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Legendary Cuba Tour - 6 Days / 5 Nights - Havana, Vinales Valley


Legendary Cuba tour map havana, vinales valley

Steeped in mystique, Cuba creates legends. Discover Cuba for yourself and uncover a history so rich, its legacy is memorialized in its architecture and its people. Learn why icons such as Hemingway, Churchill, and Sinatra felt an affinity for this rare place. Experience the music, which, for generations, produced global superstars who shook the world. Explore Havana, Cuba's first UNESCO World Heritage Site, where breathtaking Spanish Colonial buildings line cobblestone streets, and then the western province of Pinar del Río, where miles of Cuban tobacco awaits its destiny.



Day 1
Day 2
Day 3
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Day 5
Day 6

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. 

  • Non-stop, round trip airfare from Miami to Havana*

  • Small group size, no more than 12 guests

  • Three nights at the Meliá Cohiba Hotel in Havana

  • Two nights at Los Jazmines in Viñales

  • Expert Cuban guide and private driver

  • Transportation and airport transfers

  • Exclusive-guided visits and experiences

  • Five breakfasts, four lunches, and three dinners

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

  • Cuban visa

  • Gratuities for luggage handling and restaurants**

  • 24 hour on-tour customer service

  • Health insurance in Cuba, included in the cost of your airfare


Trip cancellation insurance | Room and suite upgrades



$30 baggage fees must be paid at the airport for each flight, in Cuba this must be paid in cash. This cost is subject to the airline and can change at any time.


*Non-stop, round-trip airfare includes fuel surcharges, taxes, and fees. Want to fly from another city? We can arrange flights from most major cities. Additional fees may apply. If you’re booking your flight with insightCuba 21 days prior to departure of less, a $50 surcharge will apply.

**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. 



DateDouble Occupancy
(per person)
Single Occupancy
Feb 15 – Feb 20, 2020$3,695$4,190
Only 7 spots left!
SpecialFLY FREE!
Feb 29 – Mar 5, 2020$3,695$4,190 SpecialFLY FREE!
Mar 14 – Mar 19, 2020$3,695$4,190 SpecialFLY FREE!
Mar 21 – Mar 26, 2020$3,695$4,190 SpecialFLY FREE!
Apr 11 – Apr 16, 2020$3,595$4,090 SpecialFLY FREE!
May 2 – May 7, 2020$3,395$3,890 SpecialFLY FREE!
May 23 – May 28, 2020$3,395$3,890 SpecialFLY FREE!
Jun 13 – Jun 18, 2020$3,395$3,890 SpecialFLY FREE!
Jul 4 – Jul 9, 2020$3,395$3,890 SpecialFLY FREE!
Aug 1 – Aug 6, 2020$3,395$3,890 SpecialFLY FREE!
Aug 22 – Aug 27, 2020$3,395$3,890 SpecialFLY FREE!
Sep 19 – Sep 24, 2020$3,395$3,890 SpecialFLY FREE!
Oct 3 – Oct 8, 2020$3,195$3,690 SpecialFLY FREE!
Oct 31 – Nov 5, 2020$3,395$3,890 SpecialFLY FREE!
Nov 14 – Nov 19, 2020$3,695$4,190 SpecialFLY FREE!
Nov 21 – Nov 26, 2020$3,695$4,190 SpecialFLY FREE!
Dec 19 – Dec 24, 2020$3,695$4,190 SpecialFLY FREE!
Dec 23 – Dec 28, 2020$3,795$4,290 SpecialFLY FREE!
Dec 30, 2020 – Jan 4, 2021$3,895$4,390 SpecialFLY FREE!

GROUP RATES: 5% off land for groups of 5 - 9 guests, and 10% off land for groups of 10 or more guests booked on an already scheduled Small Group tour listed above (not inclusive of private or custom-made tours). Not combinable with any other offer. Will be applied at final payment. 

TRAVEL PRIVATELY: Choose your own departure date, and keep the same hotels, inclusions, and daily experiences outlined below. Add $200 per person for a private group of 2-5 guests. For groups of 6 or more guests, the price is the same as the tour price listed above for the month you wish to travel (no group discounts apply). Please note that prices are higher over Christmas and New Year’s. Please call a travel specialist at 800-450-2822 to book your own private tour.

Legendary Cuba Tour

Non-stop, round trip airfare from Miami to Havana is available only on departures designated as Fly Free in the dates and prices section of this tour page. Non-stop, round-trip airfare includes fuel surcharges, taxes, and fees.

Want to fly from another city? We can arrange flights from most major cities. Additional fees may apply. If you’re booking your flight with insightCuba 21 days prior to departure of less, a $50 surcharge will apply.

Once you have booked your tour, a travel specialist will gladly assist you in booking your flights, either as part of your tour package or at an additional cost. Call us at 914-380-8303 for more information.

Any change to your air reservation may incur change penalties or require the purchase of a new ticket as per the air carriers ticket policy.

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