3 days in Portland & New York City Itinerary

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.

Kick off your visit on the 10th (Fri): admire the masterpieces at Portland Museum of Art, then do a tasting at Maine Mead Works, then sample the tasty concoctions at Allagash Brewing Company, and finally sample the tasty concoctions at Island Dog Brewing.

For where to stay, more things to do, reviews, and more tourist information, go to the Portland trip website.

Use the Route module to find suitable travel options from your home destination to Portland. In February in Portland, expect temperatures between 35°F during the day and 16°F at night. Wrap up your sightseeing on the 10th (Fri) early enough to fly to 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.

Kick off your visit on the 11th (Sat): wander the streets of Times Square, then admire the striking features of Empire State Building, and then admire the striking features of Grand Central Terminal. Get ready for a full day of sightseeing on the next day: contemplate the long history of 9/11 Memorial and then take in the pleasant sights at Central Park.

For maps, ratings, photos, and other tourist information, refer to the New York City travel route builder tool.

Fly from Portland to New York City in 3 hours. Alternatively, you can drive; or do a combination of bus and train. Expect somewhat warmer temperatures when traveling from Portland in February; daily highs in New York City reach 46°F and lows reach 29°F. Cap off your sightseeing on the 12th (Sun) early enough to catch the flight back home.