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Classic Cuba DCL

Visiting: Cuba
Trip Duration 15 Days

A two week tour of Cuba using a mixture of premium hotels and casas particulares

Based in comfortable hotels and characterful 'casas particulares', or homestays, we explore this fascinating Caribbean island. The homestays in Trinidad are often full of history, family photos and memorabilia, giving us a deeper insight into Cuban life. We tour the capital, Havana, and travel to the spectacular landscape of 'mogotes' in Vinales. We discover Fidel Castro's revolutionary headquarters, deep in the Sierra Maestra Mountains; visit the infamous Bay of Pigs and explore attractive colonial towns including Trinidad. We end with a couple of days' relaxation on the sandy beaches of Cayo Ensenachos.

As the US sanctions in Cuba relax, the country is experiencing a huge increase in tourism from both Europe and the USA. We firmly believe that it is a fantastic time to visit Cuba, and to see the island in its current form. It is a unique place which will change forever once the sanctions are fully lifted.

The influx of visitors has had knock on effects for the travel industry as accommodation providers in particular struggle to cope with the increasing demand. To fully enjoy the Cuban experience, we want you to be prepared for changes - often at the last minute - and to be aware that the standard of accommodation offered may not be as expected. You should travel to Cuba with an open mind, a willingness to expect the unexpected, and above all an adventurous spirit!

Tour Highlights

  • Havana - Experience the faded colonial splendour and vibrancy of Cuba's capital
  • Vinales Valley - Admire the spectacular scenery and steep limestone 'mogotes' rising from the valley floor. Learn how Cuba's famous cigars are made
  • Trinidad - Enjoy the laidback atmosphere of this colonial town. Dance at Casa de la Musica or sip a rum cocktail under the stars
  • Comandancia de la Plata - Trek through the jungle to Fidel's 1950's rebel headquarters
  • Relaxation - Enjoy the pristine beach setting of Cayo Ensenachos
  • Casas Particulares - Stay in locally-owned and run private homestays in Trinidad


Itineraries on some departure dates may differ, please select.

Show more
  • 1
    Join tour in Havana

  • 2
    Tour of Havana's highlights, free afternoon

  • 3
    Full day trip to the picturesque Vinales countryside

  • 4
    Travel to Trinidad via the Bay of Pigs Museum

  • 5
    Explore Trinidad; optional excursion to Playa Ancon

  • 6
    Stop in Camaguey en route to Bayamo

  • 7
    Visit La Comandancia de la Plata, drive to Santiago

  • 8
    See the sights of Santiago de Cuba, free afternoon

  • 9
    Drive to Sancti Spiritus, free time to explore

  • 10
    Head to Cayo Ensenachos on the Sabana archipelago

  • 11
    Free in Cayo Ensenachos to relax on the beach

  • 12
    In Cayo Ensenachos, optional water based activities

  • 13
    Return to Havana via Santa Clara

  • 14
    To Las Terrazas; walks

  • 15
    Tour ends Havana

Trip notes

Each departure date has its own dedicated trip note, detailing all you need to know about that trip. Whether you've already booked, or weighing up your options, please choose carefully the relevant itinerary for you.

We have the following different versions of the Classic Cuba trip available at present.

Please select a date:

Customer rating:
Classic Cuba
Included meals 14 6 3
Breakfast Lunch Dinner
10 nights Premium Hotel
2 nights Simple Casas Particulares
2 nights Standard Hotel
Trip Staff
Driver(s), Explore Tour Leader, Local Guide(s)
Group Size
Generally 10 - 16