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Caribbean History and culture

Caribbean History & Culture Holidays


As well as beach holidays and all-inclusive luxury retreats, the paradise islands of the Caribbean conceal a wealth of history and culture.

Barbados boasts Jacobean and Georgian buildings, Gothic churches and pirate castles; Santo Domingo in the Dominican Republic is one of the oldest towns in the region;English Harbour in Antigua is the world's only Georgian dockyard; Jamaica is home to the banana capital of Port Antonio, plenty of plantations and Bob Marley; San Juan in Puerto Rico continues the traditions of a colonial town with an historic fort and mansions;

Alternatively travel to Cuba to wander amidst Old Havana or explore Trinidad, which qualifies as an historic site in its entirety. Elsewhwere explore Castillo El Morro, Camaguey, the Monumento Ernesto Che Guevara and Catedral de San Cristobal.

These are just a handful of the options available though. You can also tailor-make your history and culture holiday in the Caribbean by adding a city stay, beach holiday or excursion to your itinerary; talk to a destination specialist to see what we can do for you.


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Our top itineraries for Caribbean History and culture

Havana, Cuba

The Essence of Cuba

10-day tailor-made holiday from £3,370 pp incl. flights

This discovery of Cuba will have you get right to the heart of its iconic streets, palpable history & electrifying culture. It's all enjoyed with private transfers, gourmet meals and included tours.

Roátan, Honduras

Caribbean & Florida Keys on Seven Seas Grandeur

9-day luxury ocean cruise

Please enquire for the latest prices

Escape the winter in style as you sail off the beaten track for a luxury voyage to Mexico, Belize and Honduras with Regent Seven Seas Cruises.

Antigua, Caribbean

Caribbean in depth with Regent Seven Seas

12-day luxury ocean cruise

Please enquire for the latest prices

With a choice of up to 59 free shore excursions, this is your chance to explore the Caribbean in style, sailing off the beaten track for a truly luxurious voyage to the Caribbean with Regent Seven Seas Cruises.

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Why book with Wexas Travel?

At Wexas, we specialise in bespoke travel experiences. Our itineraries are just samples of what we can arrange, and can be changed depending on your precise needs, finances and ideas by our experienced destination specialists.

Contact one of our consultants on 020 7590 0610 to discuss how we can tailor your holiday.

Learn why Wexas is the leader in creating luxury holidays. What is tailor-made travel?

Expert advice & support

Visit us in our London office

Let our travel specialists curate the perfect holiday:

  • Inspirational ideas based on experience
  • Established for over 50 years
  • Tailor a holiday to your precise requirements
  • Personalised quotes and documentation

Every step of the way

Every step of the way

Our services are with you from start to finish:

  • Dedicated personal consultants
  • Free airport lounges on qualifying bookings
  • Care and guidance pre, post and during holiday
  • Full financial security: ABTA & ATOL protected