NEW TRIP

From Havana to Cienfuegos and Trinidad

Cuba: A Cultural Odyssey

Cuba

8 Days

From $7,295

Overview

    Book Online Download Itinerary

    Call 1-800-368-2794 or contact us for any questions

    Overview

    Cuba is an enchanting outpost with a quirky mix of colonial grandeur, revolutionary politics, energetic music, and a gorgeous tropical landscape. We’ll dig deep into the island’s unique culture as we meet artists, musicians, dancers, historians, and people from all walks of life. Our journey brings us from Havana to the colonial cities of Cienfuegos and Trinidad, both UNESCO World Heritage Sites. In Havana, we enjoy private music performances, visit Hemingway’s former estate, and stroll the cobbled plazas of Havana Vieja. We’ll then head across the island to Cienfuegos and charming colonial Trinidad, with its village feel and red-tiled rooftops. Come along for a journey full of music, history, discovery, and warm Cuban hospitality.

    Arrive: Havana, Cuba

    Depart: Santa Clara

    Highlights

    • Discover Old Havana’s classic plazas and lively street life, learn about Cuban traditions and folklore
    • Stroll the cobbled lanes of the UNESCO-listed village of Trinidad, a colonial gem
    • Hear music in private homes, meet local artists, enjoy a Cuban dance class
    • Dine in welcoming settings, including paladares (restaurants in private homes)
    • Enjoy the expertise of our hand-picked local guides, from historians to architects

    Overview

      Book Online Download Itinerary

      Call 1-800-368-2794 or contact us for any questions

      Itinerary

      Download Itinerary Expand All Days

      In Havana, we’ll take a walking tour with local architectural historian Ayleen Robainas, who calls Havana “a living museum.” Architectural landmarks in Havana are many, and include the monument dedicated to Cuban national hero José Martí and the grandiose Capitolio Nacional, built in 1929. At La Casa del Son, a popular dance school, we’ll be introduced to Cuban dance styles by a troupe of professional dancers. Later, we are joined by art historian Nahela Hechavarría at the Museo de Bellas Artes, dedicated exclusively to Cuban art.

      We’ll visit La Finca Vigia, the house once owned by Ernest Hemingway, then tour the Instituto Superior de Arte, which has shaped the Cuban contemporary art scene since 1981. It’s housed in the former Havana Country Club, once a place for the elite of pre-Revolutionary Cuba. In Havana Vieja (Old Havana), with its mix of architectural styles dating to the 16th century, we’ll walk the tree-lined Plaza de Armas, once the political epicenter of Cuba, lined by historic structures including the Palacio de los Capitanes Generales, former residence of Cuba’s Spanish governors. We’ll also stroll Calle Obispo, with its art galleries and music venues.

      Driving across the island to historic Cienfuegos, we enjoy a private performance by Cantores de Cienfuegos, an award-winning choir, then continue to Trinidad, Cuba’s colonial gem, founded in 1514. This tiny village has a charming ambiance all its own. We’ll stroll the streets past plazas and pastel-colored houses and hear the live music that fills the air. Outside Trinidad, we tour a sugar plantation, hike to the natural pool below the Salto Rocio waterfall, and visit Ancon Beach. We depart Day 8 via Santa Clara.

      Dates & Pricing

      Pricing below is per person and based on double occupancy. The earlier you book, the more choice you’ll have. WT also has the most generous cancellation and transfer policies in the industry—we make it easy if you change your mind. Have a small group of your own? Take over an existing date or choose your own. You’ll have your own private guide—and the adventure—all to yourselves!

      Payment & Cancel Schedule

      At time of reservation: $600
      90 days prior to departure: Balance

      Cancellation & Transfer Schedule

      Up to 121 days prior to departure: No charge!
      91-120 days prior to departure: $600 per person
      61-90 days prior to departure: 25% of trip cost
      60 days or less: 100% of trip cost

      Please note that this differs from our standard policy.

      Included
      • Expert leadership of a Wilderness Travel Trip Leader and local guides
      • Accommodations in hotels and small comfortable inns
      • All meals included except 1 lunch and 1 dinner as indicated in Detailed Itinerary
      • A glass of wine or beer with dinner
      • All ground transportation and baggage handling from meeting until departure
      • All activities as indicated in Detailed Itinerary
      Not Included
      • Travel to and from the arrival and departure location as indicated in Detailed Itinerary
      • Additional hotel nights outside the trip's scheduled dates
      • Optional gratuities to Trip Leaders or staff
      • Optional travel insurance
      • Other expenses of a personal nature (some alcoholic beverages, laundry, etc.)

      Accommodations

      Scroll through our signature accommodations for this trip below. Although it is highly unlikely, we may make substitutions when necessary.

      La Distancia Hotel Boutique

      Days 1-4 (4 nights)

      Located in Havana's elegant, residential Vedado neighborhood, La Distancia is a boutique hotel in a recently revitalized 20th century colonial mansion. Rooms have high ceilings, modern ensuite bathrooms, and air conditioning, while common spaces like the outdoor patio bar make the perfect spot to sip a mojito after a day...

      Located in Havana's elegant, residential Vedado neighborhood, La Distancia is a boutique hotel in a recently revitalized 20th century colonial mansion. Rooms have high ceilings,...

      Hostal Lola Trinidad

      Trinidad, Cuba

      Days 5-8 (4 nights)

      Hostal Lola is a former private home that has been expanded to include guest rooms set around an open courtyard. Rooms are small but comfortable, with private baths. The location is right in the heart of Trinidad.
      Hostal Lola is a former private home that has been expanded to include guest rooms set around an open courtyard. Rooms are small but comfortable,...

      Trip Leaders

      Wilderness Travel Trip Leaders have a passion and a joy for creating an unforgettable journey. We are extremely proud of them and the incredible travel experiences they make possible. For more information, including client comments about them and which specific trips they will be leading, please click on their profiles below.

      Oscar Fernandez

      View Profile

      What the Trip is Like

      This trip is rated a Level 2, Easy to Moderate, according to our trip grading system. Daily walks and cultural exploration are our focus; we may be on our feet for around five hours over the course of a day as we tour, although this will be broken up by cultural stops.
      Review Trip Level Details
      Even though this trip is not strenuous, we strongly urge you to train, as travel can be wearing and your enjoyment will be highly dependent on your level of fitness. The best training is to hike, especially over hills. Next best are running, swimming, bicycling, or other cardiovascular exercises. Your feet should also be well prepared—make sure you have sturdy, comfortable footwear.
      Cuba’s climate is tropical, and seasonally humid, with maritime influence. The rainy season is from May to October, and the dry season—the best time to visit—is from November to April. The average temperature throughout the year oscillates between 68F and 95F, lowering sometimes to 50F in December-January.
      The hotels we use on this trip are the best available, and while they are comfortable, they may not always be up to the high international standards you are used to. They are chosen for the excellent locations and historic charm and feature comfortable guest rooms with en suite bathrooms.
      Food in Cuba is simply prepared and good, although there may be restrictions on menus due to occasional shortages. Equally, the US embargo restricts imports of some foodstuffs. That said, you can enjoy typical Cuban dishes such as comida criolla (roast or fried pork or chicken with rice and beans), plantains, and simple salads of tomato and avocado. Seafood is always a good choice. Lobster, shrimp, octopus, and fish are usually very fresh. Cuban street food includes corn fritters, pan con pasta (bread with a garlic-mayonnaise filling), and tamales. The new class of restaurants called paladares (restaurants in private homes) has elevated the dining experience with eye-catching interiors, professional staff, and tables laid out in a spare room in someone’s home.
      Depending on group size, we will travel by large van or modern tour bus. Regular taxis are available if individual transfers are needed.
      Cuba is a fantastic place to visit but there are things to know about Cuba travel. The country’s epic journey from colonialism to revolution, then communism, followed by the fall of the Soviet Union, has kept it in a constant state of change and shaped its economy, which continues to struggle. We can expect occasional power outages (our hotels have their own generators for use in such situations), but that is a small price to pay for a visit to this fascinating island, and despite any hardships, the Cuban people are full of spirit and love for their homeland.

      Client Testimonials

      "It was an amazing experience to see the real Cuba. I gained a deep compassion for the Cuban people. A most moving travel experience that I will always remember. The music was fantastic and the best part of the trip."

      Bill U.

      Bend, OR

      "I am so happy we took this trip. It expanded my knowledge of Cuba exponentially. It was a fascinating and moving experience."

      Cindy H.

      Bend, OR

      "The trip was well paced and varied. I loved the cultural experiences (dance, choral, orchestral) -- they were varied and reflective of the rich talents of the Cuban people. Visiting artists' galleries and workshops was also a highlight."

      Joanna M.

      New York, NY

      "We loved Cuba, and really appreciated all the guides and particularly the wonderful restaurants and music. We saw the challenges it faces up front. We have been inspired to learn more about its history, and are rooting for its future. We will watch the political developments there with a more trained eye, and an even greater caring for its people."

      John D.

      Shepherdstown, WV

      "The trip was amazing. I have been trying to get to Cuba for years and am so glad I was part of the WT first trip to Cuba."

      Maureen D.

      Miami, FL

      "WT’s Cuba trip was a great, great experience. I’m so glad we went. I now understand why people love Cuba (people, dance, music, art )."

      Sara R.

      Shepherdstown, WV

      FAQs

      Yes! WT travelers will be traveling under the “Support the Cuban people” category which stipulates that visitors to Cuba will engage in a full-time schedule of educational activities that will result in meaningful interaction between the travelers and individuals in Cuba. These tours are open to all Americans, and no application or pre-approval process is required as long as you abide by what is required by this general license and our set itinerary. Learn more here.

      You must have a valid passport to enter Cuba. Be sure you check the expiration date of your passport to make sure you have at least 6 months before it expires.

      Cuba requires that all arriving travelers have a Tourist Card, a.k.a.Cuban visa, officially called a “Tarjeta del Turista,” to enter the country. This visa is to be purchased for all non-Cuban born travelers. As of 2025 Cuba has transitioned to the use of E-Visas (electronic visas), replacing the physical tourist cards. US travelers may apply for their Cuban Electronic Visa online. The cost ranges from $50 USD to $100 USD (including processing fees).

      US travelers to Cuba also need to fill out a D'Viajeros form (Customs & Health Declaration Form) which you can complete online starting seven days prior to your departure.

      You must have travel insurance that is valid in Cuba. Note that only certain insurance companies cover travel to Cuba.

      You'll also need a Letter of Authorization for Travel to Cuba, which Wilderness Travel will supply and which you'll present to US customs upon your return to the States.

      Read more about what you need to legally travel to Cuba.

      Yes! There are daily international flights through Miami and Fort Lauderdale.

      Airlines flying from US to Cuba: American, Air Canada, Aero Mexico, Copa Airlines, Delta Airlines, Aer Lingus, Cayman Airlines, United Airlines, Southwest.

      Book your trip today

      Our Area Specialists know every detail about our tours. They will be happy to answer any questions and help you choose the journey that’s right for you. Contact us to learn more or book your trip today!

      Itinerary

      Submit the form below to download itinerary

      This field is hidden when viewing the form

      This field is hidden when viewing the form


      Trip Levels

      With more than 200 different adventures to choose from, we want to help you find the trip that’s right for you. Our Trip Level system ranks each trip in two ways: a number rating from 1 to 6 according to the activity, and general travel rigors. 1 is the easiest and 6+ the most difficult.