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Ultimate 7-Day New York City to Boston Road Trip in Fall Itinerary
Last updated: 2024 Jun 14Iconic NYC Landmarks and Skyline Views
Morning
Start your day with a classic New York breakfast at Russ & Daughters Cafe, known for its delicious bagels and lox.
Afternoon
Visit the NYC Empire State Building with Skip-the-Line access for panoramic views of the city. Afterward, have a delightful lunch at Joe's Pizza, a local favorite for a slice of New York's famous pizza.
Evening
In the evening, take a NYC Skyline and Statue of Liberty Night Cruise for a different perspective of the city lights. Enjoy a dinner at the iconic Carbone, known for its classic Italian-American cuisine.
Bedtime
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Cultural Immersion in NYC
Morning
Enjoy a leisurely morning at the American Museum of Natural History, a perfect place to start your day. Grab a coffee at Stumptown Coffee Roasters nearby.
Afternoon
Have a sophisticated lunch at Gramercy Tavern, a renowned New York establishment. Afterward, explore the Museum of Modern Art (MoMA) at your own pace.
Evening
For dinner, experience the vibrant atmosphere of Katz's Delicatessen, a historic deli in the Lower East Side. Afterward, take a stroll in the area or enjoy a drink at a local bar.
Bedtime
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Statue of Liberty and 9/11 Memorial
Morning
Start your day with a hearty breakfast at Sarabeth's, known for its delicious brunch options.
Afternoon
Take a NYC 1-Hour Cruise Around Statue of Liberty & Ellis Island for a close-up view of these iconic landmarks. Afterward, visit the 9/11 Memorial & Museum with your timed-entry ticket.
Evening
Enjoy a relaxing dinner at Los Tacos No.1, a popular spot for authentic Mexican tacos. Take a walk in the nearby Battery Park City and enjoy the waterfront views.
Bedtime
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Broadway and Helicopter Views
Morning
Indulge in a special breakfast at Sarabeth's, a local favorite for its morning fare.
Afternoon
Watch a matinee show of The Lion King on Broadway. After the show, have a luxurious lunch at Le Bernardin, a three-Michelin-starred restaurant.
Evening
Experience a New York City Manhattan Helicopter Tour for a unique perspective of the city. Enjoy a fine dining experience at Per Se, another three-Michelin-starred restaurant.
Bedtime
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Scenic Drive to Vermont
Morning
Pick up a coffee and some pastries for breakfast at a local cafe in New York City.
Afternoon
Embark on a picturesque road trip from New York City to Vermont, enjoying the fall foliage along the way. Stop for a leisurely lunch at a charming roadside restaurant.
Evening
Arrive in Vermont in the evening and check into your accommodation. Enjoy a cozy dinner at a local restaurant, savoring the flavors of the region.
Bedtime
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Fall Foliage and Outdoor Adventures
Morning
Start your day with a hearty Vermont breakfast at a local diner or cafe.
Afternoon
Explore the stunning fall foliage of Vermont with a scenic drive or a hike in the Green Mountains. Stop for a picnic lunch in a picturesque spot.
Evening
In the evening, experience a traditional Vermont dinner at a local farm-to-table restaurant, savoring the fresh and seasonal ingredients.
Bedtime
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Historic Boston and Departure
Morning
Enjoy a final breakfast in Vermont before embarking on the last leg of your road trip to Boston.
Afternoon
Explore the historic streets of Boston, visiting landmarks such as the Freedom Trail, Faneuil Hall, and the USS Constitution. Have a classic New England lunch at a local seafood restaurant.
Evening
Conclude your trip with a memorable dinner at Neptune Oyster, known for its fresh seafood and intimate atmosphere. Afterward, head to the airport for your departure.
Bedtime
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