22 days in Cuba Itinerary

22 days in Cuba Itinerary

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Route & dates

22 days in Cuba Itinerary

Start: Portland
Fly:  10​h 30​min
1
Havana
— 8 nights
Drive:  2​h 45​min
2
Vinales
— 3 nights
Drive:  6​h 45​min
3
Trinidad
— 5 nights
Drive:  4​h
4
Cayo Guillermo
— 2 nights
Drive:  6​h 45​min
5
Varadero
— 3 nights
Fly:  13​h 30​min
End: Portland

8
nights
Havana

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Visit Malecón of Havana and Christopher Columbus Cemetery (Cemetario de Colon) for their historical value. Your cultural itinerary includes sights like Old Havana and Old Square (Plaza Vieja). Step out of Havana with an excursion to Las Terrazas Complex in Las Terrazas--about 56 minutes away. The adventure continues: make a trip to Plaza de la Catedral, take in the local highlights with Walking tours, steep yourself in history at Revolution Plaza, and admire the masterpieces at Museu Nacional de Belas Artes de Cuba.

To see photos, reviews, maps, and more tourist information, read our Havana attractions planner .

Portland, USA to Havana is an approximately 10.5-hour flight. You can also do a combination of train and flight. Traveling from Portland to Havana, you'll lose 3 hours due to the time zone difference. Traveling from Portland in January, things will get much warmer in Havana: highs are around 79°F and lows about 62°F. Finish up your sightseeing early on the 23rd (Thu) so you can go by car to Vinales.

Things to do in Havana

Historic Sites Parks Neighborhoods

Side Trips

Las Terrazas Complex, Espiritu Santo Church (Iglesia Del Espiritu Santo)
Highlights from your plan
Old Havana ©
Old Havana
Malecón of Havana ©
Malecón of Havana
Old Square (Plaza Vieja) ©
Old Square (Plaza Vieja)

3
nights
Vinales

Vinales ©
Offering a taste of authentic rural life, Vinales remains a small agricultural town, dominated by surrounding low mountain ranges.
Do some cultural sightseeing at Valle de Vinales and Palenque de los Cimarrones. Get outdoors at Playa Paraiso and Cayo Jutias. Change things up with these side-trips from Vinales: Cayo Largo (Sirena Beach, El Torreon Nursery, & more).

To see more things to do, reviews, other places to visit, and more tourist information, read our Vinales trip itinerary website .

Traveling by car from Havana to Vinales takes 3 hours. Alternatively, you can take a shuttle; or take a bus. In January, daily temperatures in Vinales can reach 80°F, while at night they dip to 64°F. Finish up your sightseeing early on the 26th (Sun) so you can go by car to Trinidad.

Things to do in Vinales

Parks Beaches Outdoors

Side Trips

Cayo Largo, Cayo Jutias
Highlights from your plan
Valle de Vinales ©
Valle de Vinales
Playa Paraiso ©
Playa Paraiso
Sirena Beach ©
Sirena Beach

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.
Take a break from the city and head to Ancon Beach and San Luis Valley. Get some historical perspective at Valle de los Ingenios and Ruinas de Ingenio San Isidro de los Destiladeros. Change things up with these side-trips from Trinidad: Iglesia de San Juan Batista (in Remedios), Cienfuegos (Jagua Castle, Parque Jose Marti, & more) and Che Guevara Mausoleum (in Santa Clara). There's still lots to do: don't miss a visit to Plaza Mayor, see the interesting displays at Museo de Historia Municipal, take in the awesome beauty at Topes de Collantes, and stroll around Parque el Cubano.

To find more things to do, traveler tips, photos, and more tourist information, read our Trinidad trip planner .

Getting from Vinales to Trinidad by car takes about 7 hours. Other options: take a shuttle; or take a bus. Traveling from Vinales in January, expect a bit warmer with lows of 81°F in Trinidad. Wrap up your sightseeing on the 31st (Fri) early enough to drive to Cayo Guillermo.

Things to do in Trinidad

Parks Nature Historic Sites

Side Trips

Cienfuegos, Iglesia de San Juan Batista, Che Guevara Mausoleum, Topes de Collantes, San Luis Valley
Highlights from your plan
Ancon Beach ©
Ancon Beach
Plaza Mayor ©
Plaza Mayor
Valle de los Ingenios ©
Valle de los Ingenios

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.
On the 1st (Sat), step off the mainland to explore Cayo Media Luna, then enjoy the sand and surf at Cayo Guillermo, and then kick back and relax at Playa Pilar. Get ready for a full day of sightseeing on the 2nd (Sun): look for all kinds of wild species at Birdwatching with Paulino Lopez Delgado.

To find maps, more things to do, traveler tips, and tourist information, refer to the Cayo Guillermo online travel planner .

You can drive from Trinidad to Cayo Guillermo in 4 hours. Alternatively, you can do a combination of bus, train, and taxi; or do a combination of bus and car. Traveling from Trinidad in January, expect little chillier with lows of 68°F in Cayo Guillermo. Wrap up your sightseeing on the 2nd (Sun) early enough to drive to Varadero.

Things to do in Cayo Guillermo

Parks Wildlife Beaches

Side Trip

Birdwatching with Paulino Lopez Delgado
Highlights from your plan
Playa Pilar
Playa Pilar
Cayo Guillermo ©
Cayo Guillermo

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.
Start off your visit on the 3rd (Mon): examine the collection at Pharmaceutical Museum, Head underground at Cuevas de Bellamar, then Head underground at Cueva de Saturno, and finally enjoy the sand and surf at Varadero Beach. Keep things going the next day: delve into the distant past at Cueva de Ambrosio, then stroll through Coral Beach - Playa Coral, and then walk around Josone Park.

For traveler tips, photos, and tourist information, read Varadero road trip planning website .

You can drive from Cayo Guillermo to Varadero in 7 hours. Alternatively, you can do a combination of taxi and train; or do a combination of car and bus. Traveling from Cayo Guillermo in February, expect slightly colder with lows of 61°F in Varadero. On the 5th (Wed), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Varadero

Parks Beaches Outdoors

Side Trip

Matanzas
Highlights from your plan
Varadero Beach ©
Varadero Beach
Cueva de Saturno ©
Cueva de Saturno
Cayos Blancos ©
Cayos Blancos

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