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This 4-night escorted tour gives visitors a taste of everything Cuba has to offer from Havana, both old and new, to the breathtaking countryside. Experienced, bilingual tour guides will lead your small group around UNESCO World Heritage sites, fine art museums and local artist studios, community projects and tobacco farms.

You’ll be moving all day, so be sure to pack some good walking shoes. And, though many meals and drinks are provided, you might want to think about bringing snacks, hand sanitizer, sunblock and any other small things you think might make your trip more comfortable.

Scroll down to see what’s in store on a 4-night escorted tour in Cuba, which includes transportation throughout the island while with the group, hotel stay in Cuba and so much more.

*Only 3 tour dates left: May 28, June 25 and July 23

*This itinerary is not set in stone; other exciting visits and experiences could be switched with the below activities. Travelers must be 16 or older and participate fully in itinerary.

Included in your package:

  • Activities as outlined in the itinerary
  • Bilingual tour guide and driver
  • Most gratuities
  • Transportation with the group
  • Hotel stay in Cuba at hotel outlined in the itinerary
    2 bottles of water per person per day
  • Most meals while in Cuba: 4 breakfasts, 3 lunches and 2 dinners

Not included in your package:

  • Airfare to and from Havana
  • Transportation to/from hotel and airport
  • Tips for housekeeping staff and Tour Director
  • Travel insurance
  • Cuban health insurance, standard travel visa and Cuban departure fee


  • Tipping allowance of $7-10 USD per person per day for the Tour
  • Director and $1-2 USD per person per day for housekeeping staff
  • Travel insurance [TIP] from $119 per person



*COMPLIANCE WITH U.S. LAW: U.S. law prohibits U.S. travelers from traveling to Cuba for tourism. U.S. travelers can only go to Cuba for one of 12 authorized reasons, including family visits and people-to-people educational activities. The 12 categories are listed in the Cuban Assets Control Regulations [CACR] at Section 515.560 (a)(1)-(12) and described in more detail in those identified sections of the CACR, HERE. It is the U.S. traveler’s sole responsibly to understand and comply with existing restrictions under U.S. law. Each U.S. traveler is required under U.S. law to retain records of their travel to Cuba for five years. The U.S. government could ask you to produce those records.

*CUBA TRAVEL CERTIFICATION: Each U.S. traveler must complete a written certification, available HERE, identifying the travel category that authorizes his or her travel to Cuba in order to allow Vacation Express to book that travel. Vacation Express must obtain this certification and retain it for five years, as required under Section 515.572(b) of the CACR. Should you have any questions about the requirements of U.S. law relating to your travel to Cuba, please consult a lawyer.

About Maurice

Born and raised in Atlanta, GA, Maurice Smith serves as founder of Sole Obsessed. A connoisseur of the "Sneaker Culture" since his early teen years, Maurice has seen this evolving culture grow into its present status...from the beginning of the world wide web's involvement in the culture(with blogs such as "Nike Park", etc.) and no "camping out" for the social networking based raffles and reliability of the media to increase anticipation of releases. Maurice has pursued his goals of forming a source for not only news within the sneaker culture, but an informative source for everything "pop culture"...