The Ultimate 3 Week Itinerary Cuba (2024)

Overview 21-Day Itinerary Cuba

Day 1Havana: arrival, walking tour, dance lessonOvernight in Havana
Day 2Havana: cooking/mojito lesson, Hemingway tourOvernight in Havana
Day 3Havana: classic car tour, Buenavista Social ClubOvernight in Havana
Day 4Pinar del Rio: Fusterlandia, Terrazas, SoroaOvernight in Soroa
Day 5Ferry to Cayo Levisa, Snorkeling/DivingOvernight in Cayo Levisa
Day 6Cayo Levisa: Free day to enjoy the beachOvernight in Cayo Levisa
Day 7Ferry to Pinar del Rio: Viñales tour Overnight in Viñales
Day 8Pinar del Rio: Horseback riding, Tobacco farmsOvernight in Viñales
Day 9Nearby attractions and drive to VaraderoOvernight in Varadero
Day 10Varadero: Free day to enjoy the beachOvernight in Varadero
Day 11Matanzas city tour, Santa Clara: (“El Che” tour)Overnight in Santa Clara
Day 12Bay of Pigs (Bahia Cochinos) & CienfuegosOvernight in Cienfuegos
Day 13Trinidad: walking tour, La Casa de la Música Overnight in Trinidad
Day 14Trinidad: Topes de Collantes waterfall trailOvernight in Trinidad
Day 15Drive to Camaguey, Iglesia San LázaroOvernight in Camaguey
Day 16Camaguey: city tour and main attractionsOvernight in Camaguey
Day 17Drive to Holguin, walking tour Overnight in Holguin
Day 18Day trip to GuantánamoOvernight in Santiago
Day 19Santiago de Cuba: historic city tourOvernight in Santiago
Day 20Santiago de Cuba: walking tour and free afternoonOvernight in Santiago
Day 21Departure from Santiago airport, or flight to Havana

Day 1: Arrival to Havana

Touch down in Havana and kick off your Cuban adventure. After settling into your accommodation, embark on a captivating walking tour of Havana’s historic streets, immersing yourself in the vibrant atmosphere. As the sun sets, join a lively dance lesson to groove to the beats of Cuban music, a perfect introduction to the island’s rhythm. Overnight in the heart of Havana.

Day 2: Havana – Cultural Enjoyment

Engage in a hands-on experience with a cooking and mojito lesson, learning the secrets of Cuban cuisine. In the afternoon, trace the footsteps of Ernest Hemingway with a tour highlighting the writer’s connection to Havana’s iconic spots. Let the day’s culinary and literary discoveries linger as you enjoy another night in Havana.

Day 3: Havana – Local Experiences and City Tour

Take a classic car tour through Havana, exploring its streets in style. In the evening, savor the soulful tunes of the Buenavista Social Club, an unforgettable performance of traditional Cuban music. Another night in Havana to absorb the city’s dynamic spirit.

Day 4: Pinar del Rio – Artistic Haven and Natural Wonders

Venture to Pinar del Rio and explore Fusterlandia, a captivating neighborhood adorned with vibrant mosaic art. Continue to the eco-village of Terrazas and the lush landscapes of Soroa. Nestle into the tranquility of Soroa for the night.

Day 5: Cayo Levisa – Caribbean fauna

Arrive at this secluded island, known for its white sandy beaches and crystal-clear waters. Dive into the underwater wonders with snorkeling or diving adventures, exploring the vibrant marine life beneath the surface. Whether you’re an experienced diver or a snorkeling enthusiast, Cayo Levisa promises an immersive encounter with the Caribbean’s aquatic treasures.

Day 6: Cayo Levisa – Island Retreat

Relish a leisurely day on Cayo Levisa, embracing the laid-back island lifestyle. Enjoy the sun-kissed beaches, unwind in the shade of swaying palms, and let the rhythm of the ocean waves soothe your senses. Whether you choose to read a book under the tropical sun, take a leisurely stroll along the shoreline, or simply bask in the beauty of the Caribbean, this free day allows you to savor the unhurried pace of island life. As the sun sets over Cayo Levisa, enjoy your last day on this beautiful island

Day 7: Viñales – City Tour

After a relaxing morning, take the ferry back to Pinar del Rio, setting the stage for exploration in Viñales. Delve into the unique charm of Viñales, famous for its tobacco farms and breathtaking landscapes. Enjoy a tour of the picturesque town, immersing yourself in the rural beauty that defines this Cuban gem. As the day unfolds, relish the simplicity of Viñales and settle in for a night in this enchanting countryside.

Day 8: Viñales – Horseback Riding and Tobacco Farms

Ride into the heart of Viñales Valley on horseback, navigating the lush landscapes and visiting traditional tobacco farms. Connect with the local culture as you witness the tobacco cultivation process. The day unfolds at a relaxed pace, allowing you to soak in the scenic beauty and agricultural richness of Viñales.

Day 9: Varadero – Coastal Drive

Explore nearby attractions before making your way to the resort town of Varadero. Indulge in the coastal drive, taking in the scenic beauty as you head towards the pristine beaches. Relax and unwind on Varadero’s renowned shores.

Day 10: Varadero – Beach Bliss

Ease into a free day dedicated to the simple pleasures of beach life. Whether you’re basking in the sun, taking a refreshing swim, or simply enjoying the coastal ambiance, Varadero offers a perfect backdrop for relaxation.

Day 11: Matanzas and Santa Clara – Cultural Exploration

Explore the cultural richness of Matanzas with a city tour, uncovering its historical and artistic treasures. Later, journey to Santa Clara for a captivating exploration of the city’s revolutionary history with an “El Che” tour.

Day 12: Bay of Pigs and Cienfuegos – Historic Tour

Discover the historic Bay of Pigs before continuing your coastal exploration in Cienfuegos. This city, influenced by French architecture, promises a delightful blend of history and coastal marvels.

Day 13: Trinidad – Colonial Charms

Take a guided walking tour through Trinidad’s cobblestone streets, revealing the city’s colonial charms. Explore Plaza Mayor and other historic landmarks, immersing yourself in the rich history of this UNESCO World Heritage Site. As the day transitions into night, experience the lively atmosphere at La Casa de la Música.

Day 14: Trinidad – Natural Beauty

Venture into the natural wonders surrounding Trinidad with a trek along the Topes de Collantes waterfall trail. Immerse yourself in the lush landscapes and refreshing waters, creating a perfect harmony between cultural exploration and communion with nature.

Day 15: Camaguey – Architectural Wonders

Take a scenic drive to Camaguey and visit the iconic Iglesia San Lázaro. Immerse yourself in the architectural wonders of this historic city. Wander through its charming streets, adorned with vibrant colors and unique sculptures. Absorb the artistic and cultural richness of Camaguey as the day unfolds.

Day 16: Camaguey – City Exploration

Delve into the heart of Camaguey with a city tour, exploring its main attractions and gaining insight into its storied history. Stroll through its central squares, adorned with art installations and colonial architecture. Immerse yourself in the lively atmosphere of local markets, soaking in the unique culture of Camaguey.

Day 17: Holguin – Art and History

Delve into the heart of Camaguey with a city tour, exploring its main attractions and gaining insight into its storied history. Stroll through its central squares, adorned with art installations and colonial architecture. Immerse yourself in the lively atmosphere of local markets, soaking in the unique culture of Camaguey.

Day 18: Guantánamo – Day Trip

Take a day trip to Guantánamo, exploring its unique attractions and gaining insight into the region’s history. Visit local landmarks, engage with the community, and absorb the cultural diversity of Guantánamo. As the day concludes, return to Santiago for an overnight stay.

Day 19: Santiago de Cuba – Cultural Tapestry

Explore the cultural tapestry of Santiago de Cuba with a city tour, uncovering its historical and artistic gems. Visit iconic sites, from the Santiago de Cuba Cathedral to the Moncada Barracks, and immerse yourself in the city’s vibrant cultural scene.

Day 20: Santiago de Cuba – Leisure and Exploration

With a free afternoon, leisurely explore the streets of Santiago de Cuba. Dive into the local markets, engage with the community, and savor the unique flavors of the city. Whether you choose to relax in a local cafe or explore hidden gems, Santiago de Cuba offers a perfect blend of leisure and exploration.

Day 21: Departure from Santiago

Conclude your Cuban adventure with a departure from Santiago airport. Reflect on the diverse experiences and memories woven into the fabric of this remarkable journey through Cuba. As you bid farewell to the island, carry with you the cultural richness, natural beauty, and vibrant spirit that define Cuba’s unique allure.

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