Cuba Tours

Insight Cuba, the foremost provider of legal people-to-people travel to Cuba, has nurtured its relationships in Cuba for more than 13 years. We are considered family in each of the communities we visit; as our guests, you will be, too.

Our people-to-people tours, led by seasoned Cuban guides and accompanied by storied Insight Cuba tour leaders, offer insider access to people and places the average tourist rarely sees. Whether embarking on an epic, 13-day coast-to coast exploration or a long weekend in Havana, each of our 100+ tours is designed to ignite meaningful, engaging experiences with the lifelong residents that give Cuba its spark.

Get to know local artists in the enchanting 500-year-old city of Trinidad. Tap your feet to the tempo of timba at a percussion and dance workshop. Indulge in laughter and play with Cuban school children. Make new friends, and allow the gentleness of the Cuban people and their stories to intrigue you.

At Insight Cuba, we’re as passionate as you are about travel, and there’s nothing we enjoy more than carefully crafting your experience to fully immerse you in the sights, sounds and flavors of Cuba that we know so well. Rest assured that each one of our people-to-people departures is always custom designed; you’ll never find us offering a “cookie cutter” tour.  

Read on to learn more about the Insight Cuba experience, browse our Signature tours below. Feel free at anytime to contact our team of travel specialists with questions: 1-800-450-CUBA (2822).

Upcoming Tours

  • Learn More & Book Now!

    Undiscovered Cuba

    13 Days / 12 Nights

    For those of you with a real zest for adventure and a desire to leave no stone unturned, this is the ultimate excursion. Learn More & Book Now!

    Next Date
    June 15, 2014

    Price
    $5695

  • Learn More & Book Now!

    Classic Cuba

    9 Days / 8 Nights

    Gain amazing insight and a genuine perspective of the people and places of Havana. Then travel beyond the capital and back in time when you explore the charming colonial town of Trinidad. Learn More & Book Now!

    Next Date
    June 2, 2014

    Price
    $4695

  • Learn More & Book Now!

    Scenic Cuba

    9 Days / 8 Nights

    Experience Havana and all of its cultural glory. Then journey to one of Cuba's most scenic areas to explore the province of Pinar del Rio, where the world's finest tobacco and incredible landscapes define the region. Learn More & Book Now!

    Next Date
    May 30, 2014

    Price
    $4495

  • Learn More & Book Now!

    Vintage Cuba

    7 Days / 6 Nights

    While Cuba is changing more than ever, its one-of-a-kind yesteryear is the inspiration for Insight Cuba’s newest tour: Vintage Cuba. This six-day trip takes guests on an extraordinary journey through Cuba’s colorful, complex history via the places and people who bring it to life. Learn More & Book Now!

    Next Date
    May 22, 2014

    Price
    $3695

  • Learn More & Book Now!

    Jazz in Havana

    6 Days / 5 Nights

    Join Insight Cuba for this spectacular opportunity to get up close and personal with Havana's vibrant Jazz scene. Discover how Jazz has thrived on this Caribbean Island by meeting the people behind the music. Learn More & Book Now!

    Next Date
    June 17, 2014

    Price
    $3295

  • Learn More & Book Now!

    Weekend in Havana

    5 Days / 4 Nights

    For the traveler with little time but a lot of interest, Insight Cuba offers 4 Days and 3 Nights jam-packed with cultural highlights and authentic Cuban experiences in Havana. Learn More & Book Now!

    Next Date
    May 28, 2014

    Price
    $2695