Travel to Cuba Legally with Cultural Island Travel

Our regular small group tours start every Friday but we also accommodate private tours to accommodate your travel dates. If you have different departure or return dates or for more information please call us at 1-800-494-1945 or email us at



Tour Length


Do you want to visit Cuba, but have limited time?

Cultural Island Travel’s Weekend in Havana Tour is perfect for you. It’s specifically designed for busy people who want to fully experience Cuba’s vibrant capital city on a short schedule.

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. Most of all, Cultural Island Travel legally allows you to see Cuba’s real treasure—its people.

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 and son bands in the style of the Buena Vista Social Club.

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. Our mission is to immerse you in this passionate culture to truly have you experience Havana just like a local. “Support for the Cuban 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 detailed itinerary below and contact us for more information.


    Sample Itinerary

    DAY 1 Friday Havana

    • Check in for flight to Havana (Flight times vary)
    • Arrive at Havana’s Jose Marti International Airport, pick up your baggage and meet your tour leader at the arrival area
    • Visit the home of Ernest Hemingway, Finca Vigia
    • Head to the Lodging for check in and orientation
    • Visit the famed Hotel Nacional
    • Experience a classic convertible car ride through Havana City
    • Nighttime suggestion: Enjoy a Buena Vista Club-style show at Cafe La Taberna

    DAY 2 Saturday Havana

    • Marvel at Old Havana’s various famous plazas and UNESCO historical architectural sites including several art galleries on an expertly guided tour (around 2 hours)
    • Visit the Taller de La Grafica lithograph collective and meet the artists
    • Lunch at El De Frente paladar in Old Havana
    • Experience a private concert with a professional music group
    • Nighttime suggestion: Visit the Cuban Art Factory
    • Meals: Breakfast, Lunch

    DAY 3 Sunday Havana

    • Visit the Bellas Artes “Fine Arts” museum with an expert guide to experience the best in Cuban art
    • Lunch at Dona Eutemia paladar
    • Visit Fusterlandia and meet the people in the neighborhood of Jaimanitas and discuss this amazing community project
    • Experience a concert with award winning, internationally renowned Cuban musicians

    DAY 4 Monday Havana

    • Visit the San Jose craft market for final shopping (time permitting)
    • Head to Jose Martí Airport for flight check in (airport transfer included)
    • Adios Cuba!!

    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 use only paladars in our program to help local business and to provide you with the best Cuban dining experience.

    What’s Included

    Included items in the price of your tour:
    • Cuban Visa (shipping included)
    • Roundtrip airport transfers
    • Daily breakfast in Cuba (at your accommodations)
    • All lunches during the tour at Cuba’s top paladares or privately run restaurants
    • All local air conditioned ground transportation during the tour
    • Pre-trip departure information on Cuba travel
    • Compliance with U.S. Treasury Department regulations
    • Superior accommodations
    • Expert CIT tour leader
    • Additional expert guides
    • Guaranteed small group size (no more than 8 people max)
    • Coordination of all listed activities on the itinerary and admission to those activities (this includes private music concerts, dance performances, artist visits, etc.)
    • Trip includes Havana and other cities depending on your tour
    • Concierge/reservation service for dinners and evening activities

    Not Included:

    • Round trip airfare
    • Dinner and after dinner activities
    • 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
    Standard B&B
    Loft Habana
    Grand Aston La Habana
    Contact Us
    April 12, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    April 19, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    April 26, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    May 3, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    May 10, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    May 17, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    May 24, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    May 31, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    June 7, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    June 14, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    June 21, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    June 28, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    July 5, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    July 12, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    July 19, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    July 26, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    August 2, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    August 9, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    August 16, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    August 23, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    August 30, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    September 6, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    September 13, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    September 20, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    September 27, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    October 4, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    October 11, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    October 18, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    October 25, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    November 1, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    November 8, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    November 15, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    November 22, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    November 29, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    December 6, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    December 13, 2024 $2,055.00 $2,235.00 $2,355.00 Contact Us
    December 20, 2024 $2,255.00 $2,235.00 $2,355.00 Contact Us
    December 27, 2024 $2,255.00 $2,235.00 $2,355.00 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!


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