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Jill and Steven in cuba!

7 nights 

Feb 28 - March 6  

Good day Jill, Steve 

I am excited to present to you our finalized plan for your 7-night trip to Cuba.  This plan shows the latest itinerary as we discussed via email. 

Please take a look and let me know if you have any questions.  


Again, thank you for the opportunity to present to you what traveling with Ursula Hosting could be like. 


In summary, our package includes all of the following: 


  • 7 night accommodations in Cuba

    • 4 nights in Havana

    • 3 nights in Viñales 

  • Airport pick up and drop off in Havana

  • A total of 8 activities and experiences

    • Once Upon A Time

    • Revolution! 

    • Salsa Classes

    • Tropicana Show

    • Cooking Class

    • Classic Riding

    • Viñales - Countryside Living

    • Vinales - Countryside Sustainability 

  • Roundtrip transportation to Viñales from Havana

  • Breakfast in all locations

    • breakfast would be served in guest houses (Bed & Breakfasts)​

  • Personalized concierge services from now and throughout the trip. We know the city and can recommend and help with reservations at restaurants, shows, additional activities, and setting up transportation as desired. 

  • Your own local host. Someone who you can contact and access locally to help you and guide you as needed. He will welcome you and go over the plan when you arrive, and will also be available to assist during the duration of your trip.

  • Assistance exchanging money at the best rate possible when you land.

  • All required paperwork to meet US restrictions on travel to Cuba

    • We start documentation with explanation of how your trip meets the requirements of the Support for the Cuban People category of the General License. ​

    • We will ask you to use these documents to annotate additional information about your trip. 

  • A cell phone you can use to contact our local agent whenever is needed. We include $30 CUC credit (About $33.50 USD) 

  • We also provide you with 4 WiFi cards (one hour each) so you can stay connected.


  • I am recommending small guesthouses or BnB's for your accommodation. These places are good options to experience the warmth of the Cuban people, obtain good service, and accommodations for a good price.  

    • I always offer options centrally located, with high ratings, and with all the amenities necessary to have a very comfortable stay (AC, Hot Water, cleaning service, breakfast, etc.)

    • Private room with private bathroom.

    • I am including photos of some of the ones I usually work with. Once we have confirmed dates I will confirm availability and show you actual options. 

  • I can also look for boutique hotels , or small private apartments if you would like to go a bit higher on budget. Please review current cost and let me know if you would like to explore those options.


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What about some strong Cuban coffee ☕️_
What about some strong Cuban coffee ☕️_

press to zoom

press to zoom

press to zoom


Havana (See photos here) 

  • Capital and larges city.  A lot of parks, museum, and main landmarks. Including the famous Old Havana (colonial area), Revolution Museum, Malecon, Hotel Nacional, and many more.

  • There are also a lot of restaurants, bars, and cafes, art galleries, and music venues and cabarets. 


 Viñales (See photos here) 

  • This is a Unesco Site. Small country town 4 hours from Havana.  Known for its natural beauty, breathtaking views, valleys, caves, farming landscape, and outdoor layback atmosphere.   

  • It is smaller than Havana, but has a cute small town center, with a good amount of restaurants, cafes, music venues, and outdoor activities.  Tobacco fields are popular in the area.  

  • This city has become more popular in the last years, and it is perfect example of small entrepreneurship in Cuba.

​Confirmed Itinerary

Feb 28, Friday

  • 12:15 PM - Airport Pick up​

    • Driver and Host will be waiting for you at the airport

    • Upon arrival our host will help with check-in, provide all necessary instructions, and help get you situated.

  • 3:30 PM Lunch - Del Frente, Reservation Made - I am including you transportation to the restaurant. Same driver will wait for you to settle in and then take you to the restaurant in Old Havana. 

  • 5:00 PM - Once Upon the Time - Our old town experience.  Walk the streets of Old Habana with one of our favorite guides. Learn about history, best places to explore, visit the main plazas and site, and much more.  Route can be influenced by any particular requests you might have.  This is a great way to see the touristic part and get to know the city from the start.

    • Dayami will be your guide. She will pick you up at the restaurant.  After the tour, she will assist you grabbing a taxi, or giving you guidance, if you decide to stay in Old Havana a little longer. ​

  • 09:00 PM Dinner - Michifu, Reservation Made - This is a really cute and good place near the house. less than a 5 minute walk. They have live music starting at 9:30PM. 

Feb 29, Saturday

  • 10:00 - Revolution Museum - Meet our guide for a very educational tour. Listen to the revolution story as Cubans are told, ask questions, and feel free to have a discussion about this hot topic with our guide.  In addition, the museum is one of the prettiest buildings in Havana, the old presidential palace.

    • You are expected to walk to the museum. About 20 minute walk through Centro Havana. This would be the route. Laura will be waiting for you at the entrance. Tour starts at 10:30 AM. After the tour, she will walk you to the restaurant. You can walk around a bit more before lunch, if you arrive before your reservation. 

  • 1:00 PM Lunch - Habana 61, Reservation Made - great food, cute atmosphere, good prices. 

  • 3:30 PM - Salsa Class - A fun session to get your salsa moves down! We have reserved 1.5 hours of class with Saily.  

  • 7:00 PM Dinner - Casa Miglis, Reservation Made - Great place for dinner and drinks. 7 min walk from the house. 

  • 9:00 PM - Tropicana Show - You car will pick you up at this time at the restaurant.  You should arrive before 9:30 PM, when door closes. 

    • The same car will be waiting for you after the show to take you home. ​

Mar 1, Sunday

  • Free Day - Some options this day could be to walk along the Malecon, or Paseo Marti.  Or Walk to Vedado and check out Hotel Nacional. 

  • 5:00 PM - Cooking Class / Dinner with locals  - Spend few hours with locals and other tourists, chatting, getting to know each other and some delicious recipes, while having some drinks, and eating delicious food!

    • We have a car ride for you. Car will pick you up at this time. Class beings at 5:30PM.  Car will pick you up after class to take you back home. 

Mar 2, Monday 

  • Free Day - Some options this day could be to walk along the Malecon, or Paseo Marti.  Or Walk to Vedado and check out Hotel Nacional.  You could also walk back to Old Havana and check out shops, parks, restaurants on your own.  

  • 4:30 PM - Classic Riding - Enjoy the beauty of Habana onboard a beautiful convertible American Classic car. This is experience is led by our favorite and most wanted guide. He knows about history and fun facts.  He will take you to multiple points of interest and some of his favorites spots too. Route will include Chinese neighborhood, Colon Cemetery, Vedado, John Lennon Park, and El Cristo. 

  • 7:00 PM Dinner - La Guarida, Reservation Made - This is a beautiful restaurant, with an interesting story. Elegant and great food. 

    • Your guide, Moises, will drop you off at the restaurant.  It will be a nice ending for Classic riding.  If you arrive before the reservation, check out the rooftop bar. ​

    • After dinner you can walk home. Less than 10 minutes away. 

Mar 3, Tuesday

  • Free Morning

  • 1:00 PM -  Drive to Viñales - Depart for your 2.5 hour drive on a private car. You can modify the time and also request stops along the way. ​​

    • Get to Viñales and settle in. Enjoy the evening walking the town and grabbing dinner. 

    • You will be staying with your host, Yosbel, and his family. Private Room. 


Mar 4, Wednesday

  • 10:00 AM - Horse Back Riding Tour - Enjoy of a nice and slow ride across fields and valleys. Visit lakes, farms, and caves, as well as famous landmarks in the area.  Enjoy lunch while out in an organic farm (Lunch not included)

  • Free afternoon to explore on your own the town. 

Mar 5, Thursday

  • Morning or Afternoon - Country Living - Tour a Tobacco farm, where you can learn about the process of growing, and producing tobacco (Drying, rolling). enjoy lunch on us and relax getting to know the country life style in Cuba.  

    • Jaime and Yosbel will confirm additional details before the experience. 

    • Enjoy the rest of the time as you please. 

Mar 6, Friday

  • 12:00 PM - Departure to Havana Airport - Be ready for your ride back to Havana, straight to the airport. 

    • We have your flight as 5:15 PM. ​

Some Additional Options for Activities.

You could change the ones I am recommending for these, or add them as additional activity.

Some of these require additional cost (e.g. Day trips)

  • Day trips

    • to Varadero - Beautiful and famous beach resort town (2 hour drive)

    • to Soroa - Terrazas - Eco tourism, Hiking, waterfalls. 

    • Bahia de Cochinos (Pig Bay) - important historic sites (failed CIA(US) invasion site), beach. 

  • Beach day - transportation to a beautiful beach just 45 min away from the city. There, you could relax, order lunch and drinks.

  • Hemingway Tour - Visit places where the famous author lived, hung out, and got inspired.

  • Art Day - Visit community art projects, and private galleries and studios of new and hot artists.

  • Castle/fortress tour - Explore one of the largest forts in the Americas. Beautiful architecture and amazing views. 

  • Fishing or Scuba diving.

  • We can combine, edit, and create other experiences if you have other interests/desires in mind.  


  • Please work with Jaime once in Cuba if you have questions or special requests during your trip. 

  • Breakfast is included, but please coordinate time with the house staff. 

  • Tips for guides, drivers, and house staff are encouraged.  

Please let me know if you have any questions. 


Enjoy some photos from previous clients below:


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