27 days in Cuba Itinerary

27 days in Cuba Itinerary

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Route & dates

27 days in Cuba Itinerary

Start: Havana
1
Havana
— 10 nights
2
Vinales
— 2 nights
3
Cienfuegos
— 3 nights
Drive:  1​h 15​min
4
Trinidad
— 4 nights
Drive:  4​h
5
Cayo Guillermo
— 2 nights
Drive:  3​h
6
Varadero
— 5 nights
Drive:  2​h
End: Havana

10
nights
Havana

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Get out of town with these interesting Havana side-trips: Jardines de Hershey (in Jibacoa) and Playa de Jibacoa (in Santa Cruz del Norte). Next up on the itinerary: don't miss a visit to Plaza de la Catedral, contemplate the long history of El Morro, appreciate the extensive heritage of El Malecon, and take a stroll through Old Havana.

To find traveler tips and more tourist information, refer to the Havana trip itinerary planner.

The Route module can give you travel options from your home to Havana. November in Havana sees daily highs of 32°C and lows of 20°C at night. Finish up your sightseeing early on the 29th (Tue) so you can go by car to Vinales.

Things to do in Havana

Historic Sites Parks Neighborhoods

Side Trips

Jardines de Hershey, Playa de Jibacoa
Find places to stay Nov 18 — 29:
Highlights from your plan
Plaza de la Catedral ©
Plaza de la Catedral
El Malecon ©
El Malecon
Old Havana ©
Old Havana

2
nights
Vinales

Vinales ©
Offering a taste of authentic rural life, Vinales remains a small agricultural town, dominated by surrounding low mountain ranges.
Start off your visit on the 30th (Wed): appreciate the views at Valle de Vinales, then make a trip to Mural de la Prehistoria, and then take in nature's colorful creations at Jardin Botanico de Vinales.

For other places to visit, more things to do, where to stay, and other tourist information, you can read our Vinales trip itinerary planner.

You can drive from Havana to Vinales in 3 hours. Alternatively, you can drive; or take a bus. Finish your sightseeing early on the 1st (Thu) so you can drive to Cienfuegos.

Things to do in Vinales

Parks Nature
Find places to stay Nov 29 — Dec 1:
Highlights from your plan
Valle de Vinales ©
Valle de Vinales
Mural de la Prehistoria ©
Mural de la Prehistoria
Jardin Botanico de Vinales ©
Jardin Botanico de Vinales

3
nights
Cienfuegos

Cienfuegos ©
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.
Explore Cienfuegos' surroundings by going to Santa Clara (Teatro La Caridad, Statue of Che Guevara Holding a Child, & more). Next up on the itinerary: don't miss a visit to Parque Jose Marti, admire the striking features of Palacio de Valle, meet the residents at Delfinario de Cienfuegos, and take in the dramatic scenery at El Nicho Waterfalls.

For traveler tips, more things to do, reviews, and tourist information, use the Cienfuegos vacation builder.

Traveling by car from Vinales to Cienfuegos takes 5.5 hours. Alternatively, you can take a bus. In December, daily temperatures in Cienfuegos can reach 34°C, while at night they dip to 22°C. Cap off your sightseeing on the 4th (Sun) early enough to catcht the bus to Trinidad.

Things to do in Cienfuegos

Parks Historic Sites Beaches

Side Trip

Santa Clara
Find places to stay Dec 1 — 4:
Highlights from your plan
El Nicho Waterfalls ©
El Nicho Waterfalls
Che Guevara Mausoleum ©
Che Guevara Mausoleum
Parque Jose Marti ©
Parque Jose Marti

4
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.
Trinidad is known for sightseeing, beaches, museums, nightlife, and wildlife areas. Your plan includes some of its best attractions: make a trip to Plaza Mayor, look for all kinds of wild species at Valle de los Ingenios, admire the sheer force of Salto del Caburni, and examine the collection at Museo de Historia Municipal.

To find more things to do, photos, reviews, and other tourist information, refer to the Trinidad vacation builder.

You can take a bus from Cienfuegos to Trinidad in 1.5 hours. Alternatively, you can drive; or drive. December in Trinidad sees daily highs of 34°C and lows of 22°C at night. On the 8th (Thu), wrap the sightseeing up by early afternoon so you can drive to Cayo Guillermo.

Things to do in Trinidad

Parks Nature Wildlife

Side Trips

Sancti Spiritus, Topes de Collantes
Find places to stay Dec 4 — 8:
Highlights from your plan
Ancon Beach ©
Ancon Beach
Plaza Mayor ©
Plaza Mayor
Topes de Collantes ©
Topes de Collantes

2
nights
Cayo Guillermo

Cayo Guillermo
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.
Start off your visit on the 9th (Fri): kick back and relax at Cayo Guillermo and then tour the pleasant surroundings at Playa Pilar.

For traveler tips, photos, more things to do, and tourist information, use the Cayo Guillermo trip builder.

Getting from Trinidad to Cayo Guillermo by car takes about 4 hours. Other options: drive; or do a combination of bus and taxi. December in Cayo Guillermo sees daily highs of 32°C and lows of 25°C at night. Finish up your sightseeing early on the 10th (Sat) so you can travel to Varadero.

Things to do in Cayo Guillermo

Beaches Parks Outdoors
Find places to stay Dec 8 — 10:
Highlights from your plan
Playa Pilar
Playa Pilar
Cayo Guillermo ©
Cayo Guillermo

5
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.
Get out of town with these interesting Varadero side-trips: Matanzas (Bellamar Caves, Estadio Victoria de Giron, & more). And it doesn't end there: stroll through Varadero Beach, look for all kinds of wild species at Varahicacos Ecological Reserve, explore the fascinating underground world of Saturno Cave, and kick back and relax at Cayo Blanco.

To see other places to visit, where to stay, reviews, and other tourist information, refer to the Varadero vacation builder.

Traveling by combination of taxi, flight, and bus from Cayo Guillermo to Varadero takes 3 hours. Alternatively, you can drive; or do a combination of taxi and bus. Plan for a bit cooler nights when traveling from Cayo Guillermo in December since evenings lows in Varadero dip to 20°C. Wrap up your sightseeing on the 15th (Thu) early enough to drive back home.

Things to do in Varadero

Parks Outdoors Beaches

Side Trip

Matanzas
Find places to stay Dec 10 — 15:
Highlights from your plan
Varadero Beach ©
Varadero Beach
Cueva de Saturno ©
Cueva de Saturno
Josone Park ©
Josone Park

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