From Havana to Trinidad: The Perfect 2-Week Cuba Itinerary (2024)

Overview 14 Day Cuba Itinerary

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 Viñales
Day 5Pinar del Rio: Viñales tour, nearby attractionsOvernight in Viñales
Day 6Pinar del Rio: Horseback riding, Tobacco farms Overnight in Viñales
Day 7Cayo Levisa: Ferry to Cayo, Snorkeling/Diving Overnight in Cayo Levisa
Day 8Cayo Levisa: Free day to enjoy the beachOvernight in Cayo Levisa
Day 9Bay of Pigs (Bahia Cochinos) & CienfuegosOvernight in Cienfuegos
Day 10Trinidad: walking tour, La Casa de la Música Overnight in Trinidad
Day 11Trinidad: Topes de Collantes waterfall trailOvernight in Trinidad
Day 12Santa Clara: (“El Che” tour), Matanzas City TourOvernight in Varadero
Day 13Varadero: Free day to enjoy the beachOvernight in Varadero
Day 14Matanzas city tour, return 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 Viñales for the night.

Day 5: Viñales – City Tour

After a relaxing morning, 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 6: 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 7: Cayo Levisa – Caribbean fauna

Take a Ferry to 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: Bay of Pigs and Cienfuegos – Historic Tour

Start driving to one of the most iconic places in Cuba’s history, Bay of Pigs, and snorkel on the clear waters that Fidel used to love. Then, continue your coastal exploration while driving to Cienfuegos. This city, influenced by French architecture, promises a delightful blend of history and coastal marvels.

Day 8: 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 9: 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 10: 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. Drive to Varadero in the evening.

Day 11: Varadero – Beach Bliss

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 12: Varadero – Hasta Luego Cuba!

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. Then, head back to Havana for taking your flight back home.

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