
From
£2,478
excluding flights
From
US $450
excluding flights
The highlight was swimming in the waterfall just outside of Trinidad! Had a great time, the tour was the highlight of our vacation and we would thoroughly recommend it to see the best bits of Cuba! (more)Lucy Beishon
The highlight was probably the cave tour. We had a great time and very organized tour. (more)Joanna Bell
It was an excellent educational and fun experience. (more)Pat Griffin
From
US $2,360
excluding flights
Memorable parts?
Riding horseback up a mountain to The Citadel , what an amazing construction. Also being lowered by rope to the beautiful Bassine Bleu.
Tips?
Just take note of what the vacation provider recommends what to take. I would have been lost without a torch.
Local benefits?
Yes, had a very interesting visit to the Art Creation Foundation for children.
Overall rating?
Apart from not being able to visit the caves in Port Salut it was a very interesting vacation.... (more)Grace McGill
From
£1,998
excluding flights
Great company, great food & drink, great music and dancing, great countryside (more)Peter Davies
Excellent and very memorable! (more)Mark Pitt
It was extremely varied always interesting. The tour guide was exemplary... The selected itinerary gave a varied look at central and west Cuba. I found it well paced and fascinating. Well done to the tour operator.
(more)Anthony Haugh
From
£1,772
excluding flights
From
US $1,379
excluding flights
Memorable parts?
The Walk to Boiling Lake - it was pretty challenging and strenuous because the recent hurricane had washed away may of the paths (especially those crossing steeper slopes). This made one or two short sections a little tricky, but they were negotiable with care. We'd recommend hiring a guide we used Nahjie - he's knowledgeable and fun to walk with and he has great reviews on Tripadvisor. For benchmarking purposes, we're reasonably fit although now in our 60th decade.
Tips?
Expect... (more)Roy Bain
From
£1,622
excluding flights
Memorable parts?
We enjoyed all the places we went to but...
We loved Havana - it's a vibrant place with live music on every street corner and in every bar. Wandering around the streets in old Havana both during the
day and in the evening was great and there is lots to see -lovely squares, colonial buildings, palaces, museums, cathedral, harbour plenty of old American
cars........ It was good just to find a cafe or bar and watch the world go by.
We enjoyed staying with Basita in Vinales... (more)Sue Rice
