Cuba and Cancun

  • Overview
  • Itinerary
  • Dates & Prices
  • Accommodation

Set on either side of the Caribbean Sea and separated by just an hour’s flight, Cuba and Cancun offer the perfect blend of colonial glamour, Latin culture, and luxurious beaches. You’ll have the unique opportunity to uncover two of the most fascinating countries in all of Latin America, swaying to the sensuous rhythms of the conga beat in Cuba, and unwinding to the rumbles of the rolling waves in Cancun. Start off by exploring the colonial architecture, revolutionary history and vibrant culture of Havana, followed by the beautiful landscapes and tobacco farms of the UNESCO World Heritage Site of Viñales. Finish off with a visit to the beautifully-preserved colonial town of charming Trinidad, before setting off to sunny Cancun for a luxurious stay at the all-inclusive Royal Hideaway Placar. Sitting right on the Caribbean Sea, you’ll be able to step out of your room into crystal-clear waters and powdery-soft sands, enjoying the tropical heat with a tequila in hand. Those seeking a little more adventure can venture off and uncover the mysteries of the surrounding Riviera Maya – including cool limestone sinkholes amidst the tropical jungle, ancient Mayan temples and cities, and the most legendary nightclubs in all of Mexico. You won’t be wanting to say adiós after you’ve gotten a taste of Cuba and Cancun. All the Cuba holidays on our website can be tailor-made to your exact needs. Please get in touch with your travel consultant to personalise.


from / per person

Includes international flights

  • Havana + Viñales + Trinidad + Cancun
  • 12 nights



With our own on-the-ground team in Cuba, you'll benefit from the support and advice of highly-trained, friendly, English-speaking reps. Based in Havana, Varadero, Viñales and Trinidad, our Cuba Direct reps will ensure that your holiday runs smoothly from beginning to end, giving you peace of mind.

Personalise this itinerary or build a tailor-made tour from scratch by calling us on 0207 148 3042

Arrive in Cuba

Fly to Havana

This package includes flights to Havana's José Martí International Airport. A Cuba Direct representative will meet you at the airport. Bienvenido a Cuba!

Private Transfer for Accommodation

You will enjoy a private transfer from your hotel straight to your accommodation in Havana. Sit back. relax and enjoy your first glimpses of the city!

Day 1-3: Discover Cuba's Lively Capital, Havana

Few cities in the Americas or the Caribbean boast the life and soul of the sultry showgirl that is Havana. To know Havana is love her – her buzzing street corners, where the bored and the busy-with-gossip congregate; her gorgeous colonial cityscape, her virtuoso musicians and dancers; her antiquated classic cars and her socialist slogans. Havana is at its busiest with tourism and private enterprise since 1959, with a new restaurant, shop, art project or hip private villa opening seemingly every week, regardless of announcements emanating out of the States. There’s never been a better time to join the party.

Day 2: Havana City Tour

Discover the delights of Havana with a professional guide. You will be picked up from your hotel and taken around the city in an air-conditioned coach. You will visit the huge 19th-century Cristobal Colon Cemetery before continuing Revolution Square where where Fidel Castro would give political speeches to over a million Cubans. You will travel through the neighbourhoods of Miramar and Vedado and cruise along the famous Malecón seafront. You will stop briefly for photos outside the iconic Capitol building before visiting Morro-Cabana Fortress, Paseo del Prado and Old Havana's four history-rich squares. You will wander along Obispo Street, home to one of Hemingway's favourite bars, Bodeguita del Medio.

Day 3: Full-Day Excursion to Viñales

You will be taken on a private tour for a fascinating introduction into rural life in Cuba. Following an 8:00 AM pick-up, your English-speaking guide will commence the 111-mile journey to the UNESCO World Heritage-listed Valle de Viñales. You will stop along the way at Soroa, admiring its waterfalls and famed orchid garden, and at a breathtaking viewpoint overlooking the valley. Exuding verdant lushness and a laidback charm, Viñales is the perfect antidote to the intensity of Havana. You will have the opportunity to explore its unusual limestone landscape and experience its rich tobacco heritage.

Days 4-7: Discover Cuba's Colonial Gem, Trinidad

Trinidad is simply the most handsome town in Cuba, in one of the most idyllic provinces, Sancti Spiritus. Founded by Diego Velázquez in 1514, the giant village is wedged between the towering Escambray range and the shimmering coast. Trinidad grew wealthy on sugar in the 18th century, thus its museum-piece architecture dates mainly from this era. Walk a few streets and the village peters out into red earth, drooping palms and mountains. Drive five miles and you reach a perfect stretch of beach, Peninsula Ancon. At night, things come alive at the Casa de la Musica with its peerless, romantic setting at the hiatus of a grand stone stairwell.

Day 7 & 8 : Havana

You will return to Havana for the night before setting off for Cancun, Mexico. Catch a show, feast on Cuban delicacies, or soak up the atmosphere of the Malecón.

Arrive in Cancun

Fly to Cancun

This package includes flights to Cancun.

Days 8-13: Cancun

Set yourself free by the Caribbean Sea, enjoying Cancun’s jade-green waters and powdery-soft sands. Your every desire will be indulged at the luxurious all-inclusive hotels we have on offer, where you’ll be able to enjoy gourmet meals and refreshing cocktails, a plethora of water sports, and gorgeous swimming pools. If you choose to venture out your hotel you’ll discover all that the Riviera Maya has to offer – from jungles, jaguars and flamingos, natural limestone sinkholes, internationally-renowned nightclubs, and ancient Mayan cities. This is the perfect end to any trip!

Dates & Prices

Please note:- Dates and Average Prices by month to help you plan ahead. Prices are approximate, updated daily, and may vary depending on your choice of airline, hotel, and optional extras such as visas, car-hire, transfers, and personal guides. Circumstances beyond our control such as flight fare changes and hotel availability may also affect prices. To get an exact quotation for your Cuba holiday, please speak to one of our consultants on 0207 148 3042.

Hotel Telégrafo

A historic and iconic hotel set in the heart of Havana, Hotel Telegrafo is one of Havana premium accommodation options. The hotel was first founded in 1860 and moved to its enviable position, right by the Capital Building and National Theatre, in 1888. Though recently modernised, traces of its colonial heritage remain including the original walls and a colourful mosaic. The hotel boasts 63 comfortable guestrooms, many of which enjoy fabulous views over the city, a restaurant, two cafes and a popular bar.

Casa Osmary y Alberto

Easily spotted thanks to its bright-pink exterior, Osmary y Alberto is one of Trinidad’s largest and finest casas particulares. Its simple, comfortable rooms are dotted around a pretty courtyard full of greenery and woven hammocks for relaxing. The location is fantastic, with the main square just a short-walk away, though the excellent on-site restaurant and bar make a night-in a tempting option. The friendly owners can even organise private salsa dance lessons to be enjoyed on the grounds, best enjoyed before a round of Alberto’s cocktails!

Madero B&B

An oasis of calm in bustling Old Havana, Madero B and B is a luxury boutique property with staff that can’t seem to help but go the extra mile. The grand neoclassical building, featuring staggeringly high ceilings and traditional Cuban tiled floors, was originally built in 1929 and lovingly restored by it owners in 2016 after a period of disrepair. It now plays host to six spacious and beautifully furnished rooms, well equipped with all the amenities needed for a comfortable stay along with colourful artwork and stylish extras. The highly coveted junior suite boasts its own balcony overlooking the street’s eclectic architecture and vibrant going on. Guests can enjoy their breakfast on the private rooftop terrace, with views of the colonial quarter and Havana harbour. Many of the city’s top attractions sit just a stone’s-throw away.

Royal Hideaway Placar Hotel

With a cold glass of champagne and a cool towel welcoming you upon arrival, you know your stay at Royal Hideaway Placar is going to be divine. An official member of ‘The Leading Hotels of the World’, this adults-only hotel offers guests a luxurious setting with personalised services on the powdery-white beaches of Playa del Carmen. Royal Hideaway’s rooms are elegant and spacious, with exquisite hardwood furniture and marble bathrooms, free Wi-Fi, air-conditioning and ceiling fans, and docks for iPods. Lush-green gardens, five decadent pools and an infinity pool will make you feel like you’re in a tropical oasis. You’ll be spoilt for choices with 6 gourmet restaurants offering a range of international cuisines, à la carte options and an exclusive Chef’s Table at Las Ventanas restaurant. Take part in the immense variety of water sports and adventure activities on offer, stay in shape at the luxury gym, unwind at the Royal Hideaway Spa, or dip into the jade-green waters of the adjacent Caribbean Sea.

You May Also Like...

Highly Recommended: 96% of Clients Rate Us as "Good" or "Excellent"

We're committed to making your Cuba experience as amazing as possible. We've amassed hundreds of fantastic reviews over the years, with clients citing our expertise, attention to detail, and professionalism as reasons for their high ratings. Don't just take our word for it, see what our clients have to say...

Everything was simply perfect, very well organised, accurate information, good advice from knowledgeable staff. Thank you Cuba Direct for a perfect interesting trip.

Cuba Direct were brilliant from beginning to end, from initial planning of our tour all the way through the trip itself. Fantastic, memorable holiday. I would recommend it to anyone.

All reviews published on this website are collected independently by Feefo, the Global Feedback Engine.