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 Book now, travel later: together with our Cuban partners we are thrilled to offer departures for 2022 & 2023!

Classic Cuba Tour Overview

Cuba’s spanish-colonial cities and cobblestoned streets, stir visions of brightly painted buildings, pounding mambo rhythms and barrios that bustle well into the night.

This exciting, seven-day tour of Cuba's most famous cities will add the brushstrokes you've been longing to add to the unfinished canvas of your vision of Cuba. Your experience begins in the boisterous harbor city of Havana and continues on through Playa Larga and Playa Girón before settling into the artistic enclave of Trinidad and Cienfuegos, known as "the pearl of the South."

NO MORE THAN 12 GUESTS

INTIMATE - ENGAGING - TRANSFORMATIONAL

HAVANA
Day 1
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Red vintage car in Havana

Arrival at José Martí International Airport, Havana

Check-in at 3:00PM

Tour start time is 6:00PM

Meals: Dinner

Welcome dinner at a local paladar (privately-owned restaurant) 

HAVANA
Day 2
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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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El Capitolio Cuba

BICITAXI TOUR OF EL CAPITOLIO

Arrive via bicitaxi at El Capitolio, a public landmark often compared to the U.S. Capitol.

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Smiling tourist in classic car Havana, Cuba

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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Farmer's Market in Havana Cuba

FARMER’S MARKET

Visit a local farmer’s market, where we’ll get a first-hand look at Cuba’s agricultural revolution. 

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Meals: Breakfast & Lunch

Breakfast at Casa Brava

Lunch at paladar Ivan Justo

HAVANA
Day 3
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University Lecture

MEET-AND-GREET WITH UNIVERSITY PROFESSOR

Join Camilo Garcia, a 20-year veteran of the Ministry of Foreign Relations for a conversation about Cuba’s modern-day diplomacy.

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Fruit stand

HAVANA STREET FOOD TOUR

Cuban cuisine goes far beyond their famous sandwich. Join us for a neighborhood tour of the city’s best street food.

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Compas dance company

HABANA COMPÁS DANCE COMPANY

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

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Meals: Breakfast & Lunch

Breakfast at Casa Brava

Lunch at a local paladar

HAVANA | PLAYA LARGA | CIENFUEGOS
Day 4
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Cuban children singing

KORIMAKAO ARTISTS COMMUNITY

In a small, secluded village not far from the Bay of Pigs, we’ll visit an art school that teaches some of Cuba’s most promising youth.

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CIENFUEGOS
Day 5
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ART IN YOUR HANDS 

Art in Your Hands is a collaboration between eight artists in residence, all of whom have their own artistic style and skill. 

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PRIVATELY GUIDED WALKING TOUR OF CIENFUEGOS

Take a privately guided walking tour of Cienfuegos, Cuba – one of the Caribbean’s best-preserved historic cities.

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RUMBA DANCERS

We’ll meet some of the dancers and drummers who lead these community Rumbas and watch a live performance before joining in on the fun. 

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COOKING CLASS

Break bread with new-found friends as we take an in-home cooking class followed by lunch at the home. 

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Meals: Breakfast & lunch

Breakfast at Lagarto Ciudad

Lunch during cooking class

CIENFUEGOS | TRINIDAD
Day 6
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Historic Street of Trinidad Cuba

PRIVATELY GUIDED-WALKING TOUR OF TRINIDAD

Take a privately guided walking tour of Trinidad, Cuba – one of the Caribbean’s best-preserved historic cities.

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SALSA DANCERS

SALSA LESSONS

Meet some of Cuba’s energetic salsa dancers, then learn the finer steps for yourself.

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Meals: Breakfast, Lunch & Dinner

Breakfast at Lagarto Ciudad

Lunch at local paladar 

Farewell dinner at Villa Lagarto

CIENFUEGOS | U.S.A.
Day 7
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Transfer from Cienfuegos to Havana at  7:00AM 

Flight Departure from José Martí International Airport, Havana

Tour ends at 10:00AM (at airport)

 

Meals: Breakfast 

Breakfast at Lagarto Ciudad

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. 

  • Transportation and airport transfers*

  • Exclusive-guided visits and experiences

  • Six breakfasts, five lunches, and two dinners

  • Cuban visa

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

  • Gratuities for luggage handling and restaurants

  • 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 

Airport transfer on last day of tour. Leaves Cienfuegos at 7am and arrives in Havana at 10am. Return flights from Havana back to the U.S. should be booked no earlier than 1pm.

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.

For full terms and conditions, click here.

Casa Brava

Havana

Casa Brava is a family owned and operated boutique residence located in a quiet residential neighborhood of Vedado. The revitalized colonial mansion was carefully restored to its original 1910 splendor with modern conveniences. Casa Brava's 20th century façade and welcoming patio is just part of this traditional mansion with high ceilings, restored traditional woodwork, and imported chic floor tiles throughout the residence. Casa Brava boast eight luxury suites, each with their own private balcony, individually controlled air-conditioners, imported pillowtop mattresses and modern bathroom amenities. 

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Hostal Lagarto Ciudad

Cienfuegos

Hostal Lagarto Ciudad is a family owned and operated boutique residence nestled in the oldest part of the two-hundred-year-old city of Cienfuegos, just a few short blocks from the town center as well as landmark buildings such as Ferrer Palace, Tomas Terry Theater, and the Catedral de la Purisima Concepcion. The revitalized mansion was carefully restored with modern conveniences. Hostal Lagarto welcomes you into a large reception hall and an inviting interior patio. Hostal Lagarto boasts six rooms, with individually controlled air-conditioners and modern bathroom amenities..

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NO MORE THAN 12 GUESTS ON ANY 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!

See all dates & prices

Classic Cuba 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 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.