Cuba Tours: Authentic Island Experiences That Transform Your Perspective

best cuba tours for us citizens

Cuba is more than a place to visit. It reveals itself through its history, music, and people. On our Cuba tours, travelers go beyond the usual routes. Each trip is carefully planned to show the true heart of the island.

At Vive Más Tours, we design legally compliant, small-group Cuba tours for American travelers seeking culture, connection, and comfort. You may love exploring Cuba’s complex history through our guided visits and personal stories shared by locals. Or you may be excited for Cuba and the lively music and dancing in the streets or at private events. Our tours are ideal for:

  • Americans looking for legal, meaningful travel to Cuba

  • Seniors 55 and older seeking safe, guided adventures

  • Solo travelers, couples, and small groups

  • Curious minds who want education, not just leisure

A trusted Cuba tour agency plans every detail. Itineraries are shaped to provide you with unique cultural experiences. 

Ready to explore Cuba? Book your tour today. 

cuba tours from usa
cuba tours for american citizens

Upcoming Cuba Tours with ¡Vive Más! Tours

We specialize in taking US-Americans to Cuba for unique cultural experiences! Join us on a 10-day tour, starting at $3,595. Choose the one that is right for you.

Traveling to Cuba Legally as a U.S. Citizen

At Vive Más Tours, we specialize in legal Cuba travel for Americans under the Support for the Cuban People category. That means we do more than offer tours—we handle the complexities of U.S. travel laws so you don’t have to. We are a U.S.-based company, so we understand the regulations.

Best Cuba Tours for U.S. Citizens

We handle all the rules for travel to Cuba from the United States. You just focus on getting excited. Our Cuba tours for American citizens follow all current travel laws. We ensure your visit is legal, smooth, and filled with authentic cultural experiences.

Many American active seniors, including solo travelers, have experienced our no-hassle tours. Our expert team takes care of everything from beginning to end.

 

Mountains & Snorkel Tour

$3,595

  • April 7-16, 2026 (+3 days for scuba or snorkel option available)
    Step into the incredible limestone-covered region of Cuba. The views are breathtaking, and you’ll learn from the farmers of the country’s world-famous tobacco. As you travel east, you’ll have the opportunity to snorkel in the Bay of Pigs or just relax in the sunshine. Classic cars, UNESCO World Heritage sites, exotic fruits, and Cuban friends are built into this specially curated tour! This loop tour starts and ends in Havana.

cuba tour agency

Havana International Jazz Festival

$4,395

  • January 20-29, 2026
    The Havana International Jazz Festival is a world-renowned event! Enjoy musicians from 9+ countries in the vibrant and historic city of Havana. The tour cost includes VIP tickets to the shows for 3 nights of concerts. This exclusive itinerary also takes you outside the city to experience the countryside in Cuba, making the most of your trip!

This loop tour starts and ends in Havana.

Sliced sugarcane stalks on a wooden surface with green leaves.

Birdwatching Tours in Cuba

Starting at $4,395

November 4-13, 2025 (Front Range Birding tour- 3 spots left)

  • January 30-February 8, 2026

    Explore Cuba's birding hotspots in the prime migration season! More than 400 bird species have been recorded in Cuba, including 27 endemics of which 18 are considered globally threatened. We’ll meet with local bird specialists in various ecosystems including interior tropical forests, salt flats, and swamps. Most days birdwatching activities happen at sunrise and sunset, with free time after lunch. The itinerary will flex as needed to help us find our target birds.

    Local culture, arts, and lifestyle will be built in as part of our unique cultural experiences in Cuba!

    *Jenny will accompany this tour.

Hershey History Center Tour

$4,395

  • April 17-26, 2026
    Join this all-inclusive experience with people from the Hershey History Center of Hershey, PA as we connect with Cubans in Hershey, Cuba. Learn about the historical connection of these cities, Milton Hershey’s influence, and more.
    This is a comprehensive trip with big cities and small towns, the best of Cuban architecture, food, music, bird watching, and UNESCO World Heritage sites! You’ll cover half the width of the island on this tour from Havana to Camaguey.

*Denotes Jenny (President at Vive Más Tours) will be attending this tour.

 
 
best cuba tours for u.s. citizens

Cuba tours from the USA: Premium Comfort Meets Authentic Culture

Our Cuba tour packages from the USA include exclusive Bed & Breakfast stays, personal guides, and special experiences. You’ll sleep in beautiful historic homes. You’ll eat at the top local spots. You’ll meet Cuban artists, writers, and musicians in their own spaces. 

What’s included in your premium experience:

  • Private rides in classic cars or private coaches

  • Special access to museums and cultural spots without long lines

  • Personalized guidance from bilingual local experts

For many travelers, our Cuban small group tours feel like more than a trip. Travelers feel like they get a warm, personal welcome to the island’s way of life.

Why Travelers Love Our Cuba Group Tours

Some of the best Cuban memories come from group tours where strangers became friends. People who value freedom, fun, and connection are often drawn to these trips.

We keep our groups small. That way, real conversations happen, and solo travelers or couples feel welcome. Bonds often form during salsa lessons. They grow at rum tastings. Quiet talks after busy days build lasting friendships.

Hundreds of people have traveled on our guided tours from the USA. They said it felt like traveling with friends. It didn’t feel like following a strict plan, rather each group has special moments adapted just to their interests.

Group Tour Highlights:

  • Get help capturing great photos

  • Enjoy diverse conversations and new perspectives

  • Travel safely with expert local guides

  • Have time for yourself

cuba tours for americans

Responsible Tourism That Empowers Local Communities

For us, traveling is about more than just visiting new locations; it's about partnering with locals. For this reason, we collaborate closely with Cuban small business owners, artists, guides, drivers, and chefs.

Your money goes directly to local families when you travel with us. Each experience is made to celebrate Cuban culture and support the community in real, lasting ways.

Why Travelers Choose Vive Más Tours

People looking for American tours to Cuba choose us for a reason:

  • Complete regulatory compliance and documentation/visa support

  • Direct flight coordination from major U.S. cities

  • Cultural exchange programs

  • Transparent pricing with no hidden fees

  • 24/7 support before and during your trip

  • Personalized, responsive customer service—emails, texts, or calls, we respond quickly and directly

When you book your Cuban tour from the USA, the process is simple and easy to follow.

Book Your Cuba Tour with Confidence

Cuba leaves a lasting mark. You’ll come back with new stories, and hopefully a love for new music and art, and a fresh view of life.

With local experts and thoughtful planning, we turn simple visits into unforgettable memories.

Have questions? We’re here to help. Let’s start planning your journey today.