Luxury Cuba Holidays

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Once highly insular, Cuba is becoming a more and more accessible and desirable holiday destination. Don't miss your chance to explore this most unique and captivating of countries.

North of Jamaica and west of Haiti, Cuba is the largest island in the Caribbean. With the world-renowned Havana as its capital, think salsa bars and classic cars in this iconic country, famous for political revolutionaries Che Guevara and the longtime president Fidel Castro alongside culture, music and cigars!

When imagining Cuba, many of us think old American cars, pastel-hued facades, salsa and that Caribbean Spanish lifestyle of relaxed joy in the simple things in life.

Old Havana is a UNESCO protected site, where the city’s most beautiful buildings are all located. Head for the waterfront and atmospheric Malecon, stretching 7km along the seafront, to experience the central meeting spot for Cuban poets, philosophers and artists over the country’s history.

Embattled by the sea, the frontage crumbles regularly into disrepair, which has prompted the government to protect some of it with UNESCO status. Stay at Hotel Saratoga to experience the buzz of Old Havana at night, as the hotel is located opposite the Capitolio building, the opera house and the prestigious cigar factory Partagas.

Rising high above the entrance to Santiago harbour sits Castillo de San Pedro de la Roca del Morro, a UNESCO world heritage site and sturdy fort which was designed in 1587. The top terrace offers fantastic views out to Santiago’s wild coastline, trapped as the city is between the Sierra Maestra and the sea. The Melia Santiago de Cuba offers the perfect pied-a-terre for exploring the delights of this city and beyond.

Situated off the north-west coast of Cuba lies Cayo Levisa, the ultimate escape from the hustle and bustle of the main island. Perfect for beach lovers and scuba divers, the pace of life is slow and the style simple in this beachfront paradise of huts and hammocks.

For another peaceful moment immersed in Cuban nature, head to Vinales, a verdant region of plains and nubbly outcrops, which is the tobacco heartlands of Cuba. Give salve to your spirit after the fiesta spirit of Cuban cities with a full immersion in nature and a more rural pace of life. Offering panoramic views across the plains below, La Ermita is a great choice of accommodation in the Vinales area, only a 15 minute walk from Vinales itself.

Here at Inspiring Travel Company we have been living and breathing Caribbean passion for over forty years. As well as our relationships with world-renowned Caribbean hotels and resorts, Inspiring Travel Company create bespoke tours, tailored to your every holiday wish. A tailor made tour of Cuba, or the Caribbean at large can be curated just for you so that your island-hopping dreams of a once-in-a-lifetime Caribbean trip can come true.



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A multi-centre tour combines multiple destinations within the same itinerary and can be personalised to you. Tours are journeys through a country or region, and can be tailor-made to meet your personal requirements. Hotels and resorts around the world, handpicked by our expert Travel Specialists for their exceptional qualities. Our villas are ideal for those seeking added privacy and space, either in a resort, or in a private villa.