A 10-day trip featuring luxury accommodation with some exclusive and exciting experiences.

This 10-day holiday starts in the vibrant city of Havana, taking in the lively nightlife and music vibe and rich cultural history, before journeying to the other top destinations in Cuba, giving you a mixture of cities, beaches and rainforest. An enticing mix of luxury accommodation and exclusive experiences, this is a truly exciting trip.

Trip highlights

  • 3 nights in Havana at the Gran Hotel Manzana Kempinski with exclusive private tours of Havana
  • 2 nights in Trinidad at the Iberostar Grand Hotel Trinidad with private tours of Cienfuegos and Trinidad plus a jeep safari to Topes de Collantes
  • 1 night in Eastern Cuba at Villa Santo Domingo with a hike through the Sierra Maestra mountains
  • 3 nights in Santiago de Cuba at Villa Gaviota with a private tour of the city



Fly to Cuba

Today you will fly to Cuba. Upon arrival into José Martí International Airport, you will be met by a guide and taken to your hotel by private transfer where you will spend three nights in the bustling city of Havana. In the afternoon, you will be taken on a short tour of the city. Walk in the footsteps of Havana’s colonial past visiting the four key squares of Old Havana, a UNESCO World Heritage site. In the evening you can enjoy some live jazz music at a local bar.

Pin Suggested accommodation – Gran Hotel Manzana Kempinski


Luxury holidays to Cuba

Art and dance in Havana

Today you will visit the National Art School of Cuba (ISA), including architect Vittorio Garatti’s ruined ballet school. Your guide will give you an insight into the strong cultural role the arts play in Cuban society and you’ll have an opportunity to chat with students. In the afternoon you can take some salsa lessons before going to a salsa matinée, a loud, bustling, energetic concert, full of Cubans who love to dance.


Refined gourmet cuisine aboard the Island Sky luxury cruise ship

Culture and cuisine in Havana

Today you will really get to know the city of Havana, visiting Ernest Hemingway’s villa in an old vintage car. Later, you will have the opportunity to have a private dinner with Chef Alberto and enjoy a Bolero performance. Alberto is one of the only three Cubans to have a Michelin star and the only living and working in Cuba. He will cater to your tastes using the finest ingredients while enjoying the best local entertainment in a spectacular location in Havana.


Cuban Man Portrait


Today you will travel to Trinidad, via Cienfuegos. You will have lunch on the beautiful Cienfuegos bay before continuing your journey to Trinidad where you will be taken on a tour of the city where an expert guide will explain the history of the town and give you insight into its fascinating history in the colonial era, and during the years after the Revolution.

Pin Suggested accommodation –  Iberostar Grand Hotel Trinidad


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Jeep Safari to Topes de Collantes

Today you will ride up to the Escambray mountains in 4X4 SUVs. You will go up to Guanayara and trek trough the tropical forest of Topes. Bird watching and an opportunity for swimming at the waterfall make this a must for nature lovers. Later you can enjoy a unique experience of horseback riding into the valley at sunset.


Villa Santo DOmingo, Eastern Cuba, Havana

Travel to Granma

Today you will travel from Trinidad to Granma. This is a 7-hour transfer which includes lunch and amazing sights along the way. Spend an evening at leisure at your hotel.

Pin Suggested accommodation –  Villa Santo Domingo


Santiago de Cuba, Cuba

Morning trek and travel to Santiago de Cuba

Trek to Comandancia de la Plata (Fidel’s Hideout), a 2-3 hour gentle hike through the Sierra Maestra mountains to reach the organising and staging post for the Cuban revolution. Later travel to Santiago de Cuba and enjoy a tour of the city in a vintage car.

Pin Suggested accommodation –  Villa Gaviota


Luxury holidays to Cuba

Activities in Santiago de Cuba

During the day you may go riding or trekking in the mountains or head to the beach to sunbathe, paddle, or go surfing. In the evening visit the El Morro fortress to enjoy the sunset.



Santiago de Cuba, Cuba

Free time in Santiago de Cuba

Enjoy some free time in Santiago de Cuba.


DAY 10

Aeroplane home

Fly home

Today your private guide will transfer you to the airport, in time for your flight home.

This itinerary is priced at £7,960 per person

This is a guide price. Please enquire and we will provide a full personalised quote for you.

All our itineraries are tailor-made to your own requirements so can be modified however you wish.

What’s included in the price:

  • All international and internal flights in economy class (Contact us for different classes or routings)
  • Private transfers throughout
  • 3 nights in Havana at Kempinski in a Grand Deluxe room with breakfast included
  • 2 nights in Trinidad at the Iberostar Grand Hotel Trinidad in a Junior Suite with breakfast included
  • 1 night in Eastern Cuba at Villa Santo Domingo in a Standard cabin with breakfast included
  • 2 nights in Santiago de Cuba at Villa Gaviota in a Standard room with breakfast included
  • All activities included on itinerary


Hotel Kempinski Gran Manzana, Havana, Cuba


The Kempinski Hotel is a chic hotel offering elegant rooms, restaurants & bars, plus a posh spa & a rooftop pool in the heart of Havana near all the best restaurants, bars and live music venues.

Outside view from the Iberostar, Tinidad, in Cuba

Iberostar Grand Hotel Trinidad

In the heart of Cuba, amid the perfectly preserved Spanish colonial settlement of Trinidad, old-world charm and wonder meet comfort and tranquility in the Iberostar Grand Trinidad’s refurbished 16th-century World Heritage building.

Villa Santo Domingo, Eastern Cuba, Havana

Villa Santo Domingo

Villa Santo Domingo is girded by the Sierra Maestra Mountains, making it the perfect spot for observing the flora and fauna of the region.

Santiago de Cuba, Cuba

Villa Gaviota

Villa Gaviota (also sometimes known as Eastern Villa) is located in the residential area of Vista Alegre, a few minutes from the historical, cultural and commercial centre of the hospitable city of Santiago de Cuba.