Travel to Cuba

There are numerous categories of authorized travel to Cuba. The most commonly used are family visits; journalistic activity; professional research and meetings; educational, research and religious activities; public performances and exhibitions; support for the Cuban people and humanitarian projects.

Cuban culture is vibrant and welcoming. Skip the research and frustration of getting yourself to Cuba. Organized by Cuban art & cultural specialist Rachel Weingeist you will enjoy a highly personalized itinerary. Complete cultural concierge support and confirmed booking of all travel arrangements (flights, visas, housing, ground transportation and more) to Cuba for you, your family, clients or friends. Come to know the rich island traditions from a unique insider’s perspective!

The sky’s the limit on this trip…with guided tours of local cuisine, art, architecture, cigar tasting, baseball, boxing, the music scene, and nightlife. Your party will receive personal introductions to cultural figures, artists, doctors, economists, and other fascinating personalities. And don’t forget about beaches, museums, farms, baseball games, cigars, and Salsa. It’s a rare opportunity for a truly insider's view of Cuba that you and your guests will remember for a lifetime…

Who: Experience this culturally rich country with Rachel Weingeist, specialist in Cuban art & culture

What: Savor a personalized itinerary and experiences that you and your guests will never forget

When: Whenever you want to travel

Where: One of Havana’s renowned historic hotels or private homes

How: There are more flights now than you expect! Travel planning includes itinerary, visas, ground transportation and lodging in Havana and more

Other Highlights

• Supporting the Cuban people through one-on-one experience

• Take advantage of direct access to the most intriguing artists and studios in Havana

• Enjoy architectural overviews and explorations

• Visit organic farms, hike, swim and enjoy the landscape

• Educate yourself on the nuance of the deep cigar culture with tastings and walks through tobacco farms

• Experience electrifying dance hall gigs by multi-generational, Afro-Cuban musicians & dancers

• Baseball is more than an passionate pastime on island and the ambiance in the Havana stadium is a must

• Sample Cuban cuisine served in the atmospheric surroundings of paladares (private restaurants)

• Meet cutting edge thinkers and artists who are helping to shape the new Cuba

• Watch and learn Salsa on a roof top in the famed Buena Vista neighborhood

• Explore Havana’s smoldering nightlife and music scene

• Dedicated collecting support from Rachel Weingeist, expert in Cuban art & acquisitions

Regulations: Participants must abide by all U.S. Office of Foreign Assets Control (OFAC) regulations and visa laws. All travelers and their guests must review these regulations and conduct themselves within the law while in Cuba. 

Please reach out with any questions regarding an estimate. 

TESTIMONITALS

We had a wonderful time in Cuba, thank you so much for everything. You were a joy to work with and Mel the guide was a gift to our whole family. I think my favorite part about the trip were the people. Plus architecture, history, etc.” — Emily Karaszewski, Sotheby's International Realty

I want you to know that our trip to Cuba was one of the very best trips I've ever taken. I loved every day of it, and continue to think about  Cuba, the music, the various types of dance we saw, and so much of the art--not to mention the food. I so appreciate what a great job you did in putting the trip together. Thank you!! — Susan Hellerman, Former, Assistant Attorney General, Michigan

We can't tell you how wonderful this has been. The guide is a joy and today was another "10”!  It has been an incredible trip and we are now huge fans of Cuba and huge boosters of you and your work. The foundation you've laid here is very deep and very strong.  You should be proud. More when we see you. — Ellen & Andy Celli, Whitney Museum Board member

Thanks again for organizing the Cuba trip. It was fascinating and interesting and we have many wonderful memories. So glad that the kids were able to visit at this time and place. Everything went smoothly and was so well-run. I also wanted to highly recommend the tour guide - she was terrific and very professional as was the driver! Also, it goes without saying the young architect was one of the best meetings. — John Maloney, President, Circa

Thank you for all your help. Invaluable! — Holland Cotter, Art critic, The New York Times

We are all still thinking and talking about our time in Cuba. We are so glad to have been there and only wish we had been able to stay longer. We hope to return one day! We loved everyone we met through you. The Salsa dancing, planned at the last minute, was a huge hit! — Anonymous

The whole trip was a real treasure and we want to thank you for it. The itinerary was very thoughtfully done and we met very special people. Thank you. — David Manela, Chief Revenue Officer, Fiverr

Our trip to Cuba was amazing. Rachel put together a great itinerary. Every day was filled meeting interesting artists, and learning about the country. Thank you so much for your effort and your passion. All of us, including the kids, had a wonderful experience. — Andrew Schloss, gallery owner

The people we met were certainly the highlights, all great hits, provided essential knowledge and a gave us that sense of access you don't always have. We developed terrific bonds with our guide, who is exceptional, and our driver who is also a truly wonderful person. Both went out of their way to accommodate our group, and had a great touch with the kids, grandmothers, all of us.  —  Anonymous

I had long thought Venice to be the most unique and opaque place on Earth for a first-time visitor.  That was before my trip to Cuba for the 2012 Bienal.  To say that Rachel “organized” the trip is to do her a disservice:  Thanks to her knowledge, charm, expertise, and extensive connections and experience, my trip to the truly one-of-a-kind island country was a personal and professional highlight of my life.  From her choice of hotel, to our guide, to our visits to the artists’ studios, to the Paladares, to the art venues and historical sites, but especially, to her access to the people who live and work in and around Havana, Rachel’s gift to me and my group was an unparalleled insider’s experience of Cuba.  Truly, the trip of a lifetime.  Noah Dorsky, CIO of Dorsky & Company

We went to Cuba with Rachel and had an incredible time. Both of us are artists, and the trip was built around the Havana Bienal. Rachel did an amazing job of making sure we were on an inside track with the city's finest artists, curators, and restaurateurs. We got a tour of the old city from one of Cuba's most renowned architects. We attended the opening of Sandra Ramos's show at the Modern Museum and went to her studio for the opening after-party. Everywhere we went we saw artists in their studios or at their exhibitions and they all knew Rachel; the same with the Paladares and she took us to all the best ones. She has spent many years forging relationships with the Havana artist community and knows the city inside and out. — Melinda Hackett & Michael Drury, artists

We wanted to explore Cuba for ages. Rachel did an amazing job at making our experience seamless and worry free. She was able to tailor our visit to exactly what we wished. She introduced us to amazing contemporary Cuban artists and musicians we would have never been able to come in contact with otherwise. In my opinion, if you want to learn about Cuba you must really experience the full richness of its culture and people, Rachel is the preeminent organizer and adviser for such a trip! — Dr. Daniel Schweizer