CUBA


Closed off to American visitors for over 50 years, Cuba now is shaking off the slumber and has opened its doors officially to us. It’s a very exciting time to go to Cuba, and our specially-crafted Cuba travel programs offer you the chance not just to witness history, but to take part in it by living life with local Cubans. Come immerse yourself in the vibrant Cuban way of life !

Looking for info about traveling to Cuba in light of the new restrictions? Click here >

Cuba Gallery

I chose Crooked Trails because they are committed to culturally and environmentally sensitive travel. Their dedication is unparalleled as evidenced by the level of commitment they put into developing and running their programs.
Loralee

From Havana to Vinales


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PRICE:

From $1,945 based on dbl occupancy

DURATION

7D / 6N

DEPARTURES

Custom departures avaialble year-round

ACTIVITY LEVEL

Easy-Moderate

ROUTE

Havana – Las Terrazas – Vinales

PROGRAM ELEMENTS

Customizable

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Overview

Experience the best that Cuba has to offer, from an intimate dive into the music and history of Havana, to the lush green tobacco fields in the Valley of Vinales. This travel program, offered under the Support for the Cuban People category of travel, allows you to connect with the rich culture and incredible environments of this unique island through the personal stories of the people who live there.

Highlights
  • Learn about changing Cuba directly from Cubans
  • Stay in private homes with local hosts
  • Experience the romance and history of 1950’s Havana from Hemingway to the Rat Pack
  • Horseback ride through tobacco fields
  • 100% locally organized and led programs
Trip Details & Itinerary →

Music, History & Nature


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PRICE:

From $1,945 based on dbl occupancy

DURATION

7D / 6N

DEPARTURES

Custom departures avaialble year-round

ACTIVITY LEVEL

Easy-Moderate

ROUTE

Havana – Matanzas – Playa Larga – Havana

PROGRAM ELEMENTS

Customizable

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Overview

Dance between Cuba’s two worlds of energy and nature, from the city where music spills out onto the storied streets, to the gentle lullabies of the beach. Jump into the heart of the action in historical Havana, learn the traditions behind the dance and music in Matanzas, and discover where history and relaxation merge in Playa Larga between the Bay of Pigs and the incredible wildlife of the Zapata Swamp.

Highlights
  • Learn about changing Cuba directly from Cubans
  • Stay in private homes with local hosts
  • Experience the magic of vibrant son and danzon dance and rhythms
  • Birdwatch in the Zapata Swamp with local guide
  • 100% locally organized and led programs
Trip Details & Itinerary →

Cultural Connection Family Program


Contact us about this trip
PRICE

From $1,750 per person

DURATION

8D / 7N

DEPARTURES

Available year-round

ACTIVITY LEVEL

Easy

ROUTE

Havana – Las Terrazas – Vinales – Havana

PROGRAM ELEMENTS

Customizable


Great for families!

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Overview

From the colonial streets of Havana, to the lush green fields of Vinales, experience Cuba through the eyes of your local guides on custom-crafted excursions. Your family will learn how Cubans work, play and eat directly from Cubans themselves and explore the rich natural environment.

Highlights
  • Stay in private homes with local families
  • Learn about Cuba’s unique culture through art, food and sport with knowledgeable guides
  • Explore by horseback, bike, zipline and on foot
  • 100% locally organized and led programs 

     

     

Trip Details & Itinerary →

WHY TRAVEL WITH US

Crooked Trails is a non-profit organization focused on transforming tourism into a positive force in the world. We create travel programs that reflect our values and are worthy of the trust placed in us by our travelers. By traveling with us, you can be assured that your money will go to support our partner communities, the causes we support, and our on-going work to make tourism better. We do this by:

  • Connector.

    Selecting locally-owned hotels, restaurants and transportation in order to ensure your money benefits local people.

  • Connector.

    Employing experienced local guides who are paid a fair wage.

  • Connector.

    Offsetting the environmental impacts of travel through initiatives such as our Travelers Against Plastic (TAP) campaign, demonstrating ways to protect local resources, and encouraging the purchase of carbon offsets.

  • Connector.

    Educating travelers in cultural sensitivity and the social, economic, and environmental impacts of their travels.

  • Connector.

    Acting on our commitment to the social and cultural protection of people in our host countries.

  • Connector.

    Offering unique experiences and opportunities for authentic engagement.

  • Connector.

    Donating a portion of your trip fees to the community development projects we support.

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