7-Day Scenic Road Trip from NYC to Portland Itinerary

Begin your day with a visit to Brooklyn Bridge Park. Enjoy stunning views of the Manhattan skyline and take a leisurely walk along the waterfront.

Explore the vibrant neighborhood of Dumbo, known for its cobblestone streets, art galleries, and trendy boutiques. Don't forget to grab lunch at one of the local cafes.

End your day with dinner at Roberta's Pizza, famous for its delicious wood-fired pizzas and laid-back atmosphere.

Visit the Brooklyn Museum, home to an impressive collection of art ranging from ancient Egyptian masterpieces to contemporary works.

Take a relaxing break at Prospect Park, designed by the same architects who created Central Park. Enjoy a picnic or simply unwind amidst nature.

Savor dinner at Per Se, offering an unforgettable fine dining experience with breathtaking views of Columbus Circle.

Start your day exploring Greenwich Village, known for its bohemian vibe and historic brownstones. Wander through charming streets and discover hidden gems.

Visit the iconic New York Stock Exchange (NYSE) in Lower Manhattan. Learn about the history of Wall Street and its impact on global finance.

Enjoy dinner at Gramercy Tavern, celebrated for its seasonal American cuisine and warm hospitality.

Start your day with a visit to the historic Freedom Trail. This 2.5-mile-long path through downtown Boston passes by 16 significant historical sites, including the Massachusetts State House and Paul Revere's House.

Head over to the Museum of Fine Arts, Boston. Spend your afternoon exploring its vast collection of art from around the world, ranging from ancient Egyptian artifacts to contemporary masterpieces.

Dine at Union Oyster House, one of America's oldest restaurants. Enjoy fresh seafood in a historic setting that has been serving patrons since 1826.

Begin your day with a visit to the RISD Museum. This museum is affiliated with the Rhode Island School of Design and houses an impressive collection of fine and decorative arts.

Take a leisurely stroll through Waterplace Park and Riverwalk. Enjoy the scenic views along the river and perhaps catch a glimpse of WaterFire, an art installation that features bonfires on the river (if it's scheduled).

Gracie's for dinner, a highly-rated restaurant known for its innovative New American cuisine and elegant atmosphere.

Portland Head Light is a must-see lighthouse located in Cape Elizabeth. Start your day with stunning ocean views and explore Fort Williams Park.

Old Port for lunch and shopping. This historic district is known for its cobblestone streets, unique boutiques, and vibrant food scene.

Conclude your trip with dinner at Fore Street, celebrated for its farm-to-table cuisine featuring locally sourced ingredients.