5 days in Puerto Rico & New York City Itinerary

5 days in Puerto Rico & New York City Itinerary

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Route & dates

Start: San Juan, Puerto Rico
Fly:  30 min
1
Culebra, Puerto Rico
— 1 day
+2
Fly + Train + Subway:  6 h 30 min
2
New York City, United States
— 3 nights
+3
Subway + Train + 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.

For photos, reviews, where to stay, and tourist information, read our Culebra driving holiday 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, daily temperatures in Culebra can reach 36°C, while at night they dip to 30°C. Finish up your sightseeing early on the 18th (Fri) so you can travel to New York City.

Things to do in Culebra

Beaches Outdoors Parks
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.
Museum-lovers will get to explore New York Public Library and The Met Cloisters. Explore hidden gems such as St. Patrick's Cathedral and Frick Collection. There's lots more to do: visit Greenwich Village, get some thrills on the water with a speed boat tour, hunt for treasures at Chelsea Market, and admire the striking features of The Oculus.

To find reviews, traveler tips, and other tourist information, go to the New York City route builder app.

Getting from Culebra to New York City by combination of flight, train, and subway takes about 6.5 hours. Other options: do a combination of flight and train. Traveling from Culebra to New York City, you'll gain 1 hour due to the time zone difference. When traveling from Culebra in October, plan for little chillier days and cooler nights in New York City: temperatures range from 24°C by day to 16°C at night. Finish your sightseeing early on the 21st (Mon) to allow enough time to 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. Start off your visit on the 22nd (Tue): see some colorful creatures with a scuba or snorkeling tour.

To see traveler tips, more things to do, reviews, and tourist information, refer to the Fajardo trip planner.

Getting from New York City to Fajardo by combination of subway, train, flight, and car takes about 7.5 hours. Other options: do a combination of train, flight, and car; or do a combination of subway, train, flight, and shuttle. The time zone changes from Eastern Standard Time to Atlantic Standard Time, which is usually a 1 hour difference. In October, Fajardo is a bit 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 Outdoors Wildlife
Find places to stay Oct 21 — 22:
Highlights from your plan
Scuba & Snorkeling

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