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Luxurious itinerary Havana & sailing

Unveil Havana’s fashionable colonial past on a customized city tour. Explore iconic plazas, visit a famous writer’s villa, and embrace Cuban culture with batá drum lessons. Be amazed by the stunning French-inspired architecture of Cienfuegos. After that, set sail on a catamaran to untouched cays and unwind on some of the most pristine beaches in the world. Experience the thrill of scuba diving and snorkeling in the crystal-clear waters of Cayo Largo. Then, try your hand at spearfishing and savor your fresh catch cooked by your private chef. Or cozy up by an open fire on a secluded island while being captivated by enchanting sailor stories. It is evident that our itinerary offers a refuge for those Robinson Crusoes and romantics; who crave immersion in the cultural and natural domains of Cuba!

Day 1: Welcome to Cuba

Firstly, indulge in a luxurious experience in Cuba from the moment you step off the plane. Our attentive airport representative will be there to whisk you through customs and into the exclusive VIP lounge. Ensuring a seamless and stress-free arrival. And when it comes to transportation, our private transfer service will take you to your world-class accommodations in Havana. Immerse yourself in the lap of luxury; at our carefully selected hotels, boasting breathtaking views of iconic landmarks. Accompanied with range of lavish amenities to enhance your stay. As you settle into your chosen haven, our knowledgeable representative will be there to greet you. Offering personalized recommendations and expertly curating your itinerary. And when it’s time to savor a delectable meal, immerse yourself in the culinary delights of Más Habana; a chic restaurant known for its elegant simplicity and exceptional service.

Day 2: Luxurious Havana City tour

Luxurious personalized city tour classic car and Capitol of Havana

Uncover the allure of Havana’s colonial past with a customized Havana City tour. Immerse yourself in the streets of a UNESCO World Heritage Site as our guide leads you through the four legendary plazas that have withstood the test of time. Discover the local architecture during this leisurely two-hour walking tour; where every step reveals a new chapter in the city’s chronicles. Delve into the pages of literary history with a bespoke tour in a fashionable vintage American car in Havana. Then, watch for yourself the preserved splendor of a writer’s villa; where his personal belongings, an iconic boat, and a three-story tower await.

As you return to the city, we’ll take you away to the fishing village of Cojímar; the inspiration for a renowned literary masterpiece. Conclude your four-hour excursion with a visit to the El Morro fortress; where panoramic views of Havana’s skyline provide an awe-inspiring finale. After that, to end on a high note, relish the savors of Creole cuisine at La Guarida. A luxurious restaurant founded by a visionary duo. Since its inception in 1996, this place has captured the hearts and palates of locals and visitors alike. Allow your senses to revel in the culinary art that has earned La Guarida its esteemed reputation.

Day 3: From Havana to Cienfuegos

Fashionable private transfer Cienfuegos

Take a private transfer from Havana to Cienfuegos with an English-speaking driver. Discover the French-inspired architecture of Cienfuegos on a personalized tour before stopping for a snorkeling adventure and lunch at Cueva de Los Peces.

Luxurious sailing in catamaran.

Return to Havana. Arrive in the late afternoon and check into your hotel. From day 3 to day 10, enjoy a catamaran adventure with personalized concierge service, a skilled chef, franchise insurance, full board meals, and other all-inclusive amenities of your choice. Then, for the next six days, relax and have fun on board. Explore unspoiled cays with diverse wildlife. Later, experience the thrill of scuba diving and snorkeling in the crystal-clear waters of the luxurious Cayo Largo. Unwind on some of the most pristine beaches in the world, such as Playa Paraíso. After that, try your hand at spear fishing and savor your fresh catch cooked by the chef, or cozy up by an open fire on a secluded island. And don’t miss the chance to hear captivating sailor stories from the captain! This is your chance to create unforgettable memories of relaxation, adventure and pure bliss.

Day 10: Back to a fashionable Havana

Fashionable cousine at luxurious restaurant

Firstly arrive at Cienfuegos Bay and transfer to Havana in a private vehicle with an English-speaking driver. After that, enjoy lunch at the highly recommended Cinco Sentidos luxurious restaurant, known for its exceptional service and delicious seafood dishes. Experience Cuban music at Brenda’s Terrace, where you can learn about traditional rhythms and play the batá drums. Check-in at a the luxurious hotel, located in the heart of the historic center. Have dinner at Jíbaro, a funky restaurant in Old Havana. Before departing, take a leisurely walk along the Malecón promenade, savoring the beauty of the city before bidding farewell and heading to the airport for your return flight.

Day 10: See you soon

Old havana luxurious private transfer
Oldtimer taxi + Bicitaxi + Cuban flag + building with dome + colourful street

Lastly, your English-speaking driver will provide a seamless private transfer from Havana to José Martí Airport, marking the end of your luxury vacations in Cuba.

Traveling to Cuba can be easy and fun if organized by an experienced luxury travel agency like Cuba Private Travel. Book with us now for tailor-made holidays at or make an enquiry here.

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