8 days in Cuba Itinerary

8 days in Cuba Itinerary

Created using Inspirock Cuba travel planner

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Route & dates

8 days in Cuba Itinerary

Start: Chicago
Fly:  10​h
1
Cayo Largo
— 1 night
Drive:  3​h 15​min
2
Trinidad
— 2 nights
3
Havana
— 4 nights
Fly:  8​h
End: Chicago

1
night
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.
On the 12th (Fri), enjoy the sand and surf at Sirena Beach and then tour the pleasant surroundings at Playa Paraiso.

For ratings, other places to visit, photos, and more tourist information, use the Cayo Largo trip itinerary planning tool .

Chicago, USA to Cayo Largo is an approximately 10-hour flight. The time zone difference when traveling from Chicago to Cayo Largo is 1 hour. Traveling from Chicago in July, things will get a bit warmer in Cayo Largo: highs are around 89°F and lows about 76°F. Wrap up your sightseeing on the 12th (Fri) to allow time to travel to Trinidad.

Things to do in Cayo Largo

Parks Outdoors Beaches
Find places to stay Jul 11 — 12:
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Playa Paraiso ©
Playa Paraiso
Sirena Beach ©
Sirena Beach

2
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.
Start off your visit on the 13th (Sat): don't miss a visit to Plaza Mayor, see the interesting displays at Museo de Arqueologia, stroll through Ancon Beach, then take in the exciting artwork at Yudit Vidal Faife, and finally identify plant and animal life at Valle de los Ingenios. On the next day, shop like a local with Lazaro Niebla Gallery, take in the awesome beauty at Topes de Collantes, examine the collection at Colonial Architecture Museum, then see the interesting displays at Romance Museum, and finally examine the collection at Museo de Historia Municipal.

For maps, reviews, and more tourist information, use the Trinidad online attractions planner .

The Route module can help you plan travel from Cayo Largo to Trinidad. In July, daily temperatures in Trinidad can reach 92°F, while at night they dip to 75°F. Finish up your sightseeing early on the 14th (Sun) so you can go by car to Havana.

Things to do in Trinidad

Parks Wildlife Museums

Side Trip

Topes de Collantes
Find places to stay Jul 12 — 14:
Highlights from your plan
Ancon Beach ©
Ancon Beach
Plaza Mayor ©
Plaza Mayor
Valle de los Ingenios ©
Valle de los Ingenios

4
nights
Havana

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Museum of the Revolution (Museo de la Revolucion) and Museu Nacional de Belas Artes de Cuba are good opportunities to explore the local culture. Appreciate the collections at Wifredo Lam Center and Jorge Gil Estudio Galeria. There's much more to do: appreciate the extensive heritage of El Malecon, steep yourself in history at Old Square (Plaza Vieja), don't miss a visit to Old Havana, and admire the striking features of Havana Cathedral.

For more things to do, where to stay, maps, and tourist information, go to the Havana road trip site .

Traveling by car from Trinidad to Havana takes 4.5 hours. Alternatively, you can take a shuttle; or take a bus. In July, plan for daily highs up to 90°F, and evening lows to 72°F. Finish your sightseeing early on the 18th (Thu) so you can travel back home.

Things to do in Havana

Historic Sites Museums Neighborhoods
Find places to stay Jul 14 — 18:
Highlights from your plan
Old Havana ©
Old Havana
El Malecon ©
El Malecon
Old Square (Plaza Vieja) ©
Old Square (Plaza Vieja)

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