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Cuba Trip Planning with TryCuba

Finally finalized our itinerary for our annual sister trip- 2017 will be in Cuba! TryCuba is a boutique travel agency and we worked with them to curate an itinerary that was particular to our interests. We are so excited to meet our fellow travelers. There are a few spots left, so if you’re interested contact Brooke at ask@trycuba.com! Our tour is January 8-13, 2017… the perfect way to ring in the New Year! Click below for our full itinerary and more details.


  • As soon as you arrive at your B&B (Las Maletas), in center of the old city (Havana Vieja) you will be served mojitos. Mojitos were actually invented in Cuba and I’m excited to participate in this aspect of the culture. For more background on Cuba’s long history with this world-renowned drink, read here. You will also go to have mojitos in La Bogedita del Medio, Hemingway’s favorite spot.


  • Your first full day you will walk around all the Plazas with our guide, a professor at the University of Havana who will provide insight to the history of the public architecture and culture in Havana. Lunch will be at the hotel where Hemingway lived and wrote For Whom the Bell Tolls, Hotel Ambos Mundos. The view from the top of the hotel terrace of the bay and the old city I’ve heard is absolutely amazing. You will sit there to have lunch and take in the sun and atmosphere!


  • The next day you head to Viñales. The countryside is lush and provides a perspective on a different way of life, away from the city. Here they grow and dry tobacco. You will have a chance to converse with the campesinos (farmers) who do this work and smoke cigars with them. We will be able to try guarapo (sugarcane juice)! You will also eat and enjoy the most beautiful scenery in Viñales Valley.


  • The next day you head to Santa Maria Beach. It is the local beach of Havana, about 45 minutes away. It s where all of Havana comes together to enjoy the sun. You can find people from all walks of life there. The sand is super fine, the water clear and society is out. Beautiful day to reflect, relax, and enjoy the waves.
  • Then you will come back to Havana for your final full day where you will go to the Bellas Artes, an amazing art museum with a big collection of prized Cuban art. You will take a classic car ride and have a stop over at the Hotel National. Super beautiful hotel with a rich history.
  • We will eat at an artist’s house, a Cuban painter and a illustrator for over 40 years. He will share with you while you eat lunch what living in Cuba has been like. Other members of his family will likely be there too.

The itinerary was created to provide an introduction to life in Cuba today and a view into the past. There’s enough time to enjoy private excursions that you would like to organize privately also. This itinerary is sandwiched between two days of travel from Miami, totaling six days. We are so excited, and hope as many of you can join- if not on this trip, then in the future!

The uniqueness of Cuba is bound to fade away over time. I highly recommend visiting as soon as possible for an experience that genuinely can’t be found anywhere else on the planet.