Have questions? We're here.

Top Cuba Trips & Tours

Travel made your way ™
Cuba
Skyline of Old Havana Cuba
Havana
Iconic cars in Havana, Cuba
Talk with an expert
Build your ideal Cuba trip. Call 800.344.6118
Start Planning My Trip
Talk with an expert
Traveling to Cuba in 2026 will be one of the most rewarding experiences. With its colonial architecture, friendly people, and vibrant culture, it's a place you won't want to miss. This country, full of heritage, literature, and tropical flavor, always awaits its visitors with open arms. You can explore it on a beautiful small ship cruise or tour it by land; it will undoubtedly be a fantastic experience. Not to mention that it will be like traveling back in time, you can visit beautiful and well-known places such as Havana, Cienfuegos, Las Terrazas, Pinar del Río, and Playa Larga and enjoy Biking, Hiking, Homestays, Kayaking, and Snorkeling. You will experience everything Cuba offers, from its music and dance to its breathtaking scenery and delicious food. Start planning today and explore Cuba with us. 
Filter (2 Results)
  • Start Date
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Destinations
    • Cuba
Cycling through the revolutionary landscape of Cuba
from $3,890
EXPLORE

Cuba Multisport

8 Day Itinerary
  • Bike, kayak, snorkel, and hike Cuba
  • Appreciate Cuba's colonial past
  • Be immersed in Cuba's culture
  • Enjoy excellent wildlife viewing
  • Experience Cuban hospitality
Starts / Ends
Havana / Havana
Activities
Hiking, Biking, Kayaking, Snorkeling, Homestays, Wildlife Viewing
Activity Level
Moderate
Explore the intriguing island of Cuba on this active 8-day People-to-People multisport tour. Bike, hike, and kayak wild coastal sites and tranquil countryside. Experience great colonial cities including Havana, Cienfuegos, Trinidad, and Sancti Spiritus. Discover Cuba's history, rich traditions, and dynamic present on this Cuba multisport trip.
Tour Details
0
Bicycle on Cuban street
from $4,390
EXPLORE

Cuba Cycling Tour

Quintessential Cuba - 8 Day Itinerary
  • Cycle through western Cuba
  • Visit Hemingway's former home
  • Ride through Cuba's tobacco fields
  • Explore Havana on foot
Activity Level
Moderate
A cycling tour through western Cuba takes you off the well-traveled tourist track and onto roads where the island's rich history isn't just remembered—it is lived every day. It reveals Cuba’s greatest resource and truest legend: its people.
Tour Details
0
1-2 of 2 Results
  • 1

Relax. We've got this.

Talk with an expert trip planner 800.344.6118

Plan My Trip
Kevin Moore employee headshot
Kevin M.
Skyline of Old Havana Cuba
Cuba

Chat Cuba with a specialist

Our team is waiting and ready to talk with you about your next adventure. So go ahead and book an appointment with one of our specialized trip planners.

Let's Chat
800.344.6118

Where is your next adventure?

Contact Chat Call
TrustScore 4.9 | 1054 reviews
TrustScore 4.9 of 5
total score
Based on 1054 reviews on
review score
9 months ago
Thorough, easy to work with, uses fantastic local guides/ tours. Everything is taken care of and you can travel with no worries
Sarah Ray
review score
1 year ago
Our country guide Guerlin and each of our local guides across the country were superlative. The instructions for obtaining visas were very clear and the pre-trip questions we asked were promptly answered. Our itinerary was well selected. The American dollar is much more acceptable to everyone in Cuba than the Cuban peso. It is unwise to change your money to pesos. Apparently, Americans are required to stay in a particular hotel when they are in Havana, Fortunately, outside of Havana one can stay in casitas or private farm based bed-and-breakfast lodgings with very delicious large dinners as well as the breakfasts.
Ron S
review score
1 year ago
Adventure life staff were great to work with. The actual trip was fabulous!
Michelle Morrow
review score
1 year ago
First of all we were told that we could tailor our trip to our interests which is fantastic. We needed several iterations to get our trip itinerary nailed down. Our contact at Adventure Life responded quickly and we settled on a trip in a matter of weeks.
John Hagan
review score
2 years ago
Kassandra and Maria made the process idiot-proof and enjoyable. I'll book with Adventure Life for a third time based on these interactions alone!
Michelle Morrow

Why Travel With Us?

We Save You Time and Stress

Skip the endless research and information overload—our deep destination expertise helps you design a more seamless trip in a fraction of the time.

Travel That Gives Back

We partner with operators who prioritize local communities and conservation, so your trip has a positive impact beyond your own experience.

Rewards!

Secure your 5% Past Traveler Rewards on your next trip, applicable across a variety of operators, brands, and worldwide destinations.

As Featured In

USA Today
Los Angeles Times
Travel Weekly
Outside
National Geographic Traveler
The New York Times
Travel + Leisure
Condé Nast Traveler
National Geographic

How it Works

Connect

No cost, no commitment. Talk with our experts about your dream trip.

Plan

Share your travel style—we match you with the right itinerary or create one just for you.

Book

Lock in knowing every detail is handled and you’re fully supported.

Travel

Enjoy a seamless journey—and unlock 5% off your next adventure.

Kevin Moore employee headshot
Kevin M
Plan My Trip
We love travel, talk with an expert 800.344.6118