14-Day Cultural Immersion Itinerary: Boston, Philadelphia, New York, Washington DC

Day 1: Welcome to Boston

Boston, USA

9:00AM

Freedom Trail Walk

Start your journey with a self-guided Freedom Trail walk, taking in Boston’s rich history spanning over 2.5 miles.
Follow the 16 official sites of the Freedom Trail.
USD0, 3 hours

12:30PM

Lunch at Quincy Market

Enjoy a diverse selection of affordable eateries in Quincy Market, sampling local delights like clam chowder.
Located next to Faneuil Hall.
USD15, 1.5 hours

2:00PM

Visit Boston Common

Relax at Boston Common, the oldest park in America, and soak in the picturesque scenery.
Walk from Quincy Market.
USD0, 1 hour

4:00PM

Museum of Fine Arts

Explore the Museum of Fine Arts, featuring collections from around the world with a suggested admission ticket.
Take the Green Line from Park Street to Symphony.
USD25, 2 hours

7:00PM

Dinner at Legal Sea Foods

Savour fresh seafood at Legal Sea Foods, famed for its clam chowder and lobster rolls.
Located near the museum.
USD30, 1.5 hours
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Day 2: Boston Exploration

Boston, USA

8:00AM

Breakfast at Tatte Bakery

Start your day with a delightful breakfast of pastries and coffee at Tatte Bakery.
Find it at one of the several locations in Boston.
USD10, 1 hour

9:30AM

Harvard University Tour

Join a free guided tour of Harvard University, exploring its beautiful campus and rich history.
Take the subway to Harvard Square.
USD0, 2 hours

12:00PM

Lunch at Mr. Bartley’s Burger Cottage

Enjoy creative burgers and fries at this local staple.
Walk from Harvard campus.
USD12, 1 hour

1:30PM

MIT Museum

Discover the innovative exhibits at the MIT Museum, highlighting technology and art.
Walk or take the bus to MIT.
USD10, 2 hours

4:00PM

Explore the North End

Stroll through the North End, Boston’s Little Italy, and sample delectable cannoli.
Take the subway from MIT to North End.
USD5, 2 hours

7:00PM

Dinner at Regina Pizzeria

Indulge in a classic Boston-style pizza at Regina Pizzeria.
Located in the North End.
USD20, 1.5 hours
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Day 3: Boston Heritage

Boston, USA

9:00AM

Breakfast at Beacon Hill

Enjoy an homely breakfast at a café in the charming Beacon Hill neighbourhood.
Explore the area to find a quaint café.
USD12, 1 hour

10:30AM

Isabella Stewart Gardner Museum

Marvel at the art and unique architecture in this stunning museum.
Take the subway to the museum.
USD15, 2 hours

1:00PM

Lunch at Flour Bakery & Café

Stop for a delectable sandwich or salad at this popular café.
Walk from the museum.
USD12, 1 hour

2:30PM

Walking Tour in Jamaica Plain

Discover the vibrant culture of Jamaica Plain with an informative walking tour.
Take the subway to Jamaica Plain.
USD20, 2 hours

5:00PM

Visit Boston Public Library

Explore the architectural beauty of the Boston Public Library and relax in its reading rooms.
Take the subway from Jamaica Plain to Copley.
USD0, 1.5 hours

7:00PM

Dinner at The Capital Grille

Enjoy an upscale dinner at The Capital Grille, renowned for its dry-aged steaks.
Near the library.
USD35, 2 hours
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Day 4: Philadelphia Bound

Philadelphia, USA

9:00AM

Breakfast at Boston Café

Grab a quick coffee and pastry at a local café before heading to Philadelphia.
Find a local café nearby.
USD8, 1 hour

10:00AM

Train to Philadelphia

Take an Amtrak train from Boston to Philadelphia; enjoy the scenic ride.
Board the train at South Station.
USD50, 5 hours

3:00PM

Visit the Liberty Bell

Visit the iconic Liberty Bell and learn about its historical significance.
Take the subway from the train station to the Liberty Bell.
USD0, 1 hour

4:30PM

Explore Independence Hall

Join a tour of Independence Hall where the Declaration of Independence was adopted.
Walk to Independence Hall.
USD1, 1.5 hours

6:30PM

Dinner at Jim's Steaks

Enjoy a classic Philly cheesesteak at Jim's Steaks.
Located near the Liberty Bell.
USD15, 1 hour
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Day 5: Cultural Tour in Philadelphia

Philadelphia, USA

8:00AM

Breakfast at Café L’Aube

Start the day with delicious breakfast options at this local favourite.
Located downtown.
USD10, 1 hour

9:30AM

Philadelphia Museum of Art

Visit the Philadelphia Museum of Art to admire a vast collection of art and the famous ‘Rocky Steps’.
Take the bus or a short walk.
USD20, 3 hours

1:00PM

Lunch at Reading Terminal Market

Explore Reading Terminal Market for an eclectic mix of food vendors offering local specialties.
Take the subway from the museum.
USD12, 1.5 hours

2:30PM

Tour of Eastern State Penitentiary

Discover the eerie history of Eastern State Penitentiary with an audio tour.
Take a bus to the penitentiary.
USD14, 2 hours

5:00PM

Spruce Street Harbor Park

Relax at Spruce Street Harbor Park, enjoying games and waterfront views.
Take the bus or walk from the penitentiary.
USD0, 1.5 hours

7:00PM

Dinner at El Vez

Enjoy vibrant Mexican food at El Vez, known for its delicious tacos.
Located near the park.
USD25, 2 hours
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Day 6: Last Day in Philadelphia

Philadelphia, USA

8:00AM

Breakfast at Dottie’s Donuts

Start your day with fresh donuts and coffee at Dottie's Donuts.
Located in South Philadelphia.
USD8, 1 hour

9:30AM

Visit the Barnes Foundation

Explore the art collections at the Barnes Foundation, showcasing Impressionist and Modern Art.
Take a bus to the Foundation.
USD25, 2 hours

12:00PM

Lunch at Sbraga

Enjoy farm-to-table dining at Sbraga, known for its innovative American cuisine.
Take a short bus ride back downtown.
USD20, 1.5 hours

2:00PM

Explore the Philadelphia Magic Gardens

Discover the vibrant mosaic art at the Philadelphia Magic Gardens.
Walk to the gardens from lunch
USD10, 1.5 hours

4:00PM

Train to New York City

Catch an Amtrak train to New York, beginning your next adventure.
Board the train at 30th Street Station.
USD50, 2 hours

7:00PM

Dinner at Joe's Pizza

Grab a New York slice at Joe’s Pizza, a classic local spot in Greenwich Village.
Walk to Greenwich Village from Penn Station.
USD5, 1 hour
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Day 7: New York Arrival

New York City, USA

8:00AM

Breakfast at a local diner

Fuel up with breakfast at a classic New York diner for an authentic New York experience.
Find a local diner nearby.
USD10, 1 hour

9:30AM

Visit Central Park

Explore Central Park, taking a leisurely walk to enjoy the parks and greenery in the city.
Walk or take a bus to the park.
USD0, 2 hours

11:30AM

The Metropolitan Museum of Art

Delve into the vast collections of art at The Met, one of the world's largest and finest art museums.
Walk to The Met from the park.
USD25, 3 hours

2:00PM

Lunch at The Halal Guys

Savour iconic halal street food from The Halal Guys, a favourite among locals and tourists alike.
Walk to the famous food cart at W 53rd St.
USD8, 1 hour

3:30PM

Visit Times Square

Experience the bright lights and energy of Times Square, surrounded by shops and entertainment.
Take the subway to Times Square.
USD0, 1 hour

5:00PM

Dinner at Shake Shack

Indulge in burgers, fries, and shakes at Shake Shack, a popular fast-casual restaurant.
Walk from Times Square.
USD15, 1.5 hours
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Day 8: New York Culture

New York City, USA

8:00AM

Breakfast at Bakery | Breads Bakery

Start your day with fresh pastries and coffee at Breads Bakery.
Find it in Union Square.
USD10, 1 hour

9:30AM

Visit 9/11 Memorial & Museum

Pay your respects and learn about the events of 9/11 at this moving memorial and museum.
Take the subway to the site.
USD26, 2.5 hours

12:30PM

Lunch at Eataly NYC

Explore an Italian marketplace with various restaurants, enjoying a delicious Italian lunch.
A short subway ride from the memorial.
USD20, 1.5 hours

2:00PM

Brooklyn Bridge Walk

Walk across the Brooklyn Bridge for stunning views of the Manhattan skyline.
Take the subway to the bridge entrance.
USD0, 1.5 hours

3:30PM

Explore Brooklyn Heights

Discover the historic neighbourhood of Brooklyn Heights with its charming brownstones and parks.
Walk from the bridge.
USD0, 1.5 hours

6:00PM

Dinner at Grimaldi's Pizzeria

Relish a slice of the famous coal-fired pizza at Grimaldi's Pizzeria.
Located in Brooklyn Heights.
USD20, 1.5 hours
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Day 9: Art and Culture in New York

New York City, USA

9:00AM

Breakfast at a local café

Start off with a classic New York breakfast at a local café.
Locate a nearby café.
USD10, 1 hour

10:30AM

Visit The Museum of Modern Art (MoMA)

Explore contemporary and modern masterpieces at MoMA, a must-visit for art lovers.
Take the subway to MoMA.
USD25, 2.5 hours

1:00PM

Lunch at Chelsea Market

Savour diverse offerings at the chic Chelsea Market, filled with food vendors.
Take the subway to Chelsea.
USD15, 1.5 hours

2:30PM

High Line Park

Walk along the revitalised High Line Park, an elevated green space with stunning views.
Enter the park from Chelsea Market.
USD0, 1 hour

4:00PM

Visit The Whitney Museum of American Art

Explore this contemporary art museum dedicated to 20th-century American art.
Walk to The Whitney from the High Line.
USD25, 2 hours

6:30PM

Dinner at a Rooftop Restaurant

Enjoy dinner with a view at a rooftop restaurant overlooking the city.
Located near the Whitney Museum.
USD35, 2 hours
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Day 10: Onward to Washington DC

Washington DC, USA

8:00AM

Breakfast at a local café

Start your morning with a coffee and pastry at a local café.
Find it nearby.
USD7, 1 hour

9:00AM

Train to Washington DC

Catch an Amtrak train to Washington DC, enjoying the views along the way.
Board the train at Penn Station.
USD50, 3 hours

12:00PM

Lunch at Old Ebbitt Grill

Dine at the historic Old Ebbitt Grill, known for its oysters.
Located near the White House.
USD25, 1.5 hours

1:30PM

Visit the White House

Take photos and experience the iconic sight across the street from the White House.
Walk from the grill.
USD0, 1 hour

3:00PM

Explore the National Gallery of Art

Discover the vast art collections at the National Gallery of Art.
Walk to the gallery.
USD0, 2 hours

5:00PM

Dinner at Founding Farmers

Enjoy hearty American cuisine at the popular Founding Farmers.
Located nearby.
USD30, 1.5 hours
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Day 11: Washington DC History

Washington DC, USA

8:00AM

Breakfast at Pumpernickel's

Start with a hearty breakfast at Pumpernickel’s, a local favourite.
Located downtown.
USD10, 1 hour

9:30AM

Visit the National Mall

Explore iconic sites along the National Mall, including the Lincoln Memorial and Washington Monument.
Walk or rent a bike.
USD0, 3 hours

12:30PM

Lunch at District Taco

Savour fresh and tasty tacos at District Taco, a local chain.
Walk nearby.
USD10, 1 hour

2:00PM

Visit the Smithsonian Museums

Choose from one of the many Smithsonian museums, such as the National Museum of American History.
Walk from lunch.
USD0, 2 hours

4:30PM

Explore Georgetown

Take a stroll along the waterfront and historic streets of Georgetown.
Take a bus or walk.
USD0, 2 hours

7:00PM

Dinner at The Wharf

Enjoy dinner with a view at one of the trendy restaurants at The Wharf.
Head to The Wharf area.
USD30, 2 hours
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Day 12: Art and Culture in DC

Washington DC, USA

8:00AM

Breakfast at The Hamilton

Enjoy a delicious breakfast at The Hamilton, conveniently located near the National Mall.
Walk from your accommodation.
USD10, 1 hour

9:30AM

Visit The United States Capitol

Explore the historic U.S. Capitol building with a guided tour.
Walk to the Capitol.
USD0, 2 hours

12:00PM

Lunch at Cava Mezze Grill

Taste Mediterranean-inspired dishes at Cava Mezze Grill.
Nearby the Capitol.
USD12, 1 hour

1:30PM

Visit the National Archives

See the Declaration of Independence and the Constitution at the National Archives.
Walk to the Archives.
USD0, 1.5 hours

3:30PM

Explore the Kennedy Center for the Performing Arts

Take a tour of the iconic Kennedy Center and explore its art and performances.
Walk or take the bus.
USD0, 1.5 hours

6:00PM

Dinner at Rasika

Indulge in modern Indian cuisine at the highly-rated Rasika.
Located not far from the mall.
USD45, 2 hours
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Day 13: Final Day in DC

Washington DC, USA

8:00AM

Breakfast at The National Gallery Cafe

Start your day with a delightful breakfast at The National Gallery Cafe.
Near the National Gallery.
USD10, 1 hour

9:00AM

Visit the National Museum of African American History

Explore the rich history and culture at the National Museum of African American History.
Walk from breakfast.
USD0, 2 hours

11:30AM

Leisurely lunch at Union Market

Enjoy a variety of culinary delights at Union Market, a local food hall.
Take a bus or walk.
USD15, 1.5 hours

1:00PM

Explore The National Mall

Take a leisurely stroll around the National Mall, revisiting your favourite sites.
Walk from Union Market.
USD0, 1.5 hours

3:00PM

Visit the National Cathedral

Admire the architectural beauty of the National Cathedral and enjoy its peaceful grounds.
Take a bus from the mall.
USD0, 2 hours

6:00PM

Dinner at Old Ebbitt Grill

Enjoy a celebratory final dinner at Old Ebbitt Grill before departing.
Head back downtown.
USD25, 2 hours
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Day 14: Departure

Washington DC, USA

9:00AM

Breakfast at a local café

Enjoy a farewell breakfast at a local café before your departure.
Find a café nearby.
USD10, 1 hour

10:30AM

Airport Transfer

Transfer to the airport for departure.
Arrange a taxi or bus to the airport.
USD20, 1.5 hours
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