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Roam Around

Ultimate 17-Day Cuban Adventure Itinerary

Last updated: 2024 Jun 14

Discovering Havana's Charm

Morning

Start your Cuban adventure with a delicious breakfast at the iconic La Bodeguita del Medio, known for its mojitos and live music. After fueling up, take a guided tour of the city, including a visit to the historic Old Havana and the impressive Revolution Square.

Afternoon

For lunch, savor the flavors of Cuba at Paladar Los Mercaderes, a charming restaurant in Old Havana. In the afternoon, explore the beautiful El Capitolio and take a stroll along the famous Malecon.

Evening

End your day with a memorable dinner at La Guarida, a hidden gem known for its rooftop views. Afterward, enjoy a live performance at Tropicana Cabaret, one of the oldest and most famous cabarets in the world.

Bedtime

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Art, Culture, and Cuisine

Morning

Start your day with a visit to the National Museum of Fine Arts, home to an impressive collection of Cuban art. Afterward, enjoy a leisurely brunch at Doña Eutimia, known for its authentic Cuban dishes.

Afternoon

Explore the vibrant neighborhood of Vedado, where you can visit the famous Fabrica de Arte Cubano, an art and music venue housed in a former cooking oil factory. In the afternoon, take a vintage car tour of the city, stopping at iconic landmarks and hidden gems.

Evening

For dinner, experience the culinary delights of La Fontana, a charming restaurant with a romantic ambiance. Afterward, enjoy a cocktail at the trendy F.A.C., a speakeasy-style bar known for its creative drinks.

Bedtime

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Nature and Adventure

Morning

Enjoy a hearty breakfast at San Cristobal Paladar, a family-run restaurant with a welcoming atmosphere. Afterward, head to the lush Parque Almendares, where you can take a relaxing walk and admire the natural beauty.

Afternoon

For lunch, indulge in the flavors of Cuba at El Cocinero, a restaurant located in a former cooking oil factory. In the afternoon, take a day trip to the beautiful Vinales Valley, known for its stunning landscapes and tobacco plantations.

Evening

Return to Havana and enjoy a leisurely dinner at La Guarida, where you can savor traditional Cuban cuisine in a unique setting. After dinner, take a stroll along the Malecon and soak in the vibrant atmosphere of the city.

Bedtime

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Vibrant Vinales

Morning

Start your day with a scenic drive to Vinales, a picturesque town surrounded by lush countryside. Enjoy breakfast at a local cafe and take in the stunning views of the Mogotes, unique limestone formations that dot the landscape.

Afternoon

After lunch at a charming local restaurant, take a guided tour of the Vinales Valley, visiting a tobacco farm and learning about the traditional methods of cigar production. You can also explore the Cueva del Indio, a fascinating cave with an underground river.

Evening

Enjoy a relaxing dinner at a local paladar, where you can sample authentic Cuban dishes and mingle with the friendly locals. After dinner, take a leisurely walk through the town and soak in the laid-back atmosphere.

Bedtime

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Beach Bliss

Morning

After breakfast in Vinales, embark on a day trip to the stunning Cayo Jutias, a pristine beach with crystal-clear waters and white sand. Spend the morning relaxing on the beach, swimming, and soaking up the sun.

Afternoon

Enjoy a picnic lunch on the beach, or head to a nearby restaurant for fresh seafood and refreshing drinks. In the afternoon, take a boat tour to explore the coastline and discover hidden coves and snorkeling spots.

Evening

Return to Vinales in the evening and enjoy a delicious dinner at a local restaurant. Afterward, relax and unwind with a cocktail at a rooftop bar or a live music venue.

Bedtime

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Matanzas and Varadero

Morning

After breakfast in Vinales, travel to Matanzas, known as the "City of Bridges." Explore the historic center, visit the Sauto Theater, and take a walk along the Bay of Matanzas.

Afternoon

Enjoy a traditional Cuban lunch at a local restaurant, then continue your journey to Varadero, a world-famous beach destination. Spend the afternoon relaxing on the beach, swimming, and enjoying water sports activities.

Evening

Check into your hotel in Varadero and freshen up for a delightful dinner at a beachfront restaurant. After dinner, take a romantic evening stroll along the shore and enjoy the gentle sea breeze.

Bedtime

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Revolutionary Santa Clara

Morning

After breakfast in Varadero, travel to Santa Clara, a city with a rich revolutionary history. Visit the Che Guevara Mausoleum and the Tren Blindado, a museum dedicated to the memory of the Cuban Revolution.

Afternoon

Enjoy a traditional Cuban lunch at a local restaurant, then take a guided tour of the city, visiting the Parque Vidal and the Leoncio Vidal Park. You can also explore the local markets and pick up some souvenirs.

Evening

For dinner, savor the flavors of Santa Clara at a charming paladar, then take a leisurely walk through the city and enjoy the lively atmosphere. You can also catch a live music performance at a local venue.

Bedtime

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Timeless Trinidad

Morning

After breakfast in Santa Clara, travel to Trinidad, a UNESCO World Heritage Site known for its well-preserved colonial architecture. Take a guided walking tour of the city, visiting the Plaza Mayor and the Valle de los Ingenios.

Afternoon

Enjoy a traditional Cuban lunch at a local restaurant, then visit the Topes de Collantes, a nature reserve with hiking trails and waterfalls. You can take a guided hike and explore the beautiful landscapes.

Evening

Check into your hotel in Trinidad and freshen up for a delightful dinner at a local paladar. After dinner, take a leisurely walk through the cobblestone streets and enjoy the vibrant nightlife of the city.

Bedtime

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Trinidad's Treasures

Morning

Start your day with a visit to the Playa Ancon, a beautiful beach located just a short drive from Trinidad. Spend the morning relaxing on the beach, swimming, and enjoying water sports activities.

Afternoon

Evening

Return to Trinidad in the evening and enjoy a delicious dinner at a local restaurant. Afterward, relax and unwind with a cocktail at a rooftop bar or a live music venue.

Bedtime

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Charming Cienfuegos

Morning

After breakfast in Trinidad, travel to Cienfuegos, a city known for its French colonial architecture. Take a guided walking tour of the city, visiting the Punta Gorda and the Parque Jose Marti.

Afternoon

Enjoy a traditional Cuban lunch at a local restaurant, then visit the Botanical Garden of Cienfuegos, home to a diverse collection of tropical plants. You can take a leisurely stroll and enjoy the natural beauty.

Evening

Check into your hotel in Cienfuegos and freshen up for a delightful dinner at a local paladar. After dinner, take a leisurely walk along the Malecon and enjoy the sea views.

Bedtime

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Bay of Pigs Adventure

Morning

After breakfast in Cienfuegos, embark on a day trip to the Bay of Pigs, a historic site known for the failed CIA-backed invasion in 1961. Visit the Museum of the Invasion and the Cueva de los Peces, a natural swimming hole.

Afternoon

Enjoy a traditional Cuban lunch at a local restaurant, then spend the afternoon snorkeling and swimming in the crystal-clear waters of the Caribbean. You can also relax on the beach and soak up the sun.

Evening

Return to Cienfuegos in the evening and enjoy a delicious dinner at a local restaurant. Afterward, take a leisurely walk through the city and enjoy the lively atmosphere.

Bedtime

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Cultural Camaguey

Morning

After breakfast in Cienfuegos, travel to Camaguey, a city known for its well-preserved colonial architecture. Take a guided walking tour of the city, visiting the Plaza San Juan de Dios and the Plaza del Carmen.

Afternoon

Enjoy a traditional Cuban lunch at a local restaurant, then visit the Camaguey Cathedral and the Iglesia de Nuestra Senora de la Merced. You can also explore the local markets and pick up some souvenirs.

Evening

Check into your hotel in Camaguey and freshen up for a delightful dinner at a local paladar. After dinner, take a leisurely walk through the city and enjoy the vibrant nightlife.

Bedtime

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Santiago's Soul

Morning

After breakfast in Camaguey, travel to Santiago de Cuba, the cultural capital of the country. Take a guided walking tour of the city, visiting the Cespedes Park and the Santiago de Cuba Cathedral.

Afternoon

Enjoy a traditional Cuban lunch at a local restaurant, then visit the Casa de Diego Velazquez, the oldest house in Cuba. You can also explore the San Pedro de la Roca Castle, a UNESCO World Heritage Site.

Evening

Check into your hotel in Santiago de Cuba and freshen up for a delightful dinner at a local paladar. After dinner, take a leisurely walk through the city and enjoy the vibrant nightlife.

Bedtime

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Rhythms of Santiago

Morning

Start your day with a visit to the El Morro, a historic fortress with stunning views of the Caribbean. Afterward, enjoy a traditional Cuban breakfast at a local cafe.

Afternoon

Take a guided tour of the Bacardi Museum, learning about the history of the famous rum brand. You can also visit the Carnival Museum and learn about the vibrant traditions of Santiago.

Evening

For dinner, savor the flavors of Santiago at a local paladar, then enjoy a live music performance at a traditional venue. You can also visit a salsa club and dance the night away.

Bedtime

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Beautiful Baracoa

Morning

After breakfast in Santiago de Cuba, travel to Baracoa, a charming town located on the eastern tip of the island. Take a guided walking tour of the city, visiting the Plaza Independencia and the Cruz de la Parra.

Afternoon

Enjoy a traditional Cuban lunch at a local restaurant, then visit the Catedral de Nuestra Senora de la Asuncion and the Fuerte Matachin. You can also take a boat tour to explore the surrounding coastline.

Evening

Check into your hotel in Baracoa and freshen up for a delightful dinner at a local paladar. After dinner, take a leisurely walk through the city and enjoy the laid-back atmosphere.

Bedtime

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Natural Wonders of Baracoa

Morning

Start your day with a visit to the Parque Nacional Alejandro de Humboldt, a UNESCO World Heritage Site known for its biodiversity. Take a guided hike and explore the lush rainforest.

Afternoon

Enjoy a picnic lunch in the park, then visit the Salto Fino, the highest waterfall in Cuba. You can also take a boat tour to explore the nearby rivers and mangroves.

Evening

Return to Baracoa in the evening and enjoy a delicious dinner at a local restaurant. Afterward, relax and unwind with a cocktail at a beachfront bar or a live music venue.

Bedtime

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Farewell to Cuba

Morning

After breakfast in Baracoa, take a leisurely walk along the beach and enjoy the beautiful views of the Caribbean. You can also visit the El Yunque, a unique mountain with a flat top.

Afternoon

Enjoy a traditional Cuban lunch at a local restaurant, then take a guided tour of a Cacao Plantation and learn about the chocolate-making process. You can also visit a local market and pick up some souvenirs.

Evening

For your final dinner in Cuba, savor the flavors of Baracoa at a local paladar, then enjoy a live music performance at a traditional venue. You can also take a sunset cruise and enjoy the views of the coastline.

Bedtime

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