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Classic Cuba Tour - 8 Days / 7 Nights - Havana, Playa Larga, Cienfuegos, Trinidad

Explore Habana Vieja | Meet the Director and Performers from La Colmenita | Visit the Bay of Pigs | Visit a Farmers Market | Explore the Cobblestone Streets of Trinidad | Meet with an Inspiring Dance Company | Visit 3 UNESCO World Heritage Sites

map of classic cuba tour, Havana, Trinidad, Cienfuegos

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, eight-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 ends in the artistic enclave of Trinidad and Cienfuegos, known as "the pearl of the South."

The skyline of Havana Cuba seen from above
Day 1

After clearing immigration and customs at the José Martí International Airport in Havana, you’ll take a short drive to the Meliá Cohiba for hotel check in and tour orientation.*

Meals | Dinner

*Check-in begins roughly at 3pm ET. The tour start time will vary slightly depending on flight arrivals. 

Architecture in Old Havana, Cuba.
Day 2

Start your day by meeting a Cuban-architecture expert, who will discuss Old Havana’s rich architectural heritage and UNESCO designation. After lunch, you’ll visit a rehabilitation-and-care center for senior citizens. Later, meet with university students and local professionals for candid discussions about daily life in Cuba, before visiting an artist in his studio. You’ll end the day with a delicious dinner at a traditional Cuban restaurant.

Meals | Breakfast, Lunch, Dinner

Cuban Children in Havana, Cuba
Day 3

Begin your day with a visit to a food co-op to gain insight into Cuba’s developing community initiatives. Then, meet with an internationally recognized dance troupe and enjoy backstage access to a dress rehearsal. After lunch, visit the Literacy Museum to learn about a moment in Cuban history when the island’s youth mobilized to teach rural inhabitants to read. Later, you’ll meet performers from La Colmenita, a children’s touring group that performs locally and internationally. (In 2012, they performed at the United Nations.)

Meals | Breakfast, Lunch, Dinner

Farmers seen in a market in Havana, Cuba
Day 4

Today, you’ll meet a historian at the Colon Cemetery, the most important burial ground in the Caribbean. Before lunching at a local paladar in Old Havana, you’ll visit an organization that teaches trade skills for the new economy. After lunch, you’ll meet an art specialist for an insightful tour of Havana’s Museum of Fine Arts. Tonight, dine on your own at a paladar, a private, family-owned restaurant. Your tour leader, a dining-scene expert, can make outstanding recommendations. 

Meals | Breakfast, Lunch

The sandy beaches of Playa Large, Havana, Cuba
Havana / Playa Larga / Cienfuegos
Day 5

Today, you’ll leave Havana for Playa Larga, where you’ll visit Korimacao Community Project, a respected school of the arts, known for developing the careers of musicians, dancers, poets, and actors. From Playa Larga, you'll continue your journey to the charming island town of Cienfuegos, where you’ll lunch with a local business owner. 

Later, you’ll visit a casa particular, a bed-and-breakfast-like accommodation in a private home.


Meals | Breakfast, Lunch, Dinner

Dancers Performers in Trinidad, Cuba
Cienfuegos / Trinidad
Day 6

We’ll stop at the Museum of Architecture to learn about Trinidad’s architectural and historic preservation and UNESCO designation. Afterwards, learn about the Santeria religion at Casa Templo de Santería Yemayá.

After lunch, you’ll meet a world-renowned artist who recently had her work displayed at the United Nations. Tonight, dine on your own at a paladar. Ask your tour leader for recommendations.

Meals | Breakfast, Lunch

A vintage car is parked in Havana, Cuba
Cienfuegos / Havana
Day 7

This morning, you’ll visit a cooperative artist center, then meet the singers and artistic director of the internationally acclaimed Coro del Cienfuegos (an all-time guest favorite). After lunch, you’ll travel back to Havana to visit Hemingway’s home at Finca Vigia, where the author wrote For Whom the Bell Tolls and The Old Man and the Sea. In the evening, share your favorite stories during a farewell dinner.


Meals | Breakfast, Lunch, Dinner

Old Havana Cuba El Morrow
Day 8

After breakfast, bid farewell to Cuba as you board your flight home.

Meals | Breakfast

Please note that this itinerary is subject to change. Due to the unique nature of our programming, each departure is custom designed and not every activity listed on this itinerary is always available. Please rest assured that our team in both Cuba and the U.S. take special care in planning each excursion and draws from almost two decades of experience, relationships, and activities to make each itinerary exceptional. Each tour provides a full-time schedule of educational people-to-people exchange activities and is fully compliant with U.S. Department of Treasury, Office of Foreign Assets Control regulations regarding travel to Cuba. These same regulations provide that guest participation on each tour is mandatory.

  • Welcome reception and tour orientation

  • Five nights superior accommodations at the Meliá Cohiba Hotel in Havana

  • Two nights standard accommodations in casas particulares (private homes) in Trinidad or Cienfuegos

  • InsightCuba exclusive-guided programming, including: unique handpicked people-to-people activities, insider access to Cuba's famous places and those rarely seen, and private visits and lectures with Cuba's renowned experts

  • Experienced insightCuba tour leader

  • Expert Cuban guide

  • All meals while in Cuba, except for two paladar evening dining experiences on your own

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

  • Small group size (usually 16 or fewer guests; never more than 24)

  • All entrance fees to scheduled activities and events

  • All in-country ground transportation and airport transfers via luxury motor coach*

  • Private Cuban driver

  • Fresh bottled water while touring

  • InsightCuba travel guidebook

  • 24-hour emergency customer service hotline

  • Gratuities for luggage handling, restaurant service, and programmed activities throughout tour**

  • Flight concierge service  (flight cost additional)

*Transfers available for group blocks or recommended flight arrival and departure times.

**Customary end-of-tour gratuities for the Cuban guide, driver, and tour leader are left to the guest’s discretion and should be based on your satisfaction with the level of service received.

Classic Cuba Tour
DateDouble Occupancy
(per person)
Cuban Visa
Mar 4 – Mar 11, 2018$5,095$99  
Mar 11 – Mar 18, 2018$4,895$99  
Mar 18 – Mar 25, 2018$4,895$99  
Apr 1 – Apr 8, 2018$4,895$99  
Apr 8 – Apr 15, 2018$4,895$99  
Apr 15 – Apr 22, 2018$4,895$99  
Apr 22 – Apr 29, 2018$5,095$99  
May 20 – May 27, 2018$4,895$99  
Jun 17 – Jun 24, 2018$4,495$99  
Jul 1 – Jul 8, 2018$4,495$99  
Jul 15 – Jul 22, 2018$4,495$99  
Jul 29 – Aug 5, 2018$4,595$99  
Aug 19 – Aug 26, 2018$4,495$99  
Sep 2 – Sep 9, 2018$4,695$99  
Sep 16 – Sep 23, 2018$4,495$99  
Sep 30 – Oct 7, 2018$4,495$99  
Oct 21 – Oct 28, 2018$4,495$99  
Nov 4 – Nov 11, 2018$4,895$99  
Nov 18 – Nov 25, 2018$4,895$99  
Dec 2 – Dec 9, 2018$5,095$99  
Dec 9 – Dec 16, 2018$4,895$99  
Dec 16 – Dec 23, 2018$5,095$99  
Dec 23 – Dec 30, 2018$5,095$99  
Dec 30, 2018 – Jan 6, 2019$5,095$99  

NEW!! PREPAYMENT DISCOUNT: Pay in full at the time of booking and receive $200 OFF the full price! *Must book 120 days in advance of the departure date. This may not be combined with any other promotions. Normal terms and conditions apply. 

SINGLE SUPPLEMENT: For single-occupancy add $1095 through April 1, 2018. Add $895 for dates April 8, 2018 - October 21, 2018 and April 14, 2019 and on. Add $995 for dates November 4, 2018 - March 31, 2019.

Group Rates: 5% off land for groups of 5 - 9 guests. 10% off land for groups of 10 or more.

Not combinable with any other offer or a private group. Will be applied at final payment.

Classic Cuba Tour

Once you have booked your tour, our flight concierge will gladly assist you with all of your flight needs. Call us at 914-380-8303 or click here for an air quote.

The recommended flights* for all guests on this tour are: 

American        1447    MIAMI-HAVANA (MIA-HAV) 

American        1345    MIAMI-HAVANA (MIA-HAV)  

American        1334    HAVANA-MIAMI (HAV-MIA) 

Flight times may vary, please consult the airline's website for the most up to date flight information on your particular dates of travel.  

*Group airport transfers are included for recommended flights only.

Visit our Flights to Cuba page for important information on the best way to book your flights, non-recommended flights, as well as group airport transfersPlease note that the tour you have chosen is a land based tour only, flights costs and Cuban visas are not included in your tour package.

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