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5 2017 10 07 12.49.57 4 Girls trip 2 Padalecki


Immersive & Individualized Destination Management

Custom – Legal – Private – Meaningful Luxury Travel



Nothing is cookie-cutter about a Cultural Cuba itinerary! We do not like rigid, inflexible programming. Our trips meet all the legal requirements of Support for the Cuban People travel with custom-tailored activities and flexible pacing. Each individualized itinerary provides behind-the-scenes access and authentic connections unique to Cultural Cuba.


Our team of expert dedicated private Cuban Guides are the best there are in Cuba. Each guide has excellent English language skills and experience at navigating the ever-changing landscape and traveler preferences. They are adept at sharing the best of Havana’s fascinating culture and unique history.



We only work with centrally-located lux hotel properties such as the Gran Hotel Manzana Kempinski (a favorite for its location, the spectacular roof-top pool, and the delicious included breakfasts) and intimate art-filled boutique hotels in Havana. Vetted private casa particulares are an option for travelers exploring the countryside. We handle reservations and prepayment of accommodations since hotels cannot be booked or paid for using US credit cards.


The private guide serves as a night-time concierge, determining where and when the best live music offerings are happening at venues such as Fabrica de Art (VIP entrance), Cafe Miramar, El Floridita, and the National Theater.



Havana’s Top Restaurants are privately owned “paladares” inside former mansions or converted home kitchens.  Celebrate special occasions on the private roof-top of La Guarida, enjoy a cigar in the VIP smoking lounge, and explore the flavors of Cuban cuisine. We continuously vet the best dining options to ensure top-quality ingredients and service—reservations made in advance.


Travelers enjoy immersive and interactive cultural experiences that support the Cuban people and go far beyond a history lesson or a cookie-cutter guided tour. We combine travelers’ specific interests and preferred pacing with a humanitarian focus for enriching meaningful travel.


“Just got back from Cuba. The accommodations were lovely and as portrayed, the guide was incredible, the food was superb and the experiences/tours were all wonderful. Thank you for helping us plan a Cuban vacation that was fabulous!” – Dr. Lydia Pinney


Our trip to Cuba with Cultural Cuba shattered our lofty expectations. It provided a perfect balance of structured itinerary and flexibility making it seem like we were immersed in Cuban culture and history while at the same time feeling like we were on vacation. In addition to the first-class accommodations, every experience felt exclusive and VIP making the trip truly memorable.” – Bob Davidovitz


“”Our trip to Cuba was AMAZING!   We have already started to spread the word to friends. Our guide was outstanding – we are so grateful he took on our challenging assignment.  We’ve had many tour guides in the past who were very good, but the Cultural Cuba guide tops all of them. I can’t rave about the guide enough, as well as the many activities you planned for us, and the other people who we met that made our trip so special.  Such a unique and special vacation for each of our family members, from youngest to oldest.” Laura Ching

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INTERACT with curious preschool children in Old Havana


PARTICIPATE in a private jazz jam in a musician’s home


COOK alongside a Cuban chef in an intimate restaurant


EXPLORE off-the-beaten-path with a Cuban photographer


TASTE rare vintages of Havana Club Rum


SUPPORT the talented Habana Compas Dance


ENJOY classic convertible rides along the Malecon


VIEW a performance at the National Theater


CONVERSE with the former dynamic Cultural Attache


EXPERIENCE authentic Cuba through its colorful culture

Contact us for more information. We’d love to answer your questions!

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