Travel from Boston to New York

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From Bean Town to the Big Apple: A Boston to New York City Escape (by Train)

This itinerary whisks you away on a comfortable train ride from Boston’s historic charm to the electrifying energy of New York City. Get ready to experience delicious food, iconic landmarks, and cultural gems on this exciting Northeast adventure!


  • Amtrak: Our suggested mode of transport is Amtrak’s Northeast Regional service. This comfortable train journey departs from Boston’s South Station and arrives directly in the heart of New York City at Penn Station. Travel time typically ranges from 3.5 to 4 hours.

Day 1: A Fond Farewell to Boston (Boston)

  • Start your day with a delicious breakfast, fueling up for your journey ahead. Savor a classic Boston cream pie or a hearty breakfast burrito.

  • Depending on your departure time, explore the vibrant Faneuil Hall Marketplace, a historic landmark filled with shops, restaurants, and street performers.

  • In the afternoon, take a taxi, rideshare service, or the MBTA (Massachusetts Bay Transportation Authority) subway system to reach South Station for your Amtrak train to New York City.

Day 2: Arrival in the Bustling Metropolis (New York City)

  • Welcome to New York City! Upon arrival at Penn Station, check into your hotel and leave your luggage.

  • A significant advantage of train travel is arriving directly in Midtown Manhattan. From Penn Station, you can easily access the subway (numerous lines intersect here) or hop on a taxi/rideshare to explore the city.

  • Immerse yourself in the city’s energy with a stroll through Times Square, a dazzling display of lights, theaters, and street performers. Be mesmerized by the vibrant atmosphere and iconic billboards.

  • In the evening, enjoy a delicious dinner in a trendy neighborhood like Hell’s Kitchen, known for its diverse culinary scene.

Day 3: Exploring Iconic Landmarks (New York City)

  • Dedicate this day to exploring some of New York City’s most iconic sights. Start with a visit to the Empire State Building, offering breathtaking panoramic views of the city from its observation deck.

  • In the afternoon, head towards Central Park, a sprawling green oasis in the heart of Manhattan. Rent a bike, have a picnic lunch, or simply relax and people-watch.

  • In the evening, delve into American history with a visit to the National September 11 Memorial & Museum. Pay your respects to the victims and learn about the events of 9/11.

Day 4: A Day of Museums & Culture (New York City)

  • Immerse yourself in art and culture on Museum Mile, a stretch of Fifth Avenue housing world-renowned museums like the Metropolitan Museum of Art (the Met) and the Museum of Modern Art (MoMA).

  • Choose museums based on your interests:

    • Art Enthusiasts: Explore the vast collections of the Met or MoMA.
    • History Buffs: Visit the American Museum of Natural History for a glimpse into the natural world and human history.
  • In the evening, catch a Broadway show! From classic musicals to thought-provoking plays, there’s something for everyone on the Great White Way.

Day 5: Farewell to the Big Apple (New York City)

  • Depending on your departure time, enjoy a relaxing morning in New York City. Perhaps do some last-minute souvenir shopping in Midtown Manhattan or visit a local coffee shop for a taste of the city’s vibrant cafe culture.

  • Take a taxi, rideshare service, or the subway from your hotel to Penn Station for your comfortable Amtrak train ride back to Boston.

Additional Tips:

  • Consider purchasing a New York CityPASS for discounted entry to popular attractions.
  • Download the NYC Subway app for easy navigation using the subway system.
  • Pack comfortable walking shoes as both Boston and New York City are walkable cities.
  • Embrace the distinct vibes of each city – Boston’s rich history and New York City’s fast pace offer a unique contrast.

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