Embark on a luxurious journey through Havana, where every day offers a blend of rich history, vibrant culture, and exquisite experiences. This meticulously crafted itinerary is designed to immerse you in the essence of Cuba’s capital city, from its colonial past to its dynamic present. Explore iconic sites, indulge in fine dining, and enjoy exclusive cultural events, all while staying in the opulent Gran Hotel Manzana Kempinski. Whether you’re dancing the night away or savoring a perfectly crafted cocktail, this trip promises to be a memorable adventure.
Wednesday, November 20: Arrival and Introduction to Havana
From the moment you step off the plane, an airport representative will whisk you through customs to a private VIP lounge where you can unwind while your luggage is handled with care. You’ll then be chauffeured to your stunning accommodation at the Gran Hotel Manzana Kempinski La Habana, where you’ll enjoy breathtaking views of the Capitolio building and Gran Teatro de la Habana. This 5-star luxury hotel, rebuilt on the site of Cuba’s first European-style shopping arcade, offers 246 elegantly appointed rooms, a top-floor spa and gym, and a rooftop pool with panoramic city views.
After settling in, embark on a City Tour: Colonial Havana, discovering the colonial heart of the city on a walking tour of four key squares: Plaza de Armas, Plaza San Francisco de Asis, Plaza Vieja, and Plaza de la Cathedral. This 2-hour tour is guided by an expert who will provide fascinating historical insights. Following the tour, enjoy a Dinner Reservation at Paladar Los Mercaderes, a romantic dining venue known for its refined Cuban and international cuisine, charming service, and enchanting music. Nestled in the UNESCO-listed center of Old Havana, this restaurant promises a luxurious dining experience.
Thursday, November 21: Cuban Arts and Culture
Start your day with a visit to Acosta Danza, founded by renowned Cuban dancer Carlos Acosta in 2016. This company skillfully blends contemporary dance with classical ballet, reflecting Acosta’s remarkable career achievements. Following this, immerse yourself in the rhythmic fusion of Habana Compas Dance, recognized for its unique combination of dance and percussion. Founded in 2004, the company’s performance, under the direction of Liliet Rivera and Eduardo Cordova, merges diverse percussion instruments with contemporary dance and Cuban rhythms.
Later, savor lunch at Costa Vino, a premier wine restaurant located at the start of the Malecón. Enjoy a diverse wine selection curated by a renowned Cuban sommelier, paired with stylish cuisine from Cuban chef Boris Prieto. Don’t miss their rice balls with chicken a la chorrera and pork loin with chicharrones. After lunch, experience Havana’s vibrant nightlife with a Salsa Lesson. Our expert instructor will have you dancing confidently in no time. Following the salsa lesson, enjoy a Cocktail-Making Lesson at La Guarida, where the head bartender will guide you through classic and contemporary Cuban cocktails, sharing the history and culture behind each drink.
In the evening, dine at La Guarida, an iconic restaurant that now boasts a large outdoor terrace and trendy rooftop bar. Conclude the day with a Cigar and Rum Pairing Session at La Guarida. This 1.5 to 2-hour experience includes two aged rums and one cigar, with detailed explanations on the art of cigar smoking.
Friday, November 22: Hemingway and Culinary Delights
Explore Hemingway’s villa on the outskirts of Havana with a Hemingway Tour in a Classic American Car. The villa, preserved as he left it in 1960, offers insights into Hemingway’s life and work. On the return to Havana, visit Cojimar, the fishing town featured in “The Old Man and the Sea,” and see the bust of Hemingway created by local fishermen. Conclude the tour with spectacular views from the El Morro Fortress.
Later, enjoy lunch at Paco’s Mar, a cozy bar-restaurant in Old Havana known for its Caribbean dishes and signature cocktails, including the unique Fruit “Jumbo” Daiquiri. After lunch, experience exceptional seafood and service at Cinco Sentidos, one of Havana’s best new restaurants. In the evening, enjoy VIP access at Fabrica del Arte, a renowned venue for music, dance, film, and art.
Saturday, November 23: Exploring Havana’s Hidden Gems
Start with a Panoramic City Tour in an open-top vintage car, covering key sites such as the Almendares Forest, Cristobal Colon Cemetery, and Hotel Nacional. This 2-hour tour can be tailored to your interests. Following the city tour, embark on a Food Tour and Lunch at Jibaro, where you’ll learn to make an authentic Cuban mojito and enjoy a fusion of Cuban and Mediterranean dishes. Jibaro is a hidden gem in Old Havana, offering a delightful dining experience.
Later, visit two Cuban artist studios with an Art Tour, guided by an expert who will help you engage with the local artistic community based on your interests. Enjoy pre-dinner drinks at the historic Hotel Nacional, where you can experience a piece of Cuban history and dance with other guests. In the evening, dine at Grados, where owner-chef Raulito prepares nostalgic dishes from pre-revolution Cuba. Enjoy a drink or live music while savoring lamb slow-cooked in pru and other classic dishes. Conclude your day with a visit to the Tropicana Show, a Vegas-style extravaganza with beautiful dancers and impressive choreography from the second row. While the food may be subpar, the show remains a quintessential Cuban experience.
Sunday, November 24: Departure
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.
Ready to experience Havana in unparalleled luxury? Contact us today to book your exclusive Cuban getaway and create memories that will last a lifetime. Don’t miss out on this extraordinary journey!
Available Dates:
- November 19 to 23, 2025 Full itinerary on Travefy
Traveling to Cuba with a itinerary can be easy and fun if organized by an experienced travel agency like Cuba Private Travel. Book with us now at enquiries@cubaprivatetravel.com or make an enquiry here.