About Cultural Island Travel - Travel To Cuba Legally
Has Cuba captured your imagination? Do you want to see a country that is in every way set apart from all of the others? Travel with us to this enchanting island full of friendly faces and discover why even our most seasoned travelers call Cuba their favorite country. Fall in love with an island of people who put the arts first. Meet Cuba’s finest musicians, artists, and dancers. Visit inspiring community project leaders and entrepreneurs. The treasure of Cuba is its people, and you will meet these spirited people that make Cuba unforgettable. You will benefit from our exclusive connections forged since our involvement with the arts in Cuba began in 1999, when our director first witnessed the extraordinary musicianship on the island. At Cultural Island Travel, our sought-after unique experiences lead to a journey of a lifetime. Ask us about our custom tours where we can creatively craft an itinerary based on your group’s interests and budget. We have recently taken amazing musicians such as Questlove.We have no minimum passengers on our custom tours. Contact us at 1-800-494-1945 or [email protected] so we can plan your unique Cuba trip!
Cultural Island Travel - Travel To Cuba Legally (culturalislandtravel.com) has 184 customer reviews on Five Star Index, with an average rating of 5.0 out of 5.
Also known as
culturalislandtravel.com
Website
culturalislandtravel.com
Category
Activities & Tours
Location
New York, New York
Listed on Five Star Index
2026
About these reviews
Replies
The company replied to 29% of reviews.
Latest
Most recent review: October 2026.
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Cultural Island Travel - Travel To Cuba Legally reviews
184 approved reviews, newest moderated first
KC
Karan C.
Wish I could give 10 stars!
A huge thank you to Kristen Jelley, Donna Abuan, Laura Gonzalez, and the team at Cultural Island Travel, for planning and executing our amazing Cuba adventure. We are still on a Cuba high, three weeks later! As special heartfelt thank you to our wonderful guide and new friend, Fernando Ramos Cuesta, and our driver Paul, who spent three days with us in Havana and Cienfuegos. We had difficult logistics to deal with, but you all pulled it off seamlessly. I still can't believe that we made it to Finca Vigia, Hemingway's home, with time to spare; a dream come true. I have to admit that I cried when we had to say good-bye to Fernando in Cienfuegos. We also enjoyed our visit to Santiago and our guide, Rogelio, though our time together was too brief. Cuba is such a beautiful country, and it's people so warm and welcoming; can't wait to return! As a further testimonial, we are already planning our next visit in February, with Cultural Island Travel, of course! Thank you again!
Karan and Bob
Sarasota, FL
Response from Cultural Island Travel - Travel To Cuba LegallyJan 5, 2019
Dear Karan.
Thank you for trusting Cultural Island Travel for your Cuba travel plans. We are so excited to hear your positive feedback. Fernando and Rogelio take great pride in their work. I am happy you were able to see some very special cities in Cuba. I completely understand that Cuba high. It has kept me coming back for twenty years now!
Thank you again and we hope to see you and your loved ones again on one of our tours soon.
Shabi
DB
David B.
Vacation of a lifetime.
It is a truly surprising destination, Cuba is. We have never imagined in our entire lives, to have set foot in this unique, and irresistible country.
It was quite an amazing experience to visit Havana, Cuba in such a short time, 3 nights and 4 days at that. However, we consider it as one of the best and memorable travels we have ever had so far. We had the best time ever. We would have to say it was a vacation of a lifetime!
Booking:
Kristen Jelley was the Cuba Travel Expert at Cultural Islands Travel who helped us booked our tour. We contacted her nine days prior to our desired date of travel. She was very patient and accommodating. She made sure that we are happy with all the travel arrangements, we had her changed our hotel and dinner reservations at the last minute. She worked hard so that we receive all the documents necessary for our travel before our departure. I have never dealt with a travel advisor as energetic and efficient as Kristen. We are very grateful of all the things she did for us in planning our perfect Cuba getaway. For us she is the Super Cuba Travel Expert!
Tours:
The tour certainly gave us a glimpse of the history of Cuba, its rich culture which is diverse. We saw different and interesting things worth seeing, the architecture is impressive, not to mention the colorful buildings that lined up busy streets, and seeing those classic vintage cars are a sight to behold! And riding on them is not to be missed! It gives you a feeling of nostalgia, as if you’re going back in time. We also had private performances to experience their music and a private salsa dance lesson. In all cases, the food was very good and tasty! Well prepared and healthy. It far exceeded our expectations. The whole experience came out very smoothly and we had so much fun. There was a good amount of activity and have enough time on our own. It was definitely a worthy adventure to have explored Havana via Cultural Islands Travel as our travel agency.
Guides:
For the most part, we were awed at how Ebony made us feel we belong as if we’ve known each other for long. She clearly exhibits willingness to help us enjoy our time which we did. She’s a very nice young lady, with great personality, a wealth of knowledge and went way beyond all expectations to show us everything she possibly could. She was fun to be with, very engaging and extremely accommodating. She was even our photographer and never complained, she was not strict as to the time and had never shown impatience. She was truly focused on the customer ensuring we were satisfied. She assisted us willingly to our comfort. The guide's itinerary as suggested by the company owner of Cultural Islands Travel were very informative and friendly.
We would certainly use and highly recommend Cultural Islands Travel and Ebony as travel specialist, again.
Overall, we had an excellent experience and would highly recommend Cultural Islands Travel. We really enjoyed our time with her.
Thank you very much for everything!
David and Leilani
Response from Cultural Island Travel - Travel To Cuba LegallyJan 5, 2019
Dear David and Lelani,
Wow! what a detailed and wonderful review. Thank you so much for taking the time to write it. I can't express how great it makes our team feel to hear these words. Kristen is a wonderful part of our team. She is pleasant and super efficient. I am glad she put all of this together for you so fast. Ebony was the second guide we hired and we are glad you were able to experience how much she likes to make our clients feel at home in Cuba. In the end these are people to people tours and this is what we strive for. We want you to feel and experience the best of the Cuban people, architecture, arts, cuisine and of course the cars!!! We hope to see you and your friends and family again soon in Cuba. Thank you! Shabi
TE
Teri
Teresa, AMAZING TRIPTO CUBA
Teresa,
The girls and I had an amazing trip. From the start you and your team didn’t miss one detail...
You were patient and informative. You answered calls and emails instantly providing us with the answers and comfort we needed for this trip. You went above and beyond for us. 5+ star treatment.
That treatment continued from the moment we arrived at the airport in Cuba. Laura was absolute PERFECTION. We were a high maintenance group (lol) and she accommodated us every step of the way… not only was she very informative, patient, punctual and sweet; her knowledge and openness about the culture in the country was unmatched and exceeded all of our expectations. We had the best time. We cannot wait to go back.
I would recommend cultural island travel to everyone and anyone who ever has any thoughts to traveling to Cuba. I am hoping to see your company expand its tours to Europe.
Response from Cultural Island Travel - Travel To Cuba LegallyJan 5, 2019
Dear Teri, thank you so much for taking the time to leave this wonderful review. Teresa truly cares about planning the perfect experience for our clients and Laura is educated and wonderful. We are so lucky to have them on our team. We are so happy that you were in their great hands and that you had the amazing treatment we always strive to provide. Thank you for choosing Cultural Island Travel for your experience in Cuba!
AD
Angela D.
Best Cuba trip
I had the most amazing experience in Cuba thanks to the kindness and help of Teresa with organizing our trip. She made it so simple and I didn’t have to worry about any details. Once arriving in Cuba, Laura met us at the airport. She was with us the whole way and gave us a once in a lifetime experience that i don’t think we could have had with anyone else. I 100% recommend this company and especially Teresa and Laura!!
Response from Cultural Island Travel - Travel To Cuba LegallyJan 5, 2019
Dear Angela, thank you so much for taking the time to leave this wonderful review. Teresa truly cares about planning the perfect experience for our clients and Laura is one of our best, friendliest and most capable guides. We are so happy that you were in their great hands and that you chose Cultural Island Travel for your experience in Cuba!
PI
Pink1957
Fantastic Experience!
From the beginning of our trip to the end, Cultural Island Travel, Teresa and Laura, took exceptional care of us! The details were precisely explained and planned prior to our departure making all paperwork easy to prepare and the tour itself once we were greeted by our educated tour guide Laura, was so interesting and diverse yet flexible enough to accommodate any changes we may have wanted to make! I cannot say enough about this agency as it was one of the most memorable, educational and fun trips I have ever experienced. I thank Teresa and Laura for their guidance, patience and kindness! Obviously I would highly recommend Cultural Island Travel!
Response from Cultural Island Travel - Travel To Cuba LegallyOct 2, 2018
Hello and thank you so much for leaving us this review. I am so happy that you loved us tour. We choose the experiences based on 20 years of experience with Cuba and we love to introduce our clients to the most talented Cubans we know. We are so glad you enjoyed Laura's company. She is so special in so many ways to us. Teresa also goes above and beyond to make sure all the details are perfect. She truly cares about each and every client and their experience. Thank you so much again for choosing us and recommending us. It makes what we do so much more rewarding!
JR
Julie R.
We went to Cuba for 5 days and Culture…
We went to Cuba for 5 days and Culture Island Travel arranged almost everything for us. They were professional, there when they were supposed to be and the guides were fantastic! They recommended great places to eat and to go at night. They tailored our experience to suit our needs and wants. They were also flexible when we decided to alter the plans a bit. I felt very comfortable with them and would highly recommend them to anyone I know, and in fact already have!
Response from Cultural Island Travel - Travel To Cuba LegallySep 21, 2018
Hi Julie, My name is Shabi and I am the director of Cultural Island Travel. We wanted to thank you for taking the time to review us here on Trustpilot. It is always so wonderful to hear that our sales staff and Cuba staff took great care of you. We are super proud of our team. We are all Cuba lovers and want to make sure that every single person who travels with us has an amazing time and ends up loving Cuba like we do. Thank you also for recommending us. This helps us be able to continue the work we are so passionate about. Lastly, thank you for sending the wonderful pictures. We really enjoyed them!
LO
Laura O.
Fantastic trip
In Jan 2018 we enjoyed a 10-day tour to Cuba with Cultural Island Travel. They did a fantastic job! We requested a customized tour with a group of only five people and stayed in Havana with a couple day trips outside. Our guide (Ebony) was exceptional and so were the others who supported her. We stayed at a private home (apartment) which the tour company found for us. The restaurants they took us to were all excellent and we also visited many interesting concerts, museums, historical and other sites. I highly recommend this tour company.
Response from Cultural Island Travel - Travel To Cuba LegallySep 21, 2018
Hi Laura, My name is Shabi and I am the director of Cultural Island Travel. We wanted to thank you for taking the time to review us here on Trustpilot. We love Ebony, she is one of our most highly rated guides. She gets deeply involved with each group to make sure that they trip is a trip of a lifetime for them. I am glad you stayed at a private house. I do the same in Cuba and have had many fantastic experiences with them for many years. Being a foodie myself it is imperative that everyone on our tours go to the best restaurants in Cuba! I am so happy to hear you enjoyed your tour and hope that you will recommend us!
OL
Oliveri
Havana Jazz Festival Tour
Recently returned from the Havana Jazz Festival Tour with Cultural Island Travel and our group enjoyed it very much. The musical offerings were varied and of very high quality. Truly a wonderful week of jazz!
We were very well taken care of by our excellent guide Santiago Flores who was with us for the entire five days and was very well informed about all the cultural and historical stops on our tour. He was always extremely courteous and professional and attentive to our needs. I think we were fortunate to have him as our guide..
The driver Eduardo was also excellent. He was always punctual and drove us to near and far destinations safely, ensuring our smooth entry and exit to all events.
Cuba is a wonderful country that has suffered image issues due to ignorance and politics. It is indeed safe and clean and the people could not be nicer. We stayed at the Parque Central in central Havana, and it is a world class hotel with nice rooms and live Latin music playing continuously from morning to midnight in their very charming lobby sitting area.
Would recommend Cultural Island --and Santiago Flores- to anyone wanting a Cuba travel experience. We will return for sure.
Response from Cultural Island Travel - Travel To Cuba LegallyFeb 4, 2018
Thank you so much for posting this review. I had the pleasure of meeting this lovely family and getting to know them over dinner on the first night of their trip. Santiago came highly recommended to us from Ebony and everyone has been extremely happy with him. He has a lot of heart and dedication to his work and loves showing his homeland to our clients. Cuba has suffered some image issues due to politics but more and more people like you are going and seeing the real Cuba and writing about it. I am so thankful for that because over the past 20 years of traveling there I have never felt unsafe one time at any time of day or night and in any neighborhood. I am glad that you felt safe and happy and enjoyed all of Cuba's amazing music, art and culture. We will be happy to welcome you back anytime and thank you again for this wonderful review. Your family is so beautiful and I am happy that I was able to meet you.
Shabi Samoohi
Director
Cultural Island Travel