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Travel with Dave to Cuba!

(See photos at bottom of page)


If you choose to travel with me, you WILL experience the widest variety and range of natural, historical, cultural, architectural and urban locations that Cuba has to offer, and you WILL get to know real Cubans, and many who are my friends.  If this all sounds good to you ... read on! 

- Dave Anderson


Our trips can vary according to what you want to see and where you want to go, but here are some of the highlights of my upcoming 6-9 day trips:


  • Visit the lively city of Havana and then travel on to the gorgeous Viñales Valley. The New York Times named the Viñales Valley as one of the “52 Best Places to Go” in the world, and for good reason.  It’s the most rural, and most picturesque area in all of Cuba.  (Usually 6 days/5 nights.)  If you have a couple of extra days, we can also go to the southern coast to the "best preserved Colonial city in the Caribbean", Trinidad. All of these locations have been named as UNESCO World Heritage sites.  (Add 3 days to make the trip 9 days/8 nights to include Trinidad.)

  • In Havana, you’ll experience the urban life of “la Habana”, walk and explore the four historic plazas, and eat and drink just like Hemingway did (well, he was a pretty hard drinker, so maybe not that so much!).  You’ll meet some local artists that I know and you’ll have the chance to buy some of their works (all very affordable!). You’ll see many of the colorful characters of Havana and have the opportunity to explore some of the many museums and galleries, both large and small (if you wish to do that). Many venues are free, or are very low cost.  After showing you a few highlights, you can either stick with me or I’ll give you an easy to follow map so that you can explore on your own, and meet me afterward at a designated location. I’ll include suggestions for places to eat lunch, or we can go as a group. And to top it all off, one evening we’ll experience the fabulous cabaret show at the world famous Tropicana (extra fee, but well worth it).

  • After Havana, you'll travel west to the provinces of Artemisa and Pinar del Rio and the lush, rural countryside of western Cuba. We'll make a stop at Las Terrazas, an eco-village located in a UNESCO-designated biosphere reserve. Here you will visit with artists, swim in a crystal clear river under the waterfalls, and have lunch in an organic restaurant.  We'll then travel on to Viñales with its unique and spectacular magotes (mountains that rise straight up from the valley floor). In Viñales you’ll get the chance to take an exhilarating horseback ride to meet tobacco, coffee, and fruit farmers, and sample some of the products of their work. Of course, you'll get the chance to take some of their unique guava rum, honey, and hand-rolled cigars home with you.

  • During your entire trip, we’ll stay in bed and breakfasts (casa particulares) with my friends in these locations.  We’ll also eat in private restaurants (paladars). This type of travel is the absolute best way to get to know Cuba, its people, and its culture – plus it keeps us legal (Authorized by the general OFAC license.§ 515.574 Support for the Cuban People.).  Cuba is a very safe country, and Cubans truly are some of the friendliest people you’ll ever meet.  To help satisfy our legal requirements, I'll also ask you to bring a few supplies that our friends in Cuba need (baby supplies, etc.). 

  • Cost: The fees can vary depending on our dates of travel and itinerary, but usually range from $1800 for a 6 or 7 day trip, to $2400 for a 9 or 10 day trip.  This fee includes accommodations, partial airfare, breakfasts, ground transportation, most entry fees, and more.  (You'll know the exact cost before committing.) 


    • January, March, and April 2020 trips Sold Out. 

    • November 7-12, 2020 (Havana / Vinales)  < $1800

    • November 7-16, 2020 (Havana / Vinales / Trinidad)  < $2400

    • Other dates will be planned for 2020 - let us know when works for you!


NOTE:  Travel to Cuba on my trips is NOT for everyone!  Although you will have clean and comfortable accommodations and a private bath in your room, it won't be the Ritz. If you expect or need that type of luxury, then this venture is not for you. 

You also need to be in good enough shape to walk a couple of miles or more each day, and there's not a bathroom available on every corner.  ​

The People, Places, and Things of Cuba