Cuba Private Travel invites you to ring in the New Year by stepping beyond the ordinary and into the vibrant heart of Cuba.
Our exclusive festive itinerary is a bespoke narrative crafted for the intellectually curious traveller. From the magic of the countries vibrant art and music scene to a New Year’s Eve celebration at Havana’s most iconic paladar, this journey captures the multi-faceted magic of Cuba in a way that is unforgettable.
Day 1: Havana – Colonial Grandeur & Contemporary Visions
Your immersion begins at the Gran Hotel Manzana Kempinski, a five-star sanctuary in the heart of Old Havana offering unparalleled views of the Capitolio. Step into the rhythm of the city with a walking tour of the four key colonial squares, where the layers of history are revealed by our expert guides.
Lunch offers a taste of the Mediterranean at Chef Ivan Justo, a culinary gem housed in a 200-year-old building. The afternoon is dedicated to the avant-garde, with a curated tour of three artist studios, including the works of Yoan Capote and Sandra Ramos. As evening falls, embrace the legend of Hemingway with a daiquiri at El Floridita, followed by dinner at the spectacular Cinco Sentidos. The night concludes with sophisticated indulgence: a rum and cigar pairing at La Guarida, where an expert will guide you through the island’s most famous exports.
Day 2: Havana — Architectural Rhythms & Visual Stories
Discover the city’s architectural heartbeat from the comfort of an open-top vintage car, gliding past the Almendares forest and the historic Colón Cemetery. Lunch takes you to Grados, an “old school” paladar where Chef Raulito serves lost childhood recipes like lamb slow-cooked in pru.
Deepen your artistic perspective with a tour led by curator Sachie Hernández, visiting the Museum of Rum and the luminous abstract works at Galería Continua. As the sun softens, enjoy a private exchange at the studio of Roberto Salas, the photographer who documented the saga of the revolution. Dinner is served beneath the chimney stack of El Cocinero, followed by the world-renowned, Vegas-style extravaganza of the Tropicana Cabaret, viewed from the best seats in the house.
Day 3: Havana — Literary Echoes, Jewish Heritage & The Nutcracker
Delve into the rich tapestry of the Jewish community in Cuba with a visit to the Sephardic Congregation and the Beth Shalom Synagogue. This is followed by a rare privilege: an exclusive exchange with celebrated writer Leonardo Padura at his private home.
After a rooftop lunch at El del Frente—known for its exceptional cocktails—explore the National Museum of Fine Arts and private artist studios. Evening brings a sensory delight at Toca Madera, a hidden gem in Miramar, where you will dine accompanied by an exclusive private performance by trumpet master Yasek Manzano. Cap off the night with high culture: VIP balcony seating for a festive performance of The Nutcracker by the National Ballet of Cuba at the Grand Theater.
Day 4: Cienfuegos & Trinidad — The Pearl of the South
Leave the capital behind as your private driver escorts you to Cienfuegos. Explore the French-influenced architecture of the city center, the Tomas Terry Theatre, and the eclectic Palacio del Valle. Savor fresh seafood at Finca del Mar before continuing to Trinidad.
Check into the Iberostar Grand Hotel Trinidad, a charming colonial refuge in the city center. The evening invites you to dine in the unforgettable colonial ambience of Sol Ananda.
Day 5: Trinidad — Sugar Barons, Artisans & Trova
Step back in time with a walking tour of Trinidad, a UNESCO World Heritage Site, wandering its cobblestone streets and history museums. Venture into the Valley of the Sugar Mills to explore plantation ruins and understand the profound history of the 19th-century sugar industry.
Following a rustic lunch at a countryside farm, discover Trinidad’s rich artistic lineage with visits to the Santander pottery family and lace-makers. As the day cools, relax at a seaside ranchon with a mojito and a spectacular sunset. Dinner at El Ojo del Toro offers amazing sea views, followed by a night of authentic Son and Salsa at the Casa de la Música‘s famous outdoor steps.
Day 6: Return to Havana — A New Year’s Eve to Remember
Your driver returns you to Havana for a final check-in at the Kempinski. Enjoy the afternoon at leisure—perhaps soothing away travel fatigue at the hotel’s rooftop pool and spa.
The grand finale of your journey is a New Year’s Eve Party at La Guarida. Celebrate at Cuba’s most celebrated paladar, a magical location that epitomizes the island’s cinematic beauty, enjoying drinks on the rooftop bar as the city celebrates another year below.
Day 7: Farewell — Until We Meet Again
Enjoy a relaxing morning for last-minute shopping or final visits to art studios before your private transfer to the airport. You leave not just with souvenirs, but with a transformed perception of a unique island that has welcomed you with open arms.
Why Choose This Escape Route?
This itinerary is designed for the discerning traveler who values cultural authenticity and privileged access over generic sightseeing. It is for those who wish to connect, not just coordinate; to transform, not just transport. With our long-established network, we open doors that remain closed to others, ensuring that no two holidays will ever be the same.
We invite you to speak with our in-country experts, who are ready to get to know you and curate a journey that is perfectly, personally relevant to you.
Speak with an Expert now
