Experience the best of Cuba with our carefully curated itinerary. Your journey begins with VIP treatment upon arrival in Havana, where you’ll be welcomed into luxury at the Voya Boutique Hotel. Enjoy fine dining, live music, and personalized recommendations for an enchanting first evening. This is just the start of an immersive exploration that covers Havana’s cultural tapestry, cigar and rum experiences, revolutionary insights, and picturesque road trips to historic Trinidad and Cienfuegos. Every day offers a blend of cultural immersion, exquisite cuisine, and unforgettable memories. Join us for an unforgettable adventure through Cuba’s vibrant landscapes and rich heritage.
Day 1: Arrival in Havana and Evening Delights
As you step off the plane, the warm Havana air embraces you, and our airport representative greets you with a smile, swiftly guiding you through customs to the VIP lounge. A short drive through the bustling streets brings you to your Luxurious Boutique Hotel. After settling in, your private concierge joins you to craft your adventure. Tonight, indulge in the flavors of Cuba at Cinco Sentidos, where seafood dishes and fine wines await. Later, soak in Havana’s nightlife with live music at Claxon’s rooftop, a perfect start to your Cuban journey.
Day 2: Exploring Havana’s Rich Culture
Awaken to the rhythm of Havana as you explore Regla, known for its vibrant cultural tapestry rooted in African religions. From local churches to the recording studios of urban hip-hop stars, every corner tells a story of syncretism and resilience. Journey through Old Havana’s iconic squares—Plaza de Armas, Plaza San Francisco de Asis, Plaza Vieja, and Plaza de la Cathedral—imbibing the colonial grandeur and architectural splendor that define Havana. Amidst these adventures, pause at Paco’s Mar for delectable Caribbean tapas and cocktails. Dive deeper into Havana’s artistic soul with visits to local studios, including the famed Abdala Studios, where Cuba’s musical legends are born. As the day unfolds, let Afro-Cuban rhythms guide you at Callejon de Hamel, where every step is a dance and every beat a celebration of Cuban culture. Cap off your evening at Costa Vino, where innovative Cuban cuisine meets panoramic views of the Malecón.
Day 3: Cigars, Rum, and Cuban Heritage
Delve into Cuba’s storied cigar-making tradition with a visit to a historic factory, where skilled torcedores roll the world’s finest cigars by hand. Then, journey to Finca Tungasuk, an organic farm where Alfredo and Anabelle share their passion for sustainable agriculture and farm-to-table dining. Later, at La Guarida, immerse yourself in a private rum and cigar pairing session, guided by experts who unveil the nuances of Cuban craftsmanship. Dine in elegance at La Guarida, Havana’s iconic paladar, where every dish tells a tale of culinary mastery and heritage.
Day 4: Hemingway’s Havana
Step into the world of Ernest Hemingway with a classic convertible tour of Cojimar, where the author found inspiration for “The Old Man and the Sea.” Enjoy local markets and a leisurely lunch at Jibaro, a hidden gem in Old Havana. Trace Havana’s revolutionary spirit at historic sites like the Revolution Museum and Revolution Square, before dining at Otra Manera, where innovative cuisine meets old-world charm. End your day with a spectacle at Tropicana, where Havana’s glittering cabaret comes alive with music, dance, and the spirit of a bygone era.
Day 5: Road Trip to Trinidad via Cienfuegos
Journey through Cienfuegos, exploring José Martí Park, Tomas Terry Theatre, and Palacio del Valle. Cross the harbor by fishing boat, savoring fresh seafood at a local villa, and attending a mesmerizing performance by Cantores de Cienfuegos. Continue to Trinidad, a UNESCO World Heritage site, and settle into La Casona, a historic haven amidst Trinidad’s cobblestone streets. Dine at the hotel, enjoying local flavors under the stars at Plaza Mayor.
Day 6: Discovering Trinidad
Wander Trinidad’s time-worn streets on a guided tour, exploring its colonial architecture and vibrant history. Discover the tranquility of Bee Hole, surrounded by nature’s wonders, and refresh at Canchanchara with its signature cocktail and lively music. Experience the blend of art and dining at Los Conspiradores, then dance the night away at Casa de la Musica or Casa de la Trova.
Day 7: Embracing Local Culture
Engage with Trinidad’s community through a visit to a local school and salsa lessons—a journey into the heart of Cuban culture. Pause midday at Bar Adita Cafe for tapas and pizza in a relaxed setting. Explore the ruins of a sugar plantation, a poignant reminder of Trinidad’s history, then dine at San Jose, where Cuban-fusion cuisine meets colonial charm.
Day 8: Return to Havana via Santa Clara
Depart Trinidad for Havana via Santa Clara, stopping to savor guarapo, sugarcane juice that flavors your journey with local sweetness. In Santa Clara, trace Cuba’s revolutionary past at Parque del Carmen and Tren Blindado, before dining at Cafe Museo Revolucion. Return to your Luxurios Boutique Hotel in Havana, where Jama invites you to savor Cuban-Japanese fusion cuisine, a fitting finale to your Cuban odyssey.
Day 9: Until We Meet Again
Bid farewell to Havana as your driver escorts you to Jose Marti Airport, concluding your unforgettable adventure through Cuba’s vibrant history, culture, and flavors.
Available Dates for This Itinerary
Plan your journey with us and choose from the following available dates for our exclusive 9-day Cuba itinerary:
- September 8 – September 16, 2024
- October 6 – October 14, 2024
- November 3 – November 11, 2024
- November 10 – November 18, 2024
- December 8 – December 16, 2024
- January 12 – January 20, 2025
- January 26 – February 3, 2025
- February 9 – February 17, 2025
- February 23 – March 20, 2025
- March 9 – March 17, 2025
- March 23 – March 31, 2025
- April 6 – April 14, 2025
- April 20 – April 28, 2025
- May 18 – May 26, 2025
- June 15 – June 23, 2025
- July 13 – July 21, 2025
- August 10 – August 18, 2025
- September 7 – September 15, 2025
- October 12 – October 20, 2025
- November 9 – November 17, 2025
- December 7 – December 15, 2025
Book Your Adventure
To book your unforgettable Cuban adventure or inquire about custom dates, click the buttons below to get in touch with us.
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