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![5-Day Adventure in New York and Boston](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/019001f3-2ae8-74ef-a91f-4c771d45c5f2/location742.jpg)
5-Day Adventure in New York and Boston Itinerary
Last updated: 2024 Jun 14Exploring Iconic Manhattan
Morning
Start your day with a visit to the iconic Times Square. This bustling hub of activity is known for its bright lights, Broadway theaters, and endless entertainment options. After soaking in the sights and sounds of Times Square, head over to Juniors Restaurant for a classic New York breakfast. Their famous cheesecake is a must-try! Next, take a short walk to Rockefeller Center, where you can enjoy stunning views of the city from the Top of the Rock observation deck.
Afternoon
In the afternoon, make your way to Central Park for a leisurely stroll through this urban oasis. You can also join the New York Birdwatching Tour in Central Park to discover some of the park's hidden wildlife gems. For lunch, stop by The Loeb Boathouse located within Central Park for a scenic meal by the lake. After lunch, continue exploring Central Park or rent a bike to cover more ground.
Evening
As evening approaches, head downtown to visit One World Trade Center and take in breathtaking views from the One World Observatory. This is an excellent spot to watch the sunset over Manhattan. For dinner, dine at One Dine, located within One World Observatory, offering both incredible views and delicious cuisine. End your night with a visit to Broadway for an unforgettable Broadway show experience.
Bedtime
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![Visit Times Square in New York](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/38/8e.jpg)
4.43Times Square
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![Visit Times Square in New York](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/38/8e.jpg)
Times Square
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![Visit Rockefeller Center in New York](https://media.tacdn.com/media/attractions-content--1x-1/12/33/98/cb.jpg)
4.38Rockefeller Center
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![Visit Rockefeller Center in New York](https://media.tacdn.com/media/attractions-content--1x-1/12/33/98/cb.jpg)
Rockefeller Center
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![Visit Central Park in New York](https://media.tacdn.com/media/attractions-content--1x-1/12/31/a9/16.jpg)
4.55Central Park
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![Visit Central Park in New York](https://media.tacdn.com/media/attractions-content--1x-1/12/31/a9/16.jpg)
Central Park
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![Visit New York Birdwatching Tour in Central Park in New York](https://cdn.getyourguide.com/img/tour/648c215d53839.jpeg/21.jpg)
5.00New York Birdwatching Tour in Central Park
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![Visit New York Birdwatching Tour in Central Park in New York](https://cdn.getyourguide.com/img/tour/648c215d53839.jpeg/21.jpg)
New York Birdwatching Tour in Central Park
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![Visit One World Trade Center in New York](https://media.tacdn.com/media/attractions-content--1x-1/12/33/6c/27.jpg)
4.49One World Trade Center
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![Visit One World Trade Center in New York](https://media.tacdn.com/media/attractions-content--1x-1/12/33/6c/27.jpg)
One World Trade Center
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![Visit Broadway in New York](https://media.tacdn.com/media/attractions-content--1x-1/12/2e/28/2e.jpg)
4.47Broadway
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![Visit Broadway in New York](https://media.tacdn.com/media/attractions-content--1x-1/12/2e/28/2e.jpg)
Broadway
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Brooklyn's Best Kept Secrets
Morning
Begin your second day with a visit to Brooklyn's charming neighborhood of Dumbo. Enjoy breakfast at Almondine Bakery, known for its delicious pastries and coffee. Afterward, explore Dumbo's cobblestone streets and art galleries before heading over to Brooklyn Bridge Park. Take in stunning views of Manhattan from this waterfront park.
Afternoon
In the afternoon, join the popular Brooklyn Heights and Dumbo- Best of NY Food Tour which will guide you through some of Brooklyn's best culinary spots while learning about its rich history. For lunch during your tour, you'll get to sample various local delights at different stops along the way. Afterward, head towards Brooklyn Museum, one of New York City's premier art institutions housing an extensive collection ranging from ancient Egyptian artifacts to contemporary art.
Evening
Conclude your day with an evening visit to Williamsburg, another vibrant Brooklyn neighborhood known for its nightlife and dining scene. Start with dinner at Lilia, an Italian restaurant praised for its handmade pasta dishes. After dinner, explore Williamsburg's lively bar scene by visiting spots like The Ides Rooftop Bar or Westlight for cocktails with panoramic views.
Bedtime
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4.45Dumbo
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Dumbo
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![Visit Brooklyn Bridge Park in New York](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/94/17.jpg)
4.78Brooklyn Bridge Park
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![Visit Brooklyn Bridge Park in New York](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/94/17.jpg)
Brooklyn Bridge Park
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![Visit Brooklyn Heights and Dumbo- Best of NY Food Tour in New York](https://cdn.getyourguide.com/img/tour/646e5c5731988.jpeg/21.jpg)
5.00Brooklyn Heights and Dumbo- Best of NY Food Tour
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![Visit Brooklyn Heights and Dumbo- Best of NY Food Tour in New York](https://cdn.getyourguide.com/img/tour/646e5c5731988.jpeg/21.jpg)
Brooklyn Heights and Dumbo- Best of NY Food Tour
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![Visit Brooklyn Museum in New York](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/96/a8.jpg)
5.00Brooklyn Museum
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![Visit Brooklyn Museum in New York](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/96/a8.jpg)
Brooklyn Museum
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![Visit Williamsburg in New York](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/85/26.jpg)
4.50Williamsburg
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Williamsburg
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Cultural Gems & Hidden Treasures
Morning
Kick off your third day by visiting one of New York City's most renowned cultural institutions: The Metropolitan Museum of Art (Metropolitan Museum of Art (The Met)). Spend your morning exploring its vast collection that spans over 5 millennia. For breakfast beforehand or brunch afterward, stop by nearby cafe Sarabeth's which offers delightful American fare.
Afternoon
After immersing yourself in art at The Met, take part in an engaging activity like joining the guided tour titled: NYC Cathedral of St John Divine Self-Guided Tour[532886]. This self-guided tour allows you time flexibility while discovering this architectural marvel located uptown near Columbia University campus area .For lunch ,head towards Harlem district where you can try soul food specialties at Sylvia’s Restaurant – legendary spot since 1962!
Evening
End Day 3 on high note by exploring Greenwich Village (Greenwich Village[1291]) -a historic neighborhood filled with charming streets lined up trendy boutiques ,bars & cafes .Have dinner here at Minetta Tavern -a classic bistro serving French-inspired dishes followed up catching live jazz performance nearby Blue Note Jazz Club.
Bedtime
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![Visit Metropolitan Museum of Art (The Met) in New York](https://media.tacdn.com/media/attractions-content--1x-1/12/32/ad/f2.jpg)
4.72Metropolitan Museum of Art (The Met)
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Metropolitan Museum of Art (The Met)
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![Visit NYC Cathedral of St. John the Divine Self-Guided Tour in New York](https://cdn.getyourguide.com/img/tour/6af19a0788b0352c.jpeg/21.jpg)
5.00NYC Cathedral of St John Divine Self-Guided Tour[532886]
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NYC Cathedral of St John Divine Self-Guided Tour[532886]
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![Visit Rome: Guided Segway Tour in New York](https://cdn.getyourguide.com/img/tour/6368ff080f5d3.jpeg/21.jpg)
4.91Greenwich Village[1291]
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![Visit Rome: Guided Segway Tour in New York](https://cdn.getyourguide.com/img/tour/6368ff080f5d3.jpeg/21.jpg)
Greenwich Village[1291]
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Harlem and Beyond
Morning
Start your day with a visit to Strawberry Fields (John Lennon Memorial) in Central Park. This tranquil spot is a beautiful tribute to the late John Lennon and offers a peaceful retreat from the hustle and bustle of the city. Afterward, head to Jacob's Pickles for a hearty Southern-style breakfast. Their biscuits and gravy are legendary! Next, make your way uptown to Harlem for a guided tour: New York Harlem Walking Tour and Swing Dance Class. This tour will give you an insight into the rich cultural history of Harlem, followed by an energetic swing dance class.
Afternoon
In the afternoon, continue exploring Harlem with a visit to the historic Apollo Theater. Take a guided tour to learn about its significant role in the history of American music. For lunch, stop by Sylvia's Restaurant, an iconic soul food restaurant that has been serving delicious comfort food since 1962. After lunch, head over to The Dakota Apartments, located on the Upper West Side. This historic building is famously known as the residence of John Lennon.
Evening
Conclude your day with an evening at Lincoln Center for the Performing Arts (Lincoln Center for the Performing Arts). Catch a world-class performance at one of its many venues, such as the Metropolitan Opera House or David Geffen Hall. For dinner, dine at The Smith, located nearby and known for its American brasserie-style dishes. End your night with a leisurely stroll around Columbus Circle before heading back to your accommodation.
Bedtime
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![Visit Strawberry Fields (John Lennon Memorial) in New York](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/88/f0.jpg)
4.62Strawberry Fields (John Lennon Memorial)
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![Visit Strawberry Fields (John Lennon Memorial) in New York](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/88/f0.jpg)
Strawberry Fields (John Lennon Memorial)
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![Visit New York Harlem Walking Tour and Swing Dance Class in New York](https://cdn.getyourguide.com/img/tour/566391c0ed613.jpeg/21.jpg)
5.00New York Harlem Walking Tour and Swing Dance Class
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![Visit New York Harlem Walking Tour and Swing Dance Class in New York](https://cdn.getyourguide.com/img/tour/566391c0ed613.jpeg/21.jpg)
New York Harlem Walking Tour and Swing Dance Class
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![Visit The Dakota Apartments in New York](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/9f/e5.jpg)
4.76The Dakota Apartments
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![Visit The Dakota Apartments in New York](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/9f/e5.jpg)
The Dakota Apartments
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![Visit Lincoln Center for the Performing Arts in New York](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/83/b3.jpg)
4.57Lincoln Center for the Performing Arts
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![Visit Lincoln Center for the Performing Arts in New York](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/83/b3.jpg)
Lincoln Center for the Performing Arts
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Boston Bound
Morning
Boston Common is an excellent starting point for your first day in Boston. This central public park is not only beautiful but also historically significant as it dates back to 1634. Enjoy breakfast at Tatte Bakery & Cafe, known for its delicious pastries and coffee. Afterward, join Boston Freedom Trail Small Group History Walking Tour which begins at Boston Common and takes you through some of Boston's most important historical sites.
Afternoon
Faneuil Hall Marketplace is next on your list where you can explore various shops and eateries housed within this historic market complex .For lunch ,try out Quincy Market located within Faneuil Hall offering diverse range food stalls serving everything from clam chowder lobster rolls! Post-lunch ,head towards North End neighborhood where Paul Revere House (Paul Revere House[9513]) awaits exploration .This colonial-era home offers glimpse into life during American Revolution era .
Evening
Boston North End Food Experience with Pizza Meats & Cheese[162183] will be perfect way wrap up Day 5 !This guided food tour takes through narrow streets lined up Italian restaurants bakeries while sampling some best culinary delights city has offer .For dinner ,enjoy authentic Italian meal at Giacomo’s Ristorante -popular spot among locals tourists alike known their seafood pasta dishes .End evening walk along waterfront area taking views skyline harbor before heading back hotel.
Bedtime
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Boston Common
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![Visit Boston Freedom Trail Small Group Guided Walking Tour in Boston (MA)](https://cdn.getyourguide.com/img/tour/6225f3890f2bb.jpeg/21.jpg)
4.91Boston Freedom Trail Small Group History Walking Tour
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![Visit Boston Freedom Trail Small Group Guided Walking Tour in Boston (MA)](https://cdn.getyourguide.com/img/tour/6225f3890f2bb.jpeg/21.jpg)
Boston Freedom Trail Small Group History Walking Tour
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![Visit Faneuil Hall Marketplace in Boston (MA)](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/61/bc.jpg)
4.59Faneuil Hall Marketplace
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![Visit Faneuil Hall Marketplace in Boston (MA)](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/61/bc.jpg)
Faneuil Hall Marketplace
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![Visit Paul Revere House in Boston (MA)](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/89/bb.jpg)
4.49Paul Revere House[9513]
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Paul Revere House[9513]
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![Visit Boston North End Food Experience with Pizza, Meats & Cheese in Boston (MA)](https://cdn.getyourguide.com/img/tour/ed5b643e300ac32579f3c0b7361799b72c0e56e1888a79416428c6292d496170.jpg/21.jpg)
4.94Boston North End Food Experience with Pizza Meats & Cheese[162183]
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Boston North End Food Experience with Pizza Meats & Cheese[162183]
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