39 days in Cuba Itinerary

39 days in Cuba Itinerary

Created using Inspirock Cuba route builder

Make it your trip
Fly
1
Havana
— 7 nights
Drive
2
Vinales
— 2 nights
Drive
3
Varadero
— 5 nights
Fly
4
Cayo Largo
— 3 nights
Bus
5
Cienfuegos
— 3 nights
Drive
6
Trinidad
— 4 nights
Drive
7
Santa Clara
— 2 nights
Drive
8
Cayo Santa Maria
— 1 night
Drive
9
Cayo Guillermo
— 2 nights
Drive
10
Santiago de Cuba
— 4 nights
Drive
11
Holguin
— 4 nights
Fly

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Havana

— 7 nights

Rome of the Caribbean

Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Havana is known for historic sites, nightlife, and museums. Your plan includes some of its best attractions: appreciate the extensive heritage of Malecón of Havana, get engrossed in the history at Museum of the Revolution (Museo de la Revolucion), contemplate the long history of Old Square (Plaza Vieja), and don't miss a visit to Plaza de la Catedral.

To find traveler tips, photos, reviews, and tourist information, you can read our Havana day trip planner.

Jeddah, Saudi Arabia to Havana is an approximately 21-hour flight. The time zone changes from Arabian Standard Time to Cuba Standard Time, which is usually a -8 hour difference. Traveling from Jeddah in July, expect Havana to be slightly colder, temps between 38°C and 26°C. Finish your sightseeing early on the 3rd (Tue) to allow enough time to drive to Vinales.

Things to do in Havana

Historic Sites · Museums · Tours · Outdoors

Side Trip

Vinales

— 2 nights
Offering a taste of authentic rural life, Vinales remains a small agricultural town, dominated by surrounding low mountain ranges.
On the 4th (Wed), appreciate the views at Valle de Vinales and then take a pleasant ride with a tour on horseback. Get ready for a full day of sightseeing on the next day: head off the coast to Cayo Levisa and then tour the pleasant surroundings at Cayo Jutias.

Plan a Vinales trip in moments using our itinerary builder.

You can drive from Havana to Vinales in 2.5 hours. Other options are to take a shuttle; or take a bus. In August, daytime highs in Vinales are 37°C, while nighttime lows are 27°C. Wrap up your sightseeing on the 5th (Thu) early enough to drive to Varadero.

Things to do in Vinales

Parks · Outdoors · Nature · Tours

Side Trips

Varadero

— 5 nights
One of the largest resort towns in the Caribbean, Varadero boasts a 20 km (12 mi) long stretch of sand, lined with hotels and all-inclusive resorts.
Change things up with these side-trips from Varadero: Matanzas (Afroatenas Callejon de las Tradiciones, Pharmaceutical Museum, &more). The adventure continues: kick back and relax at Varadero Beach, stroll through Cayos Blancos, examine the collection at House of Rum, and explore the fascinating underground world of Cueva de Saturno.

To see ratings and more tourist information, read Varadero trip itinerary maker website.

You can drive from Vinales to Varadero in 4.5 hours. Alternatively, you can take a bus. In August, daily temperatures in Varadero can reach 38°C, while at night they dip to 26°C. Wrap up your sightseeing on the 10th (Tue) early enough to fly to Cayo Largo.

Things to do in Varadero

Parks · Outdoors · Beaches · Wildlife

Side Trip

Cayo Largo

— 3 nights
The stress of modern life feels a million miles away when you holiday on Cayo Largo, a small and unspoiled resort island off the coast of Cuba.
On the 11th (Wed), enjoy a perfect day by the water at Playa Paraiso. And it doesn't end there: kick back and relax at Sirena Beach, look for all kinds of wild species at Sea Turtle Hatchery, head off the coast to Cayo Rico, and stroll through Punta Mal Tiempo.

To find reviews, maps, photos, and other tourist information, refer to the Cayo Largo attractions planning app.

You can fly from Varadero to Cayo Largo in 2.5 hours. Another option is to take a bus. August in Cayo Largo sees daily highs of 37°C and lows of 28°C at night. Wrap up your sightseeing on the 13th (Fri) to allow time to take a bus to Cienfuegos.

Things to do in Cayo Largo

Parks · Outdoors · Beaches · Wildlife

Cienfuegos

— 3 nights

Pearl of the South

The city of Cienfuegos sits in a scenic natural bay, attracting visitors from across the country and further afield since its establishment in the early 19th century.
Cienfuegos is known for nature, beaches, and nightlife. Your plan includes some of its best attractions: make a trip to Parque Jose Marti, admire the sheer force of El Nicho Waterfalls, view the masterpieces at Galeria Santiago Hermes, and stop by La Fernandina.

For traveler tips, photos, reviews, and more tourist information, read our Cienfuegos vacation planning website.

Traveling by bus from Cayo Largo to Cienfuegos takes 3.5 hours. In August, daytime highs in Cienfuegos are 39°C, while nighttime lows are 28°C. Finish your sightseeing early on the 16th (Mon) so you can drive to Trinidad.

Things to do in Cienfuegos

Historic Sites · Parks · Nature · Shopping

Trinidad

— 4 nights
Built on sugar and seemingly preserved in molasses, the town of Trinidad attracts visitors with its well-aged 19th century architecture and rustic charm, showcasing the sounds, scents, and sights of days gone by.
Go for a jaunt from Trinidad to Topes de Collantes to see Vegas Grande Waterfall about 32 minutes away. There's lots more to do: stroll through Ancon Beach, steep yourself in history at Valle de los Ingenios, examine the collection at Romance Museum, and don't miss a visit to Trinidad de Cuba.

To find photos, maps, other places to visit, and more tourist information, refer to the Trinidad tour builder website.

Drive from Cienfuegos to Trinidad in 1.5 hours. Alternatively, you can take a shuttle; or take a bus. August in Trinidad sees daily highs of 39°C and lows of 28°C at night. Finish your sightseeing early on the 20th (Fri) to allow enough time to drive to Santa Clara.

Things to do in Trinidad

Parks · Nature · Wildlife · Historic Sites

Side Trips

Santa Clara

— 2 nights
The scene of one of the most dramatic battles of the Cuban Revolution, Santa Clara today possesses a youthful feel and a reputation for progressive thought.
Kick off your visit on the 21st (Sat): don't miss a visit to Teatro La Caridad, appreciate the history behind Statue of Che Guevara Holding a Child, stroll around Parque Leoncio Vidal, then pause for some photo ops at Monumento a la Toma del Tren Blindado, and finally identify plant and animal life at Loma del Capiro. Get ready for a full day of sightseeing on the 22nd (Sun): go for a walk through Iglesia de San Juan Batista, get engrossed in the history at Museo de Artes Decorativas, then pause for some photo ops at Che Guevara Mausoleum, and finally stroll the grounds of Israeli Cemetery of the Hebrew Community of Santa Clara.

Quickly create a custom-made itinerary for Santa Clara using our trip planner.

You can drive from Trinidad to Santa Clara in 2.5 hours. Alternatively, you can do a combination of bus and train; or take a bus. In August, daily temperatures in Santa Clara can reach 38°C, while at night they dip to 26°C. Finish your sightseeing early on the 22nd (Sun) so you can drive to Cayo Santa Maria.

Things to do in Santa Clara

Parks · Historic Sites · Wildlife · Museums

Side Trip

Cayo Santa Maria

— 1 night
An island off Cuba's north central coast, Cayo Santa Maria has become known for its long sandy beaches and all inclusive resorts.
On the 23rd (Mon), stroll through Playa de las Gaviotas, then identify plant and animal life at Acuario-Delfinario Cayo Santa Maria, and then tour the pleasant surroundings at Playa Cayo Santa Maria.

For ratings, reviews, more things to do, and tourist information, read our Cayo Santa Maria trip planning site.

You can drive from Santa Clara to Cayo Santa Maria in 2 hours. Alternatively, you can take a bus. In August in Cayo Santa Maria, expect temperatures between 38°C during the day and 29°C at night. Wrap up your sightseeing on the 23rd (Mon) to allow time to drive to Cayo Guillermo.

Things to do in Cayo Santa Maria

Parks · Outdoors · Beaches · Wildlife

Cayo Guillermo

— 2 nights
A kay of the Jardines del Rey archipelago, Cayo Guillermo has become a popular international tourist destination, buoyed by the construction of luxury all inclusive resorts that dot the paradisal island.
Kick off your visit on the 24th (Tue): head off the coast to Cayo Media Luna, then enjoy the sand and surf at Playa Pilar, and then get close to the beloved marine mammals with Delfinario. Here are some ideas for day two: stroll through Cayo Guillermo.

To see ratings, reviews, and other tourist information, use the Cayo Guillermo trip itinerary planner.

You can drive from Cayo Santa Maria to Cayo Guillermo in 4 hours. In August, plan for daily highs up to 38°C, and evening lows to 29°C. On the 25th (Wed), you'll have the morning to explore before heading off to Santiago de Cuba.

Things to do in Cayo Guillermo

Parks · Outdoors · Beaches · Nature

Santiago de Cuba

— 4 nights
Santiago de Cuba has taken almost as much influence from Haiti and the Dominican Republic as it has from Havana, distilling a concoction of cultures to create a city with a distinct identity.
Change things up with a short trip to Basilica de la Virgen de la Caridad del Cobre in El Cobre (about 38 minutes away). Next up on the itinerary: step into the grandiose world of Castillo de San Pedro de la Roca, stroll the grounds of Cementerio Santa Ifigenia, don't miss a visit to Casa Museo Granjita de Siboney, and get engrossed in the history at Casa de Diego Velazquez.

To find maps, ratings, and more tourist information, refer to the Santiago de Cuba trip itinerary planning website.

You can drive from Cayo Guillermo to Santiago de Cuba in 8.5 hours. Other options are to do a combination of taxi and train; or do a combination of taxi, train, and flight. In August, plan for daily highs up to 37°C, and evening lows to 28°C. Finish up your sightseeing early on the 29th (Sun) so you can go by car to Holguin.

Things to do in Santiago de Cuba

Historic Sites · Parks · Nature · Museums

Side Trips

Holguin

— 4 nights

City of Parks

Not overly touristy, Holguin offers a different perspective on Cuban life, standing as a major city that doesn't seek to commercialize its past or cover itself in all inclusive resorts.
Explore Holguin's surroundings by going to Bayamo (Paseo Bayames & Casa Natal De Carlos Manuel De Cespedes), Catedral Del Santisimo Salvador De Bayamo (in Manzanillo) and Gibara (Museo de Historia Natural, Bateria de Fernando VII, &more). Next up on the itinerary: step off the mainland to explore Cayo Saetia Island, make a trip to Plaza de La Marqueta, look for all kinds of wild species at Bahia de Naranjo Nature Park, and kick back and relax at Guardalavaca Beach.

To see maps, more things to do, ratings, and tourist information, go to the Holguin route maker app.

You can drive from Santiago de Cuba to Holguin in 2.5 hours. Other options are to take a train; or take a bus. In August in Holguin, expect temperatures between 39°C during the day and 27°C at night. Cap off your sightseeing on the 2nd (Thu) early enough to travel back home.

Things to do in Holguin

Parks · Nature · Outdoors · Beaches

Side Trips

Cuba travel guide

4.4
Beaches · Historic Walking Areas · Landmarks
The largest island in the Caribbean, Cuba lies just 140 km (90 mi) south of Florida and captivates a growing number of Western visitors with its tropical landscapes and cultural attractions. Sightseeing in Cuba inevitably begins in Havana, a city of photogenic architecture, lively nightlife, and a passion for baseball. The country's smaller colonial towns usually feature central squares, ideal places to meet the locals under wrought-iron street lamps. Savvy visitors escape the cities during their Cuba holidays, devoting plenty of time to the country's charming countryside, where you can get the feel for this diverse land by conversing with friendly tobacco farmers and small-scale fruit producers.