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Our Cuban History tours focus on the period from 1959 when he Communists under Fidel Castro seized power. We visit the site of the Bay of Pigs and also the cave where Che Guevara set up his headquarters during the 1962 Cuban Missile Crisis.

Sample itinerary

Here is an example itinerary as a starting point, but at Kipling Tours, we can tailor-make any itinerary just for you. Call or email us to start planning your trip.

  • Day 1

    Fly to Havana

    Today you fly to Havana, the capital of Cuba. On arrival you are met by your guide and transfer to your hotel in the city.

  • Day 2

    Old Havana & Salsa Class

    This morning you explore the traditional and well-preserved quarter of Old Havana, where you have lunch. In the afternoon you visit the spectacular Palacio de Capitanes Generales. In the late afternoon there will be free time to explore and shop for souvenirs on Obispo Street, the lively and vibrant shopping street in Havana. After dinner at your hotel, you return to Old Havana for an evening Salsa Class with Cuban partners.

  • Day 3

    Revolutionary Havana

    Today you discover the Havana of Fidel at the Museum of the Revolution. Formerly the Presidential Palace, the building now houses a museum which pays homage to Fidel and his fellow revolutionaries. You also visit the Plaza de la Revolucion to take the obligatory photo of Che Guevara on the side of the Ministry of the Interior Building. In the afternoon you visit the CDR Museum which documents the so-called block-watch system prevalent throughout Cuba which ensured Castro’s iron grip on society at all levels. You finish the day at Fidel Castro’s final resting place in Santa Ifigenia cemetery, where his ashes are interred and his former comrades José Martí and Carlos Manuel de Céspedes are also buried.

  • Day 4

    Cuban Missile Crisis & Vinales

    Today you visit the Cueva de los Portales, the cave which was the headquarters of Che Guevara during the Cuban Missile Crisis of 1962. You have a picnic lunch and then continue on to Vinales, a beautiful valley and one of the premier destinations in Cuba for outdoor activities. There is an exciting zip line and in the afternoon you can try your hand at cigar rolling. You then visit Wilfredo´s Organic farm to learn about how the US Embargo forced Cuba to embrace organic farming well before the rest of the world.

  • Day 5

    Bay of Pigs & Cienfuegos

    This morning you drive to Bay of Pigs where you can visit the museum and learn about the putative CIA-backed invasion which was orchestrated by Kennedy using Cuban emigres in a botched attempt to overthrow Castro. You also have the opportunity to visit a secondary school in Playa Giron to meet Cuban students and learn about their life and education. In the afternoon there is beach time with the opportunity to go swimming or snorkelling. Your hotel accommodation tonight is in the town of Cienfuegos, a trading place for sugar cane, tobacco and coffee.

  • Day 6


    This morning you visit the neighbouring city of Trinidad. Trinidad is Cuba’s best preserved colonial City with a unique mix of 1850’s architecture and 1950’s cars. One of the earliest of the Spanish towns, Trinidad’s wealth derived from sugar and tobacco, made possible by the importation of African slaves, and one of the visits today will be the old sugar factory and Baron’s house. You can also walk the quaint cobblestone streets, listen to live music in the plaza, or cool off with fresh sugar cane juice. In the afternoon you return to Cienfuegos for overnight.

  • Day 7

    Santa Clara & Che Guevara

    This morning you visit the Che Guevara Monument and Mausoleum and Tren Blindado Museum.  This was where Che intercepted Batista’s troop train on route to Santiago de Cuba and heralded the end of the Batista’s brutal dictatorship. The enigmatic revolutionary leader was finally killed in a shoot out in Bolivia in 1967 and his remains lay undiscovered until 1997 when they were relocated to this specially built monument, along with others of his compatriots. At the base of the memorial is Guevara's motto, ‘Hasta la Victoria Siempre’ (Until the Eternal Victory). Lunch is in Santa Clara and you then return to Havana.

  • Day 8

    Havava Classic Car Rally

    This morning you have a classic car cruise around the city, driving in a convoy of gleaming 1950’s American cars, cruising along the ocean-front Malacon, the broad esplanade which stretches for 5 miles along the coast in Havana. After lunch in Old Havana you transfer to the airport for your homeward flight.

  • Day 9

    Arrive Home

    Your flight arrives back home today.

Prices start from

£2195 for a 9 day tour

Half board basis based on flights with Virgin Atlantic.  We include local guides, all admission and all local transfers by private coach

includes flights

  • Hotel Memories Miramar

    Popular 3 star hotel in the modern district of Havana

    The Memories Miramar is located in the residential Miramar district but with convenient, quick access to central Havana. The comfortable 3 star hotel has a great swimming pool set over several cascading levels.  Meals can be taken in the hotel and there is a choice of dining including an international buffet and a traditional Creole restaurant.

talk to our experts today: 01935 816920 Mon-Fri 9am-5pm

make an enquiry >