283 messages

Anthony Rubenstein

I believe that having the privilege of visiting other places and experiencing other cultures unites and enlightens humanity. I have traveled to over 60 countries, and lived outside my native country (USA) for years at a time. I have experienced being a native, a tourist, a traveler, and an immigrant, and try to bring the best qualities of each of those categories to my life, and to my work as a destination specialist for Cuba.

Together my wife Mayret and I run Havana VIP. Mayret is a Cuban Art Historian from the University of Havana. That's us dancing in our house in Havana in my profile photo.

What places and activities do you specialize in?

"Havana VIP is a leading high-end concierge-style English language tour operator to Cuba. We have been featured in Vogue, ELLE, NY Times, Washington Post, Huffington Post, CNN, PBS NewsHour, and many others. We curate unique unforgettable voyages using our own exclusive portfolio of immersive experiences.

No big escorted tour groups, all of our trips are private VIP voyages specifically customized to suit our client’s interests. There are no groups or strangers, just our clients’ own traveling party. We host couples, friends, families and groups. We have offices in Philadelphia USA, and a full team in Havana Cuba, and all across the island. Havana VIP has created trips for English-speaking clients from all over the world. Of course, for U.S. Persons, all of our tours are 100% compliant with all U.S. regulations governing travel to Cuba. "

How did you get involved in travel?

"I ended-up as a travel specialist dedicated to Cuba accidentally. I discovered Cuba myself about 20 years ago. I began giving friends hints and tips for visiting Cuba. Soon those friends sent their friends whom I didn't know personally, so I started charging for my services. Now here I am... "

Please share a unique travel experience you will never forget.

"I hung-out with some Masai teenagers (Moraani) when our safari group had an emergency and they had to leave me behind for a few hours. Despite the vast differences in culture and environment they were just regular teenage boys, talking about sports (hunting and soccer) and asking about girls."

Featured trips & expertise

Going Off the Beaten Path in Cuba

More than 4.5 million tourists visit Cuba each year, and the vast majority don’t get beyond the most popular destinations, such as Santa Clara, Trinidad, and Viñales. Escape the crowds with these suggestions and you’ll soon be biking, diving, hiking, and touring your way through Cuba like a local.

Ultimate Guide to Cuba’s Tobacco Country

Tobacco Country is one of Cuba’s most visited regions. It draws hundreds of thousands of visitors annually, all eager to enjoy adventure activities and admire the area’s spectacular scenery and culture. Get inspired by the following itineraries, along with your best options for lodging, dining, and entertainment.

How to Spend 5 Days in Cuba

Cuba may be an island, but that doesn't mean you have to spend all your time in one area. Whether your priorities lie in exploring the countryside or immersing yourself in Havana’s urban culture, it’s easy to craft a satisfying five-day itinerary with these expert suggestions.

How Many Days Should You Spend in Cuba?

Cuba, an island measuring 780 miles end to end, is much larger than many visitors imagine. With its diverse ecosystems and cultural distinctions among regions, you could easily fill several weeks with exploration. Have limited time? Not to worry: you can discover Havana's highlights in just a matter of days.

Recent trip reviews for Anthony

Tour to havana , Cuba - Jul 2 - Jul 2, 2018

Traveler: Nhora S. - Local specialist: Anthony Rubenstein

Cuba was amazing! Magalys our tour guide did an excellent job taking us to the best spots in Habana like La bodeguita del Medio ( live music and mojitos), delicious lunch at Chanchullero de Alamar and the highlight of the entire day was the ride on the classic car. A very unique, unforgettable and emotional experience.

Anthony Rubenstein, local specialist, responded to this review:

We're glad you had a good time with us Nhora!