Cuba Tours

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We are Cuba experts with many years of experience creating and operating travel programs for the Havana Jazz Festival. Our meticulously curated 2026 departure offers an insider's itinerary for jazz aficionados, featuring admission to daily Jazz Festival events and concerts plus intimate meet-and-greets with contemporary jazz musicians. In addition to amazing music, each day is filled with enriching experiences, from cooking alongside locals to meeting emerging Cuban artists and exploring inspiring community initiatives. Every moment of this unique program promises an unparalleled journey to the heart and soul of Cuba.

NO MORE THAN 20 GUESTS

INTIMATE - ENGAGING - TRANSFORMATIONAL

Day 1: Jan 28, 2026 | Havana
Meals: Breakfast
Day 2: Jan 29, 2026 | Havana
Meals: Breakfast, Lunch, Dinner
Day 3: Jan 30, 2026 | Havana
Meals: Breakfast, Lunch
Day 4: Jan 31, 2026 | Havana
Meals: Breakfast, Lunch
Day 5: Feb 1, 2026 | Havana
Meals: Breakfast, Lunch, Dinner
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CRUISING IN PRE-1959 CONVERTIBLE CLASSIC AMERICAN CAR

Through this unique experience, you become part of a narrative that embraces connection and understanding. Riding in a classic car in Havana is more than a nostalgic journey; it is an opportunity to support and celebrate those Cuban entrepreneurs who lovingly restore vintage automobiles and offer visitors rides as a way to support themselves and their families.

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ERNEST HEMINGWAY'S FINCA VIGIA

Travel to Finca Vigía, where Hemingway lived and wrote his most famous novel, The Old Man and the Sea. At Finca Vigía, which is supported by independent organizations, you can meet the local caretakers as you walk the perimeter of the house and peer through the windows to see how it was kept when Hemmingway lived there. The walls are lined with bookshelves and covered with paintings, some of them depicting Hemingway on his African safaris.

Each departure is custom-curated to provide the best experiences possible and from time-to-time specific experiences, and/or restaurants may not be available and will be replaced by an item of equal or greater value. A final list of daily experiences and dining options is provided roughly two weeks prior to departure. Each tour provides a full-time schedule of Support for the Cuban People activities and is fully compliant with U.S. Department of Treasury, Office of Foreign Assets Control regulations regarding travel to Cuba. 

  • Five nights at Loma del Ángel (or similar)

  • VIP Havana Jazz Festival Pass including preferred seating

  • Cuban E Visa

  • Expert Cuban guide

  • Private driver

  • Exclusive-guided visits and experiences

  • Transportation and airport transfers

  • 5 breakfasts, 4 lunches, 2 dinners

  • Certification of travel to Cuba under the U.S. Department of the Treasury general license

  • 24-hour on tour customer service

ALSO AVAILABLE:

  • Flights
  • Room & suite upgrades

NOT INCLUDED:

Mandatory "Cuban" Health insurance. This is included in the cost of the airline ticket.*

Customary gratuities are left to the guest’s discretion and should be based on your satisfaction with the level of service received. With your travel documents, which you will receive at approximately 21 days prior to departure, we will include a list of expected gratuities and suggestions of amounts to pay.

For full terms and conditions, click here.

*Mandatory "Cuban" Health Insurance is included in the cost of the airline ticket for US Carriers when you depart from the USA to Cuba. If you travel via a third party country you must check with the airline to verify if it is included. If not, you will need to purchase this mandatory insurance upon arrival in Cuba.

LOMA DEL ÁNGEL

HAVANA

Loma del Ángel is a privately owned and operated boutique residence in a historic building in the heart of Old Havana. This colonial neighborhood is filled with stunning properties, private restaurants (paladars), and lively cafes.

Please note: This property does not accommodate twin beds.

NO MORE THAN 20 GUESTS ON THIS DEPARTURE

Want to experience this tour privately? Have specific travel dates in mind? We’ve got you covered! Call a travel specialist at 800-450-2822 to learn more!

Havana Jazz Festival 2026

This tour does not include flights, but our flight specialists are happy to help arrange them! When you book, tell us which city you're coming from, and we'll get back to you with a quote and a proposed flight schedule within 5 business days. If you accept our quote, we'll add the price to your balance due including a $35 per person ticketing fee. Should you decide to book your own flights, please send us your flight details no later than 45 days prior to departure so that we can arrange your transfers accordingly.