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Cuba, with its varied landscape, rich history of literature, and vibrant rhythms will inspire you again and again. Explore this uniquely captivating land and meet friendly locals on this short, but sweet six-day adventure. Soak up Cuban culture in an immersive homestay experience, learn about the country's resilience at the Bay of Pigs Museum in Playa Girón, and visit Che Guevara sites in Santa Clara. Head into the refreshing mountain region to walk in a national park and learn about coffee production. Wander the cobblestone streets of Trinidad and see the magnificent seawall in Cienfuegos. Let yourself explore off the beaten path and witness the many treasures of this island in the Caribbean.
All of the highlights, culture, access, and I-can’t-believe-we-did-that moments, all at a great price.
Comfortable tourist-class accommodations with character; mix of public and private transport.
Light walking and hiking suitable for most fitness levels. Nothing too challenging.
Group trips average 12 travellers per departure, depending on the adventure. The maximum is usually no more than 16, but some can be smaller or bigger, depending on the trip. Check individual trips for details.
All travellers under age 18 must be accompanied by an adult.
Before booking, use our handy entry requirements tool so you know which documents you need to enter and travel through the countries on your trip.
DAY 1
Arrive at any time. An arrival transfer is included to the tour’s starting point, a “casa particular” (a local home used as a bed and breakfast), for an authentic Cuban experience. Havana is one of the oldest cities in the western hemisphere, and was designated a UNESCO World Heritage Site in 1982. As you drive to your accommodation look out for the popular colonial architecture and famed old cars of this creative and resilient city.
Arrival Transfer:
You will be met at the airport and transferred to the hotel to start your adventure.
Welcome Moment - Meet Your CEO and Group:
Your opportunity to meet your CEO and fellow travellers, and learn more about your tour. Please note that on this night of the tour you will be at a homestay with a local family and the welcome meeting will take place there.
Havana Homestay:
Live amongst the locals in this “casa particular”, Cuba’s equivalent of a bed & breakfast homestay. Learn about the lifestyle, culture and real-life realities of our hosts. More intimate than a hotel, experience a slice of Cuban life as it’s actually lived.
Azul Habana Homestay:
Azul Habana Homestay

DAY 1
Arrive at any time. An arrival transfer is included to the tour’s starting point, a “casa particular” (a local home used as a bed and breakfast), for an authentic Cuban experience. Havana is one of the oldest cities in the western hemisphere, and was designated a UNESCO World Heritage Site in 1982. As you drive to your accommodation look out for the popular colonial architecture and famed old cars of this creative and resilient city.
Arrival Transfer:
You will be met at the airport and transferred to the hotel to start your adventure.
Welcome Moment - Meet Your CEO and Group:
Your opportunity to meet your CEO and fellow travellers, and learn more about your tour. Please note that on this night of the tour you will be at a homestay with a local family and the welcome meeting will take place there.
Havana Homestay:
Live amongst the locals in this “casa particular”, Cuba’s equivalent of a bed & breakfast homestay. Learn about the lifestyle, culture and real-life realities of our hosts. More intimate than a hotel, experience a slice of Cuban life as it’s actually lived.
Azul Habana Homestay:
Azul Habana Homestay

| Start | Ending | Availability | Prices from | |
|---|---|---|---|---|
| Sat, Mar 14 2026 | Thu, Mar 19 2026 | Open (9) | $749.25 USD (price includes taxes and fees) |




Your Welcome Moment: Welcome Moment - Meet Your CEO and Group
Your Local Living Moment: Havana Homestay, Havana. Arrival transfer. Bay of Pigs Museum. Lunch in Caleta Buena. Che Guevara monument and museum visit. Casa de Café visit and walk in Topes de Collantes National Park. Orientation walk in Trinidad. Salsa dancing lesson. Orientation walk in Cienfuegos. Panoramic bus tour of Havana. All transport between destinations and to/from included activities.
Experience Cuban hospitality during a homestay, Visit the Bay of Pigs Museum in Playa Girón, Tour the Che Guevara monument and mausoleum in Santa Clara, Take a walk in Topes de Collantes National Park, Discover the cities of Trinidad and Cienfuegos on a CEO guided orientation walk, Learn some new moves during a Salsa dancing lesson
The information in this trip details document has been compiled with care and is provided in good faith. However it is subject to change, and does not form part of the contract between the client and the operator. The itinerary featured is correct at time of printing. It may differ slightly to the one in the brochure. Occasionally our itineraries change as we make improvements that stem from past travellers, comments and our own research. Sometimes it can be a small change like adding an extra meal along the itinerary. Sometimes the change may result in us altering the tour for the coming year. Ultimately, our goal is to provide you with the most rewarding experience. Please note that our brochure is usually released in November each year. If you have booked from the previous brochure you may find there have been some changes to the itinerary.
VERY IMPORTANT: Please ensure that you print a final copy of your Trip Details to review a couple of days prior to travel, in case there have been changes that affect your plans.
While it is our intention to adhere to the route described below, there is a certain amount of flexibility built into the itinerary and on occasion it may be necessary, or desirable to make alterations. The itinerary is brief, as we never know exactly where our journey will take us. Due to our style of travel and the regions we visit, travel can be unpredictable. The Trip Details document is a general guide to the tour and region and any mention of specific destinations or wildlife is by no means a guarantee that they will be visited or encountered. Aboard expedition trips visits to research stations depend on final permission.
Additionally, any travel times listed are approximations only and subject to vary due to local circumstances.
Right now is an exciting time in Cuba with rapidly changing legislation and local conditions. Cuba has seen a massive increase in tourism lately, which has put a strain on local tourist infrastructure. While we will strive to operate our tours as closely to published itineraries as possible, conditions often change from one day to the next, and minor tour modifications may be necessary with no advance notice.