Travel to Cuba Legally with Cultural Island Travel

Tours depart every single Friday and return every single Tuesday through 2018. If you have different departure or return dates or for more information please call us at:

1-888-383-3029 or email us at [email protected]

Tour Highlights: Visit Havana, Piñar Del Rio/Viñales Valley, Montecino Tobacco Farm, Jaimanitas, Ernest Hemingways’s Finca Vigia



5 days/4 nights

Do you want to visit Havana but also have one day to escape to the countryside? Cultural Island Travel’s City and Countryside tour is perfect for you.

Words cannot truly describe the energy of Havana. See the Gorgeous seaside architecture on the Malecon (boardwalk). Experience the warmth of the people welcoming you with smiles and friendly faces. Listen to the music and watch the dancers line the streets. On this tour we add one day in Piñar Del Rio/Viñales Valley where you will see the cigar fields, meet farmers, and experience the picturesque countryside in Cuba.

Want to learn more?

On our special tour you will meet Havana’s up-and-coming artists, as well as world famous painters. You will also be invited to attend exclusive dance performances, and listen to some of Cuba’s finest jazz, salsa bands as well as son bands in the style of the Buena Vista Social Club. You will also visit an incredible community project in the countryside and meet the farmers of Cuba’s famous cigar fields.

In Havana, you will feel like you are going back in time as you see the spectacular old American cars on the road and the fascinating old world architecture. In Piñar del Rio, you will travel to a scenic paradise to meet the farmers and experience an incredible community project. 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 and artists— an experience that is virtually impossible anywhere else in the world.  See our itinerary of hand picked experiences below: 


Sample Itinerary

DAY 1 Havana-Friday

  • Check in for flight to Havana (Flight times vary)
  • Pick up luggage and head to the Lodging for check in and orientation
  • Visit the famed Hotel Nacional
  • Experience a classic convertible car ride through Havana City

Day 2 Havana – Saturday

  • Visit Old Havana and learn about Havana’s world-renowned UNESCO heritage designated architecture
  • Lunch at El Del Frente
  • Experience a private concert with a professional music group
  • Visit the home of Ernest Hemingway: “Finca la Vigia”
  • Nighttime suggestion: Enjoy local Cuban jazz at La Zorra y El Cuervo Jazz Club
  • Meals: breakfast, lunch

DAY 3 Pinar Del Rio/Vinales Valley-Havana

  • Travel to the countryside
  • Meet a farmer in Cuba’s famed Cigar Fields
  • Enjoy a delicious organic lunch
  • Visit the community project “Patio Pelegrin,” often called the secret garden, which is not only an
    organic farm but also a community hub for dance, literature, debate, music, and theater for local
    residents to cultivate their artistic and intellectual interests.Return to Havana
  • Dinner on your own
  • Meals: Breakfast, Lunch

DAY 4 Havana

  • Visit the Bellas Artes Museum to see the best of Cuban Fine Arts.
  • Visit a popular papier mache local community project
  • Visit Finca Vigia, Ernest Hemingway’s house and its surrounding grounds which houses one of
    his boats
  • Optional: Enjoy a show at the Buena Vista Social Club
  • Meals: Breakfast, Lunch

DAY 5 Havana-United States

  • Visit Havana’s markets (time permitting)
  • Bid farewell to Havana and return to Miami via charter plane from Havana’s Jose Marti
    International Airport
  • Meals: Breakfast

A Paladar is a privately owned restaurant, as opposed to regular restaurants that are owned and operated by the Cuban government. Paladares 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 only paladares in our program to help local business and to provide you with the best Cuban culinary 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 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
  • 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

Departure Date  Bed & Breakfast  4 Star Hotel  5 Star Hotel
February 8, 2019 $2,275.00 $2,600.00 $2,950.00  Contact Us
February 15, 2019  $2,275.00  $2,600.00 $2,950.00 Contact Us
February 22, 2019 $2,275.00 $2,600.00 $2,950.00 Contact Us
March 1, 2019 $2,275.00 $2,600.00 $2,950.00 Contact Us
March 8, 2019 $2,275.00 $2,600.00 $2,950.00  Contact Us
March 15, 2019  $2,275.00 $2,600.00 $2,950.00 Contact Us
March 22, 2019  $2,275.00 $2,600.00 $2,950.00  Contact Us
March 29, 2019 $2,275.00 $2,700.00 $2,950.00  Contact Us
April 5, 2019 $2,275.00 $2,600.00 $2,925.00  Contact Us
April 12, 2019 $2,275.00 $2,600.00 $2,925.00  Contact Us
April 19, 2019 $2,275.00 $2,600.00 $2,925.00  Contact Us
April 26, 2019 $2,275.00 $2,600.00 $2,925.00  Contact Us
May 3, 2019 $2,275.00 $2,575.00 $2,750.00  Contact Us
May 10, 2019 $2,275.00 $2,575.00 $2,750.00  Contact Us
May 17, 2019 $2,275.00 $2,575.00 $2,750.00  Contact Us
May 24, 2019 $2,275.00 $2,575.00 $2,750.00  Contact Us
May 31, 2019 $2,275.00 $2,575.00 $2,750.00  Contact Us
June 7, 2019 $2,275.00 $2,575.00 $2,750.00  Contact Us
June 14, 2019 $2,275.00 $2,575.00 $2,750.00  Contact Us
June 21, 2019 $2,275.00 $2,575.00 $2,750.00  Contact Us
June 28, 2019 $2,275.00 $2,575.00 $2,750.00  Contact Us
July 5, 2019 $2,275.00 $2,575.00 $2,750.00  Contact Us
July 12, 2019 $2,275.00 $2,575.00 $2,750.00  Contact Us
July 19, 2019 $2,275.00 $2,575.00 $2,750.00  Contact Us
July 26, 2019 $2,275.00 $2,575.00 $2,750.00  Contact Us
August 2, 2019 $2,275.00 $2,575.00 $2,750.00  Contact Us
August 9, 2019 $2,275.00 $2,575.00 $2,750.00 Contact Us
August 16, 2019 $2,275.00 $2,575.00 $2,750.00  Contact Us
August 23, 2019 $2,275.00 $2,575.00 $2,750.00  Contact Us
August 30, 2019 $2,275.00 $2,525.00 $2,750.00  Contact Us
September 6, 2019 $2,275.00 $2,525.00 $2,750.00  Contact Us
September 13, 2019 $2,275.00 $2,525.00 $2,750.00  Contact Us
September 20, 2019 $2,275.00 $2,525.00 $2,750.00  Contact Us
September 27, 2019 $2,275.00 $2,525.00 $2,750.00  Contact Us
October 4, 2019 TBD TBD TBD  Contact Us
October 11, 2019 TBD TBD TBD Contact Us
October 18, 2019 TBD TBD TBD Contact Us
Rates are based on double occupancy and per person. For single occupancy, group rates and more information please contact us.
We also offer small group and referral discounts. Contact us   to speak with a representative today.

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

Legal, Safe, Unique Tours & Shore Excursions to Cuba! Call now for $200 off any full tour booked through 2019 by 3/31/19
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