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20th Anniversary Celebration Tour - 5 nights / 4 days - Havana
 This tour is closed. We will not be resuming travel to Cuba this year. We are working closely with our Cuban partners and are hopeful to return to the island as early as possible in 2022. Click here to be notified when 2022 departures become available!

20th Anniversary Celebration Tour Overview

Map 20th Anniversary Tour

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

HAVANA
Day 1
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flights_arrival_departure_400x300.jpg

FLIGHT ARRIVAL

ARRIVAL:  José Martí International Airport, Havana

TOUR START TIME:  5PM with 20th Anniversary cocktail reception

HOTEL CHECK IN:  3PM

 

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guests_dining_in_Cuba

DINING - D

20th Anniversary Cocktail Reception at Melia Cohiba

Welcome dinner at the world renowned La Guarida paladar

HAVANA
Day 2
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Plaza Vieja Old Havana, Cuba

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.

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ARTECORTE GROUP PICTURE

ARTECORTE

Visit a city street overtaken by odes to a community icon, Papito Valladares, who’s barbershop has gained international notoriety.

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Bicitaxi Cuba

BICITAXI RIDE

Ride in a bicitaxi (bicycle taxi) through the painted mural sections of the hip and artistic, Jesús María neighborhood in Old Havana.

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fabrica_de_arte

FABRICA DE ARTE

Explore one of Havana’s most exciting spots – an old cooking oil factory turned into floors of bars, theaters, museums and more.

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dining_in_Cuba

DINING - B, L, D

Breakfast at hotel

Lunch at El Figaro

Dinner at Tierra or another favorite

HAVANA
Day 3
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Meet the Mechanics

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.

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Cigar Humidor

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. 

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cuban_association_for_the_blind_450x300

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.  

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habana_compas_dance_company_400.300

HABANA COMPÁS DANCE COMPANY

Immerse yourself in the Latin-influenced moves of the Habana Compás Dance Company during a performance.

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Dining in Cuba

DINING - B, L

Breakfast at hotel

Lunch at special selection

HAVANA
Day 4
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MURALEANDO_COMMUNITY_ART_ PROJECT

MURALEANDO COMMUNITY ART PROJECT

An art project on the outskirts of Havana turned this neighborhood into a gallery of murals, sculptures and more.

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Santa Amalia Dancers

SANTA AMALIA DANCERS 

Join a party in the neighborhood of Reparto de Bahia and take in a performance of the incredible Santa Amalia Dancers.

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Cruising in Vintage Car

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.

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Jazz_saxaphone_400x300

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. 

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Dining in Cuba

DINING - B, L, D

Breakfast at hotel

Lunch at Murealando

20th Anniversary Celebration Gala

HAVANA | U.S.A.
Day 5
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flight_departure

FLIGHT DEPARTURE

DEPARTURE:   José Martí International Airport, Havana

TOUR END TIME:  9AM at airport 

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dining_in_cuba

DINING - B

Breakfast at hotel

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

  • Cuban visa

  • 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

ALSO AVAILABLE:

  • Flights
  • Room & suite upgrades

NOT INCLUDED:

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.

MELIÁ COHIBA

Havana

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.

Learn More

This tour is currently suspended. But we're working on new departures and a new, enhanced itinerary, so stay tuned!

20th Anniversary Tour

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.