Tips and Advice

Luxury itinerary for a multigenerational family or small groups

Discover the four main plazas of a UNESCO World Heritage Site and their intriguing stories. Then enjoy the legendary Tropicana Cabaret, which hosted stars like Benny Moré and Nat King Cole. Explore a luxurious palace in Cienfuegos City. Journey to Topes de Collantes for a taste of mountain farmer life. Also, delight in water sports at Villa Guajimico or immerse yourself in Trinidad’s artisan culture. This luxury itinerary can be tailor-made to fulfill every possible needs; making it ideal for high-end customers. Cooking and salsa dancing lessons, open-top classic car tours, cigar and rum tasting experiences, or low-intensity adventures like e-bike riding are just the beginning. Just ask for it, and your wish will be granted!

Day 1: Welcome to Cuba

Enjoy a wide selection of luxury boutique accommodations in Cuba tailor-made to your liking. Stay at a luxury hotel in Old Havana, offering views of the city’s iconic landmarks. Choose a townhouse with colonial touches, or a world-class lodging in the historical center known for its beauty and location. Gourmets may opt for a reservation at Cinco Sentidos, one of the best new restaurants in town, showing exceptional service and spectacular seafood dishes.

Day 2: Flavors and Tales: A Tailor-made Culinary and Cultural Odyssey in Havana’s Heart

Tailor-made market experience

Relish this food tour at the hands of a famous chef. Then, explore local produce markets and stores to witness the various ways Cubans access food. Later, enjoy lunch at Jíbaro, a cozy restaurant in Havana Vieja, where you’ll master the art of making a mojito and feast on delicious fusion cuisine. And then, hop in an open-top luxury classic American car for a bespoke tour with the aim of visiting an iconic writer’s villa; to gain insights into his life and literary work in Cuba.

After that take a detour to Cojímar village, which inspired a remarkable novel based on the adventures of a local fisherman. End your journey by beholding the superb vistas of Havana from the El Morro fortress. Later, savor local specialties at Yarini, a popular rooftop spot located above the Gorría Art Gallery, where you can revel in refreshing cocktails. Finally, taste a meal at La Guarida, a luxury restaurant with a magical ambiance that catches the attention of celebrities.

Day 3: Havana Chronicles. A Luxury Tale of Plazas, Beaches, and Tropicana Magic

Luxury Tropicana experience

Walk through the colonial past of Old Havana on a tailor-made tour. Then explore the four main plazas of this UNESCO World Heritage Site and learn about their stories. After that, take in the Caribbean flavors and cocktails at Paco’s Bar, a cozy tapas bar near Avenida del Puerto, or at Costa Vino, a new wine restaurant with fusion cuisine and a varied wine selection. Bask in the sun at Playas del Este, the gorgeous beaches close to Havana, in the afternoon. And then, live the magic of Tropicana Cabaret, a legendary show that has hosted stars like Benny Moré and Nat King Cole. See dancers performing all kinds of popular Cuban dances in amazing costumes and choreography.

Day 4: Tailor-made Cienfuegos City Tour

Tailor-made city tour

Firstly, experience the Cienfuegos City Tour, starting with a visit to José Martí Park for a history and architectural explanation, followed by a stop at Tomás Terry Theatre, exploring local markets on the Boulevard, and concluding with a visit to Palacio del Valle. Then, continue to Trinidad and check in at the conveniently located luxury hotel we have chosen for you. Our first-class option is one of the oldest houses in town; offering spacious bed and breakfast rooms with a modern design. Take a walking tour of Trinidad, a UNESCO World Heritage Site, and learn about its landmarks. Last, but not least, enjoy a meal at San José, a sought-after culinary locale offering a refreshing menu, or feel live music at Bar Colonial with Aire Fresco, the best band in the city, playing a range of Cuban classics, blues, and jazz nightly.

Day 5: Luxury Mountain Escapade

Nicho waterfall Luxury experience

Start a trip to Topes de Collantes, with lunch included at Mercedes’ house. And then, explore the natural park, learn about the flora and fauna and experience the life of a mountain farmer. Take a refreshing dip in a natural cave pool before enjoying leisure time at The Grill. A serene spot at Playa Ancón where you can swim, savor a mojito, and witness a mesmerizing sunset. After that, indulge in Spanish and Cuban cuisine at Café Real Trinidad, delighting in their appetizing prawns, seafood dishes and succulent pork. All accompanied by live music. Lastly, end the day with dancing at Casa de la Música and Casa de la Trova. Where you can enjoy a mix of traditional Trova and Son music. Night owls may try some steps to the beat of salsa rhythms until dawn.

Day 6: High-end Seaside Adventures

Tailor-made diving experience

Villa Guajimico is a premier destination for water sports, offering diving, snorkeling, and kayaking. With its own dive center and 16 dive sites, including a stunning offshore coral ridge; visitors can explore the abundant marine life. For a taste of local cuisine, El Ojo del Toro serves Caribbean and Cuban dishes. To delve into Trinidad’s artisan culture; artisan tour showcases the exceptional craftsmanship of pottery and lace-making families. Lastly, La Esquina 373 is a recommended spot for delicious cocktails and light meals.

luxury tailor-made tour Alicia Alonso Theater

Day 7:

Your driver will pick you up in Trinidad for a transfer of about three hours to Varadero Airport.

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 or make an enquiry here.

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