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Ultimate 17-Day East Coast Road Trip from Boston to New York Itinerary
Last updated: 2024 Jun 14Historic Boston Beginnings
Morning
Start your East Coast road trip with a hearty breakfast at the iconic Mike's Pastry, known for its delicious pastries. After breakfast, immerse yourself in history with a visit to the Boston Tea Party Ships & Museum.
Afternoon
For lunch, savor the fresh seafood at Legal Sea Foods. Afterward, take a Boston Harbor Gourmet Brunch or Dinner Cruise for panoramic views of the city from the water.
Evening
In the evening, enjoy a leisurely walk in the historic Boston North End, also known as the city's "Little Italy." Indulge in a traditional Italian dinner at Neptune Oyster.
Bedtime
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Boston Tea Party Ships & Museum
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Boston Harbor Gourmet Brunch or Dinner Cruise
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Boston North End
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Freedom Trail and Beyond
Morning
Have a classic Boston breakfast at Union Oyster House, the oldest operating restaurant in the U.S. Then, embark on a Boston Guided Walking Tour of the Freedom Trail to explore the city's revolutionary history.
Afternoon
For lunch, enjoy a lobster roll at Row 34. Afterward, visit the New England Aquarium to discover the marine life of the region.
Evening
End your day with a sunset cruise on the harbor, taking in the city's skyline. Have a seafood dinner at Neptune Oyster.
Bedtime
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Boston Guided Walking Tour of the Freedom Trail
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Barcelona 24 or 48-Hour Hop-On Hop-Off Bus Tour
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Harvard and MIT Exploration
Morning
Start your day with a gourmet breakfast at L'Espalier. Then, take a Cambridge Harvard University Student-Guided Walking Tour to experience the prestigious university.
Afternoon
For lunch, head to Giacomo's Ristorante in the North End. Afterward, visit the Massachusetts Institute of Technology (MIT) and explore its campus.
Evening
Enjoy a fine dining experience at O Ya, known for its exquisite Japanese cuisine.
Bedtime
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Cambridge Harvard University Student-Guided Walking Tour
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Massachusetts Institute of Technology (MIT)
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Salem Day Trip
Morning
Have a quick breakfast at Mike's Pastry before taking a ferry to Salem, MA. Upon arrival, join the Salem Secrets of Salem Hidden History Walking Tour.
Afternoon
For lunch, try the seafood at Neptune Oyster. Afterward, visit the Salem Witch Museum and explore the town.
Evening
Conclude your day with the Salem Haunted Footsteps Ghost Tour and a dinner at Opus.
Bedtime
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Salem Secrets of Salem Hidden History Walking Tour
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Salem Haunted Footsteps Ghost Tour
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Fenway Park and Local Eats
Morning
Start your day with a classic Boston breakfast at Union Oyster House. Then, take a Boston Fenway Park Guided Ballpark Tour with Options to learn about the history of the iconic stadium.
Afternoon
For lunch, enjoy a lobster roll at Row 34. Afterward, explore the Fenway-Kenmore neighborhood.
Evening
Have dinner at the historic Eastern Standard Kitchen & Drinks.
Bedtime
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Boston Fenway Park Guided Ballpark Tour with Options
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Innovation and History
Morning
Enjoy a leisurely breakfast at Toro. Then, visit the Massachusetts Institute of Technology Public Tour to learn about the cutting-edge research at MIT.
Afternoon
For lunch, try the tapas at Toro. Afterward, explore the Kendall Square area.
Evening
Have a unique dining experience at Oleana, known for its Mediterranean cuisine.
Bedtime
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Massachusetts Institute of Technology Public Tour
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Waterfront Relaxation
Morning
Start your day with a gourmet breakfast at L'Espalier. Then, take a leisurely walk in the Boston Waterfront.
Afternoon
For lunch, enjoy the seafood at Neptune Oyster. Afterward, take a Boston Harbor Sunset Cruise.
Evening
Have a relaxed dinner at Row 34.
Bedtime
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Boston Boston Harbor Sunset Cruise
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Literary and Culinary Delights
Morning
Begin your day with a delicious breakfast at Mamma Maria. Then, visit the Boston Public Library and take a stroll in the Boston Public Garden.
Afternoon
For lunch, savor the Italian cuisine at Giacomo's Ristorante. Afterward, explore the Beacon Hill neighborhood.
Evening
Enjoy a fine dining experience at Menton.
Bedtime
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Boston Public Library
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Boston Public Garden
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Revolutionary History and Haunted Tales
Morning
Start your day with a gourmet breakfast at L'Espalier. Then, take a Boston Small Group Freedom Trail History Walking Tour.
Afternoon
For lunch, have a seafood feast at Neptune Oyster. Afterward, visit the Granary Burying Ground and the King's Chapel Burying Ground.
Evening
Conclude your day with the Boston 1.5-Hour Ghosts and Gravestones Tour and a dinner at Row 34.
Bedtime
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Boston Freedom Trail Small Group Guided Walking Tour
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Granary Burying Ground
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House of Three Worlds (Casa de los Tres Mundos)
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Boston 1.5-Hour Ghosts and Gravestones Tour
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Culinary Exploration
Morning
Start your day with a gourmet breakfast at L'Espalier. Then, take a Boston North End Secret Food Tour to sample the best Italian cuisine in the city.
Afternoon
Spend the afternoon exploring the North End neighborhood and trying different cannolis from the local bakeries.
Evening
For dinner, enjoy a seafood feast at Neptune Oyster.
Bedtime
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Boston's North End Secret Food Tour
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Art and Culture
Morning
Begin your day with a gourmet breakfast at L'Espalier. Then, visit the Isabella Stewart Gardner Museum and the Institute of Contemporary Art.
Afternoon
For lunch, enjoy the seafood at Neptune Oyster. Afterward, explore the South End neighborhood.
Evening
Have a unique dining experience at Oleana, known for its Mediterranean cuisine.
Bedtime
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Outdoor Adventures
Morning
Start your day with a gourmet breakfast at L'Espalier. Then, take a Charles River cruise or rent a kayak to explore the river.
Afternoon
For lunch, have a picnic in the Boston Common. Afterward, visit the Arnold Arboretum for a leisurely walk.
Evening
Enjoy a relaxed dinner at Row 34.
Bedtime
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Boston Common
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Whale Watching and Seafood
Morning
Start your day with a gourmet breakfast at L'Espalier. Then, take a Boston Whale Watching Cruise to see these majestic creatures in their natural habitat.
Afternoon
For lunch, enjoy a seafood feast at Neptune Oyster. Afterward, visit the New England Aquarium.
Evening
Have a relaxed dinner at Row 34.
Bedtime
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Barcelona 24 or 48-Hour Hop-On Hop-Off Bus Tour
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Harbor Islands Adventure
Morning
Begin your day with a gourmet breakfast at L'Espalier. Then, take a ferry to the Boston Harbor Islands and spend the day exploring the natural beauty and historical sites.
Afternoon
Pack a picnic lunch to enjoy on the island. Take a hike, go for a swim, or simply relax and take in the stunning views.
Evening
Return to the city in the evening and have a seafood dinner at Neptune Oyster.
Bedtime
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Sunset Yacht Cruise and Fine Dining
Morning
Start your day with a gourmet breakfast at L'Espalier. Then, spend the morning at the Isabella Stewart Gardner Museum.
Afternoon
For lunch, enjoy the seafood at Neptune Oyster. In the afternoon, relax at the Boston Public Garden.
Evening
In the evening, take a Boston Harbor Sunset Yacht Cruise and enjoy a fine dining experience at Menton.
Bedtime
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Boston Public Garden
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Boston Harbor Sunset Yacht Cruise
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Farewell to Boston
Morning
Enjoy a leisurely breakfast at Toro. Then, take a final stroll along the Freedom Trail and visit any sites you may have missed.
Afternoon
For lunch, savor the seafood at Neptune Oyster. Spend the rest of the afternoon shopping for souvenirs in Faneuil Hall Marketplace.
Evening
Have a farewell dinner at Top of the Hub, where you can enjoy panoramic views of the city.
Bedtime
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Faneuil Hall Marketplace
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Arrival in the Big Apple
Morning
Start your day with a classic New York breakfast at a local diner. Then, take a walk in Central Park and visit the Metropolitan Museum of Art.
Afternoon
For lunch, try a New York-style pizza. Afterward, explore the Times Square area and do some shopping.
Evening
Enjoy a Broadway show and have a late dinner at a trendy restaurant in Theater District.
Bedtime
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