Private Journeys

Signature Cuba: The complete Cuba

18 days from £2,739pp



Overview & Highlights

This comprehensive Cuba holiday reveals the heart and culture of this unique and fascinating Caribbean country.

  • Half day guided walking tour of Old Havana
  • Half day guided tour of Viñales and Pinar del Rio
  • Half day guided walking tour of Cienfuegos
  • Full day excursion, exploring Trinidad and visiting the Sugar Mill Valley
  • Half day city tour of Camaguey
  • Half day city tour of Santiago

This holiday puts together the top sights of Cuba, creating a narrative of the country’s history while you enjoy incursions into glorious countryside and less developed stretches of the rugged coastline. Explore the principal cities with insightful guided walking tours, and stretch your legs further with hikes to a couple of the country’s bucolic locations. It’s not a beach holiday but you could extend your trip to soak up the rays at one of the delightful eastern coves if you wish. Cuba’s vibrancy and friendly people will make a lasting impression.

The trip begins in Havana, Cuba's inimitable capital, with its faded grandeur – gradually being restored - and pulsating rhythms.  Visit forested Las Terrazas, an eco-experiment which works, from where you head west to stroll around Viñales, a fertile valley with a fairy-tale limestone landscape composing the tobacco-growing region. You’ll step into four of the country’s principal cities, Cienfuegos, colonial Trinidad, Camaguey and Santiago, each with a story to tell. Visit the thickly wooded Sierra Maestra, Fidel Castro’s revolutionary hideout. Lingering in the less visited east of the country, you call in at Baracoa, and Gibara, a pretty port on the craggy northeast coast.


Day 1

Transfer to your accommodation in the centre of Havana.

Your accommodation is in the very heart of historic Havana just a quick stroll from the city's principal squares. 

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Day 2

Guided walking tour of Old Havana.

Your introduction to the city is a guided walking tour of Old Havana. The streets of La Habana Vieja were declared a UNESCO World Heritage Site in 1982, and the subsequent restoration of this part of town has transformed it into arguably Latin America's finest colonial quarter, in marked contrast to the rambling, potholed streets and crumbling façades around it.

Stroll along the cobbles, between grand, pastel-hued mansions and bustling street life. Music seeps out of every doorway and the narrow streets are clogged with gargantuan, crumbling 1950s American cars, which you will have the option of hopping into and cruising down the Malecón. You'll have trouble keeping your camera by your side as iconic images flash before you round each and every corner.

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Day 3

Transfer to Las Terrazas.

Travel on by land to visit the community project of Las Terrazas in the Sierra del Rosario UNESCO biosphere reserve. This is Cuba's premier centre for ecotourism, which offers the opportunity to get close to the local community, whose members coexist harmoniously with their surroundings. Stay at the much admired La Moka Eco-resort.


Day 4

Excursion to Viñales and Pinar del Rio.

On a full day guided tour, travel west by road to Pinar del Rio through the Sierra del Rosario. The province of Pinar is a fertile region where the combination of sun and soil is conducive to the successful cultivation of tobacco; as well as cattle rearing. Both these economic activities were launched by settlers from the Canary Islands, who started to arrive in the 16th century. Visit a cigar factory in the town of the same name and learn about the production process.

Continue by road to Viñales, a small, rural town tucked away in the Sierra de los Órganos. The shady high street is lined with trees, wooden colonnades and one-storey, red-roofed houses. Horse and carts clatter along the main road and local children play baseball with sticks and stones outside the dilapidated whitewashed church in the main square. There is a splendid old chemist's shop and a few other bare-shelved stores, as well as a couple of salsa bars.

Here you'll explore the town, view a prehistoric mural and take a boat ride along an underground river. The valley has a distinctive landscape, with dramatic limestone mountains, known as mogotes, which jut into the sky from a lush, fertile plain. Using oxen and carts, local farmers cultivate the red soil of the valley floor for fruit, vegetables and tobacco, and the countryside is peppered with thatched curing barns for drying the tobacco leaves.

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Day 5

Morning at leisure at las Terrazas; continue to Cienfuegos.

Sierra del Rosario Biosphere Reserve sits on an impressive mountain range of tropical and semi-deciduous forest within the coffee-producing region. The reserve is rich in flora and fauna and offers some the island's best bird-watching. Other notable wildlife includes bats, frogs and lizards. You have an optional morning walk or community visit.

In the afternoon drive to Cienfuegos.  Drive through the central heartland of Cuba, a transition zone between the prosperous pre-Revolutionary plantations of the west and the cattle pasture of the poorer east.  The elegant city of Cienfuegos is an important port town founded by French settlers from Louisiana in 1819. Its French founders left their mark in broad neoclassical boulevards, art deco façades and blond inhabitants but there’s also a strong Afro-Caribbean presence. This is a seafaring city with salt in the air; it’s the world’s primary sugar port. The ambience and architectural style is distinct from that of the rest of the island.

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Day 6

Guided tour of Cienfuegos.

Today you’ll have a walking tour of this easy-going place, identified by the sobriquet the ‘Pearl of the South’, so very different from the other cities in Cuba. Later drive on to the city of Trinidad.

Trinidad was declared a UNESCO World Heritage Site in 1988. Its popularity has not affected its colonial charm and unhurried atmosphere. Trinidad's elegantly crumbling town houses lead to vibrant plazas frequently filled with music and salsa dancing. Low-rise, brightly painted houses with vast shutters open out onto cobbled streets, palm trees dot the main plaza and evening entertainment continues into the early hours.

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Day 7

Guided tour of Trinidad and the Sugar Mill Valley.

You’ll have a guided tour of the city and venture into the surrounding countryside, the Valle de los Ingenios (Sugar Mill Valley). In the 18th and 19th centuries, this region was one of the wealthiest as a result of its participation in the sugar boom. Visit the Manaca-Iznaga tower, climb to the top and enjoy some of the best views in Cuba. From here, the plantation owner kept a watchful eye on the slaves working in the fields below. The views across the valleys of sugar cane fields are breath-taking in the late afternoon light.

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Day 8

By road to Camagüey via Sancti Spiritus.

Sancti Spíritus sits right slap bang in the centre of Cuba. It was one of the original seven Cuban cities founded by the Spanish in 1514. Its colonial origins are evident in its buildings and layout, although it is not as exquisite and well preserved as the Trinidad to the south, which as a result attracts more visitors. Its neglect by governments through the ages adds to its charm for some.

Highlights include the green-towered Parroquial Mayor, the country's oldest (founded in the early 16th century). Another top attraction is the Colonial Art Museum, occupying one of Sancti Spíritus's loveliest colonial homes. The luxurious mansion belonged to one of one of Cuba's old aristocratic families. Following their flight from Cuba after the Castro Revolution, it became the property of the state in 1961. The town also hosts one of Cuba's older river bridges. Graced with five arches, this short bridge was constructed in 1815 from clay bricks, designed for pedestrians and carriages during colonial times, and it remains closed to modern traffic.

Continue to Camagüey.

Day 9

Guided walking tour of Camagüey.

Founded by Spanish conquistadors in the 16th century, the city, with its winding streets, is in marked contrast to the grid system which characterises the majority of Cuban towns. Stately colonial houses facing onto streets; huge windows protected by wrought-iron grilles; lush green gardens tucked behind the walls. It's a vibrant place bursting with culture - national poet Nicolás Guillén was born here and the Camagüey Ballet is internationally renowned. On Saturday nights there is a lively street party along its main thoroughfare.

On your guided walking tour you will discover the city’s irregular, intricate street network while admiring public and private buildings of great colonial architectural beauty, including Plaza San Juan de Dios.

In the afternoon, continue by road to Bayamo, a gem featuring pastel painted houses and marking the spot where the mountains of the Sierra Maestra begin.

Day 10

Hike to Fidel’s hideout (optional).

If you fancy a bit of a hike you can visit the Comandancia de la Plata. This was Fidel’s mountain hideout, where his revolutionary strategy was organised. You need to be reasonably fit, but it’s a delightful and rewarding walk, infused with historic significance.

If not hiking, explore low-key Bayamo, renowned as containing almost half of the most significant historical sites in the country. A stroll round of this city will help you discover some of the most significant spots, view the cathedral, spectacular colonial architecture, and enjoy the elegant houses and plazas.


Day 11

By road to Santiago de Cuba.

Take to the road again and proceed to Santiago de Cuba, the island's most Caribbean city and a melting pot of Haitian, African and Spanish influences, reflected in both its architecture and people. Cuba's second largest metropolis sits in a valley surrounded by mountains huddled around a natural harbour.

Despite being a bustling hive of activity, Santiago retains an intimate and friendly air, more associated with a smaller provincial city.  What's more, the city is jam-packed with culture and tradition, from the deep-rooted African religion of Santería to its conveyor belt of great contemporary musicians.


Day 12

Guided tour of Santiago.

Also known as the Heroic City, Santiago played an important role at the beginning of the wars for independence. This full-day guided tour takes you to the major places of interest, including the Moncada Barracks, famed for the unsuccessful pre-revolution attack by a handful of rebels led by Castro. This failed attack nevertheless was the springboard which launched the revolution. Cementerio Santa Ifigenia, Barrita de Ron Caney, the Casa del Habano and the San Pedro de la Roca colonial fortress. You'll have a seafood lunch at the quay.

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Day 13

Transfer from Santiago to Baracoa.

Baracoa is set at Cuba's most easterly point, and was the first Spanish settlement on the island (Columbus landed here in 1492). It remained isolated from the rest of the country, only accessible by sea, until the construction of a mountain road, La Farola, in the 1960s. The town is set in a spectacular curve of mountains and feels as if it has been suspended in time; isolation has protected it from the excesses of tourism, and it's a delight to wander the streets and take in the surprisingly vibrant and authentic nightlife.

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Day 14

Optional hike up El Yunque mountain.

The region surrounding Baracoa is one of rich, tropical beauty, and there’s a UNESCO Biosphere Reserve. The banks of the Yumari river, are groaning with cocoa and coconut groves with a soundtrack supplied by a myriad of tropical birds. You can elect to ascend 'El Yunque' an anvil-shaped mountain which dominates the skyline. The climb is steep but there are wonderful views from the top over Baracoa Bay.

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Day 15

By road to Holguin

Head west cross country towards Holguin. Holguin is Cuba's fourth largest metropolis but for visitors is primarily a transit point for those heading to the island's increasingly popular north-east coast beaches such as the resort of Guardalavaca, 50km away. Despite its size, Holguín is an easy-going and friendly city. The centre is quite dilapidated but its several parks and squares are dominated by statues to national heroes.

Day 16

Transfer to Gibara on the north-east coast.

The off-the-beaten-track community Gibara, a little port situated on a bay on the scalloped north east coast has been spruced up after earthquake damage, is delightful and worth the detour. The fishing port is situated in rugged, hilly landscape dotted with royal palms and interspersed with sugar cane plantations in the valleys.

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Day 17

At leisure in Gibara.

The crinkly coastline, with secret coves which once sheltered buccaneers, is gradually being opened up to tourism, but the port Gibara retains its off-beat, remote ambiance. The town is named after the lumpy hill which composes its backdrop. There’s a grand view of the town from the ruined fort El Cuartelon. The main square, dominated by a 19th century cathedral built in eclectic mix of styles, is shaded by African oak trees imported from Angola in the 1970s. The calm little streets and waterside malecón are lined with sedate old houses with porches and stained glass windows, gradually being done up.

You may decide to drive or walk further afield to visit the Cavernas de Panadernos, a chain of underground limestone caves – you are advised to take a local guide if planning to enter them; you can hire one in town. The presence of fluttering bats ads to the eerie atmosphere. Alternatively drive along the craggy coast to one of the gorgeous beaches, many of which now feature hotels and facilities. Guardalavaca is the best established of these.

Day 18

Transfer to Holguin airport for your departure flight.

You might choose to stay on longer at one of the north-east coast’s beach resorts, if not, you will be transferred today to the airport at Holguin to begin your journey home.



Tour info


10 scenic road journeys.


Accommodation on this trip is of a superior quality for Cuba where standards of amenities and service can be erratic, but are constantly improving. You’ll find well-equipped rooms, private bathroom and air-conditioning in most and some local colour and special features, especially at la Moka Ecolodge.


Breakfast daily; lunch day 6, dinner day 2; full board day 10.


We carefully select our local partners; their English-speaking guides understand the expectations of our clients very well, and are consistently singled out for praise by clients on their return. In Cuba there is a shortage of English-speaking drivers so many will only speak Spanish or at best very basic English.   

Summary Of Nights

18 days, 17 nights: Havana 2; Las Terrazas 2; Cienfuegos 1; Trinidad 2; Cam,aguey 1; Bayamo 2; Santiago 2; Baracoa 2; Holguin 1; Gibara 2.


The unit of currency in Cuba is the Cuban peso.

How To Take It

Cuba imposes a 10-15% charge on dollar exchange. To avoid this, you should travel a reasonable quantity of with sterling or euro cash (no more than is covered by your insurance). Notes should be in good condition, soiled or torn ones may be refused. Both euros and sterling are accepted in most banks and some of the larger hotels. You can change these into convertible Cuban pesos (CUC) on arrival. Keep the official receipt from your transaction, because you will need this should you want to change any currency back to sterling or euros at the end of your trip. 

Credit cards (not issued by US banks) are also accepted in some places, but be aware that there is a 11% surcharge on payments made by card, including on cash advances. Havana has a few ATMs and there are a couple more popping up in other cities, although these cannot be relied on. Maestro cards are not accepted in Cuba. 

Daily Spend

It is very difficult to give a guideline for essential expenses but a budget of around £35 per day should cover the cost of meals not included in the holiday itinerary, drinks and the odd souvenir. Eat at the best restaurants and you will pay considerably more.


Tips are expected and local guides often rely on their tip as a significant proportion of their income. 

Most service industry workers will expect a tip of some kind and so it is useful to have spare change for hotel porters, taxi drivers and the like. It is common to leave 10 – 12% in restaurants.

Many Cubans lack what we consider to be daily necessities, such as soap, plasters, bras, aspirin and stationery.
If you have room in your case for some such things, they will be hugely appreciated by the islanders.


Travel insurance is essential. Cuban authorities require visitors to have travel insurance, and specifically for the medical and repatriation element of cover to be from an approved provider. For example, Journey Latin America’s recommended insurance company is Campbell Irvine, and their medical and repatriation cover is handled by International Medical Assistance, who are approved by Cuba. Please check with your insurance company that their provider is similarly approved.

Details of our recommended policy can be found on our Travel Insurance page. 

Airport Taxes

If you have purchased your flights through Journey Latin America, the international departure tax is usually included in the ticket.

Departure tax from Cuba is now (as of May 2015) included in  the price of your ticket.


Holders of a full British passport do not require a visa, although passports must be valid for at least 6 months after the trip begins.  A completed Cuban tourist card is essential for all UK citizens travelling to Cuba, we will organise this for you. Clients with a different nationality should enquire with us or check with the Cuban consulate.

APIS – Many countries now oblige airlines to provide additional information about passengers prior to the flight departure. This Advance Passenger Information (APIS) must be supplied to us promptly in order to issue tickets and avoid fare increases. We will provide the airlines with the relevant details if we are booking your international flights. If the information is not provided you may be denied boarding.

Journey Grade

Generally this holiday is suitable for all able, reasonably fit visitors, including families.

Bear in mind that there are some walking tours on this trip, though nothing especially demanding.  
In Cuba there are often delays and occasionally cancellations – patience and a flexible attitude will be a virtue in these situations. 


As Cuba lies in the Caribbean Sea, it has a tropical climate that is split into two seasons, one wet and one dry. 

However, Cuba is generally hot throughout the year (18-32°C) with regular rainfall and high humidity. The rainy season runs from May to October and from July to September, humidity can be very high. The east of the island is hotter and more humid that the west. Hurricanes and tropical storms are possible from July to October.

Clothing And Special Equipment

No special clothing or equipment is required although comfortable walking shoes or trainers, and sandals would be useful. Light, summer clothing will be adequate for these hot temperatures, and the dress code is very casual everywhere. Thin, long-sleeved garments may be useful for evenings, and a lightweight raincoat is the best protection against tropical downpours. We also recommend that you pack a torch as lighting can be poor at night.

Protection against the sun (sunblock, sun hat) and mosquito repellant are essential and you should bring swimwear. A daypack is useful for carrying sunblock, guidebook, water and any extra layers.

Please get in touch with the office before departure if you have any doubts. Good equipment is very important and hard to come by in Cuba.


Preventative vaccinations are recommended against the following: typhoid; polio; tetanus; hepatitis A. For specific requirements you must consult your GP. 

You can also find helpful information on the Masta Travel Health website. 

What's included in the price

  • Services of our team of experts in our London office
  • Services of Journey Latin America local representatives and guides
  • All land and air transport within Latin America
  • Accommodation as specified
  • Meals as specified
  • Excursions as specified, including entrance fees

Included Excursions

  • Half day guided walking tour of Old Havana
  • Half day guided tour of Viñales and Pinar del Rio
  • Half day guided walking tour of Cienfuegos
  • Full day excursion, exploring Trinidad and visiting the Sugar Mill Valley
  • Half day city tour of Camaguey
  • Half day city tour of Santiago

What's not included in the price

  • Tips and gratuities
  • Meals other than specified
  • International flights to Latin America
  • Airport taxes, when not included in the ticket
  • Optional excursions

Real Latin America Experts

  • Kathryn Rhodes
    Kathryn Rhodes - Travel Consultant

    Kathryn backpacked across Argentina, Chile, Bolivia and Peru before joining us. She has a degree in Philosophy and French and is a keen netball player.

  • Carrie Gallagher
    Carrie Gallagher - Travel Consultant

    A former JLA tour leader, Carrie brings a wealth of on-the-ground experience to our London-based Escorted Groups team.

  • Hannah Donaldson
    Hannah Donaldson - Travel Consultant

    Having spent part of her childhood in Colombia and worked in Brazil and Costa Rica, Hannah's ties to Latin America run deep. Hannah is an invaluable part of our Group Tours team.

  • Mary Anne Nelson
    Mary Anne Nelson - Travel Consultant

    Born in the Atacama Desert in northern Chile, Mary’s insider knowledge and dry sense of humour make her a highly valued member of the Tailor-made team.

  • Ben Line
    Ben Line - Travel Consultant

    Ben fell in love with Latin America on a six month backpacking trip from Colombia to Mexico in 1995. Since then he has explored most of South America, including living in Peru for a year. He is now Manager of the Tailor-made Department.

  • Evie Oswald
    Evie Oswald - Travel Consultant

    It’s hard to believe that Evie has had time to cram so much in to her life so far. Having lived as a child in the Americas and Europe she found herself immediately attracted to Latin America.

Meet the team