New York City 8-Day Trip Itinerary

Arrive & Check-in

Arrive in New York City and check into your accommodation in Midtown Manhattan.

Settle in and prepare for your NYC adventure.

Public transportation (subway/taxi/rideshare) is readily available from the airport to your hotel. Consider purchasing a MetroCard for easy subway travel.

Christmas Spectacular Starring The Radio City Rockettes

Experience the festive magic of the iconic Radio City Rockettes' Christmas Spectacular, a must-see holiday tradition in NYC.

Please note that government mandates, venue protocols and event requirements are subject to change. Be sure to visit rockettes.com/faq for the latest information. Booking: https://ticketmaster.evyy.net/c/6095736/271177/4272?u=https%3A%2F%2Fwww.ticketmaster.com%2Fchristmas-spectacular-starring-the-radio-city-new-york-new-york-12-15-2025%2Fevent%2F3C006255DC9D124F&utm_medium=affiliate

Times Square Exploration

Immerse yourself in the dazzling lights and vibrant energy of Times Square, a world-famous intersection and entertainment hub.

New York Public Library

Visit the monumental main branch of the New York Public Library, known for its stunning architecture and historical collections, including the iconic Rose Main Reading Room.

Free to enter and explore. Guided tours may be available for a fee.

Dinner in Midtown

Enjoy an early dinner at one of Midtown's many restaurants before your Broadway show.

Chicago The Musical

Experience the longest-running American musical in Broadway history, Chicago, at the Ambassador Theatre.

Booking: https://ticketmaster.evyy.net/c/6095736/271177/4272?u=https%3A%2F%2Fwww.ticketmaster.com%2Fchicago-new-york-new-york-12-15-2025%2Fevent%2FZ1r9uZruZqGZ17PJr_&utm_medium=affiliate

Central Park Pedicab Tour

Discover the top highlights of Central Park on a private pedicab tour, a relaxing and efficient way to explore New York's iconic green oasis.

This tour offers a personalized experience. Booking: https://www.viator.com/tours/New-York-City/1-Private-Central-Park-Pedicab-Tour/d687-5578777P1?mcid=42383&pid=P00266106&medium=api&api_version=2.0

Midtown Architecture Tour

Embark on a guided walking tour through Midtown Manhattan, marveling at its Art Deco, Beaux-Art, and International Style architecture, including iconic landmarks.

Wear comfortable shoes for walking. Booking: https://www.viator.com/tours/New-York-City/Architecture-Tour-of-Midtown-Manhattans-Classic-Landmarks/d687-6715P18?mcid=42383&pid=P00266106&medium=api&api_version=2.0

Lunch in Midtown

Grab a bite to eat near the end of your architectural tour.

Fifth Avenue Shopping

Indulge in some retail therapy or window shopping along the renowned Fifth Avenue, home to flagship stores and luxury boutiques.

Even if not buying, the window displays are often a sight to behold, especially during the holiday season.

Dinner near Theatre District

Enjoy dinner in the lively Theatre District, offering a wide range of dining options from casual to upscale.

Hamilton & Washington Tour

Embark on a captivating walking tour through New York City, exploring the historical footsteps of Alexander Hamilton and George Washington and uncovering secrets of the past.

This tour provides an insider's perspective with an experienced historian. Booking: https://www.viator.com/tours/New-York-City/Hamilton-and-Washington-in-New-York-City-Secrets-of-the-Past/d687-86536P2?mcid=42383&pid=P00266106&medium=api&api_version=2.0

Lunch in Financial District

Enjoy lunch in the bustling Financial District, with many quick and diverse dining options.

One World Observatory

Ascend to the One World Observatory at One World Trade Center for breathtaking panoramic views of the Manhattan skyline, New York Harbor, and beyond.

Book tickets in advance online to secure your time slot. Allow extra time for security screening.

Stroll The Battery

Relax and enjoy a leisurely walk through The Battery, a historic park at the southern tip of Manhattan offering views of the Statue of Liberty and Ellis Island.

Dinner in Greenwich Village

Head uptown to Greenwich Village for a delightful dinner in one of its charming and diverse restaurants.

Chinatown Food & History Tour

Embark on the #1 Rated NYC Chinatown Food and History Walking Tour, including three sit-down indoor tastings, to explore the diverse culinary and cultural landscape of this historic neighborhood.

This tour by Foods of NY Tours provides a deep dive into the neighborhood. Booking: https://www.viator.com/tours/New-York-City/Flavors-of-Chinatown-Food-and-Culture-Walking-Tour-by-FNYT/d687-420790P5?mcid=42383&pid=P00266106&medium=api&api_version=2.0

Walk Brooklyn Bridge

Enjoy an iconic walk across the Brooklyn Bridge, offering stunning views of the Manhattan skyline and the East River.

Best of Brooklyn Walking Tour

Explore the historic Brooklyn Bridge, DUMBO, and Brooklyn Heights on a guided walking tour, discovering the borough’s revolutionary past and modern reinvention.

This tour complements the walk across the bridge by providing historical context. Booking: https://www.viator.com/tours/New-York-City/Brooklyn-Revolution/d687-86536P3?mcid=42383&pid=P00266106&medium=api&api_version=2.0

Dinner in DUMBO

Savor dinner in the trendy DUMBO (Down Under the Manhattan Bridge Overpass) neighborhood, known for its waterfront restaurants and artistic vibe.

Grand Central Secrets Tour

Discover the hidden tennis court, backwards ceiling, and many more surprising histories and secrets of Grand Central Terminal on a private walking tour.

Booking: https://www.viator.com/tours/New-York-City/Private-Tour-of-the-Secrets-of-Grand-Central-Terminal/d687-26697P26?mcid=42383&pid=P00266106&medium=api&api_version=2.0

Explore Grand Central Terminal

Take some time to explore the main concourse, dining concourse, and Whispering Gallery of Grand Central Terminal at your own pace.

Don't miss the celestial ceiling in the main concourse and the architectural details.

Madame Tussauds New York

Pose with your favorite celebrities and historical figures at Madame Tussauds, an interactive wax museum experience in Times Square.

A fun photo opportunity and a chance to get up close with famous replicas. Booking: https://www.tripadvisor.com/Attraction_Review-g60763-d209439-Reviews-Madame_Tussauds_New_York-New_York_City_New_York.html?m=66827

Color Factory New York

Immerse yourself in the joyful and vibrant world of Color Factory, an interactive art experience celebrating the joy of color through various installations.

Voted #1 Immersive Art Experience in America by USA Today. Booking: https://www.tripadvisor.com/Attraction_Review-g60763-d15325499-Reviews-Color_Factory_New_York-New_York_City_New_York.html?m=66827

Farewell Dinner

Enjoy a special dinner in a neighborhood of your choice, reflecting on your exciting first five days in New York City.

Best of Brooklyn Walking Tour

Embark on a captivating walking tour that delves into Brooklyn's revolutionary history, exploring the Brooklyn Bridge, DUMBO, Brooklyn Bridge Park, and Brooklyn Heights.

Discover the borough’s amazing history and modern reinvention.

Wear comfortable shoes for walking. This tour offers a great overview of some of Brooklyn's most picturesque areas.

DUMBO & Brooklyn Bridge Park

After the tour, spend more time exploring DUMBO's unique shops, art galleries, and waterfront views. Walk along Brooklyn Bridge Park for stunning Manhattan skyline photos.

Look for the iconic photo spot under the Manhattan Bridge on Washington Street. Lots of local boutiques and cafes to explore.

Lunch in DUMBO

Enjoy lunch at one of DUMBO's many eateries.

From casual pizza to upscale dining, there's something for every taste.

Shake Shack in Brooklyn Bridge Park offers great views with your burger, or try Grimaldi's Pizza for a classic NYC experience.

Brooklyn Heights Promenade

Stroll through the historic streets of Brooklyn Heights, admiring brownstone architecture and taking in the panoramic views of Manhattan from the famous Promenade.

The Promenade offers some of the best unobstructed views of the Manhattan skyline, Statue of Liberty, and Governors Island.

Dinner in Williamsburg

Experience the vibrant nightlife and diverse culinary scene of Williamsburg, known for its trendy restaurants and bars.

Williamsburg has options ranging from Michelin-starred restaurants to cozy cafes. Check out Bedford Avenue for a wide selection.

Hamilton & Washington Tour

Embark on a captivating journey through history with the Hamilton & Washington in New York Walking Tour.

Led by a seasoned NYC tour guide and historian, immerse yourself in the revolutionary past of Lower Manhattan.

This tour brings history to life, visiting sites relevant to Alexander Hamilton and George Washington. Book in advance.

Trinity Church Visit

Visit the historic Trinity Church and its graveyard, the final resting place of Alexander Hamilton and other notable figures.

Check for available interior tours. Photography is usually permitted.

Ultimate Chinatown Food Tour

Experience the entirety of Chinatown on this ultimate walking food tour.

Head east to the less-touristy, more Fujianese area, while enjoying diverse culinary stops and learning about the neighborhood's rich history.

Come hungry! This tour offers a fantastic way to discover authentic flavors and hidden gems of Chinatown beyond the main tourist paths.

Museum at Eldridge Street

Visit the stunning 1887 Eldridge Street Synagogue, a National Historic Landmark, now a museum offering insight into Jewish immigrant life on the Lower East Side.

The architecture is breathtaking. Check their website for tour schedules and specific opening hours on Sundays.

Dinner in Greenwich Village

Conclude your day with dinner in the charming and historic Greenwich Village, known for its bohemian past and diverse dining scene.

Explore the narrow streets and discover hidden gems, from cozy Italian restaurants to lively jazz clubs. Many places offer live music.

Central Park Pedicab Tour

Discover the magic of Central Park with a private pedicab tour.

Sit back, relax, and enjoy a personalized ride through New York’s most iconic park, seeing its top highlights.

A pedicab tour is an excellent way to cover a lot of ground in the park comfortably. Confirm meeting points with the operator.

New York Public Library

Explore the monumental main branch of the New York Public Library, known for its stunning Beaux-Arts architecture and impressive Rose Main Reading Room.

A peaceful oasis amidst the city's bustle.

Free admission. Check for guided tours or self-guided options. Be respectful of those studying and working.

Lunch near Bryant Park

Enjoy a casual lunch near Bryant Park, which often hosts seasonal markets or simply offers a great spot for people-watching.

During winter, Bryant Park often features a holiday market and ice skating rink (seasonal). Many food kiosks and surrounding restaurants are available.

Color Factory New York

Immerse yourself in the joyful world of color at Color Factory New York.

This interactive art experience features 12+ vibrant installations designed to engage your senses.

A fun and photo-friendly experience. Book tickets in advance as time slots can fill up quickly. Located in SoHo.

Last-Minute Souvenir Shopping

Spend your final hours picking up souvenirs or gifts.

SoHo, nearby, offers a variety of unique boutiques and shops.

From mainstream brands to independent designers, SoHo is a great place for unique finds.

Return to Hotel & Pack

Head back to your hotel to finalize packing and organize for your departure from New York City.

Ensure you have enough time to check out and travel to your chosen departure point (airport/station).