Day 1 : Havana
Arrive at Havana Airport where you will be greeted by a Travel The Unknown representative. Be transferred by classic car to your casa. Overnight in Havana.
Meal plan: n/a
Wander the squares of Old Havana
and enjoy a cocktail outside the iconic Hotel Nacional. Journey west to Vinales and watch how the world’s finest cigars are produced. Sip the best coffee in Cuba in the coffee region of Las Terrazas. In the south, visit the museum re-counting Cuba’s victory at the Bay of Pigs. Head into the lush mountains of Sierra del Escambray and encounter waterfalls and birdlife. In Trinidad, meander through the cobbled streets of Cuba’s most atmospheric town. Take a trip to the once-flourishing Sugar Valley and spend a day snorkelling in the clear waters of Playa Ancón. Finally, visit Santa Clara, where the iconic revolutionary, Ché Guevara, was reburied. Staying in delightful casas for most of your trip, you will experience the warmth of real Cuban life.
Special departure in November 2019 - Havana's 500th anniversary
Our Classic Cuba tour in November 2019 coincides with the 500th anniversary of the founding of Havana on 16th November, when great celebrations will take place across both the city and country. Enjoy joyous parades and live music by prominent Cuban artists as part of a very special holiday!
Havana - Viñales - Las Terrazas - Cienfuegos - Sierra del Escambray - Trinidad - Santa Clara
Discover Cuba's idyllic shores of powder-white sand
Experience authentic Cuban life in a casa particula
Travel in style along Cuba's historic roads in a classic American sedan
Explore Cuba on foot or horseback or dive and snorkel its stunning seas
Join in the celebrations of Cuba's rich history and culture
Experience the best of Cuba
Delve into two beautiful, friendly & contrasting pariah sites
Colonial gems, diverse culture and raw natural beauty
Discover the highlights of two Latin gems
Experience two of Latin America's most vibrant cultures
Colonial cities, Cuban casas & the Caribbean coast
Duncan & Nora Etches , Eastern Cuba Explorer, Cuba
Our trip to Cuba was well arranged with a thoughtful collection of places and experiences to maximize our understanding of the country. Travel the Unknown arranged accommodations that were unique, giving us wonderful opportunities to experience Cuban family life.
Winston Peters , Tailormade Cuba
Travel the Unknown offered us an excellent itinerary, clearly and competitively priced without any surprises or changes. Staff were very helpful and ensured we had all the necessary information. Will be first port of call for any holiday on their list. Unreservedly recommend.
Pollans family , Tailormade Cuba
My husband and I have traveled to many different countries, usually not on tours. After talking to several friends who used Travel the Unknown, we contacted them to arrange a private tour for 2 families. They were extremely helpful and responsive. One example of this was our adding a few things to the tour as they originally had it. Also, during the trip, when we decided together to skip something that was originally planned, our guide was fine with it. When any of us emailed the company with questions, we heard back immediately, taking the 6 hour time difference into consideration. We will definitely book again with Travel the Unknown.
Barbara Kelley , Tailormade Cuba
Our Cuba tour was unforgettable! Historic Havana, classic cars, vibrant music scene, colonial towns, stunning tobacco country, lovely beaches, comfortable lodging, delicious food and, most importantly, an outstanding guide who introduced us to the complex history of this gorgeous island. The warmth and friendliness of the people was moving, and we came home with valuable new perspectives too.