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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 the occasional homestay, we explore this fascinating Caribbean island. The capital, Havana, is all faded glamour and colonial heritage, and we are lucky to stay in the delightful old Hotel Nacional. In comparison, the eccentric limestone landscape and 'mogotes' of Vinales are simply spectacular. A trip to Fidel Castro's revolutionary headquarters, deep in the Sierra Maestra Mountains, is a highlight, along with wandering the old colonial streets of Trinidad, discovering this lovely town from our base in the local 'Casas Particulares'. There is no better way to end a trip to Cuba than by relaxing on the sandy beaches of the beautiful island Cayo Ensenachos.

Now is undoubtedly a fantastic time to visit Cuba to see and experience the island. Visiting Cuba is like stepping back in time as little has changed over the past 50 years. To fully enjoy the Cuban experience you should travel with a willingness to expect the unexpected and, above all, an adventurous spirit. In our opinion go now and experience this unique destination before it changes.

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 and birdwatching

  • 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
Why Book this trip
This trip is an excellent opportunity to visit Cuba in style, before changes start to happen. We use premium hotels across most of the island, including the Hotel Nacional in Havana, and the 2 nights in Casas Particulares offer a deeper experience of Cuban life - often an unexpected highlight of the trip.
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