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Anastasia and allison

January 19-27

Hello ladies, 

Again, thank you for choosing to travel with us.  From this moment on it is my mission to make sure you two have an unforgettable experience in Cuba. 

Now that we have dates, I have put together a plan for you. Please take a look and let me know what you think.  This plan includes two options for accommodations in Havana based on your input, a suggested itinerary with three stops through Cuba, activities throughout the week, and few more things.


Please take a look and let me know what you think, who you like, what you don't like, what you would like to see more or less of, etc.  This is your trip, and I won't stop until you are completely satisfied with the plan.



  • Private apartments and spaces that provide privacy, and are still maintained by staff who come in to prepare breakfast and clean spaces.

  • Centrally located, near major museums, the malecom, great restaurants, bars, shops, and major attractions.

  • Apartments have all amenities, including AC in room(s), and hot water in shower(s). 

Option One - Two Bedroom Apartment

  • This is a very comfortable, cute and economic apartment.  All rooms have AC and bathroom.  

  • There is a lot of privacy. The staff comes only in the mornings to do room cleaning and breakfast

Option Two - Two Bedroom Modern Apartment

  • Recently restored.

  • Elegant and sleek loft with one bedroom, and plenty of space.  The style is modern with an industrial flair.  This is unique designer-curated space. larger balcony, a lot of natural lights, large bathroom. 

  • This one is a bit more expensive mainly for the quality and style of the place, amenities, etc. Modern and chic.

Viñales and Trinidad

  • Rooms with private bathroom in private homes located in the heard of the towns. Comfortables and very convenient. 

  • Hosts are available to help and provide guidance, as well as prepare breakfast and take care of the cleaning for you.

​Suggested Itinerary


These are the stops and activities I would like to suggest to get the conversation started. Please take a look and let me know what you think:

Day One - Saturday, Jan 19

  • Airport Pick ups - We have two different shuttles since arrival times are so far apart.  You will meet at the house. ​

  • 4:00 PM Once Upon the Time - Walk the streets of Old Habana with one of our favorite guides. Learn about history, best places to explore, and 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. 

  • Night out. We can recommend and help you prepare for a fun night out (e.g. Dinner reservations, art shows, bars and clubs)

Day Two​​​ - Sunday Jan 20 

  • 10:30 AM Beach Please - A favorite of our clients. We arrange transportation to one of the most beautiful beaches near Habana, and give you tips on how to make it a great experience. Only 40 minutes aways.  You can rent chairs, umbrellas, order drinks and lunch from the beach, and have a good old time. This is recommended for Sunday but can be another day if preferred.

Day Three - Monday Jan 21 

  • Artsy Route - We take you to some of the most popular art projects in the city, and artists' studios. Our local art expert will share a bit about the realities of the local art scene and take you to see some of its best representatives.

Day Four - Tuesday Jan 22 

  • Viñales (one night) - A beautiful countryside town with amazing landscape, valley, tabaco and coffee plantations, bee farms, and more.  These are some of the options for activities I recommend for Viñales. We would include one in the price:

    • Bike or walking tour to see and explore the area.  See plantations, cave, farms, lakes. 

    • Tabaco focused tour. Visit a plantation and try some cigars 

    • Photography workshop. Landscape photography 

    • Rock Climbing. Hike and rock climbing with a professional 

    • Let me know if there is a different activity you might be interested in 

  • Private transportation to Viñales.  Drive is 2.5 hours approximately.

  • We will schedule departure times for this trip around the activity you choose.  Making sure you have time to explore and enjoy the town on your own either before or after.  

  • This can also be just a day trip, staying the night in Havana instead; but staying over night would allow for activities around sunset or sunrise, or simply more time to enjoy the charming town.

Day Five - Wednesday Jan 23

  • Trinidad (Three Nights) - Beautiful architecture, large art and music scene, history, and gorgeous country side.  There are some known galleries and studios you could check out, as well as decent night scene and restaurants. 

  • Private transportation to Trinidad. Trinidad is located in the middle of the country.  Drive from Viñales can be around 6 and 1/2 hours, passing through Havana.  Long trip but it can be enjoyable making stops for food and photos along the way. 

  • We will schedule departure times for this trip around the activities you choose and departure time from Viñales.  Making sure you have time to explore and enjoy the town on your own either before or after.  

  • I recommend three nights since it takes longer to the get there, and there is more things to do and explore in this city.  

  • First night would be for the two of you to get settled, rest, and enjoy a good dinner or local night life.  

Day Six - Thursday Jan 24

  • 09:30 AM Walking tour of the historic old town - This is the main part of town. Our guide would show you some of the main attractions but can also can tailor the route based on your interests.  

  • ​Free Afternoon. You could use this time to visit galleries around the city, or even go to the beautiful beach 20 minutes away.

Day Seven - Friday Jan 25

  • Horse back riding  - Nice outdoor activities, exploring and enjoying the outside of the city, beautiful landscape.  You could even stop at the lake and go for a swim. (4-5 hours)

Day Eight - Saturday Jan 26 

  • Travel day. Back to Havana (4 and half hours) 

  • 04:00 PM Classic Riding - During the afternoon, enjoy the beauty of Habana one more time seeing other areas of the city onboard a beautiful convertible American Classic car. This is experience is led by our favorite and most wanted guide. He know about history and fun facts.  He will take you to multiple points of interest and some of his favorites spots too.  

Day Nine - Sunday Jan 27

  • Departure Day - Two shuttles to take to the airport.   

Note:  Lunch/Dinner/Night Out - We can recommend for you great places for lunch. Let us know and we will be happy to make a reservation if you would like everyday. This service is included in the price. 

Other Schedule Options

  • Having a night in Havana between Viñales y Trinidad.  This would reduce amount of traveling but increase amount of packing, unpacking, settling into new place, maybe cost,  etc.  I am happy to look it up if you would like to

  • Other locations can be Matanzas, or Cienfuegos.  A bit less touristic, but still nice and interesting towns. These are on the way to Trinidad so it would require less driving. 

  • We could do more night in Viñales if you prefer.  You could enjoy the slow pace and countryside longer.  I believe one night is enough, but you tell me what you think. 

Additional Activity Options in(from) Havana 

  • Guided visit to the Revolution Museum

  • Dinner with locals

  • Guided visit to Museum of Contemporary Art

  • Hemingway Tour

  • Castle/fortress tour

  • Day trips  - They include transportation and guide. Leave around 7-8 am and return around 6-7pm

    • to Varadero - Beautiful beach, coastal town and vibe. 2 hours away

    • to Bahia de Cochinos - National park, with shows representatives of natives, crocodile farm. 23.5 hours away 

    • to Soroa - Terrazas - Nature, waterfalls, hikes. 1 hour away 

  • We can coordinate other experiences is you share with us specific interests. 



This plan is for 8 nights/9 days, 2 people.  As detailed above, this package includes: 


  • 4 night accommodation in Havana

  • 1 night accommodation in Viñales

  • 3 night accommodation in Trinidad

  • 4 activities in Havana

  • 1 activity in Viñales

  • 2 activities in Trinidad

  • Shared transportation to Viñales from Havana

  • Private transportation to Trinidad from Viñales

  • Shared transportation to Havana from Trinidad

  • Roundtrip Airport transportation in an American Classic Car (x 2)

  • Breakfasts in all locations

  • Concierge services before and during your trip. We know the city and can recommend and help with reservations at restaurants, shows, and other things to do. We can also help setting up transportation. 

  • Access to our local agent. Someone who is there to help you and guide you as needed. He will welcome you and go over your 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

  • All required paper work to meet US restrictions on travel to Cuba

  • A cell phone you can use to contact our local agent whenever he is needed. We include $30 CUC credit. 

  • We provide 4 WiFi cards so you can stay connected when you arrive. 

  • We leave in the apartment a bottle of quality rum, and beers for you to enjoy during your stay (Havana)

Anastasia I really appreciate you considering working me, I would like to see you as a recurring client, and therefore I would like to offer what I think is a pretty good deal.  My standard packages for two for 8 nights would usually start around $2400, with 8 activities and private rooms as accommodations.  In this case, I am including for almost the same price, 7 activities, transportation throughout the island, and private apartment as accommodation.  

These are the two options for plans, based on the type of apartment you choose for Havana. 

  • Option 1 = $2650 

  • Option 2 = $2850  

We can always add or remove activities, look for other accommodations, etc., adjusting cost accordingly.  We will work on this until you have the perfect itinerary. 


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