Havana & Vinales, Cuba

6 Days, 5 Nights

Experience Cuba! This beautiful country, a cobblestoned Caribbean gem, has so much to offer! The rum is plentiful, the smiles infectious, and dancing is essential. Wind your way from sultry Havana and its crumbling churches, and on to the beautiful farmlands and mountains of Vinales. Along the way, you’ll get to know tobacco farmers, local chefs, entrepreneurs and salsa dancers that understand where Cuba came from and where it’s going.

Join us for a local Cuban Experience!

Support the local people by experiencing Cuba on this legal trip for US Citizens. Due to government regulations, all of the tours are included and required by all guests. We’ve tested them all and they’re both fun and interesting, with a variety of the best things to do in Cuba!

Fly in/out of Havana. Please try to arrive before 5pm on Day 1 so you don’t miss any group activities.  You may leave any time on the last day as we’ll already be in Havana.  If you need help with flights, reach out!

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

November 2nd-7th, 2022

November 1-6, 2023

Deposit $650

Trip Total $2,695

*flexible payment options available for balance- to pay monthly or in a few equal installments
  • Personal Concierge at the airport upon arrival. Private transport to the hotel.
  • Local, bi-lingual Cuban Guide throughout the entire trip who has an in-depth knowledge of culture, history, and everything there is to do!
  • 6 Breakfasts, 3 Lunches, 4 Dinners (with 1 free drink at dinners)
  • City Tour of Colonial Havana with Classic Cars
  • Salsa Lessons with cocktails included
  • Cigar and Rum Tasting
  • Horseback riding or trekking in the mountain farms of Vinales
  • Beach day (surfing option) with a local Cuban guide outside of Havana
  • Live music and club outings with local guide many nights
  • 3 nights accommodation in Havana
  • 2 nights accommodation in Vinales
  • All ground transportation in Cuba
  • Verified/Legal itinerary prepared and insured
  • Legit Trips tour leader traveling with you 24/7 to assist with anything you need, and make your trip the best it can be.
  • Cuba is a developing country. Normal amenities you have come to expect will not always be available, including wifi. We think this is a good thing but want you to be mentally prepared for a different, disconnected experience.

Deposits are non-refundable (but are transferable to another person or Legit Trip). Any additional payments can be refunded if canceled more than 90 days prior to the trip start date.  Deposits may only be transferred one time and incur a $100 rebooking fee.

Please be sure to read the complete booking terms and conditions at checkout.

We recommend a travel insurance plan to help protect you and your travel investment against the unexpected.
For more information on our recommended providers click here.

Fast Facts About CUBA


Cuba is often called El Caiman or El Cocodrilo (Spanish for alligator), which is what the island looks like from an aerial view.

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!


Cuba has a 99.8% literacy rate, which is one of the highest in the world.


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.

Day 1


VIP Arrival in Cuba, meet and greet with travel mates and trip hosts. 

Welcome dinner at Kilometro Zero with live music. Welcome drinks and music in Habana Vieja.

Experience Cuba

Day 2


Transfer to Vinales countryside. 
Horseback riding through farms- learn about tobacco, coffee and honey. Cigar tasting along with coffee or canchánchara.

Special lunch at El Cuajaní.
Evening salsa class and dinner. 

Experience Cuba

Day 3


Sunrise at Los Aquaticos followed by farm to fork breakfast. 

Afternoon traditional Cuban Pig Roast with local friends and live music. 

Evening option for drinks inside a cave!

Travel to Cuba - Group itineraries - Legit Trips

Day 4


Beach day with picnic lunch (included) 

Private Cigar and Rum Tasting
with live music performed by young Cuban musicians.

Dinner at El Cocinero (included) and night out to La Fabrica de Arte Cubano

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

Day 5


City Tour on foot and in convertible classic cars. 

Lunch at Antojos
Afternoon at leisure

Farewell dinner & drinks at Hotel Nacional

Legal group travel to Cuba - Book with friends - Legit Trips

Day 6


Say goodbye to all of your new travel buds and friends in Cuba. 

Transfers back to the Havana airport.

Experience Cuba

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Your Cuba trip to Havana and Vinales is Just One Click Away!