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Ultimate 20-Day Northeast USA Adventure

Ultimate 20-Day Northeast USA Adventure Itinerary

Last updated: 2024 Jun 14

Iconic Manhattan Beginnings

Morning
Start your New York adventure with a classic breakfast at The Dead Rabbit, known for its historic ambiance and delicious Irish fare. Afterward, take a leisurely stroll through the picturesque Central Park, enjoying the morning tranquility.
Afternoon
For lunch, head to Tiny's & The Bar Upstairs, a charming spot in Tribeca. Post-lunch, visit the iconic Empire State Building for stunning panoramic views of the city. Spend the rest of the afternoon exploring the interactive exhibits at the Museum of Modern Art (MoMA).
Evening
Dine at The Penrose, an Upper East Side gastropub with a cozy atmosphere. Afterward, experience the bright lights of Times Square and catch a Broadway show at one of the nearby theaters.
Bedtime
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Brooklyn Delights

Morning
Cross the historic Brooklyn Bridge on foot in the morning, enjoying the skyline views. Once in Brooklyn, have breakfast at The Long Room, a local favorite. Explore the trendy neighborhood of Williamsburg, known for its street art and unique shops.
Afternoon
Grab a bite at Brooklyn Brewery [9786] and then visit the nearby Brooklyn Navy Yard for a fascinating tour of the industrial waterfront. Spend the rest of the afternoon at the interactive Brooklyn Children's Museum.
Evening
Enjoy a waterfront dinner at 1803 NYC in Brooklyn Heights. Afterward, take a romantic evening stroll through Dumbo and enjoy the views of the Manhattan skyline and the Manhattan Bridge.
Bedtime
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Cultural Manhattan

Morning
Start with a hearty breakfast at The Landmark Tavern, a historic establishment. Then, immerse yourself in art at the The Metropolitan Museum of Art (The Met), spending the morning exploring its vast collection.
Afternoon
For lunch, head to The Tuck Room in the South Street Seaport area. Afterward, visit the thought-provoking 9/11 Memorial & Museum to pay your respects and learn about the events of September 11, 2001.
Evening
Dine at Fraunces Tavern, a landmark restaurant with a rich history. Cap off the evening with a visit to the One World Observatory for breathtaking views of the city at night.
Bedtime
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Uptown Elegance and Nature

Morning
Enjoy a luxurious breakfast at Bowery Road in the Upper East Side. Then, spend the morning exploring the opulent rooms and beautiful gardens of the The Met Cloisters, a branch of The Metropolitan Museum of Art located in Fort Tryon Park.
Afternoon
Have a delightful lunch at Crompton Ale House in the theater district. Afterward, take a guided tour of the American Museum of Natural History, learning about the wonders of the natural world and the cosmos.
Evening
Dine at The Malt House, known for its extensive beer selection and pub fare. Then, enjoy a serene evening walk through Central Park, perhaps taking a horse-drawn carriage ride if you're feeling romantic.
Bedtime
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Historic and Culinary Lower Manhattan

Morning
Start your day with a classic New York breakfast at The Irish American Pub. Then, visit the Statue of Liberty and Ellis Island to learn about the history of immigration in the United States.
Afternoon
For lunch, head to Stone Street Tavern in the Financial District, a historic cobblestone street. Afterward, take a guided tour of the Federal Reserve Bank of New York to see the gold vault and learn about the economy.
Evening
Dine at Ryan Maguire's Bar & Restaurant, a cozy spot with a great selection of Irish dishes. End the evening with a visit to the South Street Seaport, where you can enjoy the waterfront views and maybe catch a live music performance.
Bedtime
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Greenwich Village and Beyond

Morning
Start with a delicious breakfast at Onieal's in the heart of Greenwich Village. Then, take a guided walking tour of the neighborhood, exploring its rich history and famous landmarks.
Afternoon
For lunch, head to Broome Street Bar, a hidden gem known for its laid-back atmosphere. Afterward, visit the Whitney Museum of American Art to admire its impressive collection of contemporary and modern American art.
Evening
Dine at The Dead Rabbit, a two-story bar and restaurant with a focus on Irish whiskey and craft cocktails. After dinner, enjoy the vibrant nightlife of the East Village, hopping from one bar to another.
Bedtime
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Park Avenue and Grand Central

Morning
Enjoy a luxurious breakfast at The Malt House in the Financial District. Then, take a morning stroll along Park Avenue, admiring the beautiful architecture and the lush median.
Afternoon
For lunch, head to The Penrose on the Upper East Side. Afterward, visit the iconic Grand Central Terminal and take a guided tour to learn about its history and hidden secrets.
Evening
Dine at The Tuck Room in the South Street Seaport area. After dinner, take a leisurely walk along the High Line, an elevated park built on a historic freight rail line, and enjoy the city views.
Bedtime
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Theatrical Times and Culinary Delights

Morning
Start your day with a classic New York breakfast at The Irish American Pub. Then, take a guided tour of the Radio City Music Hall to learn about its history and the famous Rockettes.
Afternoon
For lunch, head to Stone Street Tavern in the Financial District, a historic cobblestone street. Afterward, visit the Madame Tussauds New York to mingle with lifelike wax figures of your favorite celebrities.
Evening
Dine at Ryan Maguire's Bar & Restaurant, a cozy spot with a great selection of Irish dishes. End the evening with a Broadway show at one of the nearby theaters, immersing yourself in the magic of live theater.
Bedtime
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Upper West Side Serenity

Morning
Start your day with a delightful breakfast at Bowery Road in the Upper East Side. Then, take a morning walk through the serene Riverside Park, enjoying the Hudson River views and the fresh air.
Afternoon
For lunch, head to Crompton Ale House in the theater district. Afterward, visit the Intrepid Sea, Air & Space Museum to explore the history of sea, air, and space travel, including the space shuttle Enterprise.
Evening
Dine at The Malt House, known for its extensive beer selection and pub fare. After dinner, take a relaxing evening cruise around Manhattan, enjoying the city lights and the iconic skyline.
Bedtime
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SoHo Chic and Little Italy Vibes

Morning
Start your day with a delicious breakfast at Onieal's in the heart of Greenwich Village. Then, explore the trendy boutiques and art galleries of SoHo, taking in the unique architecture of the cast-iron buildings.
Afternoon
For lunch, head to Broome Street Bar, a hidden gem known for its laid-back atmosphere. Afterward, immerse yourself in the vibrant culture of Little Italy, enjoying the authentic Italian cuisine and the lively atmosphere.
Evening
Dine at The Dead Rabbit, a two-story bar and restaurant with a focus on Irish whiskey and craft cocktails. After dinner, take a leisurely walk through Chinatown, exploring its narrow streets and colorful shops.
Bedtime
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Harlem Heritage and Apollo Legends

Morning
Enjoy a classic breakfast at The Landmark Tavern, a historic establishment. Then, take a guided tour of Harlem, learning about its rich history and cultural significance, and visit the Apollo Theater, where many music legends got their start.
Afternoon
For lunch, head to The Tuck Room in the South Street Seaport area. Afterward, explore the exhibits at the Studio Museum in Harlem, dedicated to contemporary artists of African descent.
Evening
Dine at Fraunces Tavern, a landmark restaurant with a rich history. Then, enjoy an evening of live jazz at one of the famous Harlem jazz clubs, soaking in the soulful sounds of the city.
Bedtime
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Flushing Meadows and Queens Cuisine

Morning
Start with a hearty breakfast at Bowery Road in the Upper East Side. Then, take a trip to Flushing Meadows-Corona Park, the site of two World's Fairs, and visit iconic landmarks such as the Unisphere and the Queens Museum.
Afternoon
For lunch, head to Crompton Ale House in the theater district. Afterward, explore the diverse culinary scene of Queens, known for its authentic international cuisine. Visit local eateries and food markets to taste a variety of dishes from around the world.
Evening
Dine at The Malt House, known for its extensive beer selection and pub fare. After dinner, take a leisurely walk through the vibrant neighborhood of Astoria, known for its Greek heritage and lively nightlife.
Bedtime
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Bronx Zoo and Botanical Beauty

Morning
Enjoy a luxurious breakfast at The Malt House in the Financial District. Then, spend the morning at the Bronx Zoo, one of the largest metropolitan zoos in the world, exploring its diverse animal exhibits and conservation efforts.
Afternoon
For lunch, head to The Penrose on the Upper East Side. Afterward, visit the New York Botanical Garden in the Bronx, strolling through its beautiful landscapes and seasonal exhibitions.
Evening
Dine at The Tuck Room in the South Street Seaport area. After dinner, enjoy a performance at the Bronx Opera House, a historic theater known for its architectural grandeur and cultural significance.
Bedtime
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Staten Island Serenade

Morning
Start your day with a classic New York breakfast at The Irish American Pub. Then, take the morning ferry to Staten Island, enjoying the iconic views of the Statue of Liberty and the Manhattan skyline.
Afternoon
For lunch, head to Stone Street Tavern in the Financial District, a historic cobblestone street. Afterward, explore the cultural and historical attractions of Staten Island, including the Staten Island Museum and the St. George Theatre.
Evening
Dine at Ryan Maguire's Bar & Restaurant, a cozy spot with a great selection of Irish dishes. After dinner, take a leisurely walk along the waterfront promenade, enjoying the sea breeze and the peaceful atmosphere.
Bedtime
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The Guggenheim and Upper East Side Elegance

Morning
Begin with a delightful breakfast at Bowery Road in the Upper East Side. Then, spend the morning exploring the iconic Solomon R. Guggenheim Museum, admiring its unique architecture and world-class art collection.
Afternoon
For lunch, head to Crompton Ale House in the theater district. Afterward, take a leisurely walk along Museum Mile, visiting other renowned institutions such as the Cooper Hewitt, Smithsonian Design Museum and the Neue Galerie New York.
Evening
Dine at The Malt House, known for its extensive beer selection and pub fare. After dinner, enjoy a sophisticated cocktail at Bemelmans Bar in the luxurious The Carlyle, A Rosewood Hotel, listening to live jazz music in a timeless setting.
Bedtime
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Midtown Marvels and Broadway Brilliance

Morning
Start your day with a classic New York breakfast at The Irish American Pub. Then, take a guided tour of the Rockefeller Center, visiting its famous attractions including the Top of the Rock Observation Deck for stunning views of the city.
Afternoon
For lunch, head to Stone Street Tavern in the Financial District, a historic cobblestone street. Afterward, immerse yourself in the world of television at the NBC Studios, taking a behind-the-scenes tour of the iconic broadcasting facility.
Evening
Dine at Ryan Maguire's Bar & Restaurant, a cozy spot with a great selection of Irish dishes. End the evening with a magical Broadway performance, choosing from the plethora of shows in the Theater District.
Bedtime
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Hudson Yards and High-End Dining

Morning
Enjoy a luxurious breakfast at The Malt House in the Financial District. Then, explore the modern architectural marvels of Hudson Yards, including the impressive The Vessel and the The Shops & Restaurants at Hudson Yards for some upscale shopping.
Afternoon
For lunch, head to The Penrose on the Upper East Side. Afterward, visit the Essex Market on the Lower East Side, a historic market with a wide variety of food vendors and shops.
Evening
Dine at The Tuck Room in the South Street Seaport area. After dinner, enjoy a performance at Jazz at Lincoln Center, listening to world-class jazz in a sophisticated setting.
Bedtime
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Chelsea Art and Culinary Delights

Morning
Start with a delicious breakfast at Onieal's in the heart of Greenwich Village. Then, spend the morning exploring the vibrant art galleries of Chelsea, immersing yourself in the contemporary art scene of New York City.
Afternoon
For lunch, head to Broome Street Bar, a hidden gem known for its laid-back atmosphere. Afterward, take a guided tour of the Chelsea Market, sampling a variety of gourmet treats and learning about the history of the iconic food hall.
Evening
Dine at The Dead Rabbit, a two-story bar and restaurant with a focus on Irish whiskey and craft cocktails. After dinner, enjoy a live performance at The Bitter End, a historic music venue known for showcasing emerging talent.
Bedtime
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Bohemian Greenwich and Village Vibes

Morning
Start your day with a delightful breakfast at Bowery Road in the Upper East Side. Then, take a morning walk through the charming streets of Greenwich Village, exploring its rich history and famous landmarks.
Afternoon
For lunch, head to Crompton Ale House in the theater district. Afterward, visit Washington Square Park, a hub of activity and a great spot for people-watching. If you're interested in history, you can also take a guided tour of the nearby New York University (NYU) campus.
Evening
Dine at The Malt House, known for its extensive beer selection and pub fare. After dinner, enjoy a performance at Comedy Cellar, where you can catch some of the best stand-up comedians in the city.
Bedtime
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Farewell to New York

Morning
Enjoy a final breakfast at The Irish American Pub, reminiscing about your time in the city. Take a morning walk through Battery Park, savoring the views of the Statue of Liberty and the harbor, before heading to the airport or your next destination.
Afternoon
Evening

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