
Havana
Weekend
Four days in the capital—Friday to Monday—for travelers who only have a long weekend. Old Havana, rum and cigars, a long convertible to Hemingway’s house and Fusterlandia, then Sunday rumba at Callejón de Hamel. Havana only; no countryside 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.
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 walking tour
Walking tour of the colonial core—plazas, lanes, and architecture from the 16th through 19th centuries.
- check_circleRum & cigars
Havana Club museum with tasting and Partagás—Saturday, while those doors are open.
- check_circleConvertible · Finca · Fusterlandia
A long classic-car circuit through modern Havana, Hemingway’s Finca Vigía, and José Fuster’s tiled neighborhood.
- check_circleCallejón de Hamel & salsa
Sunday rumba in the Afro-Cuban alley, then a salsa lesson and rooftop mixology.
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 Typical start is Friday, fly-out Monday—the same long-weekend shape US travelers shop for. Saturday is Old Havana, rum and cigars, then a long convertible that takes in Finca Vigía and Fusterlandia while those doors are open. Sunday is Callejón de Hamel—the rumba day—and salsa. Days stay in Havana so you are not spending one of two full days on the road to Viñales. Published departures appear below; a date runs with two or more guests (thin weeks run as a private at the group rate). Want a countryside day as well? Havana Dreams is the private 5-day sibling; A Taste of Cuba is the 9-day group loop.
Pricing & availability
Prices per person from
$500 / 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 $100 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.
.jpg&w=828&q=75)



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.
You Might Also Like

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.
Starting at $500 / person (double occ.)
View itineraryarrow_forward

Bella Cuba
An eight-day loop from Havana across western and central Cuba—Old Havana, Viñales, the south coast, Trinidad’s cobblestones, Che’s Santa Clara, and a flexible finish in the capital.
Starting at $810 / person (double occ.)
View itineraryarrow_forward

Up Beat Cuba
Twelve days balancing Havana highlights (cigars/rum or salsa/cocktails—both sets included per your package), countryside and coast, El Nicho, Trinidad, and Che’s Santa Clara before departure from Havana.
Starting at $1,360 / person (double occ.)
View itineraryarrow_forward
Book
Havana Weekend
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