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It’s amazing to think that it's been 20 years since insightCuba sent the first group of Americans legally to Cuba. In 2000, we were told it couldn’t be done. Since then, we’ve created hundreds of thousands of experiences for U.S. travelers wanting to see this incredible destination for the first time.
Join us for a 20th Anniversary Celebration tour to Cuba this November and experience what we love most about this incredible destination. Experience our favorite places, hear the stories, and meet some of our best friends who for 20 years have brought Cuba to life, and made it all possible.
A trip worthy of happening once in 20 years. Join us and Discover Cuba Through Its People, like never before.
LIMITED SPACE AVAILABLE
ARRIVAL: José Martí International Airport, Havana
TOUR START TIME: 5PM with 20th Anniversary cocktail reception
HOTEL CHECK IN: 3PM
PRIVATELY GUIDED-WALKING TOUR OF OLD HAVANA
Explore the oldest parts of Havana, as we walk back in time more than 500 years to the city’s founding.
Visit a city street overtaken by odes to a community icon, Papito Valladares, who’s barbershop has gained international notoriety.
Ride in a bicitaxi (bicycle taxi) through the painted mural sections of the hip and artistic, Jesús María neighborhood in Old Havana.
Explore one of Havana’s most exciting spots – an old cooking oil factory turned into floors of bars, theaters, museums and more.
MEET THE MECHANICS THAT RESTORE CUBA’S CLASSIC CARS
It takes an army of mechanics to keep Cuba’s classic cars running. Join us for a meeting with these scrappy auto experts.
BEHIND THE SCENES - CIGAR HUMIDORS
Cuban Cigar boxes can be as masterful as the cigar itself. We’ll meet a group of renowned artists dedicated to handmade humidors.
CUBAN ASSOCIATION FOR THE BLIND - ANCI
A place where barriers and inhabitions fall away as we meet these inspring and uplifting people to share what matters most... friendship.
Immerse yourself in the Latin-influenced moves of the Habana Compás Dance Company during a performance.
MURALEANDO COMMUNITY ART PROJECT
An art project on the outskirts of Havana turned this neighborhood into a gallery of murals, sculptures and more.
Join a party in the neighborhood of Reparto de Bahia and take in a performance of the incredible Santa Amalia Dancers.
CRUISING IN PRE-1959 CLASSIC AMERICAN CAR
Hop inside one of Cuba’s iconic vintage cars from 1950s America and cruise along the famous Malecón in style.
20TH ANNIVERSARY CELEBRATION GALA
Join insightCuba and many of our Cuban friends, spanning 20 years, who have ushered in U.S. travel and opened their lives and their country to us, for cocktails, dinner and entertainment.
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.
Four nights at the Meliá Cohiba Hotel in Havana
20th Anniversary Celebration Gala
Expert Cuban guide and private driver
Transportation and airport transfers
Exclusive-guided visits and experiences
Four breakfasts, three lunches, and three dinners
Gratuities for luggage handling and restaurants*
Certification of travel to Cuba under the U.S. Department of the Treasury general license
24 hour on-tour customer service
Health insurance in Cuba, included in the cost of your airfare
Customary end-of-tour gratuities for the Cuban guide and driver are left to the guest’s discretion and should be based on your satisfaction with the level of service received.
Dwell on views of city and sea at the elegant Meliá Cohiba, a five-star hotel on Havana’s famous Malecón. With its envied location in the affluent Vedado neighborhood, guests are steps away from Cuban life, including rum tasting, live music, and evening salsa at the hotel’s Habana Café.
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. You're also welcome to book your own flights.
Please note that presently, only a few airlines are operating flights from the U.S. to Cuba, including American Airlines, JetBlue, and Southwest. For the most current information and schedules, please contact us or the carriers.