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Frequently Asked Questions
Cuba Tours

Yes, when you travel with insightCuba your tour will be with a group. Our average group size is 16, but you'll never find more than 24 guests on an insightCuba tour. Even if you are traveling to Cuba on your own, being part of a guided group tour allows you the opportunity to travel with like-minded people while sharing intimate experiences with our friends in Cuba. 

Our travelers are from all different parts of the United States and come from all walks of life. Couples, friends, solo travelers, families, working and retired professionals– you name it, they’ve traveled with us. Our Cuban guides and insightCuba tour leaders are experts on Cuba and pride themselves on giving each guest an unforgettable experience and a lifetime of memories.

When you book a tour with insightCuba, we do all the legwork for you and ensure you are staying in the best possible accommodations, eating at great restaurants, and exploring all of what Cuba has to offer. All you have to do is pick one of our Signature, Specialty, or Custom Cuba tours that is right for you and we do the rest. To view our different Cuba Tour packages, you can visit our Cuba Tours page to learn more about our current tours and offerings.

There are many benefits to group travel and the people-to-people travel experience. Foremost, we are able to provide our guests with insider access to experiences in Cuba the regular tourist would never find, as well as the best access to Cuba’s most famous places. This gives you a unique and truly authentic Cuban experience that is unmatched anywhere else.

Prior insightCuba guests continually note that one of their favorite parts of their trip was the shared camaraderie with fellow travelers. We have guests that keep in touch more than 10 years after traveling together with us. You never know, you may leave your trip with some friends for life.

Travelers consistently tell us that their favorite in-country experiences are the intimate and special connections they forge with local people, the opportunity to share a smile, make a friend, and gain real insight into the destination. It’s ours, too!

InsightCuba’s people-to-people activities provide guests with unique access to people and places the average tourist rarely sees. Our guests discover Cuba through the eyes of its people, from an insider’s perspective. You’ll get the opportunity to know extraordinary people who will inspire you, share their stories and listen to yours. We’ll take you to the heart of what makes this country so fascinating. You’ll walk away with memories you’ll cherish forever.

Below are some highlights of people-to-people activities.  We also invite you to browse the itineraries for any of our six Signature Cuba tours or Specialty Cuba tours and see many of our exclusive people-to-people activities.

  • Meet popular Cuban painters in their studios
  • Visit a Cuba primary school and interact with the children
  • Experience a live music demonstration and discussions with some of Cuba’s popular musicians
  • Meet with Cuban business owners who have started thriving under Cuba’s new economic model.
  • Go backstage with local Cuban dance groups
  • Meet with an expert historian regarding local Cuban history
  • Meet with an expert in Cuban architecture and explore Cuba’s rich architectural history
  • Tour fine art museums with local experts
  • Dine at private, family owned Cuban restaurants

If you have any questions about the above people-to-people activities or which insightCuba tour might be right for you, browse our Cuba tours, or contact one of our travel specialists at 800-450-2822.

There is no minimum amount of guests on our Cuba tours. Our average group size is 16, but you'll never find more than 24 guests. This allows you the opportunity to travel with like-minded people while sharing intimate experiences with our friends in Cuba. 

Yes, we are proud to offer private group tours of Cuba for our travelers. Actually, we've sent hundreds of private groups to Cuba for over 15 years.

InsightCuba collaborates with many institutions, alumni groups, professional associations, clubs, travel clubs, museum groups, medical groups, councils, organizations, and families to design private Cuba people-to-people tours that address their group’s special interests and needs.

How Do Private Group Tours to Cuba Work?

Once you inquire about a private group tour with insightCuba, our private group department will work with you to identify an itinerary that is tailored to your group’s interests and budget.

Our private group department is full of travel experts who have traveled extensively throughout Cuba. They will arrange every aspect of your trip, including flights, hotels, and a daily itinerary of activities. We work directly with our local partners in Cuba to make sure everything is arranged in advance and specific for your group’s preferences and needs.

Together with our counterparts in Cuba, who are community leaders, and are experienced in providing rewarding and exciting cultural tours, we are committed to providing your group with an exceptional experience. We would love to help you design a private group travel tour to Cuba that fits your group’s needs.

You can learn more about private group travel by visiting our Private Cuba tours, by calling a private group specialist at 800-450-CUBA (2822), or by requesting a proposal

Our Cuban guides are hand-picked for their expertise and are an excellent resource for questions about Cuban society, history, and culture. Your Cuban guide will work to ensure that each individual has the most rewarding experience possible. Like local friends, our guides show you the real Cuba by providing direct access to the people and places most tourists never discover.

Many people ask us what the average age range for insightCuba travelers tends to be. Our guests travel with us from all over the United States, and the average age of our travelers varies based on the time of year and the type of Cuba tour. The majority of our guests who travel with us at insightCuba are 50 years and older. However, a significant number of multi-generational families have also been traveling to Cuba with us, providing a healthy mix of guests in their 30's and 40's to the group tour mix. The diversity in age range contributes to a rich perspective on our group tours.

In addition to multi-generational families, we have a combination of solo travelers, couples, and friends who travel with us on our group tours. There is no minimum group size on our Cuba tours, and our average group size is 16 people with a maximum of 24 guests per tour.

To learn more about our tour group sizes, visit our FAQ on minimum group sizes here.

Is there a Minimum Age to Travel to Cuba?

Families traveling to Cuba have often asked us about the minimum age requirement for people-to-people travel on one of our group tours. If you have questions on the minimum age requirements to travel to Cuba on a people-to-people tour, we encourage you to contact one of our travel specialists at 800-450-2822. They will be able to direct you based on the specific tour you are interested in as well as your travel needs. You can also contact our Private Groups department as they can assist you in determining if a Private Cuba tour is the best situation based on your group’s preferences and needs. You can visit our group travel page here

Yes, they often fill up months in advance depending on the time of the year. Our average group size is 16, but you'll never find more than 24 guests. This means that tours do sell out quickly but also allows you the opportunity to travel with like-minded people while sharing intimate experiences with our friends in Cuba.

Our insightCuba tours do fill quickly depending on the tour and time of year. Due to this, we recommend booking your Cuba tour as soon as you've made the decision to travel to Cuba. It only takes a small deposit of $450 to secure your spot on the tour and your seat on a flight, and you're all set.  

Once we have received your deposit, you can always change your Cuba tour date or tour provided you do so more than 60 days in advance of your trip. 

How Do I Book An insightCuba tour?

To book your trip with insightCuba, visit our Book Your Tour page by clicking here. On this page you will be able to view all of our upcoming tours and their tour dates. From there, select the tour you are interested in and click on the blue button for “Select Your Date” underneath the specific tour. The available dates for the tour will be listed in a drop down menu. Select the one you are interested in.

 From there, you will be taken to insightCuba’s secure registration page hosted by Cross-Cultural Solutions. This is a secure page where you can input all of your traveler information and book your tour online. Upon booking your tour you will receive a confirmation email from us.

If you would prefer to book your insightCuba tour over the phone instead of online, please give us a call at 800-450-CUBA (2822) and one of our Travel Specialists will be happy to assist you with booking your insightCuba tour over the phone. We would also be happy to help answer any additional questions you may have.

It's also important to note that our average group size is 16 guests, but never more than 24, meaning trips fill up quickly.


Yes, all of our touring motor coaches are recent issue and are fully air conditioned.

At insightCuba we have been seeking the best accommodations for our group tours since our inception in 2000. We pride ourselves on finding the best Cuba hotels and accommodations for our travelers that are centrally located and provide the best rooms and hospitality available.

Here are some examples of the hotels we stay in on our group tours:


In Miami, you will be staying at the Hotel Pullman Miami Airport, which is a contemporary luxury hotel with 281 rooms and 27 suites located minutes away from the Miami International airport. You could easily make a whole trip out of staying just here!


In Havana, you’ll find your oasis, and excellent service, at the Meliá Cohiba, a five-star member of the Meliá chain of hotels (Meliá Hotels International), located on the famous Malecón, Havana’s winding seaside esplanade. Meliá Hotels International is the leading hotel chain in the Caribbean, Spain, and Latin America.

Santiago de Cuba

In Santiago de Cuba, featured on our Undiscovered Cuba tour, you’ll rest well at the fabulous Meliá Santiago (also part of Meliá Hotels International). This is one of Cuba’s most modern hotels and offers excellent amenities such as a pool, gym, crafts shop, room service, and art gallery.

Cayo Santa Maria

On our Vintage Cuba tour, you'll stay at the lovely seaside Meliá Las Dunas on Cayo Santa Maria, a UNESCO Biosphere Reserve.

The Provinces

While the hotels and casa particulares we’ve selected provide great service and are often charming, standards in Cuba differ from those elsewhere around the world – so it’s important to keep in mind that traveling to Cuba isn't about your hotel stay; it's about the opportunity to visit Cuba, and the unforgettable experiences you will have. 

For more information on the Cuba hotels we stay at during our tours, please visit our Cuba Hotels page. If you have any questions about the insightCuba hotels or accommodations please call us at 800-450-CUBA and one of our Travel Specialists would be happy to assist you.


The US Department of the Treasury's Office of Foreign Assets Control (OFAC) requires that individuals traveling under a people-to-people license participate in a fulltime schedule of educational exchange activities that result in meaningful interaction between the travelers and individuals in Cuba. Because of this, full participation by guests on our Cuba tours is required. However, guests on one of our authorized people-to-people Cuba tours will have free time in the evening, or at night. 

A typical day on an insightCuba guided group tour is packed with exciting and memorable adventures and activities that you don’t want to miss. 

View itineraries from our any of our Signature Cuba or Specialty Cuba tours: 

Signature Cuba tours:

Undiscovered Cuba tour – 13 days / 12 nights

Classic Cuba tour – 9 days / 8 nights

Legendary Cuba tour – 8 days / 7 nights

Vintage Cuba tour – 7 days / 6 nights

Jazz in Havana tour – 6 days / 5 nights

Weekend in Havana tour – 5 days / 4 nights 

Specialty Cuba tours 

At insightCuba we want to help you find one of our guided Cuba group tours that is right for you. If you have any questions, please call a travel specialist at 800-450-2822. 

At insightCuba we offer six Signature Cuba tours and an assortment of Specialty Cuba tours with over 100 departure dates throughout the year. Our trips range anywhere from 4-13 days depending on the type of tour you choose.

To view pricing information for all of our Cuba tours and departure dates, we’ve provided quick links to the tour pages below. All dates and prices are found on each Cuba tour page. 

Signature Cuba Tours:

Undiscovered Cuba tour: 13 days / 12 nights

Classic Cuba tour: 9 days / 8 nights

Legendary Cuba tour: 9 days / 8 nights

Vintage Cuba tour: 7 days / 6 nights

Jazz in Havana tour: 6 days / 5 nights

Weekend In Havana tour: 5 days / 4 nights 

Specialty Cuba Tours

Please note that prices are subject to change and it is always best to view the Tour Page for the most up-to-date information. Prices also reflect double occupancy and an additional rate is added for single occupancy. 

Each tour also has its own separate flight package from Miami that is not included in the price above. Please view the individual tour page for this information. 

One of the benefits of group travel is we are able to negotiate lower rates for group travel and we pass those savings to you. If you have more questions or would like more information on our pricing, please contact one of our insightCuba Travel Specialists at 800-450-2822.

You can book your Cuba tour with us either online or by calling an expert Cuba travel specialist at 800-450-CUBA (2822).

It only takes a small deposit of $450 to secure your spot on the tour and your seat on the charter flight to Cuba from Miami, and you're all set. Once we have received your security deposit, you can always change your tour date or tour provided you do so more than 60 days in advance of your trip. 

Our average group size is 16, but you'll never find more than 24 guests. This allows you the opportunity to travel with like-minded people while shring intimate experiences with our friends in Cuba. 

We only require a $450 depost to secure your space and flight on your tour.

Yes. Due to the educational and cultural nature of our People-to-People exchanges, participants in insightCuba programs must be at least 12 years-old. Exceptions may be made in rare circumstances on a case-by-case basis. Any party seeking exception to this rule, must contact insightCuba before registering.

While full participation in our scheduled program is required during the day, our participants are able to explore in the evenings. Cuba is incredibly safe and Cubans are always up for a conversation.

There may be some government buildings, where your entry is restricted and it's best to ask your guide before trying to gain entry.

For the past 15 years, our goal has always been to locate the best available accommodations for our guests. We are now authorized to use Cuban bed and breakfasts, better known as casas particulares. After many years of hope for this change, we’re thrilled to be able to provide this opportunity on some of our tours and provide our guests with the best that Cuba has to offer.  

What is a casa particular?

A casa particular is a privately owned bed and breakfast run by a Cuban family. The casas particulares we provide have been carefully chosen for you based on their central location, comfort, the gracious hosts, and typically the beautiful Colonial architecture Cuba is known for. Staying in a casa offers the opportunity to learn more about the country and the city you are staying in, as well as experience something few other American’s are able to.

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