© 2019 Annapolis Photo School

PHONE:  410-224-6049 

Travel with Dave to Cuba!

(See photos at bottom of page)


You’ll experience the widest variety and range of natural, historical, cultural, architectural and urban locations that Cuba has to offer.  Our trips can vary according to what you want to see and where you want to go, but here are some of the highlights:


  • 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 2 days to make the trip 8 days/7 nights)

  • 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).

  • Travel about 3 hours from Havana to the lush, rural countryside of western Cuba 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 down the mountain to the tobacco and coffee farms in the Viñales Valley. There I’ll introduce you to a master cigar roller and you can sample a freshly-rolled cigar straight off the farm! A little further down the trail you’ll meet a family that grows everything from coffee, to mangoes, to pineapples.  Watch them as they create a fresh and tasty tropical fruit drink for you, right down to squeezing the juice from the sugar cane! If you really love it (and you will!), you can even take some of their unique guava rum and honey home with you.

  • 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.). 

The People, Places, and Things of Cuba