32 days in Cuba Itinerary

32 days in Cuba Itinerary

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Route & dates

32 days in Cuba Itinerary

Start: San Jose
Fly:  20​h
1
Havana
— 11 nights
Fly:  2​h
2
Holguin
— 5 nights
Drive:  6​h 45​min
3
Trinidad
— 5 nights
Drive:  4​h
4
Cayo Guillermo
— 1 night
Drive:  3​h
5
Varadero
— 5 nights
Drive:  4​h 30​min
6
Vinales
— 3 nights
Drive + Fly:  22​h 30​min
End: San Jose

11
nights
Havana

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Your itinerary includes some good beach time at Playas de Este and Santa Maria del Mar (Santa Maria Beach). Venture out of the city with trips to Jardines de Hershey (in Jibacoa) and Playa de Jibacoa (in Santa Cruz del Norte). Next up on the itinerary: appreciate the extensive heritage of Old Havana, contemplate the long history of El Morro, make a trip to Revolution Plaza, and stroll the grounds of Christopher Columbus Cemetery (Cemetario de Colon).

For more things to do, other places to visit, traveler tips, and tourist information, use the Havana sightseeing planner.

San Jose, Costa Rica to Havana is an approximately 20-hour combination of car and flight. The time zone difference when traveling from San Jose to Havana is 1 hour. In December in Havana, expect temperatures between 32°C during the day and 20°C at night. Cap off your sightseeing on the 12th (Mon) early enough to travel to Holguin.

Things to do in Havana

Historic Sites Parks Neighborhoods

Side Trips

Playa de Jibacoa, Jardines de Hershey
Find places to stay Dec 1 — 12:
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Plaza de la Catedral ©
Plaza de la Catedral
Santa Maria del Mar ©
Santa Maria del Mar

5
nights
Holguin

Holguin ©
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.
Relax by the water at Guardalavaca Beach and Playa Esmeralda. Take a break from the city and head to Bahia de Naranjo Nature Park and Cayo Saetia Island. Next up on the itinerary: get great views at Hill of the Cross (Loma de la Cruz), take an in-depth tour of El Chorro de Maita Museum, look for all kinds of wild species at BioParque Rocazul, and meet the residents at Dolphinarium, Cayo Naranjo.

To find ratings, photos, more things to do, and other tourist information, refer to the Holguin trip itinerary planner.

Getting from Havana to Holguin by combination of taxi and flight takes about 2 hours. Other options: drive; or take a bus. Expect a daytime high around 34°C in December, and nighttime lows around 22°C. Wrap up your sightseeing on the 17th (Sat) early enough to travel to Trinidad.

Things to do in Holguin

Parks Outdoors Beaches

Side Trip

Guardalavaca Flea Market
Find places to stay Dec 12 — 17:
Highlights from your plan
Guardalavaca Beach ©
Guardalavaca Beach
Playa Esmeralda ©
Playa Esmeralda
Cayo Saetia Island ©
Cayo Saetia Island

5
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.
You'll enjoy a bit of beach vacationing at Ancon Beach and Rancho Luna Beach. Step out of the city life by going to Valle de los Ingenios and El Nicho Waterfalls. Change things up with a short trip to Punta Gorda in Cienfuegos (about 1:20 hours away). And it doesn't end there: don't miss a visit to Plaza Mayor, examine the collection at Trinidad Architecture Museum, take in the dramatic scenery at Salto del Caburni, and take in the exciting artwork at Galerie D'Art Calleyro.

To find maps, traveler tips, photos, and more tourist information, refer to the Trinidad itinerary planner.

Traveling by combination of taxi, flight, and bus from Holguin to Trinidad takes 7 hours. Alternatively, you can drive; or take a bus. In December, plan for daily highs up to 34°C, and evening lows to 22°C. Wrap up your sightseeing on the 22nd (Thu) early enough to drive to Cayo Guillermo.

Things to do in Trinidad

Parks Nature Outdoors

Side Trips

Cienfuegos, Trinidad de Cuba, Topes de Collantes
Find places to stay Dec 17 — 22:
Highlights from your plan
Ancon Beach ©
Ancon Beach
Topes de Collantes ©
Topes de Collantes
El Nicho Waterfalls ©
El Nicho Waterfalls

1
night
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.
Kick off your visit on the 22nd (Thu): kick back and relax at Playa Pilar and then tour the pleasant surroundings at Cayo Guillermo.

For photos, more things to do, where to stay, and other tourist information, read Cayo Guillermo trip generator.

You can drive from Trinidad to Cayo Guillermo in 4 hours. Alternatively, you can drive; or do a combination of bus and taxi. In December in Cayo Guillermo, expect temperatures between 32°C during the day and 25°C at night. Finish your sightseeing early on the 23rd (Fri) so you can travel to Varadero.

Things to do in Cayo Guillermo

Outdoors Parks Beaches
Find places to stay Dec 22 — 23:
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 outdoors at Varadero Beach and Bellamar Caves. Your itinerary includes some good beach time at Cayo Blanco and Coral Beach. Change things up with these side-trips from Varadero: Matanzas (Estadio Victoria de Giron, Pharmaceutical Museum, & more). There's still lots to do: explore the fascinating underground world of Saturno Cave, look for gifts at Plaza Las Morlas, tee off at Varadero Golf Club, and see the interesting displays at House of Rum.

To see photos, ratings, maps, and more tourist information, refer to the Varadero trip itinerary maker.

You can do a combination of taxi, flight, and bus from Cayo Guillermo to Varadero in 3 hours. Other options are to drive; or do a combination of taxi and bus. Traveling from Cayo Guillermo in December, Varadero is slightly colder at night with lows of 20°C. Wrap up your sightseeing by early afternoon on the 28th (Wed) to allow time for the car ride to Vinales.

Things to do in Varadero

Parks Outdoors Beaches

Side Trip

Matanzas
Find places to stay Dec 23 — 28:
Highlights from your plan
Varadero Beach ©
Varadero Beach
Cayos Blancos ©
Cayos Blancos
Cueva de Saturno ©
Cueva de Saturno

3
nights
Vinales

Vinales ©
Offering a taste of authentic rural life, Vinales remains a small agricultural town, dominated by surrounding low mountain ranges.
Step out of the city life by going to Valle de Vinales and Cayo Jutias. There's much more to do: Head underground at Cuevas de Santo Tomas, step off the mainland to explore Cayo Levisa, try out the rides at Palenque de los Cimarrones, and don't miss a visit to Mural de la Prehistoria.

To find maps, more things to do, reviews, and tourist information, go to the Vinales trip builder.

Getting from Varadero to Vinales by car takes about 4.5 hours. Other options: drive; or do a combination of taxi and bus. Wrap up your sightseeing on the 31st (Sat) early enough to travel back home.

Things to do in Vinales

Parks Nature Outdoors

Side Trips

Cayo Levisa, Cayo Jutias
Find places to stay Dec 28 — 31:
Highlights from your plan
Valle de Vinales ©
Valle de Vinales
Cayo Jutias ©
Cayo Jutias
Cayo Levisa ©
Cayo Levisa

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