Luxury Trips to Cuba

Why should you book luxury Cuba tours with us?

Pastel-hued villages, rum-scented squares and cigar-rolled plantations. Cuba is a favourite on our list.

After its renowned 1959 revolution, Cuba was mostly closed off from the outside world. In recent years, this colourful country has climbed back on to the world stage, drawing attention and welcoming visitors to explore its hidden treasures. Blending Latin and Caribbean influences, Cuba’s sensory world of art, music and gastronomy is mesmerising. Take a step into the past as colonial-era architecture sets the scene, Cadillacs roam the roads and jazz music fills the streets. Looking to experience Cuba’s artistic culture or explore the famed sugar plantations? On a luxury trip to Cuba with us, you’ll see that and much more.

What to see and do in Cuba

As ever, if you can’t see it here then we can still plan it for you.


After its renowned 1959 revolution, Cuba was mostly closed off from the outside world. In recent years however it has burst back onto the world stage. A luxury holiday in Cuba will immerse you into a sensory world of music, arts and eating, all set against the rum-soaked scenery of its colonial-era architecture and time-capsule streetlife, where antique Cadillacs still throng the roads of Old Havana. When we talk about luxury here, we’re not talking about gold-plated taps or all-inclusive resorts. We’re alluding to the on-the-ground access we can provide, which plays out across settings that are undoubtedly glamorous, stylish, and infinitely chic. Our local guides will truly immerse you into the best that Cuba has to offer.


With so much to offer with any luxury holiday to Cuba, there’s no replacing an expert tour around its bustling, iconic capital; letting you dive headfirst into its curious cultural life and historical legacies. Havana stands out as one of the most fascinating cultural hubs in this part of the world – filled with historic plazas and laidback eateries. During your Cuban holiday, you can also retrace the steps of Ernest Hemingway – the ‘Old Man’ himself. The famously bullish American author made a home here for many years, which has been celebrated with the endlessly fascinating Hemingway Museum and the house that was his base.


Once you leave the cities behind you, Cuba opens up into a landscape of staggering natural beauty. Particularly true of the East of Cuba, where we send clients on a journey to the Afro-Cuban stronghold of Santiago de Cuba, revolutionary legacies in the jaw-dropping Sierra Maestra Mountains and the hidden coves and fishing villages of the area’s rarely trodden coastline. Our private guides are on hand throughout these luxury Cuban tours to introduce you to hidden-away locales like the waters of the Yara River, where you can ride, hike and explore the surrounding landscapes. They almost defy description, with their rugged coastlines, wild rivers, palm-covered hills, and secluded lodges.


Cuba’s rollercoaster recent history has been the subject of innumerable books and films. But it’s important not to overlook its enviable offer of scenic hotels and resorts, exquisite dining, and cultural events for discerning travelers. The town of Trinidad, located in the midst of the island, has culture and curios in spadefuls, being known as perhaps the most stunning town in Cuba. Head out on an excursion to drink in its pastel-hued terraces, flanked by luscious mountains and drooping palms, while getting to grips with everything that this UNESCO world heritage city has to offer (not least the smell of freshly cooking food which wafts throughout this vibrant settlement).


The Bay of Pigs may be best known for a failed American military invasion that took place in 1961, but is today an unmissable component in any of our luxury holidays to Cuba. Not only can you learn about this truly tense period of 20th century history, but you can also take in the breathtaking views of the bay – a regular haunt for frolicking dolphins. It’s also one of the best places on the island to snorkel. Relax on the white sand beach before kicking back at La Cueva, a private restaurant famed across the country for its mouth-watering food and excellent wine.

The best of Cuba


Listen to the sound of jazz as it ricochets off the colourful walls.

Stylish and chic, Havana is one of the most fascinating cultural hubs in this part of the world. Curious minds will fall in love with the historic plazas, laidback eateries and art deco architecture. Our expert guides will truly immerse you into a Cuban lifestyle as you ride in an antique Cadillac, get a private lesson on cigar making and dance the night away in an exclusive salsa lesson.


Discover carpets of rainforest and intrigue on this island.

Holding the title of the most beautiful town in Cuba, the pastel-hued, colonial town of Trinidad is found in the province of Santi Spíritus. Surrounded by luscious mountains and towering palms, Trinidad has a lot to offer; from the entrancing smell of freshly cooked meals to the quaint cobbled streets that line the town. We’ll take you on a history tour of the sugar plantations or on a snorkelling excursion in La Boca. Doesn’t that sound perfect for your next vacation?


Experience a slow and relaxed way of life in Cuba’s scenic backyard.

Once you spy a cigar-chewing guajiro ploughing through a rust-coloured tobacco field, you’ll know you’ve reached the tranquil farming town of Viñales. Opt to bed down in a luxury yet traditional homestay, where the locals will guide you in embracing Cuba’s calming countryside lifestyle. Dive into the best of Cuba’s natural world by horse-riding through the UNESCO World Heritage Site of Valle de Viñales or trekking to Los Aquaticos – the Water People – to learn about the magical healing waters.

Gran Hotel Manzana Kempinski La Habana

Ushering in a new standard of luxury amid Havana's vibrant city streets and UNESCO status, Gran Hotel Manzana Kempinski La Habana is a haven of serenity…
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La Reserva, Havana

Nestled in the heart of the revered Vedado neighbourhood of Havana, La Reserva is a five bedroom boutique abode with charm and grace aplenty. The…
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Melia Buenavista

Indulge in a tropical paradise oozing beauty and tranquillity at Melia Buenavista Hotel. Situated on the seductive island of Cayo Santa Maria, off Cuba’s north-central…
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