Cuba — Group Travel | HB Agency Group

Cuba,Havana doesn't look like anywhere else on Earth

Classic cars, 1950s architecture, live son music, and a rum culture that predates most nations. Cuba is the Caribbean's most cinematic destination — and still one of its most authentic.

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Why Cuba

The Caribbean's
Greatest Story

Cuba is a contradiction that works beautifully. A country frozen in one era and wildly creative in another — where 1950s Chevrolets share the road with the most sophisticated salsa in the world, where crumbling colonial architecture contains some of the hemisphere's most vibrant art scenes, and where a beach as good as Varadero exists with barely a chain hotel in sight. Cuba is not a conventional Caribbean holiday. It is an experience.

For group travel, Cuba offers something transformative. Cultural immersion at a depth no other island can offer — salsa lessons in Havana's barrios, cigar factory tours, live Buena Vista-era jazz in dimly lit clubs, and road trips through the Valle de Viñales tobacco country. Groups come back changed. We handle all the logistics — licences, accommodation, private guides, and seamless internal travel.

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1519
Year Havana was founded
109k km²
Cuba's total land area
8–60
Group sizes we specialise in
Nov–Apr
Best dry season months
What To Do

Experiences Built
for Groups

Culture
Culture
Private Havana Deep-Dive & Jazz Nights
A curated private tour of Havana's most extraordinary neighbourhoods — Habana Vieja, Vedado, Miramar — followed by a night at one of the city's legendary live music venues.
History
History
Cigar Factory Tours & Rum Distilleries
Private access to Havana's famed cigar factories combined with Havana Club rum heritage tours — the most authentically Cuban group experience possible.
Nature
Nature
Valle de Viñales & Beach Day Trips
A private road trip through the stunning limestone valley tobacco country, stopping at working farms and local ranches, ending with a beach day at Cayo Jutías or Cayo Levisa.
Where To Stay

Our Partner Hotels

Every property we work with has been selected for its group-readiness — the space, the service, and the experience. We match your group to the right home base.

Royalton Habana
Heritage Luxury
Royalton Habana
Havana's finest international luxury address — an elegant tower on Paseo del Prado with sweeping city views. The benchmark for corporate group stays.
Up to 80 pax · Paseo del Prado · Full service & conference rooms
Iberostar Grand Trinidad
Colonial Landmark
Iberostar Grand Trinidad
A stunning colonial-era hotel in Cuba's best-preserved UNESCO World Heritage town. Extraordinary for milestone group experiences and immersive cultural itineraries.
Up to 100 pax · Trinidad · UNESCO landmark & colonial architecture
Iberostar Grand Packard
Boutique Heritage
Iberostar Grand Packard
A beautifully restored early-20th-century landmark on the Malecón in the heart of Old Havana. The city's most refined boutique address for discerning group stays.
Up to 50 pax · Habana Vieja · Restored colonial landmark
Mystique Casa Perla by Royalton
Beach Resort
Mystique Casa Perla by Royalton
Varadero's most acclaimed resort — beachfront elegance alongside full conference and leisure facilities. Excellent for mixed corporate and leisure itineraries.
Up to 200 pax · Varadero · Beachfront & conference rooms
Iberostar Selection Parque Central
Design Boutique
Iberostar Selection Parque Central
A sophisticated contemporary hotel facing Havana's Central Park — a superb base for cultural exploration with excellent group service and location.
Up to 60 pax · Habana Vieja · Central Havana base
Events & Festivals

When To Go

Plan your group trip around one of these cultural and seasonal highlights for an experience your group will carry long after they've returned home.

January 1
Anniversary of the Revolution
Cuba's most significant national celebration — a public holiday with ceremonies, cultural events, and political significance. A fascinating cultural moment to witness.
February
Havana International Jazz Festival
World-class jazz artists and Cuban masters perform across Havana's best venues. An extraordinary cultural anchor for a music-focused group trip.
⭐ Flagship Event — Music Groups
February
Havana International Book Fair
One of Latin America's most important literary events — a vibrant cultural festival in the city's colonial fortresses.
April
Festival del Tambor — Drum Festival
An internationally recognised festival celebrating Afro-Cuban percussive traditions. A remarkable cultural immersion experience for groups.
July
Carnival de Santiago de Cuba
Cuba's most raucous and authentic carnival, held in the island's second city. Intense, colourful, and deeply rooted in Afro-Caribbean culture.
⭐ Major Cultural Event
December
Festival de Nuevo Cine Latinoamericano
Havana's prestigious Latin American film festival — one of the most important in the world, transforming the city's cultural scene for two weeks.
January 1
Anniversary of the Revolution
Annual national celebration with cultural significance — a remarkable moment to be in Havana.
February (TBC)
Havana International Jazz Festival
Annual world-class jazz festival in Havana. Exact dates TBC — typically mid-February.
⭐ Flagship Event — Music Groups
February (TBC)
Havana International Book Fair
Annual literary festival in Habana Vieja's colonial fortress spaces.
July
Carnival de Santiago de Cuba
Cuba's premier carnival celebration returns. One of the Caribbean's most authentic and exhilarating events.
⭐ Major Cultural Event
December (TBC)
Festival de Nuevo Cine Latinoamericano
Annual prestigious Latin American film festival in Havana.
Who We Bring Here

Cuba is Perfect For

Cultural Immersion & Music Groups
🎺
Culture
Cultural Immersion & Music Groups
Cuba is the ultimate destination for groups driven by culture, music, and history. Salsa classes, Buena Vista-era jazz venues, cigar factories, vintage car tours — no other island delivers this density of authentic experience.
Ideal ForHavana boutique hotels · 8–40 guests · Private guides, music venues & cultural programming
Executive Retreats & Incentive Travel
💼
Corporate
Executive Retreats & Incentive Travel
Cuba's extraordinary visual and cultural richness makes it one of the most memorable incentive destinations possible. A trip to Havana is never forgotten. We handle all logistics including licensing requirements.
Ideal ForRoyalton Habana or Iberostar Selection Parque Central · 15–60 guests · Private experiences & curated cultural itineraries
Beach & Culture Combination Trips
🏖️
Leisure
Beach & Culture Combination Trips
Split your group's time between Havana's culture and Varadero's world-class beach — a combination that delivers the full Cuban experience. Seamlessly planned, fully guided.
Ideal ForHavana + Varadero combo · 10–80 guests · Mixed cultural & beach itinerary
Ready to Begin?

Let's Plan Your
Cuba Group Trip

Cuba requires careful logistics planning — we handle licences, accommodation, private guides, and internal travel so your group arrives to an experience that's seamless from start to finish.

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