Havana Jazz Festival
Plus
Three days on Cuba’s south coast—Zapata, Cienfuegos, Trinidad, Che’s Santa Clara—then a Havana week with VIP Jazz Festival access, a Viñales day trip, and the capital’s rum, cigars, and rooftop cocktails.
Havana
Cuba’s vibrant capital is a living museum where vintage cars roll past pastel-colored colonial buildings. Travelers are drawn to its electric energy, legendary nightlife, and the historic charm of Old Havana.
Viñales
Famous for its dramatic limestone hills called mogotes and lush tobacco fields, this valley offers some of Cuba's most iconic landscapes. Travelers come here to horseback ride through the countryside and learn the secrets of rolling authentic Cuban cigars.
Bay of Pigs
Beyond its famous Cold War history, this area is a dream destination for divers and world-class birdwatchers due to its incredible biodiversity. Nature enthusiasts flock here to spot the Bee Hummingbird (the world's smallest bird) and other rare species in the massive Zapata Swamp.
Cienfuegos
Known as the "Pearl of the South," this city charms visitors with its elegant French-influenced architecture and stunning bayside setting. Its relaxed vibe and beautiful botanical garden make it a highly cultured yet laid-back stop.
Trinidad
This UNESCO World Heritage site is a perfectly preserved Spanish colonial town complete with cobblestone streets and brightly colored mansions. It offers the perfect mix of historical exploration, lively salsa music, and easy access to both the mountains and the beach.
Santa Clara
This city is the ultimate pilgrimage site for history buffs, famous as the location of the final battle of the Cuban Revolution. Travelers come to visit the Che Guevara Mausoleum and soak up the energetic, youthful vibe driven by its large university population.
Included Services
Private ground transport
Ground transport is private to your party. On small-group departures, vehicles carry only travelers booked on that same tour—we never mix unrelated guests into your route transfers.
Expert local guiding
Bilingual storytellers and specialists aligned with Support for the Cuban People.
Boutique casas particulares
Hand-picked casas particulares or quoted hotel upgrades—rooming on your confirmation. Every room has its own private en-suite bathroom, air conditioning, and hot water.
Airport transfers
Door-to-door arrivals and departures when included on your quote.
Scheduled entries & cadence
Museums, parks, and timed visits as listed for your tour style.
Meals per itinerary
Authentic dining with private entrepreneurs where the plan specifies.
Activities
- check_circleVIP Jazz Festival pass
Access to festival concerts and events in Havana. You choose venues; transport to them is not included.
- check_circleSouth coast loop
Zapata snorkeling and museum, Cienfuegos walking tour, Trinidad, Ancón options, and Che’s Santa Clara.
- check_circleViñales day trip
Mogotes, Prehistoric Mural, Cueva del Indio, farm lunch, and a tobacco farm.
- check_circleHavana culture
Old Havana, classic car, Fusterlandia, rum, cigars, market, and a rooftop cocktail class.
Legal Travel for US Citizens
100% OFAC Compliant
Our itineraries are designed to fulfill the "Support for the Cuban People" general license (31 CFR § 515.574). Each day includes a full-time schedule of meaningful interactions that support independent Cuban civil society.
Worry-Free Documentation
- verifiedCertified full-time schedule for your trip length
- verifiedProfessional record-keeping and traveler-facing certificates
- verifiedDirect support to private entrepreneurs and casas
Upcoming Tour Dates
Departures for this route are limited. Ask for the next small-group dates or a private version of the same plan.
Pricing & Inclusions
Small-group pricing reflects season and the published itinerary. Confirmed per-person rates and single-room supplements for each departure are listed with the dates on this page. When you book, we finalize inclusions and rooming. How this itinerary is organized The first days loop south (Bay of Pigs, Cienfuegos, Trinidad, Santa Clara) before you settle in Havana for the festival. Evenings during the festival are yours to choose among venues; your VIP pass is included, transport to concerts is not. Festival dates change each year—when we open a departure, it will appear on this page.
Pricing & availability
Prices per person from
$2,255 / person (double occ.)
Download the PDF
The downloadable itinerary lists each day in the same order as your tour contract.
What’s next
Choose a departure date above or contact us—we’ll confirm inclusions and rooming when you book.
Single supplement
Prefer your own room instead of sharing? A $250 supplement applies for a private room for the full tour—one total charge per traveler in a single room (not per night). Sample private-room figure for planning—confirm on booking.
Support Local
Your trip channels spending toward private casa hosts, paladar owners, drivers, and guides.
Talk to Cuba 360arrow_forwardSolo traveler or private room?
We don’t match travelers with roommates they don’t know. A single-room supplement applies on every departure—the amount is listed with each date above. Contact us if you’d like help choosing a trip.
Contact usarrow_forwardThe Casa Particular
Experience
We host you in curated Casas Particulares—boutique, family-run B&Bs that offer the warmth of a Cuban home with the amenities of a well-appointed guest suite.
Authentic Soul
Stay in restored homes with character, art, and conversation at the breakfast table.
Local Flavor
Hand-prepared breakfasts with farm-fresh tropical fruits and Cuban coffee.
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Day by Day
Expand each step for activities and pacing.
Voices of the Journey
Real stories from travelers who have explored the rhythmic heart of Cuba with us.
Tieu
Bella Cuba
Unforgettable trip and people
...The whole trip has been one of the best I've had. I miss the people I met and the friends I made there!
William R
Bespoke itinerary (based on Bella Cuba tour)
Excellent time in Cuba
We had a great experience with our Cuba 360 Bella Cuba tour. Daynel, our guide, was top-notch. For our week-long stay, we were drawn toward all the positive reviews, and they do not exaggerate...
Norm
Taste of Cuba
Far More Than Expected!
My wife and I went on a ... Taste of Cuba Tour, covering the west half of the country... We covered all the natural, historic, cultural, and gastronomic attractions in the area. We had a great guide in Beberli ... I highly recommend this tour, especially if Beberli is the tour guide!
Anne A
Bella Cuba
Amazing tour! Amazing tour guide!
I loved everything about this tour. From the customized planning, the places we stayed and the tour guide Claudia!! I highly recommend this company!!
Positive Feedback
Our travelers consistently rate their Cuba 360 experience as the highlight of their year.
165 reviews on TripAdvisor
As of June 2, 2026
Through the Lens
Moments from the road — the textures, light, and rhythm of Cuba as our travelers experience it.
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Book
Havana Jazz Festival Plus
Each departure shows a confirmed per-person rate and single-room supplement. Pick a date to book or write us with questions. Our team aligns flights, visas, and licenses with your itinerary.
Boutique Itineraries • US-Rule Aligned • Local Partners