5 days in Puerto Rico Itinerary

5 days in Puerto Rico Itinerary

Created using Inspirock Puerto Rico sightseeing planner

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Route & dates

5 days in Puerto Rico Itinerary

Start: Chicago
Fly:  9​h 30​min
1
Culebra
— 1 night
Fly:  30​min
2
San Juan
— 3 nights
Fly:  7​h 45​min
End: Chicago

1
night
Culebra

Culebra ©
With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
Start off your visit on the 19th (Sun): enjoy the sand and surf at Playa Punta Soldado Beach and then enjoy the sand and surf at Flamenco Beach.

To find ratings, traveler tips, more things to do, and tourist information, go to the Culebra driving holiday planner.

Chicago, USA to Culebra is an approximately 9.5-hour flight. You can also do a combination of flight, shuttle, and ferry; or do a combination of flight and ferry. Traveling from Chicago to Culebra, you'll lose 2 hours due to the time zone difference. Expect much hotter temperatures when traveling from Chicago in January; daily highs in Culebra reach 84°F and lows reach 73°F. Cap off your sightseeing on the 19th (Sun) early enough to catch the flight to San Juan.

Things to do in Culebra

Outdoors Beaches Parks
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Playa Punta Soldado Beach ©
Playa Punta Soldado Beach

3
nights
San Juan

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Step out of San Juan with an excursion to El Yunque Rain Forest in El Yunque National Forest--about 1h 10 min away. And it doesn't end there: stroll through Condado Beach, get some thrills out on the water with a waterskiing or jet-skiing adventure, pause for some serene contemplation at Catedral Metropolitana Basilica de San Juan Bautista, and get interesting insight from Tours.

To find maps, photos, other places to visit, and other tourist information, read San Juan planning app .

San Juan is just a stone's throw from Culebra. In January, daily temperatures in San Juan can reach 84°F, while at night they dip to 73°F. Wrap up your sightseeing on the 22nd (Wed) to allow time to travel back home.

Things to do in San Juan

Parks Outdoors Historic Sites

Side Trip

El Yunque Rain Forest
Highlights from your plan
El Yunque Rain Forest ©
El Yunque Rain Forest
Condado Beach ©
Condado Beach
Canyoning & Rappelling Tours

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