Cuba 2.0

Havana, Cienfuegos, Trinidad, Cuba

6 Days, 5 Nights

Cuba is a big place with lots of beautiful cities to see. We hand crafted this itinerary for those who want to go beyond the traditional trip and see more of the country. Through the pleasant colonial town of Cienfuegos to the mountains of Topes de Collantes, we’ll stay in a a beautiful farmhouse in Trinidad and explore the historic town of Santa Clara on the way back to Havana.

Support the local people by visiting Cuba – Legal Trip for US Citizens. Due to the new regulations, all of these tours are included and required by all guests. They’ve been tested out and are all super fun and interesting with a variety of the best things to do while you visit Cuba!

Fly in/out of Havana. Please try to arrive by 5pm so that you don’t miss out on any group activities. You can leave anytime you want on the 3rd. If you need help with flights, reach out to us!

Itinerary subject to change based on discretion of trip leader or tour operator, due to weather or other extenuating circumstances.

April 7th-12th,2021

  • Personal Concierge at the airport upon arrival. Private transport to the hotel.
  • Bi-lingual Cuban Guide throughout the entire trip who has an in-depth knowledge of culture, history, and everything there is to do!
  • Welcome dinner (authentic Cuban dinner included)
  • Boat tour of Cienfuegos harbor
  • Cienfuegos City Tour
  • Trinidad City Tour
  • Dinner at one of the best Cuban restaurants (dinner included)
  • Trinidad art and artisan tour
  • Late night dancing at a cave bar
  • Safari to Topes de Collantes (lunch included)
  • Beach afternoon in Trinidad (sunset beach bar)
  • Dancing at Casa de la Musica and Casa de la Trova
  • Salsa Lessons
  • Cuban Art Factory visit and dancing
  • 2 nights accommodation in Havana including 2 breakfasts.
  • 2 nights accommodation in Trinidad including 2 breakfasts.
  • 1 night accommodation in Cienfuegos including breakfast
  • 5 dinners, 3 lunches included
  • Private transport RT between Havana, Cienfuegos, Trinidad, and Santa Clara and at all times during tours/included activities and dinners.
  • Verified/Legal itinerary prepared and insured

Up until 60 days before the trip start date, your deposit is fully transferable to another trip or person. If you cancel less than 60 days to the trip start date you will not be able to receive a refund unless you’re able to fill your spot.

Deposit $500

Total Trip Package $2350

*flexible payment options available for balance- to pay monthly or in a few equal installments
  • Cuba is absolutely beautiful but is a third world country. Normal amenities you have come to expect will not always be available, including wifi. We think this is a good thing but you should be mentally prepared for a very different experience than going to Europe.
  • This trip includes quite a few long drives on windy roads. If you get motion sick, just be prepared with what you need in advance. It’s definitely worth it.


Fun Facts About Cuba


Flights to Cuba are still very inexpensive from all over the US. You will need a visa which we will help you obtain but you do not need it before locking in your flight.


There are 9 UNESCO World Heritage Sites in Cuba. Three of which you will visit on this trip - Trinidad and the Valley de los Ingenios, Urban Historic Centre of Cienfuegos, and Old Havana and its Fortification System

Sugar Mills

Trinidad was once the largest producer of sugar in the region, and there were more than 70 operational sugar mills in the area. They are no longer in operation, and in many instances only the ruins remain.

Local People

Cuba is the most populated country in the Caribbean, with more than 11 million residents. In addition, the people are some of the friendliest in the world!

Day 1


VIP Arrival and transfer to hotel

Welcome Dinner with the group at a trendy local restaurant

Experience Cuba

Day 2


Start the day with a boat trip around the harbor and lunch in a local fishing village

Explore Cienfuegos on our city tour followed by dinner on the waterfront

Group Itinerary to Cuba - Book a trip with friends - Legit Trips

Day 3


Walk around the UNESCO  city with a local tour guide, enjoy lunch in a traditional colonial house, see the arts of Trinidad on our Arts & Artisans tour, & complete the day with dancing in the local cave bar!

Group Travel to Cuba - Legal travel to Cuba - Legit Trips

Day 4


Safari to Topes de Collantes to swim in waterfalls or enjoy bird watching. Spend the afternoon at the beach (w/beach bar) followed by dinner and dancing – Cuban style!

new zealand-road trip-legit trips-views

Day 5


Make your way back to Havana! Optional Add – City Tour in a vintage open top car. 

Salsa Lessons and dinner followed by a visit to the Cuban Art Factory!

Experience Cuba

Day 6


Farewell! Say goodbye to all of your new friends, collect emails, exchange photos.

Private transfer to the airport.

Experience Cuba

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