Join the Journey:
Small Group Tours
Experience Cuba not as a traveler, but as a local. Our expert-led itineraries focus on social connection, authentic culture, and the hidden stories that make this island unforgettable.
Fixed Guaranteed Dates
Planning made simple. Choose your week and we handle every detail from arrival to departure.
Curated Social Atmosphere
Specially designed for couples and solo travelers seeking meaningful connections and shared discovery.
Expert-Led Itineraries
Local Cuban guides lead every walk, meal, and workshop to ensure depth beyond the postcards.
Upcoming Journeys
Limited to 12 participants per group to maintain intimacy and access to exclusive locations.
A Taste of Cuba
Oct 3, 2026 – Oct 11, 2026
OpenFrom $1,000 / person
A Taste of Cuba
Oct 17, 2026 – Oct 25, 2026
OpenFrom $1,000 / person
A Taste of Cuba
Nov 7, 2026 – Nov 15, 2026
OpenFrom $1,000 / person
A Taste of Cuba
Nov 21, 2026 – Nov 29, 2026
OpenFrom $1,000 / person
Havana Weekend
Dec 4, 2026 – Dec 7, 2026
OpenFrom $500 / person
A Taste of Cuba
Dec 5, 2026 – Dec 13, 2026
OpenFrom $1,000 / person
Showing 1–6 of 31
Traveling with your own group?
Custom dates and private itineraries are available for parties of 2 or more.
Small Group Blueprints
Fixed-departure small groups follow these published routes—open the itinerary for the full day-by-day plan and PDF.
Havana Weekend
Friday to Monday in Havana only—Old Havana, rum and cigars, a long convertible to Finca Vigía and Fusterlandia, Sunday rumba at Callejón de Hamel, and salsa. No Viñales day.
From $500 / person
View itinerary & PDF
A Taste of Cuba
Nine days from Havana through the west and south—biosphere reserves, tobacco country, Zapata’s beaches, the Pearl of the South, Trinidad’s cobblestones, and Che’s Santa Clara before you return to the capital.
From $1,000 / person
View itinerary & PDF
Western Cuba Marvels
Fourteen days across the island’s west and south—city culture, biosphere trails, mogotes, Zapata, two colonial jewels, a mountain waterfall, and beach recovery in Varadero.
From $1,650 / person
View itinerary & PDF
Caribbean Breeze
Nine days pairing cultural Havana and Trinidad with Zapata’s nature, Cienfuegos’ elegance, Che’s Santa Clara, and two nights on Cuba’s best-known beach peninsula.
From $900 / person
View itinerary & PDF
Havana Jazz Festival
A week in Havana built around world-class jazz—VIP festival access, Old Havana and classic cars, and a full day in Viñales tobacco country.
From $1,870 / person
View itinerary & PDF
Havana Jazz Festival Plus
South-coast days in Zapata, Cienfuegos, Trinidad, and Santa Clara, then Havana’s Jazz Festival with a VIP pass and a Viñales day trip.
From $2,255 / person
View itinerary & PDF
Can't find a date that aligns with your schedule? For groups with sufficient interest and lead time (minimum 6 months), we can often arrange additional departure dates for our standard small group itineraries.Inquire about custom dates.
Voices of the Journey
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!!”
“
Ready to discover the real Cuba?
Spots for our seasonal small group tours fill up months in advance. Secure your place in the journey today.
Book Your Spot