Cuba Cultural Walking Tour

• See Old Havana on foot at eye level on a walk that precedes a visit to Fidel Castro’s personal photographer in his home to share stories and anecdotes over iconic images.

• Meet the husband-and-wife and their team of automobile craftsmen whose small business specializes in restoring classic car and select your favorite candy colored the tail-finned masterpiece for a ride of a lifetime to Revolution Square.

• Step into Ernest Hemingway’s shoes at his Cuban home, Finca Vigia, on a private visit with the curator and then sip a daiquiri at Hemingway's favorite bar.

• Learn how much your hips can sway in a memorable salsa dancing lesson in a private studio.

• Tour a traditional cigar-making factory with an expert roller, who explains the process and its important role Cuban life and then later in the week learn about Churchill and Castro’s shared passions during a fascinating and fun cigar and rum tasting with a sommelier.

• Shop a local fruit and vegetable market, then join a chef who pauses her TV show to welcome you into her personal kitchen for an instruction and lunch.

• Enjoy conchonchera cocktails with a diplomat who shares a fascinating 60 years of geopolitics in 60 minutes in an ‘only with Classic Journeys’ sit down.

• Savor a gourmet lobster bake on the beach at the Bay of Pigs followed by snorkeling with naturalist guides on its pristine coral reef.

• Share footpaths with farmers going to market in the cinematic and historic Valley of the Sugar Mills.

• Clip clop on a horse and carriage ride on a guided tour of 500-year-old Trinidad and then on foot with a historian in Cienfuegos, the pastel city known as the “Pearl of the South.”. 

• Walk past jaw dropping waterfalls in the Escambray Mountains to meet a family of coffee growers who welcome you to their plantation to share how their coffee is grown and to share a tasting with you.

• Experience Cuba on foot and at eye level. Each day, join your guide on the most cinematic footpaths in the cities, towns, villages, countryside and coasts of this fascinating island.
• Exceptional full-time local guides who become your well-connected friend. Our guides are with you throughout each day sharing their lifelong connections as well as engaging anecdotes about the history and culture of the fascinating island and its people.
• Small groups that provide you unrivaled access. An average of 10 guests per departure means we can offer you special ‘only with Classic Journeys’ access to experiences like a visit to Hemingway’s home with the curator and visits with Castro’s personal photographer and a diplomat for in-depth discussions into geopolitics.
• Award-winning hotels are waiting for you at the end of every day. Luxuriate in the finest and most distinctive privately owned accommodations on the island where we know the owners personally and they treat you like invited guests.
• Eat like (and with) the locals. Food is a foolproof way into the hearts, homes and history of Cuba. From gourmet lobster bakes at the Bay of Pigs to a cooking instruction with a famous chef in her kitchen, our meals offer you opportunities to explore native food traditions and fine dining.
• Handcrafted itineraries with all activities included. With our long-term friendships, we know Cuba more personally than anyone else. So you get thoughtfully curated itineraries that combine explorations of Havana, Cienfuegos, Trinidad, the Bay of Pigs and the spectacular coastline and countryside.
• Regenerative Travel that supports the history, culture, people and places you’re visiting with us in Cuba. We put our local currency into the pockets of the people who live where we travel. It’s your guarantee that you’ll have authentic, up-close experiences on your trip. Best of all, our person-to-person approach helps sustain their ways of life.