The Original
7
An island-length private route celebrating Cuba’s earliest founding towns—two weeks from Havana through central colonial gems to Santiago and Baracoa, with casas, your own vehicle and guide, and included experience sets where noted in your PDF.
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.
Sancti Spíritus
One of Cuba's oldest European settlements, this town offers a much more authentic, less-touristy alternative to neighboring Trinidad. Visitors love its colorful colonial center and the iconic Yayabo Bridge, one of the oldest in the country.
Camagüey
Famous for its labyrinthine streets and thriving art scene, this province also offers access to the Sierra de Najasa, a premier destination for birding enthusiasts. Travelers will love getting lost in the city's historic plazas and heading out to the reserve to spot rare species like the Giant Kingbird.
Bayamo
As the birthplace of Cuban nationality and the national anthem, this city is steeped in patriotic history. Travelers enjoy its pedestrian-friendly streets, horse-drawn carriage tours, and vibrant Saturday night street parties.
Santiago de Cuba
Known as the cradle of Cuban music and the revolution, this passionate city bursts with Afro-Cuban culture and history. Its lively festivals, historic castles, and incredible live music venues make it an unforgettable cultural hub.
Baracoa
Cuba's oldest colonial city is a remote, magical enclave surrounded by lush rainforests and cocoa plantations. Famous for its unique local cuisine and the iconic flat-topped mountain El Yunque, it is the ultimate destination for adventurous travelers.
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_circleIsland spine by private car
One team and vehicle from Havana through Camagüey to Baracoa, paced for photography and unplanned stops.
- check_circleSeven founding-town story
Colonial cores from Trinidad and Sancti Spíritus to Bayamo, Santiago, and first-villa Baracoa.
- check_circleNature east & west
Viñales mogotes, Zapata’s coves, and Baracoa’s mountains and cocoa country.
- check_circleChoice days built in
Included option sets in Trinidad and on your last Havana day per PDF—same flexibility as other Cuba 360 privates.
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 below match Cuba 360’s published casa/B&B tiers for The Original 7. Hotel upgrades, single rooms, and parties over 12 guests are quoted on request. Flights within Cuba are included as booked on your package. How this itinerary is organized The “Original 7” follows a classic Cuba 360 arc from Havana to Baracoa—Havana and Viñales, the south coast, Trinidad and the sugar valley, then Sancti Spíritus, Camagüey, Bayamo, Santiago de Cuba, and Baracoa’s cocoa country. Day 5 and Day 14 match the included optional sets in your PDF. Internal flights are subject to airline schedules; your confirmation spells out the Baracoa–Havana segment.
Pricing & inclusions
From $1,790 / person from (9–12 guests, double occ.; see tiers) — larger parties save; see table for all tiers.
| Party Size | Rate PP | Room Allocation |
|---|---|---|
| 2 people | $2,500 | 1 room |
| 3–4 people | $2,170 | 2 rooms |
| 5–6 people | $1,990 | 3 rooms |
| 7–8 people | $1,880 | 4 rooms |
| 9–12 people | $1,790 | 5–6 rooms |
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 $375 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
7
Rates below match Cuba 360’s published casa/B&B tiers for The Original 7. Hotel upgrades, single rooms, and parties over 12 guests are quoted on request. Flights within Cuba are included as booked on your package. Our team aligns flights, visas, and licenses with your itinerary.
Boutique Itineraries • US-Rule Aligned • Local Partners