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David Lee


David fell in love with Cuba on a humanitarian trip many years ago and has nurtured his on-the-ground relationships ever since, regularly leading private and small groups on cultural-exchange missions. He specializes in creating one-of-a-kind trips for up to ten people, a size that ensures access to the small private restaurants, intimate music venues, and behind-the-scenes experiences that larger groups or big-bus tours cannot access. He can get you into the best hotels in Old Havana—the perpetually sold-out favorites with rooftop pools and 360-degree views—and arrange a seamless visit that can be done in a long weekend, with a quick flight from Miami, three days in Havana, and a day in the country, either at the beach at Varadero or exploring tobacco plantations. David has tapped into the country’s underground art scene, and his trips include visits to renovated mansions-cum-art galleries, special unadvertised music performances, and private art studios. David selects his guides for their knowledge and dynamism, as well as their willingness to give an honest assessment of daily life in their native country, opening the eyes of visitors to what it means to be a Cuban in Cuba. Note: Though sanctions are easing, the U.S. ban on general tourism to the Caribbean island remains in force, which means “tourism” is still not a valid reason to visit Cuba. The U.S. Treasury Department’s Office of Foreign Assets Control still requires that all documents related to travel to Cuba (including a preapproved schedule, a record of appointments, and all receipts) be documented and kept for five years post-travel. David manages the entire process including all of the documentation, reservations, and transportation so that clients can enjoy exploring the culture of Cuba without the worry or hiccups of travel in a communist country.

Trips start at $3,900 per person (based on a group of 6 and up), double occupancy, for four nights and include your hotel room (a junior suite at one of the two top hotels), a full-time driver and guide, all activities, all meals, and alcoholic beverages with meals.
  • Let’s Create Your Dream Trip!

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  • Second, Tell Us About Your Trip:
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    • Where do you want to travel, and with whom?
    • Where are you flying from?
    • What's your biggest goal for this trip?
    • What's your biggest challenge?
    • What type of accommodations do you prefer?
    • Would you like a local guide with special access (say, an archaeology or shopping expert)?
    • Do you want to interact with locals off the beaten track?
    • What has disappointed you about past trips? (Are there certain types of hotels, activities, or guides that you dislike?)
    • What do you imagine would make your trip most memorable?

  • We can warn you if you'll encounter big crowds, peak prices, or bad weather - and we can troubleshoot for you.
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