Havana
Dreams
Five days centered on Havana with one countryside escape to Viñales—ideal for travelers who want depth in the capital without a longer loop.
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.
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_circleOld Havana walks & cultural time
Layered city days with private artists, restaurateurs, and drivers.
- check_circleClassic mobility & photo moments
Curated vehicle time where your route includes it.
- check_circleCountryside & nature windows
Biosphere and valley pacing matched to your PDF or departure.
- check_circleColonial towns & live music
Evenings and town time in places like Cienfuegos and Trinidad when on route.
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
Pricing & Inclusions
Rates depend on season, party size, and hotel category. Share your travel dates and we’ll send a quote that matches this itinerary. How this itinerary is organized Day 4 lets you choose one included pairing: Partagás + Havana Club, or salsa + rooftop cocktails—per your PDF, both tracks are included in the package you select.
Pricing & availability
From $500 / person (double occ.) — larger parties save; see table for all tiers.
| Party Size | Rate PP | Room Allocation |
|---|---|---|
| 2 guests | $700 | 1 double/twin |
| 3–4 guests | $610 | 2 double/twin rooms |
| 5–6 guests | $560 | 3 rooms |
| 7+ guests | $500 | Custom allocation |
Room counts in the table pair travelers in shared double or twin rooms when possible. Anyone who occupies a room alone pays the single-room supplement once for the entire trip—for example, five guests in three rooms usually means two shared rooms plus one single, so one supplement applies for that guest for the whole tour, not nightly.
Download the PDF
The downloadable itinerary lists each day in the same order as your tour contract.
What’s next
Send your dates and party size (private tours start at two guests)—we’ll confirm inclusions and rooming.
Single supplement
Prefer your own room instead of sharing? A $125 supplement applies for a private room for the full tour—one total charge per traveler in a single room (not per night).
Support Local
Your trip channels spending toward private casa hosts, paladar owners, drivers, and guides.
Talk to a curatorarrow_forwardTraveling on your own?
Private itineraries start at two guests. Solo travelers usually get more from our scheduled small-group departures—great pacing and a shared table.
View small group toursarrow_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
Dreams
Rates depend on season, party size, and hotel category. Share your travel dates and we’ll send a quote that matches this itinerary. Our team aligns flights, visas, and licenses with your itinerary.
Boutique Itineraries • US-Rule Aligned • Local Partners