Cuba itineraries
Most visitors are surprised that it can take a full day to travel between cities in Cuba; this island is deceptively large. For shorter trips, plan your Cuba itinerary around Havana and the scenic west; two weeks or more allows you time to reach the Afro-Cuban stronghold of Santiago, with plenty of stops along the way. For those traveling independently, daily Viazul tourist buses are comfortable and air conditioned; while drivers will find roads poorly signposted but pleasantly free of cars. Many Cubans hitchhike to get to work; you could pick up an impromptu guide!
Our Cuba Vacations
Cuba adventure tours
Authentic Cuba using guesthouses and local guides
From
US $425 to US $490
8 days
ex flights
Cuba tour, The Revolutionary Trail
Follow in the footsteps of the revolutionaries
From
£1925
10 days
ex flights
Cuba cultural vacation
Immerse yourself in Cuban culture on this 8 day adventure
From
US $680
8 days
ex flights
Cuba cultural tour, 9 days
Fun and legal tour for American travelers
From
US $1450 to US $2000
9 days
ex flights
Small group tour to Cuba
Discover the fascinating diversity of Cuba
From
US $1130 to US $1245
20 days
ex flights
Trekking vacation in Cuba
Hiking and exploring the unspoiled national parks of Cuba
From
£270 to £580
4 days
ex flights
Self drive Cuba family vacation
Family vacation Cuba for parents & children
From
€1590 to €2990
15 days
ex flights
Cuba tailor made vacation, nature and culture
Explore the highlights of Castro's Cuba
From
£2603
15 days
ex flights
Cuba small group vacation, 9 days
Explore the history and the nature of the Caribbean wonder
From
US $2495
9 days
ex flights
Cuba small group vacation
Authentic small group trips to Cuba
From
US $2400 to US $2600
9 days
ex flights
Scuba diving and tour in Cuba
Scuba diving and roundtrip Cuba with homestays and/or hotels
From
€995 to €1790
15 days
ex flights
Discover Cuba vacation, 15 days
Experience the Real Cuba on this 15 day Cultural Adventure
From
US $1360
15 days
ex flights
Mexico & Cuba Tour
Fun, sun, history and culture in Mexico and Cuba.
From
US $5176 to US $6575
22 days
ex flights
Classic Cuba biking vacation
Cycle Cuba - Beaches, Mountains and Revolution!
From
£1999
15 days
ex flights
Cuba cultural vacations, 15 days
Fun and legal way to experience Cuba's diversity
From
US $2200 to US $2550
15 days
ex flights
Eastern Cuba self drive vacation
Discover lesser explored Eastern Cuba
From
£1774
12 days
ex flights
Cuba cultural tours
Experience authentic Cuba using local guides and guesthouses
From
US $890 to US $990
15 days
ex flights
Small group tour to Western Cuba
Tour the 'Garden Province' of Cuba
From
US $295 to US $350
6 days
ex flights
Cuba vacation, West to East
Cuba travel 19 days from West to East
From
€1995 to €2295
19 days
ex flights
New Year’s Eve in Havana, Cuba
Celebrate the New Year in Havana, the Caribbean paradise.
From
US $1375
5 days
ex flights
Skyline Trail cycling tour in Western Cuba
Cycle the spectacular Syline Trail through Western Cuba
From
£1199
8 days
ex flights
Cuba multi activity vacation
Multi-activity vacation in Cuba: Cycling, trekking, kayaking!
From
£1199
8 days
ex flights
Biking vacation in Cuba, 7 days
Explore Cuba on two wheels in one week
From
US $1126 to US $1435
7 days
ex flights
Active Cuba vacation, tailor made
Explore this unique and inspiring island the active way
From
£3194
16 days
ex flights
Small group tours to Cuba
Discover the real Cuba on this small group tour
From
£2541 to £2685
15 days
ex flights
Tailor made Cuba tours
Discover the secrets of Cuba with a custom-made tour.
From
US $1195
7 days
ex flights
Cuba small group vacations
Discover the real Cuba from West to East
From
US $3495
14 days
ex flights
1. Baracoa
2. Bay of Pigs
3. Camaguey
4. Cayo Levisa
5. Cienfuegos
6. Havana
7. María La Gorda
8. Santa Clara
9. Santiago de Cuba
10. Sierra Maestra NP
11. Soroa
12. Las Terrazas
13. Topes de Collantes
14. Trinidad
15. Valle de Viñales
2. Bay of Pigs
3. Camaguey
4. Cayo Levisa
5. Cienfuegos
6. Havana
7. María La Gorda
8. Santa Clara
9. Santiago de Cuba
10. Sierra Maestra NP
11. Soroa
12. Las Terrazas
13. Topes de Collantes
14. Trinidad
15. Valle de Viñales
Baracoa
1. Baracoa
One of Cuba's most overlooked spots, this little seaside town gives way to some of Cuba's most dramatic landscapes: river-filled rainforests, towering mountains, glorious waterfalls and the flat-topped El Yunque mountain - ideal for hiking. Baracoa's unique character has been preserved by its geographical isolation; until the 1960s it was only accessible by boat.
Bay of Pigs
2. Bay of Pigs
The scene of the US military's spectacular failure, most people visit this region purely for the name. However, the bay's most spectacular attraction is arguably its endemic flora and fauna, along with a "cenote" - a deep, collapsed pool, where you can snorkel with fish. The battle was fought out at Playa Girón - today home to a small museum and peaceful beach, popular with divers.
Camaguey
3. Camaguey
The labyrinthine streets of Cuba's third-largest city were designed to confuse invading pirates - hence its nickname "the Maze". But if you're worried about getting lost in the medina-like maze, tour Camaguey by bicitaxi. There are numerous hidden plazas, large earthenware water pots and pretty churches are characteristic - as is the Ballet of Camaguey, the best outside Havana.
Cayo Levisa
4. Cayo Levisa
Separated from the mainland by a breezy half hour ferry journey, you'll feel like a real castaway on little Levisa's 3km beach. Wander along the mangroves, gaze out to the impossibly blue sea, have lunch at the little cafe or take a snorkelling trip to a nearby reef - there's little to do on Levisa other than relax, and sip a fresh piña colada.
Cienfuegos
5. Cienfuegos
The "Pearl of the South" is set on a beautiful bay, and its colonial architecture - including pretty palaces - has earned it recognition as a UNESCO World Heritage Site. Hang out with the locals along the Malecón, discover Cienfuegos' French colonial history in the Museo Provincial, or relax with a boat trip across the bay or a visit to the botanical gardens.
Havana
6. Havana
The Caribbean's best-loved city, Havana's old quarter is a UNESCO site. This living movie set is as exquisitely atmospheric as they come; people pedal round cobbled streets, classic cars cruise the Malecón, musicians strum and sing on every street corner and sloppy Spanish echoes from every half-empty, crumbling home. Check out the cultural centres, artists’ studios and well-preserved theatres.
María La Gorda
7. María La Gorda
Few make it out to the isolated peninsula of María La Gorda, a UNESCO Biosphere Reserve of mangrove swamps and empty beaches. Some of Cuba's best scuba diving takes place off these shores, but you can also take treks into the surrounding forest that protects the world's smallest bird, the tiny bee hummingbird. Divers should have reasonable experience; some prefer to bring their own equipment.
Santa Clara
8. Santa Clara
History buffs and Che Guevara fans tend to make a beeline for Santa Clara - the scene of the final battle of the revolution, and the final resting place of Guevara. The town is pleasant but otherwise unremarkable; the real draw here is the Che Guevara Memorial, the huge Che statue, the Che museum and the site of a train derailed by the guerrillas, with exhibits inside the actual carriages.
Santiago de Cuba
9. Santiago de Cuba
Steamy Santiago has Cuba's hottest climate - and its hottest culture. Edgy and urban, Santiago proudly divides opinion; some revel in its fiery Afro-Haitian culture and well worn city centre, too far from Havana for the limited wealth to filter down. Others are shocked at the hardship and hawkers. The bullet riddled Moncada Barracks are a legacy to the revolution that never happened here.
Sierra Maestra NP
10. Sierra Maestra NP
AKA Pico Turquino National Park, the Sierra Maestra feature Cuba's highest peaks and some of its most stunning scenery, ideal for multi-day hikes and mountain biking. But there is historical appeal here, too. The steep valleys have sheltered guerillas since the earliest colonial invasions, followed by escaped slaves and finally Castro and his fellow revolutionaries, whose wooden, wartime HQ can still be seen.
Soroa
11. Soroa
A read draw for birders, this forest is ideal for day hikes with naturalist guides. Sample the fruit that falls from the trees, trek up to the viewpoint and finish off with a dip in the dreamlike natural pools, frequented more by Cubans than foreigners. The forest also hides a darker secret - the remains of coffee plantations with tiny stone huts built by the slaves who were forced to live in them.
Las Terrazas
12. Las Terrazas
This eco-community was one of the communist government's 1960s projects. Residents were moved from the surrounding land - which could then be protected - into purpose-built housing around a picturesque lake. Today, this village is full of painters, sculptors and woodworkers, as well as Cuba's only vegan, eco-restaurant, where meals are cooked in a solar oven.
Topes de Collantes
13. Topes de Collantes
The Escambray Mountains protected by this nature reserve are a giant playground for adults and kids alike. Canyon down a waterfall, ride horses along a river, spot rainbow-coloured hummingbirds, visit coconut plantations and swim inside an open cave. If you need an energy boost for that - then you're in luck. This is also the home of the best coffee in Cuba - visit a coffee farmer for a fresh cup.
Trinidad
14. Trinidad
Founded by the Spanish and later used as a base for French settlers fleeing nearby Haiti, Trinidad's colourful history is reflected in its perfectly preserved architecture, the ruins of the surrounding sugar mills, and Afro-Cuban religions. The plaza comes alive with salsa rhythms at night - this is one of Cuba's best live music destinations. Don't miss the nearby Playa Ancon - a pleasant cycle from the city.
Valle de Viñales
15. Valle de Viñales
The laidback, agricultural town of Viñales is surrounded by "sugarloaf" limestone mountains, organic farms and tobacco plantations. You could spend days in this UNESCO site - exploring hidden caves, horse riding to tranquil lagoons and listening to salsa in the plaza each evening. Banana leaves peek out from behind casas and donkeys and oxen slowly draw carts through the streets.
Our top Cuba Vacation
Small group tour to Cuba
Discover the fascinating diversity of Cuba
From
US $1130 to US $1245
20 days
ex flights
Small group travel:
2018: 15 Jun, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct, 2 Nov, 9 Nov, 16 Nov, 23 Nov, 30 Nov, 7 Dec, 14 Dec, 21 Dec, 28 Dec
2019: 4 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug ...
2018: 15 Jun, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct, 2 Nov, 9 Nov, 16 Nov, 23 Nov, 30 Nov, 7 Dec, 14 Dec, 21 Dec, 28 Dec
2019: 4 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug ...
Helpdesk
Hello. If you'd like to chat about Cuba or need help finding a vacation to suit you we're very happy to help. Rosy & team.
Toll free 1-866-821-6866
Cuba itineraries
Beaches, forests & cities: 2 weeks
Havana > Viñales > Cayo Levisa > Soroa > Trinidad > Sierra Escambray > Havana
Backroads & beaches: 8 days
Havana > Viñales > Bay of Pigs > Trinidad > Escambray Mountains > Topes de Collantes > Santa Clara > Havana
Complete Cuba: 22 days
Havana > Bay of Pigs > Cienfuegos > Santa Clara > Trinidad > Camaguey > Santiago de Cuba > Baracoa > Havana
More about Cuba
With temperatures hovering between 20 and 35C, and the water bathtub warm all year round, Cuba has a classically cosy Caribbean climate...
Few nations have the romance of Cuba; a beautiful, tropical island that fought its way out of capitalism led by charismatic comrades...
Cuba's charms are not all cultural; its natural wonders have been recognised by UNESCO, including the ethereal, karst-filled Valley of Vinales...
Casas particulares in Cuba are the original Airbnb: homestays with Cuban families in a network that stretches across the country...
Cuba has 5,700km of coastline, so there are quiet beaches, beaches for water sports, reefs to snorkel, deserted coves and family friendly facilities...
Our favourite cities include Havana with its classic Malecon, Cienfuegos - the 'Pearl of the South', and labyrinthine Camaguey - designed to confuse pirates...
Our mini guide reveals the pros and cons of public and private transport, self drive options and classic cars when planning your Cuba vacation...
A self drive vacation in Cuba offers independence, flexibility and just that extra little pinch of adventure, as you explore at your own pace...
Diving in Cuba reveals a marine culture that is just as fascinating as the one on land: a rainbow of reef fish, sponges, turtles and gorgonians...
Travel to Cuba is still straightforward from the United States, despite President Trump's increased travel restrictions, announced in November 2017...
As with most Latin countries, Cuba welcomes children with open arms. But it does so without malaria, altitude or crime; this is a fab family spot...
We have asked destination experts to share their insider Cuba tips and anecdotes with us, from what to eat and pack, to staying in casas particulares...
We've explored some of the big issues facing this little island, from the end of communism to the dual currency; donating goods and keeping an open mind...
Find all of our Cuba guides in one place, for different types of Cuba vacations we offer such as scuba diving or walking in Cuba.
Driving times in Cuba
The following times give you a rough idea of the driving and flying times between the main attractions in Cuba.
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