14 days in Cuba Itinerary

14 days in Cuba Itinerary

Created using Inspirock Cuba tour planner

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Route & dates

14 days in Cuba Itinerary

Start: San Juan, Puerto Rico
Fly:  12​h 30​min
1
Santiago de Cuba
— 1 night
Fly:  2​h 45​min
2
Havana
— 3 nights
taxi + Fly:  1​h 15​min
3
Cayo Largo
— 2 nights
Drive:  3​h
4
Trinidad
— 3 nights
Drive:  4​h
5
Varadero
— 3 nights
Fly:  9​h 15​min
End: San Juan, Puerto Rico

1
night
Santiago de Cuba

Santiago de Cuba ©
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.
Kick off your visit on the 13th (Mon): pause for some serene contemplation at Cathedral of Our Lady of the Assumption, see the interesting displays at Emilio Bacardi Moreau Museum, get engrossed in the history at Casa de Diego Velazquez, then stroll the grounds of Cementerio Santa Ifigenia, then take in the exciting artwork at Galeria Rene Valdes, and finally pause for some serene contemplation at Iglesia Sagrada Familia. Here are some ideas for day two: visit a coastal fixture at Faro del Morro, step into the grandiose world of Castillo de San Pedro de la Roca, steep yourself in history at Moncada Barracks, then pause for some serene contemplation at El Cobre Basilica, then take in the architecture and atmosphere at Basilica de la Virgen de la Caridad del Cobre, and finally tour the pleasant surroundings at Cespedes Park.

For other places to visit, where to stay, more things to do, and other tourist information, you can read our Santiago de Cuba online sightseeing planner .

San Juan, Puerto Rico to Santiago de Cuba is an approximately 12.5-hour flight. Due to the time zone difference, you'll gain 1 hour traveling from San Juan to Santiago de Cuba. In May, daytime highs in Santiago de Cuba are 35°C, while nighttime lows are 26°C. Finish your sightseeing early on the 14th (Tue) so you can travel to Havana.

Things to do in Santiago de Cuba

Historic Sites Museums Parks

Side Trip

El Cobre
Highlights from your plan
Castillo de San Pedro de la Roca ©
Castillo de San Pedro de la Roca
Cementerio Santa Ifigenia ©
Cementerio Santa Ifigenia
Casa de Diego Velazquez ©
Casa de Diego Velazquez

3
nights
Havana

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Get some historical perspective at El Malecon and Revolution Plaza. You'll discover tucked-away gems like Church and Convent of St. Francis of Asisi and Taquechel Pharmacy Museum. And it doesn't end there: get engrossed in the history at Museum of the Revolution (Museo de la Revolucion), steep yourself in history at Castillo de San Carlos de la Cabana, make a trip to Old Square (Plaza Vieja), and get to know the fascinating history of Old Havana.

For traveler tips, where to stay, photos, and more tourist information, use the Havana trip planner .

Fly from Santiago de Cuba to Havana in 3 hours. Alternatively, you can do a combination of train and flight; or drive. In May, daily temperatures in Havana can reach 36°C, while at night they dip to 24°C. Finish your sightseeing early on the 17th (Fri) to allow enough time to travel to Cayo Largo.

Things to do in Havana

Historic Sites Museums Neighborhoods
Highlights from your plan
Palacio De Los Capitanes Generales ©
Palacio De Los Capitanes Generales
Malecón of Havana ©
Malecón of Havana

2
nights
Cayo Largo

Cayo Largo ©
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.
Start off your visit on the 18th (Sat): tour the pleasant surroundings at Sirena Beach, then head off the coast to Cayo Rico, and then look for all kinds of wild species at Sea Turtle Hatchery. On your second day here, look for all kinds of wild species at El Torreon Nursery, enjoy the sand and surf at Playa Paraiso, and then enjoy the sand and surf at Playa Mal Tiempo.

Before you visit Cayo Largo, use our trip planner to discover what you can do and see there.

You can do a combination of taxi and flight from Havana to Cayo Largo in 1.5 hours. May in Cayo Largo sees daily highs of 35°C and lows of 26°C at night. Wrap up your sightseeing on the 19th (Sun) early enough to travel to Trinidad.

Things to do in Cayo Largo

Parks Outdoors Beaches
Highlights from your plan
Cayo Rico ©
Cayo Rico
Sea Turtle Hatchery ©
Sea Turtle Hatchery
Playa Paraiso ©
Playa Paraiso

3
nights
Trinidad

Trinidad ©
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.
Get outdoors at Salto del Caburni and Horseback Riding Tours. Palacio de Valle and Parque el Cubano are good opportunities to explore the local culture. Step out of Trinidad with an excursion to Parque Jose Marti in Cienfuegos--about 1h 30 min away. There's still lots to do: take in the awesome beauty at Topes de Collantes, stroll through Ancon Beach, view the masterpieces at Yudit Vidal Faife, and get a taste of the local shopping with Galerie D'Art Calleyro.

For other places to visit, traveler tips, photos, and tourist information, use the Trinidad trip tool .

Explore your travel options from Cayo Largo to Trinidad with the Route module. In May in Trinidad, expect temperatures between 37°C during the day and 26°C at night. Cap off your sightseeing on the 22nd (Wed) early enough to go by car to Varadero.

Things to do in Trinidad

Parks Outdoors Nature

Side Trips

Cienfuegos, Topes de Collantes, Playa Maria Aguilar
Highlights from your plan
Topes de Collantes ©
Topes de Collantes
Convento de San Francisco de Asis ©
Convento de San Francisco de Asis
Palacio de Valle ©
Palacio de Valle

3
nights
Varadero

Varadero ©
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.
On the 23rd (Thu), contemplate the long history of Ambrosio Cave, enjoy the sand and surf at Varadero Beach, then admire the masterpieces at Mi Casa Beatles, and finally play a few rounds at Varadero Golf Club. On the next day, see some colorful creatures with a scuba or snorkeling tour, explore the fascinating underground world of Cuevas de Bellamar, then see the interesting displays at Pharmaceutical Museum, and finally identify plant and animal life at Varahicacos Ecological Reserve.

Make your Varadero itinerary with Inspirock to find out what to see and where to go.

You can drive from Trinidad to Varadero in 4 hours. Alternatively, you can take a bus. In May in Varadero, expect temperatures between 36°C during the day and 23°C at night. On the 25th (Sat), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Varadero

Outdoors Parks Beaches

Side Trip

Matanzas
Highlights from your plan
Varadero Beach ©
Varadero Beach
Varahicacos Ecological Reserve ©
Varahicacos Ecological Reserve
Cueva de Ambrosio ©
Cueva de Ambrosio

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