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.

Time is running out – our New Year’s Sale ends tonight! Don’t miss your chance to save up to $250 per person on our incr...
15/01/2025

Time is running out – our New Year’s Sale ends tonight! Don’t miss your chance to save up to $250 per person on our incredible small group tours to Cuba.

✅ Legal, seamless travel to Cuba
✅ Small groups & expert guides
✅ Tours departing in 2025 & 2026

Book now and make 2025 a year to remember – before it’s too late!
https://ow.ly/9OrZ50UFEMZ

This 8-day journey takes you through Cuba’s most iconic cities, adding vibrant brushstrokes to your vision of this capti...
13/01/2025

This 8-day journey takes you through Cuba’s most iconic cities, adding vibrant brushstrokes to your vision of this captivating island. From Havana’s bustling harbor to the artistic enclaves and colonial treasures of Trinidad and Cienfuegos, every stop reveals a new layer of Cuba’s charm.

✨ Tour Highlights:
🏛 Discover Havana’s vibrant streets and historic allure
🌊 Visit Playa Larga and Playa Girón, rich with history and natural beauty
🎨 Explore Trinidad’s artistic spirit and colorful colonial architecture
🌟 Stroll the elegant boulevards of Cienfuegos, "the pearl of the South"

From now through January 15, SAVE up to $250 on our small group tours!
https://ow.ly/Hz4c50UFBr8

More than just a weekend getaway, our Weekend in Havana tour immerses you in the vibrant energy of Cuba’s capital city. ...
12/01/2025

More than just a weekend getaway, our Weekend in Havana tour immerses you in the vibrant energy of Cuba’s capital city. Feel the fiery rhythms of salsa, meet incredible locals shaping Havana’s entrepreneurial spirit, and become part of the dynamic canvas that defines this iconic city.

✨ Tour Highlights:
🏛 Wander through Havana’s rambling Colonial architecture
🎨 Discover the city’s rhythm, color, and endless creativity
💃 Immerse yourself in the vibrant Cuban culture and nightlife
🌟 Witness the warmth and vivaciousness of Havana’s incredible people

From now through January 15, SAVE up to $250 on our small group tours!
https://ow.ly/vLys50UEF9O

Experience the vibrant and diverse island of Cuba on a seven-day journey like no other. From the bustling streets of Hav...
11/01/2025

Experience the vibrant and diverse island of Cuba on a seven-day journey like no other. From the bustling streets of Havana to the serene beauty of Viñales National Park, Scenic Cuba immerses you in the heart of Cuban culture.

✨ Tour Highlights:
🏛 Explore historic Old Havana & the vibrant arts of Fusterlandia
🚗 Meet entrepreneurial locals, from classic car restorers to organic farmers
🌿 Wander lush to***co fields in Viñales National Park
🍽 Enjoy a home-cooked meal with welcoming locals

From now through January 15, SAVE up to $250 on our small group tours!
https://ow.ly/AvFx50UEF3F

Cuba—an island of vibrant culture, rich history, and unyielding curiosity. A place where every corner tells a story, and...
09/01/2025

Cuba—an island of vibrant culture, rich history, and unyielding curiosity. A place where every corner tells a story, and every encounter leaves you inspired.

There’s no better time to discover Cuba for yourself! InsightCuba, the leader in legal, small-group travel to Cuba, invites you to experience this once-forbidden country like never before.

🎉 For a limited time only, save up to $250 per person! Start your year with the journey of a lifetime and let Cuba captivate your soul.
https://insightcuba.com/cuba-tours

Start the year with something unforgettable – an authentic journey to Cuba with insightCuba. Save up to $250 per person ...
08/01/2025

Start the year with something unforgettable – an authentic journey to Cuba with insightCuba. Save up to $250 per person for one week only on our award-winning small group tours. Whether you dream of wandering the vibrant streets of Havana, exploring lush valleys in Viñales, or savoring Cuba’s incredible rhythms and flavors, now’s the time to book.

✅ Legal Travel to Cuba Made Easy
✅ Small Groups for an Intimate Experience
✅ Expert Guides & Exclusive Access to Cuba’s Best
✅ Tours Departing in 2025 & 2026 – On Sale Now

But hurry – this offer is only available January 8–15!
https://ow.ly/xoJC50UBRpp

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

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Classic Cuba
Classic Cuba

Our seven-day Classic Cuba tour highlights Cuba's most famous cities, beginning in the boisterous harbor city of Havana and continuing on through Playa Larga and Playa Girón before settling into the artistic enclave of Trinidad and Cienfuegos, known as "the pearl of the South." Treat yourself to this incredible journey and book your trip with us today 🇨🇺

insightCuba's Classic Cuba Tour
insightCuba's Classic Cuba Tour

🇨🇺insightCuba Tour Spotlight: Classic Cuba Tour ✨This exciting, seven-day tour of Cuba's most famous cities will add the brushstrokes you've been longing to add to the unfinished canvas of your vision of Cuba:https://bit.ly/2d6S3K1

'Making it in Cuba' Documentary
'Making it in Cuba' Documentary

📣 There are just a few days left to ensure that our friends' fascinating documentary reaches its crowdfunding goal. 🇨🇺Making It in Cuba takes you into the workshops, garages, studios and kitchens of Cuba’s most ingenious Makers! Learn more & support this project 👉 www.makingitincuba.com

Making it in Cuba [A Documentary]
Making it in Cuba [A Documentary]

🇨🇺 A 90-minute documentary that has begun production, “Making It in Cuba” is looking to bring viewers into the workshops, garages, studios and kitchens of Cuba’s most ingenious 21st-century Makers — for a glimpse at the sophistication and scope of the amazing self-sufficient culture they continue to create. Learn more & support this project 👉 www.makingitincuba.com

insightCuba Undiscovered Cuba Tour
insightCuba Undiscovered Cuba Tour

🇨🇺Tour Spotlight: Undiscovered Cuba Tour ✨ For those with a real zest for adventure, join us for the ultimate multi city journey across Cuba 👉 https://bit.ly/2cpmBTQ

insightCuba's 2019 Havana Marathon Package
insightCuba's 2019 Havana Marathon Package

🇨🇺 The 2019 Havana Marathon is right around the corner! We'll take care of the details, so you can focus on the race. Book today 👉 https://bit.ly/2VCTvom

insightCuba Havana Marathon Package
insightCuba Havana Marathon Package

🇨🇺 Tour Spotlight: Havana Marathon👟 We offer exclusive packages for runners (and walkers) of the 10K, half, and full marathons. Enjoy irresistible pricing and service as we take care of all the details so you can focus on the finish line: https://bit.ly/2VCTvom

insightCuba: Tours & Travel to Cuba for Americans
insightCuba: Tours & Travel to Cuba for Americans

Yes! You can still legally travel to Cuba 🎉. We offer Small Group Tours, Private Departures, and Custom-made Travel 🇨🇺: www.insightcuba.com

insightCuba Tours
insightCuba Tours

🇨🇺 The time to travel to Cuba is now! Join a Small Group Tour, schedule your own Private Departure, or curate your own Custom-Made trip: https://bit.ly/2idylKk

insightCuba's Undiscovered Cuba Tour
insightCuba's Undiscovered Cuba Tour

🇨🇺Hemingway's Home, Cucurucho Farm, and San Pedro de la Roca Castle are some of the amazing stops included in our Undiscovered Cuba Tour: https://bit.ly/2cpmBTQ

insightCuba
insightCuba

🇨🇺 What do you love the most about Cuba?

insightCuba Tours
insightCuba Tours

🇨🇺 Is traveling to Cuba on your Bucket List? Download our FREE brochure to start planning your trip: https://bit.ly/2ecIiuy

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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.