New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Travel AI

Northeast USA Road Trip - 5 Days Itinerary

Last updated: 2024 Jun 14

Exploring New York City's Icons

Morning

Start your day with a visit to the iconic Statue of Liberty. This symbol of freedom and democracy is a must-see when in New York. Take the ferry from Battery Park and enjoy the breathtaking views of Manhattan's skyline. After exploring Liberty Island, head to Ellis Island to learn about the history of immigration in the United States. For breakfast, stop by Le Pain Quotidien for a delicious and healthy start to your day.

Afternoon

In the afternoon, head to Central Park for a leisurely stroll or rent a bike to explore its vast landscapes. Don't miss out on visiting Bethesda Terrace and Fountain, one of the park's most picturesque spots. For lunch, dine at Tavern on the Green, an iconic restaurant located within Central Park offering American cuisine with stunning park views.

Evening

Conclude your day with a visit to Times Square, known for its bright lights and bustling atmosphere. Catch a Broadway show for an unforgettable experience in New York City's theater district. For dinner, enjoy a meal at Carmine's, famous for its family-style Italian dishes.

Bedtime

Find amazing hotels in New York City, NY.

4.68
Statue of Liberty
Book Now

Historic Philadelphia Adventure

Morning

Begin your day in Philadelphia with a visit to Independence Hall where both the Declaration of Independence and the Constitution were debated and adopted. Just across from it is the Liberty Bell Center where you can see this iconic symbol of American independence up close. For breakfast, try Sabrina's Cafe, known for its hearty brunch options.

Afternoon

After soaking in some history, head over to Reading Terminal Market for lunch where you can find diverse food options from local vendors. Post-lunch, visit the Philadelphia Museum of Art and run up its famous steps just like Rocky Balboa did! Inside, you'll find an impressive collection of art spanning various periods and styles.

Evening

Spend your evening exploring South Street known for its eclectic mix of shops, bars, and restaurants. Have dinner at Genji Izakaya, which offers delicious Japanese small plates perfect for sharing.

Bedtime

Find amazing hotels in Philadelphia, PA.

Boston's Historical Treasures

Morning

Start your Boston adventure by walking along The Freedom Trail which takes you through 16 historical sites including Boston Common, Paul Revere's House, and Faneuil Hall Marketplace. For breakfast before you start your walk, stop by Tatte Bakery & Cafe for some freshly baked pastries and coffee.

Afternoon

In the afternoon head over to Fenway Park for a tour of one of America's oldest baseball stadiums or catch a game if there's one scheduled! For lunch nearby try Bleacher Bar located under Fenway’s bleachers offering great views into center field while you eat.

Evening

End your day at Boston Harbor where you can take an evening cruise or simply enjoy walking along The Harborwalk taking in views of both historic ships docked there as well as modern skyline across waterway . Dine at Legal Sea Foods renowned seafood restaurant serving fresh catches daily.

Bedtime

Find amazing hotels in Boston, MA.

Nature and History in the Berkshires

Morning

Start your day with a visit to the Norman Rockwell Museum in Stockbridge. This museum houses the largest collection of original Rockwell art, offering a glimpse into American life through his eyes. For breakfast, stop by Once Upon a Table, a cozy spot known for its hearty breakfast options.

Afternoon

In the afternoon, head to the Berkshire Botanical Garden in Stockbridge. This beautiful garden features various themed areas and is perfect for a leisurely stroll. For lunch, try The Red Lion Inn, which offers classic New England fare in a historic setting.

Evening

Conclude your day with an evening at Tanglewood in Lenox, the summer home of the Boston Symphony Orchestra. Enjoy an outdoor concert under the stars for a truly magical experience. For dinner before or after the concert, dine at Nudel Restaurant, known for its creative and seasonal dishes.

Bedtime

Find amazing hotels in Berkshires, MA.

Coastal Charm in Newport

Morning

Cliff Walk is a must-see attraction in Newport. Start your day with this scenic 3.5-mile walk along the eastern shore of Newport featuring stunning views of both mansions and coastline. For breakfast beforehand, visit Cru Cafe for some delicious pastries and coffee.

Afternoon

The Breakers is another must-visit site in Newport. This grand mansion was once home to the Vanderbilt family and offers a glimpse into Gilded Age opulence. After touring The Breakers, have lunch at The Black Pearl, famous for its clam chowder and waterfront views.

Evening

Sunset Sail on Narragansett Bay is an ideal way to end your trip. Enjoy breathtaking views of Newport Harbor as you sail into the sunset aboard an elegant schooner or yacht. For dinner after your sail, try 22 Bowen's Wine Bar & Grille, known for its excellent seafood and steak options.

Bedtime

Find amazing hotels in Newport, RI.