Classic Journeys Cuba Tours Are Still The Way To Go

There was a time, not long ago, when Cuba was a hotspot for Americans. Hemingway called it a home away from home; beachgoers and deep-sea fishermen and the Hollywood elite hopped over to Havana on the weekends for a bit of fun and relaxation. Warm nights sipping mojitos and listening to some of the best music in the Caribbean, sunny days on the sand, puffing away on a local cigar with toes in the tropical water—this was the Cuba of legend. The door to Cuba has been closed for decades—but now, it’s being reopened for a lucky few.

You’ll have an experience that few will—Cuba tours, led by local guides who are fiercely and deservedly proud of their country’s rich culture and excited to share it with Classic Journeys guests. So much of the culture and history remains a mystery to most Americans, and your new Cuban friends will be delighted to pull back the curtain and show you the real country behind the myths and misconceptions. We work closely with local merchants, artisans, musicians and restauranteurs to ensure that you’re getting to see and taste Cuban life as its people do.

On your Cuba tour, you’ll meet a remarkable cross-section of society: school students and cigar-makers, singers and white-magic priests, farmers and chefs. Whether it’s riding in a classic convertible through the streets of Havana, walking the green farmlands of the scenic Viñales Valley, or exploring French and Spanish colonial architecture in Cienfuegos and Trinidad on the Caribbean shore, every moment is eye-opening. Each of our four itineraries includes meaningful time to explore on your own. We even offer a Family trip, one that will give your kids a cultural experience that few of their classmates will ever have. And whether you’re snorkeling on the Bay of Pigs or discovering your inner salsa dancer, you’ll get a rare, close-up look at life in Cuba today. Join us now for an adventure that National Geographic Traveler included in their 50 Trips of a Lifetime.

>> Latest news on Cuba's travel restrictions - April 2019

>> Read the official U.S. statement on travel policy changes (Nov 8, 2017, is the most current official statement from the U.S. Department of the Treasury. This will be updated here as soon as the Treasury issues new regulations.)
Choose from these all-inclusive Cuba vacations

Cuba for Families

Family

7 Days, 6 Nights
MAR, MAY, JUN, NOV, DEC 

Cuba: A Long Weekend in Havana

Culture + Walking

4 Days, 3 Nights
JAN, FEB, MAR, APR, MAY, JUN, JUL, AUG, OCT, NOV, DEC 

Cuba: Cienfuegos, Trinidad & Havana

Culture + Walking

7 Days, 6 Nights
JAN, FEB, MAR, APR, MAY, JUN, SEP, OCT, NOV, DEC 

Cuba: Havana & the Viñales Valley

Culture + Walking

7 Days, 6 Nights
JAN, FEB, MAR, APR, JUN, SEP, OCT, NOV, DEC 
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