Profile photo for Anthony Rubenstein
588 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."

Anthony is part of the following groups: Cuba Travel Agents
Top itineraries and travel advice

Recent trip reviews for Anthony

Cuba | Apr 25 - May 6, 2019

Arun N.
Switzerland | Reviewed on May 19, 2019

The best thing about the tour was the guides. Thy were all very knowledgeable, generous, fun to be with and willing to be flexible.
The organization was great and worked like clockwork - we got the mix of experiences we were looking for.

Local specialist: Anthony Rubenstein
Anthony Rubenstein
Local specialist in Philly, USA & Havana, Cuba | Replied on Jun 06, 2019

Hi Arun,

Thanks for the great review. The guides loved you guys too. In fact they all send their regards. Thanks for traveling with us!

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

Nhora S.
Stone Mountain, GA | Reviewed on Jul 07, 2018

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.

Local specialist: Anthony Rubenstein
Anthony Rubenstein
Local specialist in Philly, USA & Havana, Cuba | Replied on Sep 28, 2018

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