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.
Edits
Reviews are shown as their authors wrote them. The company can reply, but cannot edit them.
Score
This company cannot pay to remove reviews or change its score.
Irma is a wonderful guide. She curates an excellent itinerary, picks delicious and varied restaurants and works to accommodate flexible alternatives if needed. Tours of Mexico City and San Miguel de Allende were fun and thorough (but not rushed). Didn’t love the first hotel but everything else was terrific!
VG
V.Gaston
We traveled to Ireland in September…
We traveled to Ireland in September 2024. We had a good time, and our tour guide, Ebony, was fabulous. She was very flexible and accommodating.
WE
Wendy
We came up with a crazy idea to visit Ireland…
We came up with a crazy idea to visit Ireland about a month before we wanted to go. I had used Cultural Island Travel for a trip to Cuba and wanted to see if Ebony could fit us in while she was in Ireland. Teresa was great to work with again and everything happened so quick! We got an itinerary that covered everything we wanted to do plus a few extras. Ebony was there every step of the way. It's like traveling with a trusted friend! Thanks for a fantastic trip. I recommend this company without reservation.
MH
Mercedes H.
Perfect Trip to Cuba
Teresa planned an absolutely incredible trip for us. I am Cuban and never thought I would visit Cuba. Teresa was able to relate to me and my concerns about the trip. She gave me a great deal of comfort based upon her own personal knowledge and experience. She was also very patient and accessible throughout this entire process. She spoke to me on the phone for hours to get to know me personally and to listen to the places I wanted to visit. Teresa gave her suggestions and was readily willing to adjust our itinerary to the requests I made. After doing further research, we decided to proceed with the planned itinerary. We are so happy we did - our trip was perfect. We stayed at a wonderful Bed and Breakfast that was perfect for us and the experience we wanted to have.
Our guide, Laura, was wonderful. She was very knowledgeable about Cuba, its history, and all of the places to visit (even the ones that didn’t fit into our schedule). Laura adapted the plans throughout our trip based upon the weather and availability of the tours. As a result of Laura’s knowledge, effort, and her ability to adjust our schedule, our experience was incredible. Laura also made sure we had the best possible guides who were very knowledgeable of the specific areas we visited.
Laura is very friendly and has a great sense of humor. She is a wealth of knowledge on the history of Cuba and all the places we visited. She made this trip an incredible experience for us. We had such a great time, that we are already planning our next trip.
ST
Scott T.
An Amazing Trip To Cuba
I just want to tell you , that I had a fantastic
time in Havana , the people were really friendly and the food was delicious !
The classic cars were a joy to ride in .
We had a really great tour guide named
Dariel . Best tour guide I ever had .
I’ll be visiting Cuba again , hopefully in December. Would highly recommend going to Havana , and having Dariel as your tour guide . He took care of everything . He was very polite and friendly . And made sure we had a great time .
Can’t wait to go back !!
Take Care
Scott Taber
KE
Kei
Couldn’t have had a better team!
I honestly couldn’t have had a better experience with Cultural Island Travel. Teresa was on top of everything from the beginning of planning and then Ebony (and Carlos) took over seamlessly once we landed. What a kind, smart, considerate company! They are full of fun, adventure, and information. Can’t wait to travel with them again. Thank you for everything!!
BO
Bonnie
Santiago, Cuba - Music, History, Nature
This was our 4th trip with Cultural Island Travel, and it was as wonderful as the others. We had been to Havana, Cuba on the western side of Cuba before and this time visited Santiago, the country's second largest city, on the eastern end of the island. Previously we went to Mexico City and Oaxaca with CIT. All four trips were very well planned, organized, and guided beautifully. In Santiago the focus was on music, history and nature. The Caribbean Music Festival was going on while we were there, and we enjoyed four live performances in such varied venues as the patio of an art center, a downtown nightclub, and a large auditorium. The Cuban and Caribbean music was lively, exciting, and fun. History came alive for us with a visit to San Juan Hill, the place where Teddy Roosevelt and his Rough Riders defeated the Spanish in 1896 in the Spanish-American-Cuban war. We also visited the farm where Fidel Castro trained his young soldiers for the revolution, as well as his grave-site in the Santa Ifigenia Cemetery. The natural beauty of this eastern end of Cuba was everywhere from the Baconao Biosphere Reserve, to the Paraiso Gardens, to beautiful Caribbean beaches. Our CIT guides, Irma and Amado, and local driver, Miguel, were superb! They not only were our guides, but our companions and friends each day of our trip. Our son's birthday occurred on the trip, and Irma made sure our lunch stop had cake and a small celebration for him at our table. The Cuban people we met were warm and welcoming especially Cari at our charming B&B, Hostal La Hiedra. Local guides Manuel and Haydee were excellent in explaining local history, culture, and sights to us, and were ever-patient and knowledgeable in answering our many questions. Teresa, CIT's coordinator, is efficient and knowledgeable in organizing the details of the trip and making sure you are ready to go! Irma and Amado and our local guides were knowledgeable, can-do, sincere, problem-solvers, who prepared a custom itinerary for us and were also flexible enough to make changes as we requested as we went along. We look forward to more travel with CIT.
VM
Vicky M.
Incredible Experience!
We had an incredible visit to Cuba! All of the attention to meeting our needs and expectations were met and exceeded. Our guide Ivette was incredibly knowledgeable and answered all of our questions. The restaurant recommendations were amazing, especially the farm to table experience in Viñales. We highly recommend and will be sharing your information. Can’t wait to return.