FAQ's About Travelling in Cuba | insightCuba


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Frequently Asked Questions
Cuba Tours

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 a unique experience and insight into the lifestyle of Cuban's. Learn more about activities here and places the average tourist rarely sees. Our guests discover Cuba 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 and 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 Cuba tours to see many of our exclusive people-to-people activities.

  • Meet popular Cuban painters in their studios
  • Visit an inspiring community project
  • Experience performances from Cuba's most acclaimed performers
  • 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.

Yes, when you travel on an insightCuba Signature Cuba tour you will be traveling with a small and intimate group of like-minded travelers. Our average group size is 10, but you won't find more than 24 guests on our Signature Cuba tours. For those wishing to travel independently, see our Personalized Cuba tours. Being part of an escorted small-group tour provides you with unique access to people and places not available to the independent traveler. On an insightCuba tour, you’ll leverage our deep connections in Cuba, and have some time to explore on your own.  To see some of the amazing things you’ll experience in Cuba, see our itineraries on any of our Cuba tours. 

Our guests come from all over 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 an insightCuba tour, we do all the legwork for you and ensure you are staying in the best possible accommodations, eating at great restaurants, and exploring all Cuba has to offer. Just pick from one of our one of our Signature, Specialty, or Personalized Cuba tours, and we do the rest. To view our different Cuba tour packages, 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 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.

There is no minimum group size, tours always depart, and anyone can travel to Cuba with insightCuba. Join us on one of our Cuba tours, Personalized tours, or Cuba cruises.


Guests love to take advantage of our 20 years of experience working and traveling in Cuba on one of our Signature or Specialty Cuba tours. Fully-escorted and meticulously planned, we take of almost everything, and our average group size is 10, but you'll never find more than 24 guests. 


Private departures

If you are looking to travel with more independence whether it’s with a spouse, best friend, or family, you can choose from one of Signature Cuba tours and make the entire trip private and only for you. Simply, choose the dates that work best for you and we’ll take it from there.


Have your own idea of where you want to go and what you want to do? Then work with our expert team and together we’ll curate a tour that will exceed your every expectation.


If you love exploring a destination by sea, join us on one of our small-ship cruises and travel in luxury.

InsightCuba has been designing private group tours of Cuba since 2000. We've sent hundreds of private groups! 

InsightCuba collaborates with families, institutions, alumni groups, professional associations, clubs, travel clubs, museum groups, medical groups, councils, VIP's, and organizations 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?

  1. Request a proposal from our private Cuba tour department.
  2. A private Cuba tour specialist will contrat you to discuss you needs and interests.
  3. We'll provide you with a tour intinerary and quote and then work with you to market and book your guests. It's that simple!

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 Cuba tour that fits your group’s needs.

You can learn more about private Cuba tours by visiting our Private Cuba tours page, 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.

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.

Guests travel with us from all over the United States, and the ages vary from trip-to-trip and whether you are traveling on an insightCuba Cuba tour or cruise. The majority of our guests who travel on an insightCuba tour or cruise are 45 years and older and are comprised of couples, solo travelers, friends, and families. Additionally, many multi-generational families travel on our insightCuba Cuba tours providing diversity in age ranges. We also have a combination of solo travelers, couples, and groups of friends who travel with us.   

InsightCuba Tours

The minimum age for our insightCuba Signature and Specialty Cuba Tours is 8 years except Undiscovered Cuba which is 12 years. If you are a family with children under 8 years of age, we recommend creating your own Private Cuba tour with one of our Private Cuba tour specialists. 

InsightCuba Cruises

Due to the small nature of our ships used for our cruises, the minimum age is 12 for insightCuba cruises.

Havana Marathon

According to officials of the Marabana Havana 10k half and full marathon, there is no age restriction for runners.


If you have questions on the minimum age requirements to travel to Cuba with insightCuba, we encourage you to contact one of our travel specialists at 800-450-2822. You can also contact our Private Cuba tour department to see if a private Cuba tour is best for you. 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 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 trip you are interested in.

From there, you will be taken to insightCuba’s secure registration page. 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 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 Cayo Santa Maria 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 – 12 days / 11 nights

Classic Cuba tour – 8 days / 7 nights

Legendary Cuba tour – 7 days / 6 nights

Vintage Cuba tour – 6 days / 5 nights

Jazz in Havana tour – 5 days / 4 nights

Weekend in Havana tour – 4 days / 3 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 200 departure dates throughout the year. Our trips range anywhere from 4-12 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: 12 days / 11 nights

Classic Cuba tour: 8 days / 7 nights

Legendary Cuba tour: 7 days / 6 nights

Vintage Cuba tour: 6 days / 5 nights

Jazz in Havana tour: 5 days / 4 nights

Weekend In Havana tour: 4 days / 3 nights 

Specialty Cuba tours: 4-8 days in length

Private Cuba tours: 3+ days in length

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. 

Once you are registered on one of our tours, we will be happy to handle all of your flight needs and work with you to book the best option, on your preferred airline, from your home airport to Cuba and back. When booking your flight with insightCuba, we will secure your airfare, Cuban visa, and required Cuban health insurance for entry into Cuba.

Please note that the costs associated with your airfare, and Cuban visa is separate from your tour fee. 

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 to secure your spot on the tour 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 10, 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. 

InsightCuba land based tours only require a $600 deposit to secure your space. Cruise deposits are a percentage of the total cost of the cruise and may vary depending on the date of the voyage and your cabin choice. Final payment is due 90 days prior to departure. Don’t wait, book your next trip to Cuba now!

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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