EXPERIENCE CUBA
A VIBRANT CULTURAL JOURNEY INTO HAVANA, TRINIDAD AND VIÑALES
Trip Highlights
Explore Cuba from the eyes of a local with our experienced guide
Exclusive access to gorgeous beaches, boutique homestays & our secret spots
Private art collective tour to see the artists work their magic
Enjoy fresh, seasonal cuisine & visit an organic farm + take a horse ride
Experience the music, dance & magic of Cuba like a local
Are you looking for a unique way to experience Cuba? Join this 8-day Cuba itinerary to experience its music, art and lush landscapes that will delight your senses and inspire your soul. The route takes you through the bustling capital of Havana, the colorful colonial town of Trinidad, and the lush tobacco and farm region of Viñales. You'll experience the heart of the Cuban people through charming B&Bs, art and artisans, our local expert amiga and perhaps a bit of vibrant Havana nightlife.
Book our 8-day Cuba Itinerary starting at $4495 per person.
See all inclusions, itinerary details and complete pricing in the drop downs below.
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STARTING AT $4495
Nov 15-22, 2025
8-day Cuba trip with our local guide
6-14 people
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STARTING AT $4695
Fully guided 8-day Cuba itinerary
Private transit
Minimum 2 people
Trip Inclusions
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7 nights in charming Cuban B&Bs in Havana and Trinidad
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Airport transfers on arrival & departure
Private vehicle and driver throughout
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Fully guided experience throughout your stay - our guides are the stars of the show!
Guided Havana art & architecture tour
Walking tour of Old Havana
Walking tour of the colonial town of Trinidad
Tobacco farm tour, horse ride and cigar rolling lesson
Bay of Pigs excursion + beach time
Visit to a 5th generation pottery studio
Curated private art gallery viewing
Organic farm visit & farm-to-table meals
Opportunities for live music and nightlife
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Daily breakfast + 1 dinner + 2 lunches
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Travel Visas obtained for you (required to visit the country)
Dedicated Traverse local Cuban guide
Traverse representative assisting you from booking to departure
Small group experience, max 14 people
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Extra nights, on request
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International airfare
Additional meals, excursions and activities not listed
Tips to your local guides and drivers
Alcohol or other drinks, unless specified
Required travel insurance
Testimonials
DAILY ITINERARY
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Arrive at Havana international airport (HAV) and be picked up by our private driver to check in at our central B&B. Rest up or explore before our Welcome Dinner of fantastic Cuban fare!
Meals: D
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Wake up early to catch the sunrise then enjoy a delicious breakfast at our central Havana B&B. We’ll then take an architecture, history and art walking tour with our local expert. Enjoy lunch from a variety of local options before our van tour of outer Havana in the afternoon. The evening is yours to enjoy in Old Havana for drinks, dinner and music.
Meals: B
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After breakfast & coffee, we’ll head out on the ocean route toward the center of Cuba to the Bay of Pigs and brush up some history before we throw our bags down in our beachfront casas and hit the sand for rest and a swim at a secluded beach.
We’ll have a fantastic lunch at our secret seaside spot and enjoy the day snorkeling, swimming and exploring. A sunset will top off the day before having dinner in our casas on the water.
Meals: B, L
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Enjoy another sunrise during breakfast & coffee at your Bay of Pigs B&B. Take one last dip in the beautiful clear water before we hit the road to Trinidad, one of Cuba’s best-preserved colonial towns and a UNESCO world heritage site.
A short 2.5 hr drive and we check into our colonial B&B before we explore the thriving art scene of this gorgeous city. We’ll visit a 5th generation pottery studio and do a walking tour to take in the town’s brightly colored buildings and cobblestone streets.
Enjoy evening for some local dinner specialties and more music out on the town.
Meals: B
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Today we’ll have a full day to enjoy the colonial city of Trinidad. Enjoy breakfast on the private patio with sweeping views of the whole town. Our expert guide will give you a walking tour and will highlight the local art of the city, which is amazing. The rest of the afternoon you'll have time to explore on your own, eat through the town, listen to live music and even catch some nightlife at a club in a cave!!
Meals: B
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Wake up to our fresh breakfast in your colonial B&B. After breakfast you’ll jump back on the road to Havana (4-5) hrs. We'll make stops at roadside stands, play Cuban music and watch Cuba go by as we make our way back to bustling Havana.
Once we arrive, we'll check back into our original B&B in Old Havana then hit the streets for an art walking tour, followed by a VIP tour from the curators of Havana's hippest art gallery, music venue, bar, restaurants...the Fabrica de Arte Cubano. Eat and dance the night away!
Meals: B
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After breakfast & coffee this morning we’ll head to another UNESCO world heritage site, Viñales, in the Cuban countryside in the north-central Pinar del Rio province. We’ll jump on horses to ride through tobacco fields followed by a cigar rolling demonstration. Then, we’ll head to a local finca for a huge farm-to-table Farewell Lunch - a true multi-course feast! Back in Havana you’ll have time to enjoy your last evening on the island.
Meals: B, L
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After breakfast & coffee, squeeze in any last minute photo ops, museums or shopping before heading to the airport any time that works for you today.
Meals: B
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You'll be paired with a roommate unless you request your own room. Limited solo spots available, first come first serve
$4495 per person - double occupancy
+$495 'My own room' option
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Trip price based on double occupancy. Single rooms will require the single supplement. Minimum 2 people to book this tour
$4695 per person, double occupancy
+$495 single occupancy
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Extra nights before or after your trip, price on request
Faqs
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Heck yes it is! According to the US Department of Treasury, you are still allowed to travel to Cuba with American tour operators (us) with proper licensing (also us) on group educational tours. We pepper in the required educational aspects of the tour, a walking tour of Old Havana, a horse ride through a tobacco plantation with cigar rolling lessons and meetings with local artists. We like to keep it smart AND super entertaining! We are very happy to keep providing legal, culturally immersive trips to the island!
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Yes! Cuba has a great selection of seasonal, local fare. Though it can be a bit meat-heavy, there are lots of fish options and vegetarian alternatives. There are also many naturally gluten free carbohydrates, like plantains (yum!) We’ll collect dietary restrictions in advance to prepare for your arrival.
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Absolutely! Some of the best travel is done by yourself. The retreat is designed to better know yourself while being in a supportive group setting. And without a doubt, you'll leave with new friends!
Terms & Conditions
Please refer to your Registration Packet for complete Terms & Conditions, which can also be obtained by submitting a request to hello@traversejourneys.com
Deposit
A $250-500 non-refundable deposit is required for each traveler to secure the booking (varies by trip). 50% remainder due 30 days from booking. Balance due 60 days prior to trip start. Refer to the Flexible Booking Policy for cases in which the deposit may be transferrable.
Payment
Payments can be made either by 1) full payment on booking 2) Deposit on booking + payment schedule below. Payments will be invoiced via e-mail for credit card or Paypal payment online.
Cancellations Policy
Cancellations, less the trip deposit, are refundable up to 90 days prior to the trip start date unless otherwise specified.
Flexible Booking Policy Specific to COVID-19
In the wake of COVID-19, Traverse has implemented a flexible booking policy that allows for deposits and payments to be transferrable to the greatest extent possible to new trip dates should a recurrence of COVID-19 render travel impossible due to border closures and related travel restrictions.
Travel Insurance
The trip price does not include travel insurance. Trip protection-style travel insurance that includes travel medical coverage is required for all trips with Traverse. The coverage must have a minimum $200,000 of medical coverage and include injury, medical, evacuation, and repatriation. See more info at https://traversejourneys.com/insurance
Documents, Personal Identification, Vaccinations
Traveler assumes complete and full responsibility for all required travel documents including passport, visas, entry or exit fees, and vaccinations. Traveler is also solely responsible for any adverse consequences resulting from incomplete or defective documentation. Traverse does not cover the cost or assist in obtaining any of the above, and reserves the right to collect information on all.