Cuba Escorted Tours
The largest island in the Caribbean, Cuba is a fascinating land of sunshine and blue sea, mountains and fertile plains, friendly people and rich culture. Famed for its manufacture of rum and cigars, you'll soon find out that there's so much more to Cuba that you need to explore - although we may also include the odd Mojito too!
From the rhythmic salsa bars and colonial architecture of Havana - where you can walk in Ernest Hemingway's footsteps and ride in classic Cadillacs from the 1950s; to the pristine beaches of Varadero and rural countryside of Vinales, our Cuba Tours have been designed to give you an immersive experience in this captivating country and memories which will last a lifetime.
Your tour of Cuba is just a phone call away
Call our Travel Specialists today on 1800 804 006
Where possible we have secured a limited number of places without a single Supplement on each escorted tour. These are strictly subject to availability and once they are all booked a supplement will apply.
All of our English speaking local guides are passionate about their country and will accompany you from the moment you arrive in your destination, throughout your escorted tour and right until your departing flight home.
All the hotels chosen for these escorted tours have been personally sourced and inspected by us. We pride ourselves on offering you comfortable, handpicked accommodation in some of the best locations around the world.
Once you have booked, we will send you a comprehensive dossier with all your accommodation details, flight and airport information, country advice and other useful tips such as what to pack and luggage allowance.
PLAN YOUR TRIP
Your guide to visiting Cuba
Popular Destinations in Cuba
Cuba is a country of rhythm, resilience, and remarkable beauty. From colonial cities and lush valleys to vintage cars and Caribbean charm, its top destinations offer a rich cultural experience—perfect for escorted tours that blend history, music, and local life.
Havana
Cuba’s capital is a city of contrasts, where crumbling colonial mansions sit beside vibrant street art and salsa rhythms echo through the alleys. Explore Old Havana’s UNESCO-listed architecture, ride in a classic car along the Malecón, and visit museums that tell the story of Cuba’s revolutionary past.
Viñales Valley
A lush, scenic region of tobacco farms, limestone cliffs, and quiet countryside. Escorted tours here include visits to traditional cigar-making farms, horseback rides through the valley, and walks through caves and plantations surrounded by dramatic mogotes.
Trinidad
A beautifully preserved colonial town with cobbled streets, pastel buildings, and a lively music scene. Visit the Plaza Mayor, explore local museums, and enjoy evenings filled with live salsa and rooftop mojitos. Trinidad offers a slower pace and a deep sense of history.
Cienfuegos
Known as the “Pearl of the South,” Cienfuegos is a coastal city with French-inspired architecture and a relaxed vibe. Stroll along the seaside boulevard, visit the elegant Teatro Tomás Terry, and enjoy the city’s unique blend of Caribbean and European influences.
Santa Clara
A city steeped in revolutionary history. Visit the Che Guevara Mausoleum and Memorial, explore the armoured train monument, and learn about Cuba’s modern identity through its most iconic figure.
Best Time to Visit Cuba
Cuba is a year-round destination, but the most pleasant times for escorted touring are late November to April, when the weather is dry, warm, and ideal for sightseeing and cultural exploration.
Dry Season (November – April)
With sunny skies and pleasant temperatures, this is the perfect time for exploring cities, countryside, and coastlines. Cooler evenings make city walks and cultural outings pleasant. It’s also peak travel season, so early booking is recommended to secure preferred dates
Wet Season (May – October)
Expect higher humidity and occasional tropical showers, often in the afternoon. While less predictable, this season offers lush landscapes, fewer tourists, and a quieter, more personal touring experience - especially in rural and cultural settings.
Food & Drink in Cuba
Cuban cuisine is simple, hearty, and full of flavour, shaped by Spanish, African, and Caribbean influences. Meals often feature rice, beans, pork, and tropical fruits, with a focus on home-style cooking and fresh ingredients. Escorted tours often include traditional meals and visits to paladares—privately owned restaurants offering authentic Cuban hospitality.
Must-Try Dishes:
Ropa Vieja – Shredded beef stewed in tomato sauce with peppers and onions, often served with rice and plantains.
Moros y Cristianos – Black beans and white rice cooked together with spices and garlic.
Lechón Asado – Slow-roasted pork, a festive favourite often served with citrus marinade.
Tostones – Twice-fried green plantains, crispy and perfect as a side or snack.
Yuca con Mojo – Boiled cassava topped with garlic and citrus sauce.
Cuba is famous for its rum. Enjoy a Mojito or Daiquiri in a Havana bar, or try Cuban coffee, strong and sweet, served in tiny cups. Fresh tropical juices and guarapo (sugarcane juice) are also popular.
Tips for Planning Your Cuba Tour
Cuba’s most comfortable travel season—late autumn to early spring—is also its busiest, so booking in advance is recommended. These months offer warm weather, fewer showers, and ideal conditions for sightseeing, cultural activities, and scenic drives.
Escorted tours are the best way to explore Cuba’s unique blend of history, music, and natural beauty. With local guides, smooth logistics, and thoughtfully paced itineraries, you’ll gain deeper insight into the country’s traditions, resilience, and everyday life.
Whether you're strolling through Havana’s colonial streets, learning about tobacco farming in Viñales, or dancing to live music in Trinidad, Cuba offers a journey full of colour, rhythm, and unforgettable moments.
