Educational, person-to-person, and cultural trips for creative travelers

Cuba Art Adventures

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We customize cultural immersion tours for creative travelers.


Meet the real Cuba in your own way, and have a real adventure. Our custom tours are designed for small groups that want a down-to-earth, genuinely educational and person-to-person experience.

Like many visitors to Cuba, you’ll have a chance to enjoy Cuba’s classic cars and mesmerizing architecture, visit the country’s gorgeous beaches and lush countryside. With CAA, you’ll also get to know warm, vibrant people and feel Cuba’s proud community spirit. Salsa's living roots will take you by the hand and invite you to dance. Locally-owned guest houses and charismatic, knowledgeable local guides will give you a window directly into Cuban people’s lives.

You’ll get to know Havana’s colorful neighborhoods, and if you choose you can fill your sketchbook or photo album with inspiring images. Guaranteed, you’ll share thoughtful, inspiring conversations and experiences with dynamic Cubans. Your trip also helps fund local projects and provides excellent employment for our talented team.

Cuba Art Adventures itineraries are customized for your small group. Choose your preferred dates of travel and travel partners, then we will help you design your adventure - or join a group of individuals.


Is it legal and safe to travel to Cuba?

Travel to Cuba is legal and easy with Cuba Art Adventures under the “education and person-to-person” travel category. The US government’s new guidelines require travelers to be with a group that’s led and administered by an organization under US jurisdiction, to support the Cuban people by staying in private guesthouses rather than military-affiliated hotels, and to adhere to a full-time itinerary of educational activities that bring travelers in contact with Cuban people. This, along with navigating often complex and unpredictable logistics, is our specialty.

Getting your visa is now built into the airline booking/check-in process, and direct flights now run from Boston and other major US cities direct to Havana for reasonable rates.

Cuba is known to be an extremely safe country for foreign travel. US visitors consistently find the Cuban people to be warm, welcoming, and appreciative of positive connections with the US.

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Special Event ~~~


Meet the Real Cuba

Workshop Presentations with Laura Quincy Jones and Yasser Torriente-Rodriguez

Taste the best of Cuban culture & collect travel tips with a fun US-Cuban couple living in Havana!

  • Learn how to make your Cuba travel legal and stress-free.

  • See the best of Cuban art, dance and music as well as iconic favorites - old cars, cigars, beaches, architecture - in authentic context.

  • Discover the island’s deep cultural gems - what resourceful and resilient responses to challenges, multi-ethnic culture, education and social consciousness look like every day.

  • Collect “good to know before you go” travel tips.

  • Have an opportunity for Q&A during and after the presentation

In the Boston area this Fall…

Somerville – Sat Nov 3, 1:00pm    Somerville Armory ~ FREE!

Arlington – Tues Nov 6, 7:00pm   Arlington Community Education Center ~ Register Here with code HL030

Lexington – Thurs Nov 8, 7:00pm Lexington Community Education ~ Register Here

Newton – Thurs Nov 15, 7:00pm    Newton Adult & Continuing Education Center ~ Register Here

Brookline – Thurs Nov 29, 7:00pm Brookline Adult & Community Education Center ~ Register Here

Cambridge Sat Dec 1, 1:00pm Cambridge Public Library ~ FREE!


Join us in Boston to celebrate Cuban culture & Travel!

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Meet Cuba in your own way


Led by charismatic and helpful local guides, experience Authentic Cuban cultural activities…and have a chance to explore on your own.

Feel the wind in your hair as you ride along the Malecon seafront in a vintage car. Take a walking tour of Old Havana. Visit renowned museums, cultural sites, private galleries and urban murals. Enjoy day trips to the gorgeous Vinales tobacco valley and Cuban beach towns. Smile back at old men playing dominoes and kids playing soccer on dusty street-corners where music and laughter mix. Twirl on the dance floor to the beat of Cuban rumba, salsa and son with dancers who are as stunning as they are welcoming. Watch the afternoon sunlight fall on Havana’s gorgeous, crumbling architecture. Walk down dirt roads with third-generation farmers who cultivate the country’s renowned organic produce, tobacco and sugar cane. Relax in the Old Square with a cocktail or a cigar. Float in turquoise Caribbean waters under the sun. Customize your tour to your interests.

Havana is an artist’s paradise: full of bright pastel colours, crumbling facades and beautiful people.
— Jenny Rushmore, March '17 CAA Trip Participant
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Casa Accomodation


Classic "casa particulare" bed & breakfasts provide an authentic experience of Cuban life.

Run by local families, these private guest houses are clean, comfortable, and equipped with kitchens and air conditioning. Bathrooms have showers and hot/cold running water. Casa breakfasts are typically a feast of tropical fruit, eggs with or without ham, rolls, coffee/tea, and fresh fruit juice made to order. In Havana, all of our casa are in the heart of the Old City.

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Cuban Friends & Family


Our guides for excursions are knowledgeable and give personal as well as historical experience. 

Our hosts are elegant and welcoming casa owners. Our salsa teachers make it easy to relax and have fun in Cuba. The Cuban friends who join us for meals will share their life experience and views, and be eager to hear your impressions of the country they love. Discover the living alchemy of Cuba’s mixed cultural, ethnic, religious, and artistic traditions with roots in Africa, Europe, and Latin America through the lives of new Cuban friends. Get lost in conversations with open-hearted, intelligent Cubans that will leave you inspired, wonderfully confused, and craving to know more. Most of our travelers to Cuba tell us that in a country of beautiful and compelling sights and experiences, it's the people who leave the strongest positive impression. Here, it will be easy to make Cuban friends and begin to see the country through their eyes.

It’s a rare privilege to have passionate and articulate locals on hand to guide you in a complicated place like Cuba. The tour schedule provides something to scratch every curiosity itch.
— Alison Darrow, May '17 CAA Trip Participant
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