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Frequently Asked Questions
Cuba Tours

Yes, when you travel on an insightCuba Small Group tour you will be traveling with a small and intimate group of like-minded travelers. Our average group size is eight guests, but you won't find more than 12 guests on our Small Group 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 experiences we provide in Cuba, see 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 Small Group, 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, when available.


Guests love to take advantage of our more than 20 years of experience working and traveling in Cuba on one of our Small Group or Specialty Cuba tours. Fully-escorted and meticulously planned, we take of almost everything. On our Small Group tours, our average group size is only eight guests, but you'll never find more than 12 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 our Small Group 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, when available.

While full participation on your tour during the day is a requirement of legal travel to Cuba, evenings are free to explore on your own. Our travel specialists and guides know the best spots to dine, see music, people watch, or just take a nice walk. Cuba is incredibly safe and Cubans are always up for a conversation.

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.

Guests travel with us from all over the United States, and the ages vary from trip-to-trip. The majority of our guests who travel on an insightCuba tour 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 Small Group and Specialty Cuba Tours is 8 years old. If you are a family with children under 8 years of age, we recommend creating your own Personalized tour with our team of travel specialists. 

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 team of travel specialists 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 eight guests, but you'll never find more than 12 guests on our Small Group tours. 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 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 only eight guests, but never more than 12, meaning trips fill up quickly.


Yes, all of our transportation and vehicles are fully air conditioned. However, on some tours, you may spend some time in cruising in a classic pre- 1959 American car, before the days of air conditioning where rolling down windows and putting-down-the-top are the solution to cooling off. 

The U.S. Department of the Treasury's Office of Foreign Assets Control (OFAC) requires that individuals traveling under a Support for the Cuban People license participate in a fulltime schedule of activities. Because of this, full participation by guests on our Cuba tours is required. However, guests on one of our authorized Support for the Cuban People 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 experiences that you don’t want to miss. 

View experiences from our any of our Small Group or Specialty Cuba tours: 

Small Group tours:

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

At insightCuba we offer a large selection of Small Group and Specialty Cuba tours with over 150 departure dates throughout each year. Our trips range anywhere from 4-10 days depending on the tour you choose. You can also travel privately on any of our Small Group tours or Custom-Make your own trip. 

To view pricing information for all of our Small Group 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. 

Small Group Tours:

Please note that prices are subject to change and it is always best to view the individual tour page for the most up-to-date information. Prices also reflect double occupancy and a single supplement 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. 

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. 

On our Small Group tours, our average group size is eight guests, but you'll never find more than 12 guests. This allows you the opportunity to travel with like-minded people while sharing intimate experiences with our friends in Cuba. On our Specialty Cuba tours, group size varies. 

InsightCuba land-based tours only require a $199 deposit to secure your space. Don’t wait, book your next trip to Cuba now!

A casa particular is a privately owned home that is rented out by the night. 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.