5 days in Puerto Rico & New York City Itinerary

5 days in Puerto Rico & New York City Itinerary

Created using Inspirock holiday planner

Make it your trip
Culebra, Puerto Rico
— 1 day
New York City, United States
— 3 nights
Fajardo, Puerto Rico
— 1 day


Culebra, Puerto Rico

— 1 day

Little Island

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 find maps, traveler tips, and tourist information, read our Culebra driving holiday planner.

San Juan to Culebra is an approximately 2-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 · Parks · Outdoors
Highlights from your trip

New York City, United States

— 3 nights

Big Apple

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 Frick Collection and Ground Zero Museum Workshop. Explore hidden gems such as The Met Cloisters and Greenwich Village. There's lots more to do: get to know the fascinating history of Brooklyn Heights Promenade, stroll through Washington Square Park, visit SoHo, and browse the eclectic array of goods at Chelsea Market.

To find where to stay, ratings, more things to do, and other tourist information, go to the New York City route builder app.

Getting from Culebra to New York City by flight takes about 9 hours. 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 · Parks

Side Trip

Fajardo, Puerto Rico

— 1 day
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.

For ratings, reviews, and tourist information, refer to the Fajardo trip planner.

Getting from New York City to Fajardo by flight takes about 8.5 hours. 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

Outdoors · Tours · Wildlife
Highlights from your trip

Puerto Rico travel guide

Historic Walking Areas · Beaches · Forests
A U.S. territory encompassing one big island and several smaller ones, Puerto Rico appeals to visitors from around the globe with its rich history, pleasant climate, natural beauty, and renowned local cuisine. Most tourists take a vacation in Puerto Rico for that classic seaside experience, though the island offers much more than just sun and sand. Tours of Puerto Rico usually start in the city of San Juan, which boasts a trendy bar scene and plenty of art museums for visitors looking to add a bit of culture to their vacation. A short drive from the island's urban centers, pristine rainforests serve as peaceful retreats from the city bustle and ensure plenty of chances to spot wildlife and take exhilarating nature walks.