insightCuba

insightCuba InsightCuba is a single destination tour operator specializing solely in legal travel to Cuba for Americans.

Since 2000, we've brought tens of thousands of Americans to this fascinating island country - making us one of the most experienced providers. InsightCuba is a tour operator specializing solely in legal people-to-people travel to Cuba for Americans. We offer in-country knowledge and expertise that is unmatched in the industry, providing travelers with once-in-a-lifetime experiences.

The first step in traveling legally to Cuba is to choose an insightCuba tour that matches your interests, your preferred...
11/09/2024

The first step in traveling legally to Cuba is to choose an insightCuba tour that matches your interests, your preferred travel dates and, of course, your budget. 🇨🇺

Once you’ve chosen a tour, our expert staff is here to take care of all the details pertaining to your travel. With 20 years of experience in Cuba, we are a wealth of knowledge when it comes to everything including legal travel, flights, and the kinds of experiences you can expect in each of the destinations we visit.
https://ow.ly/t9bn50Tlbvl

Join us for an immersive Weekend in Havana! 🍹 Escape to the vibrant streets of Old Havana and embark on an irresistible ...
31/08/2024

Join us for an immersive Weekend in Havana!

🍹 Escape to the vibrant streets of Old Havana and embark on an irresistible journey as you learn the art of crafting the perfect mojito.

🍅 Visit a local farmers market to see Cuba's agricultural revolution firsthand. You'll find only local food in these bustling markets – almost always organic.
https://ow.ly/tezY50T5koU

Dive deep into the heart of Cuba on our Classic Cuba small group tour and:💃 Enjoy a private salsa lesson! Since the 1950...
29/08/2024

Dive deep into the heart of Cuba on our Classic Cuba small group tour and:

💃 Enjoy a private salsa lesson! Since the 1950s, Cuban salsa has captivated audiences worldwide. Meet some of Cuba's talented, energetic salsa dancers, then learn the finer steps for yourself.

🇨🇺 Visit the Habana Compás Dance Company. These young and dedicated dancers combine Spanish folk music with Afro-Cuban rhythms to create one-of-a-kind performances.
https://ow.ly/TQZ650T5kg8

Join us on our Havana Jazz Festival 2025 small group tour and:🎶 Take part in an enlightening conversation with contempor...
26/08/2024

Join us on our Havana Jazz Festival 2025 small group tour and:

🎶 Take part in an enlightening conversation with contemporary jazz musician and bass guitarist David Faya as you learn about the depths and complexity of Cuban Jazz.

🎺 Journey deep into Cuban Jazz with the award-winning trumpet virtuoso Yasek Manzano. Enjoy a private performance followed by a short Q&A in an exclusive meet-and-greet experience.
https://ow.ly/Ab4850T5klh

Our small group tours are crafted to bring you face-to-face with the vibrant spirit of Cuba, allowing you to connect wit...
23/08/2024

Our small group tours are crafted to bring you face-to-face with the vibrant spirit of Cuba, allowing you to connect with the amazing locals who make this island truly unique.

On our Scenic Cuba tour:

🇨🇺 Discover the sustainable organic farming practices at Finca Tungasuk and learn how this family-run farm contributes to Cuba's agricultural landscape. Following the tour, enjoy a farm-to-table lunch prepared by your hosts.

🇨🇺 Experience the vibrant community life at Patio de Pelegrin, a small-town cultural hub for all ages. Witness the spirit of Cuban hospitality and creativity firsthand in this art and garden space.

Our End of Summer Sale ends tonight! 🇨🇺 This is your last chance to take advantage of incredible savings on our authenti...
14/08/2024

Our End of Summer Sale ends tonight! 🇨🇺

This is your last chance to take advantage of incredible savings on our authentic Cuban journeys. Whether you’ve been dreaming of strolling through the colorful streets of Havana, exploring the lush Viñales Valley, or experiencing Cuba’s rich cultural heritage firsthand, now is the time to book!
https://ow.ly/GzTs50SXE1B

Take advantage of limited-time savings during our End of Summer Sale and get ready for an unforgettable opportunity to e...
07/08/2024

Take advantage of limited-time savings during our End of Summer Sale and get ready for an unforgettable opportunity to experience the Cuba’s incredible soul, colorful culture, and fascinating history!

Explore the colorful streets of Havana, where vintage cars and lively music create an atmosphere like no other. Discover the warmth of the Cuban people as you witness their passion for art, cuisine, and community. From the bustling city life to the tranquil beauty of the countryside, Cuba offers an authentic and enriching experience that will leave you with memories to last a lifetime.
https://ow.ly/38UR50SShOs

Classic Cuba⭐⭐⭐⭐⭐"Because of our amazing, knowledgeable guide, Alejandro, wonderful driver, Carlos, and insightCuba’s ca...
01/08/2024

Classic Cuba
⭐⭐⭐⭐⭐

"Because of our amazing, knowledgeable guide, Alejandro, wonderful driver, Carlos, and insightCuba’s carefully planned itinerary, our small, cohesive group glimpsed Cuba past and present. We witnessed artists working with youth to nurture artistic and cultural expression through dance, voice, and visual arts. We were introduced to Cuban music and the country’s cuisine and drink, dining in small, family-run restaurants, and as guests in a home. We learned about the distinctive architecture and history of Havana, Trinidad, and Cienfuegos while walking their streets with Alejandro. We got an idea of what life was like in Havana in its heyday and what life in Cuba is now, its best and worst.

Our small group size permitted us to interact with Alejandro and the Cuban people on a more personal level than would be possible on a large tour. It allowed for unexpected moments – engaging with a street vendor and a spontaneous lesson on rolling ci**rs in a store. It also allowed us to stay in lovely, refurbished homes outside the city centers." -Judith
https://ow.ly/T8Yi50SPslE

On our Scenic Cuba tour, discover the sustainable organic farming practices at Finca Tungasuk. Learn how this family-run...
11/07/2024

On our Scenic Cuba tour, discover the sustainable organic farming practices at Finca Tungasuk. Learn how this family-run farm contributes to Cuba's agricultural landscape and its cultural and economic significance in Cuban life. Following the tour, enjoy a farm to table lunch prepared by your hosts.
https://ow.ly/7vHv50SxUzy

⭐⭐⭐⭐⭐"A visit to Havana has been on my wish-list for over 10 years, and it lived up to my best expectations. Our guide, ...
09/07/2024

⭐⭐⭐⭐⭐
"A visit to Havana has been on my wish-list for over 10 years, and it lived up to my best expectations. Our guide, David, was delightful, incredibly knowledgeable, passionate about his job, a great dancer and full of other surprises. Our driver, Ente, was always on time and very good company as well. We could not have been in better hands.

Our accommodations were just as we had hoped - we were made to feel at home with comfortable rooms, bottomless cups of hot coffee and nutritious breakfasts each morning, and always someone to greet us when we returned from our adventures. We were located right in the heart of Havana and felt very safe.

We could not have been better cared for thanks to the entire insightCUBA team!" -Molly, 2024

Our Summer Sale ends tonight, so don’t miss this chance to book your trip! Save up to $200 per person on our immersive p...
17/06/2024

Our Summer Sale ends tonight, so don’t miss this chance to book your trip!

Save up to $200 per person on our immersive packages to Cuba designed to take you to the heart of this incredible destination. From the bustling city life to the tranquil beauty of the countryside, Cuba offers an authentic and enriching experience that will leave you with memories to last a lifetime.
https://ow.ly/3ls150Sj57A

Classic Cuba 🇨🇺 8 Days | 7 NightsSave up to $200/person now - June 17This exciting, eight-day journey to Cuba's most fam...
16/06/2024

Classic Cuba 🇨🇺 8 Days | 7 Nights
Save up to $200/person now - June 17

This exciting, eight-day journey to Cuba's most famous cities will add the brushstrokes to the unfinished canvas of your vision of Cuba. Your experience begins in the bustling harbor city of Havana and continues on through Playa Larga and Playa Girón before settling into the artistic enclaves and colonial treasures of Trinidad and Cienfuegos, known as "the pearl of the South."
https://ow.ly/t1L850Sj4Zs

Weekend in Havana 🇨🇺 4 Days | 3 NightsSave up to $150/person now - June 17Our Weekend in Havana tour is an immersive dis...
15/06/2024

Weekend in Havana 🇨🇺 4 Days | 3 Nights
Save up to $150/person now - June 17

Our Weekend in Havana tour is an immersive discovery, allowing you to witness Cuba's incredible people, budding entrepreneurial scene, and dynamic rhythm. Havana springs to life with warmth and vivaciousness that never stops taking you by surprise. Removed from the quiet fields of sugar cane and mango trees that thrive further afield, Cuba's largest city is an urban metropolis of rambling Colonial architecture, endless adventure, and unfettered discovery.
https://ow.ly/yzLe50Sj4gP

Havana Jazz Festival 2025 🇨🇺🎷 6 Days | 5 NightsSave $200/person now - June 17Our meticulously curated program offers an ...
14/06/2024

Havana Jazz Festival 2025 🇨🇺🎷 6 Days | 5 Nights
Save $200/person now - June 17

Our meticulously curated program offers an insider's itinerary for jazz aficionados, featuring admission to daily Jazz Festival events and concerts plus intimate meet-and-greets with contemporary jazz musicians. In addition to amazing music, each day is filled with enriching experiences, from cooking alongside locals to meeting emerging Cuban artists and exploring inspiring community initiatives. Every moment of this unique program promises an unparalleled journey to the heart and soul of Cuba.
https://ow.ly/VNyQ50Sj3V2

Scenic Cuba 🇨🇺 7 Days | 6 NightsSave $100/person now-June 17Delve into Cuba's rich cultural tapestry as you explore hist...
12/06/2024

Scenic Cuba 🇨🇺 7 Days | 6 Nights
Save $100/person now-June 17

Delve into Cuba's rich cultural tapestry as you explore historic Old Havana, the kaleidoscopic arts scene of Fusterlandia, and the many entrepreneurial locals whose efforts your visit supports. From classic car restorers who magically transform old American vehicles into modern modes of transportation to organic farmers who have become experts in growing crops on farms and in unexpected slivers of soil, you'll gain a comprehensive and unforgettable view of this captivating island. Whether walking through lush to***co fields or enjoying a home-cooked meal with locals, Scenic Cuba promises an enriching adventure that highlights the essence of Cuban life and culture.
https://ow.ly/FVsg50Sh0cy

Book now & save up to $200/person! 🇨🇺Now's your chance to embark on an unforgettable journey to Cuba with exclusive disc...
10/06/2024

Book now & save up to $200/person! 🇨🇺

Now's your chance to embark on an unforgettable journey to Cuba with exclusive discounts on any of our small group trips! From visiting historic landmarks and exploring picturesque towns to enjoying local cuisine and meeting talented artisans, chefs, student musicians, and more, join us for a unique opportunity to discover the vibrancy of Cuba while supporting the makers and shakers that help the communities thrive.
https://ow.ly/HjNv50Seb4U

NEW TOUR ALERT 🇨🇺Experience the vibrant and diverse island of Cuba on our Scenic Cuba tour, a seven-day journey that tak...
05/06/2024

NEW TOUR ALERT 🇨🇺

Experience the vibrant and diverse island of Cuba on our Scenic Cuba tour, a seven-day journey that takes you from the bustling streets of Havana to the serene beauty of Viñales National Park.

Whether walking through lush to***co fields or enjoying a home-cooked meal with locals, Scenic Cuba promises an enriching adventure that highlights the essence of Cuban life and culture.
https://ow.ly/ILGe50S9Hym

⭐⭐⭐⭐⭐"A visit to Havana has been on my wish list for over ten years, and it lived up to my best expectations. Our accomm...
31/05/2024

⭐⭐⭐⭐⭐
"A visit to Havana has been on my wish list for over ten years, and it lived up to my best expectations. Our accommodations were just as we had hoped... comfortable rooms, bottomless cups of hot coffee and nutritious breakfasts each morning, and always someone to greet us when we returned from our adventures. We were located right in the heart of Havana and felt very safe. We could not have been better cared for, thanks to the entire insightCUBA team!" - Molly

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Monday 09:00 - 18:00
Tuesday 09:00 - 18:00
Wednesday 09:00 - 18:00
Thursday 09:00 - 18:00
Friday 09:00 - 18:00

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Our Story

InsightCuba is a single destination tour operator specializing solely in legal travel to Cuba for Americans. Since 2000, we've brought tens of thousands of Americans to this fascinating island country - making us one of the most experienced providers of legal Cuba travel in the industry. Our in-country knowledge and expertise is unmatched in the industry, allowing us to provide travelers with unique access to people and places the average person rarely sees. Simply said, we do Cuba better than anyone else.

Our success is built on nearly 20-years of detailed research, extensive exploration, and our long-established relationships on the island, resulting in lifelong memories for our guests. With five Small Group Cuba tours, and a select group of Specialty Cuba tours, and numerous Private Departure and Custom-Made tours offered across hundreds of departure dates, insightCuba offers the broadest selection of trips available.

LEGAL TRAVEL TO CUBA

InsightCuba is authorized by the U.S. Department of the Treasury's, Office of Foreign Asset Control (OFAC), under a general license allowing any American who books a Cuba tour with insightCuba to travel to Cuba legally. As a registered guest on one of our tours, you are permitted to travel to Cuba and re-enter the U.S. legally. InsightCuba handles all the paperwork and requirements for your trip. Simply register for one of our Cuba tours and leave the rest to us.