Cuban musicians performing during Jazz Plaza in Havana

Small-group & private Cuba tours

Cuba Music & Cultural Tours

Travel with musicians and musicologists into Cuba’s living jazz, rumba, art, history, and neighborhood culture.

Maximum 10 guests
Small by design

Musician-led context
Context for what you hear

Thoughtful logistics
Private ground support

Travel with purpose
5% supports CreatiVrole

2027 tour departures

Compare our 2027 Cuba tours

Compare dates, duration, and musical focus below. Each tour includes time with Cuban musicians and artists, with a maximum of 10 guests.

Jazz Plaza concert in Havana

Jazz Plaza · 7 days

Havana Jazz Festival

January 26–February 1, 2027
7 days / 6 nights · Maximum 10 guests

A week at Jazz Plaza, with festival performances, studio visits, Old Havana and a day in Matanzas.

$3,950 per person
Double occupancy · $650 single supplement

Havana Cathedral and its plaza in Old Havana

Havana culture · 5 days

Havana Music & Cultural Tour

Jan 11–15 · Feb 8–12 · Mar 8–12 · Apr 12–16 · May 10–14 · Jun 7–11, 2027

Five focused days of live music, Havana history, artists, neighborhoods, food, and the cultural traditions that give the city its character.

$2,985 per person
$450 single supplement

Rumba musicians performing at Callejón de Hamel in Havana

Jazz & rumba · 6 days

Cuban Jazz & Rumba Tour

April 28–May 3, 2027
6 days / 5 nights

Live jazz in Havana, a private studio session and rumba in Matanzas, timed around International Jazz Day.

$3,485 per person
$550 single supplement

Private & custom Cuba travel

Private tours for your group

Bring your family, friends, students, organization, or ensemble. We shape the pace, accommodations, music, art, food, and cultural experiences around how your group wants to travel.

  • Choose dates that fit your group
  • Build around specific musical or cultural interests
  • Receive pre-departure guidance and private ground support
  • Travel with the same trusted local relationships behind our small-group tours
Havana’s Malecón waterfront at sunset

Why travel with us

Travel with musicians and musicologists

Musicians as guides

Hear the history, language, and ideas inside the music—not just the set list.

Direct connection

Meet artists, educators, entrepreneurs, and community members through longstanding relationships.

Small-group ease

Spend time with local hosts, ask questions, and visit spaces that do not work for large groups.

Practical support

Private transportation, carefully selected stays, local coordination, and current pre-departure guidance.

Travel with purpose

Supporting Cuba’s creative communities

Havana Music Tours contributes 5% of tour revenue to The CreatiVrole Project, our nonprofit supporting artists, musicians, and communities in Cuba with practical resources and direct assistance.

Our tours also make room for direct exchange with Cuban musicians, educators, guides and independent businesses. Read how this relates to Support for the Cuban People.

“They go out of their way to personalize the experience and provide any support that is needed. Jazz Plaza is an incredible experience, and Havana Music Tours did a great job curating the adventure.”

Mark & Patty · Havana Jazz Festival

“Absolutely fantastic, once-in-a-lifetime custom-built musical and cultural tour around Havana!”

Javier · Private Cuba Tour

Plan with confidence

Planning your trip

Cuba Travel Checklist

Practical preparation for documents, money, packing, connectivity, and arrival.

Read the checklist →

Travel for U.S. Citizens

Understand how our itineraries are structured around Support for the Cuban People.

Read the guide →

Questions Before You Choose?

Talk through dates, room preferences, group fit, and which journey matches your interests.

Contact our team →

Begin the conversation

Need help choosing a tour?

Choose a 2027 departure or tell us what you want to create. We will help you find the right starting point.