5 days in Puerto Rico & New York City Itinerary

5 days in Puerto Rico & New York City Itinerary

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Route & dates

5 days in Puerto Rico & New York City Itinerary

Start: San Juan, Puerto Rico
Fly:  30​min
1
Culebra, Puerto Rico
— 1 day
Fly:  6​h 30​min
2
New York City, United States
— 3 nights
Fly + Drive:  7​h 15​min
3
Fajardo, Puerto Rico
— 1 day
Drive:  1​h
End: San Juan, Puerto Rico

1
day
Culebra, Puerto Rico

Culebra ©
With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
Kick off your visit on the 18th (Fri): enjoy the sand and surf at Flamenco Beach.

To see reviews, ratings, and more tourist information, you can read our Culebra online route planner .

San Juan to Culebra is an approximately half hour flight. You can also do a combination of car and ferry; or do a combination of shuttle and ferry. In October in Culebra, expect temperatures between 36°C during the day and 30°C at night. Cap off your sightseeing on the 18th (Fri) early enough to travel to New York City.

Things to do in Culebra

Parks Beaches Outdoors
Find places to stay Oct 18 — 19:
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Flamenco Beach ©
Flamenco Beach

3
nights
New York City, United States

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Your inner history buff will appreciate The Met Cloisters and St. Patrick's Cathedral. Explore hidden gems such as Frick Collection and Greenwich Village. There's lots more to do: examine the collection at Ground Zero Museum Workshop, browse the eclectic array of goods at Chelsea Market, admire the landmark architecture of The Oculus, and take a stroll through Washington Square Park.

For where to stay, other places to visit, ratings, and more tourist information, use the New York City online trip itinerary planner .

You can fly from Culebra to New York City in 6.5 hours. Alternatively, you can do a combination of flight and bus; or do a combination of ferry, shuttle, and flight. The time zone difference when traveling from Culebra to New York City is minus 1 hour. Traveling from Culebra in October, expect nights in New York City to be cooler, around 16°C, while days are little chillier, around 24°C. Finish your sightseeing early on the 21st (Mon) so you can travel to Fajardo.

Things to do in New York City

Museums Historic Sites Neighborhoods

Side Trip

Brooklyn Heights Promenade
Find places to stay Oct 18 — 21:
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The Met Cloisters ©
The Met Cloisters
Ground Zero Museum Workshop ©
Ground Zero Museum Workshop
New York Public Library ©
New York Public Library

1
day
Fajardo, Puerto Rico

Fajardo is a small city and municipality in Puerto Rico (U.S.) located in the east region of the island, bordering the Atlantic Ocean, north of Ceiba and east of Luquillo. On the 22nd (Tue), discover the deep blue sea with a scuba or snorkeling tour.

To see ratings, reviews, and tourist information, use the Fajardo trip planner .

Traveling by combination of flight and car from New York City to Fajardo takes 7.5 hours. Alternatively, you can do a combination of bus, flight, and car; or do a combination of flight and shuttle. Due to the time zone difference, you'll lose 1 hour traveling from New York City to Fajardo. In October, Fajardo is somewhat warmer than New York City - with highs of 36°C and lows of 28°C. Finish your sightseeing early on the 22nd (Tue) to allow enough time to drive back home.

Things to do in Fajardo

Tours Wildlife Outdoors
Find places to stay Oct 21 — 22:
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Scuba & Snorkeling

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