Travel to Cuba Legally with Cultural Island Travel

Please note that a web glitch is showing some of our dates as expired. We have availability for all of our trips through 2018. Please call us at 800-494-1945 or e-mail us at so that we can give you all of the options for your preferred dates.

Tour Highlights: Steam train ride, children’s dance performance, show at the Buena Vista Social Club, fishing village, Sugar Museum.

Cities: Santa Clara, Caibarién, Cayo Santa Maria, Remedios, Havana

Do you want to step back in time?

Step back in time on this remarkable tour to Cuba’s central countryside in the Villa Clara province and capital city. On this tour, we focus on Cuba’s history with a vintage theme. You will visit the Che Guevara Memorial, ride an old-fashioned steam train (they don’t make ‘em like this anymore!), and learn about something sweet—the famous Cuban sugar industry. You will also visit the charming fishing village of Caibarién.

In Havana, you will meet some of the country’s prominent painters and up-and-coming artists. You will attend exclusive dance performances, and listen to some of Cuba’s finest jazz, salsa bands, and son bands in the style of the Buena Vista Social Club.

Our mission is to immerse you in this passionate culture to truly have you experience Cuba just like a local.

People-to- People travel allows even the most seasoned travelers to view Cuba through the lens of the musicians, dancers, artists, and farmers— an experience you’d be hard-pressed to find anywhere else in the world.


Sample Itinerary

DAY 1 Miami to Santa Clara

  • Visit the Che Guevara Memorial in Santa Clara
  • Get a tour of a local garden that brings a local community together—and have an organic
    lunch there
  • Visit the historical sites of Santa Clara
  • Hotel check-in at the beautiful island of Cayo Santa Maria
  • Meals: Breakfast, Lunch

DAY 2 Caibarien -Remedios

  • Meet the employees of a local print shop in Caibarién
  • Ride around town on a horse-drawn carriage while learning about the history of
  • Board an old-fashioned steam train to Remedios
  • Enjoy a typical Cuban lunch in Remedios
  • Visit a sugar museum to understand the past and present of Cuba’s sugarcane industry and sample guarapo: fresh pressed sugarcane juice
  • Meals: Breakfast, Lunch

DAY 3 Cayo Santa Maria-Havana

  • Depart Cayo Santa Maria to Havana
  • Lunch at a Paladar in Old Havana
  • Meet and mingle with local fine and print artists at a collective art studio/gallery and discuss their art with them in person
  • Visit Havana’s largest photography archive and meet the photographers behind the project
  • Check into your hotel
  • Meals: Breakfast, Lunch

DAY 4 Havana

  • Visit the home studios of a world-famous, fine artist married couple
  • Enjoy a children’s rueda dance performance by Cuba’s top children’s dance group
  • Enjoy lunch at the gardens of Paladar Juana La Cubana and discuss Cuban private business ownership with the owners—a rare opportunity for tourists
  • Visit a popular Paper Maiche local community project
  • Enjoy a show at the Buena Vista Social Club
  • Meals: Breakfast, Lunch

DAY 5 Havana

  • Visit a top jazz musician’s home for a private and intimate performance and learn about his career and home life
  • Visit the award winning chorus Vocal Leo
  • Lunch at Starbien
  • Meals: Breakfast, Lunch

DAY 6 Havana-United States

  • Enjoy breakfast at your hotel
  • Visit Havana’s markets (time permitting)
  • Bid farewell to Havana, Adios!
  • Meals: Breakfast

A Paladar is a privately owned restaurant, as opposed to regular restaurants that are owned and operated by the Cuban government. Palada-res compete with each other and most of them are quite beautiful and creative with great food and flare. Eating at paladares also helps encourage private enterprise in Cuba. We include as many paladares as possible in our program to help local business and to provide you with the best Cuban restaurant experience.

What’s Included

Included items in the price of your tour:
  • All meals listed on the itinerary
  • Pre-Departure document covers everything you need to know for a safe and enjoyable trip prior to arriving in Cuba. Upon arrival, a short orientation will acclimate you further.
  • All documents needed for legal travel authorization from the United States Treasury Department
  • All document processing including airline tickets and visas
  • Superior accommodations in Havana
  • Expert tour leader
  • Air conditioned modern vehicle
  • All ground transportation for tours and airport transfers in Cuba
  • All activities and entrance fees to all activities listed on your legal itinerary
  • In-country Cuban medical insurance
  • Concierge service for dinner reservations and shows/nightlife
  • Cuban Visa

Not Included:

  • Note: Flight Costs Round Trip from varied international departure points to Havana (not included in package price) Approximately $199-499 (depending on departure airport, airline/charter vs. commercial)
  • Tips for tour leaders, local guides, wait staff, and chambermaids
  • Luggage check in costs-please check with your particular airline for allowances

Single Supplement: Varies depending on accommodations. If you do not see what you are looking for on this tour or any of our other scheduled tours please contact us for a custom tour quote.

Tour Dates & Prices

Date Bed & Breakfast 4 Star Hotel 5 Star Hotel
Oct 18, 2017 – Oct 23, 2017 $3350.00  $3500.00 $3,850.00 Contact Us
April 4, 2018-April 9, 2018 $3350.00  $3500.00 $3,850.00 Contact Us
Jul 24, 2018 – Jul 30, 2018 $3350.00  $3500.00 $3,850.00 Contact Us
Rates are based on double occupancy. For single occupancy, group rates and more information please contact us.

Brochure & Top Cuba Tips

Download our Cuba Tour Brochure and Top 10 Cuba Tips to get a better idea of what to expect when traveling to Cuba on an authentic CIT tour!


Experience Cuba With Us

HURRICANE UPDATE: We are pleased to announce that Cuba did not suffer a severe level of damage from Irma. Hurricane Maria is not projected to hit Cuba. Travel to Cuba is fully restored!
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