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9-Day Family Friendly Adventure in Boston and New York
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9-Day Family Friendly Adventure in Boston and New York
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Day 1: Explore Boston
Boston, MA
9:00AM
Breakfast at Tatte Bakery & Cafe
Start your day with delicious pastries and fresh coffee at this charming bakery.
Located in the Brookline area, accessible by the Green Line.
USD30, 1.5 hours
10:30AM
Visit Boston Children's Museum
The perfect location for family fun, with interactive exhibits designed for children's learning and engagement.
A 15-minute walk from Tatte Bakery.
USD70, 2.5 hours
1:00PM
Lunch at Erbaluce
Enjoy a family-friendly Italian lunch featuring fresh pasta and classic sauces in a cozy setting.
A short bus ride (Bus #43) or a 20-minute walk from the museum.
USD80, 1.5 hours
3:00PM
Explore Boston Common
Stroll through America’s oldest city park, where children can run freely and you can admire the beautiful scenery.
A 15-minute walk from Erbaluce.
Free, 1 hour
4:30PM
Freedom Trail Walking Tour
Embark on a guided tour along the historic Freedom Trail, learning about colonial Boston's history.
Start from Boston Common, where you just were.
USD100, 2 hours
7:00PM
Dinner at Legal Sea Foods
Gather for dinner at a Boston staple known for its seafood, perfect for travelers from near and far.
A 10-minute walk from the end of the Freedom Trail tour.
USD120, 1.5 hours
Find Hotels in Boston
Day 2: Historical Highlights
Boston, MA
9:00AM
Breakfast at Flour Bakery
Indulge in freshly baked goods such as their famous sticky buns and breakfast sandwiches.
A short ride via the Silver Line to Fort Point.
USD35, 1 hour
10:30AM
Museum of Science
Explore fascinating exhibits and live presentations that will captivate kids and adults alike.
Take the Green Line to Science Park.
USD80, 3 hours
1:30PM
Lunch at The Barking Crab
Enjoy lunch by the water at this casual eatery, known for its relaxed vibe and seafood.
A 10-minute walk from the museum.
USD90, 1.5 hours
3:00PM
New England Aquarium
A must-see for families, with an IMAX theater and touch tanks for kids to explore sea life.
A 15-minute walk from the Barking Crab.
USD90, 2.5 hours
5:30PM
Walk along the Boston Waterfront
Enjoy a leisurely walk along the water, filled with beautiful city views and fresh air.
Just outside the aquarium.
Free, 1 hour
7:00PM
Dinner at North End - Pizzeria Regina
Dive into authentic pizza in Boston's famous Italian district.
A short ride to North End via the Green Line.
USD80, 1.5 hours
Find Hotels in Boston
Day 3: Cultural Day
Boston, MA
9:00AM
Breakfast at Bagelville
Start the day with a delicious bagel and cream cheese from this local favorite.
A drive or Green Line trip to Newton.
USD20, 1 hour
10:30AM
Boston Art Museum
Features a kid-friendly treasure hunt, families can explore together through art.
A 15-minute drive or bus ride from Bagelville.
USD60, 2 hours
12:30PM
Lunch at Shake Shack
Enjoy delicious burgers and shakes in a fun, relaxed atmosphere.
A 20-minute walk from the museum.
USD50, 1 hour
1:30PM
Harvard University Tour
Explore this iconic university with a focus on its rich history and impressive architecture.
Take the Red Line to Alewife.
Free, 2 hours
4:00PM
Return to Boston
Relax and prepare for your next adventure.
Return via the Red Line.
Free, 1 hour
7:00PM
Dinner at The Capital Grille
Finish the day with a delicious steak dinner at this upscale restaurant.
Drive or take a cab from your accommodation.
USD150, 2 hours
Find Hotels in Boston
Day 4: Travel to New York
New York, NY
8:00AM
Breakfast at Dunkin'
Grab a quick breakfast for your travels; fresh coffee and pastries to-go.
Post-checkout, easily find a Dunkin' nearby.
USD25, 1 hour
9:00AM
Amtrak Train to New York
Take the scenic train ride to New York, enjoying views of the countryside.
Train departs from South Station.
USD200, 4 hours
1:00PM
Check-in at Hotel
Settle in at your hotel, ideally located in Times Square.
A short taxi ride from Penn Station.
USD500, 1 hour
2:00PM
Lunch at Ellen's Stardust Diner
Have lunch at this Broadway-themed diner, where waitstaff perform songs.
A short walk from your hotel.
USD100, 1.5 hours
3:30PM
Visit Times Square
Dive into the buzzing atmosphere of neon lights, street performers, and stores.
Within walking distance from the diner.
Free, 1 hour
5:00PM
Explore the Museum of Illusions
A fun and interactive museum that's sure to amaze and entertain both kids and adults.
A short 10-minute walk from Times Square.
USD80, 2 hours
7:30PM
Dinner at Carmine's
Enjoy family-style dining famous for its generous portions and great Italian-American dishes.
A 5-minute walk from the museum.
USD120, 2 hours
Find Hotels in New York
Day 5: New York Adventures
New York, NY
8:00AM
Breakfast at Balthazar
Indulge with a classic French breakfast at this iconic bistro.
A simple taxi ride to SoHo.
USD60, 1.5 hours
10:00AM
Top of the Rock Observation Deck
Experience breathtaking views of Manhattan and beyond.
Take the subway from SoHo to Rockefeller Center.
USD120, 1 hour
11:30AM
Central Park Exploration
Enjoy the lush greenery and several playgrounds in this urban oasis.
A short walk from Rockefeller Center.
Free, 2 hours
1:30PM
Lunch at The Loeb Boathouse
Savor a relaxing lunch overlooking the lake in Central Park.
Located within Central Park.
USD100, 1.5 hours
3:00PM
Visit American Museum of Natural History
An educational and fun spot with dinosaurs and interactive exhibits.
Take the subway to 81st Street.
USD80, 3 hours
6:00PM
Dinner at Junior's Restaurant
A legendary place for New York-style cheesecake and hearty meals.
A short taxi ride back to Times Square.
USD100, 2 hours
Find Hotels in New York
Day 6: Iconic NYC Sites
New York, NY
8:00AM
Breakfast at Sarabeth's
Delight in a brunch at this beloved spot known for its jams and pastries.
Short ride to Central Park South.
USD50, 1.5 hours
10:00AM
Statue of Liberty & Ellis Island Tour
Explore both historical sites with a delightful ferry ride.
Catch the ferry at Battery Park.
USD150, 4 hours
2:00PM
Lunch at Stuffed Artisan Burger
Try creative burgers with delicious fillings and hand-cut fries.
Head back to Manhattan via ferry and a short walk.
USD80, 1.5 hours
3:30PM
Visit the 9/11 Memorial & Museum
Pay your respects at this influential site and learn about its history.
A 10-minute walk from the restaurant.
USD100, 2 hours
6:00PM
Dinner at The Oyster Bar
Experience fresh seafood at this iconic restaurant within Grand Central Terminal.
A short subway ride to Grand Central.
USD120, 2 hours
Find Hotels in New York
Day 7: Museum and Parks
New York, NY
8:00AM
Breakfast at Cafe Lalo
Enjoy a delightful breakfast in this charming café known for its pastries and warm atmosphere.
A quick walk to the Upper West Side.
USD35, 1.5 hours
9:30AM
The Metropolitan Museum of Art
Explore a vast collection of art that spans centuries from around the world, with family-friendly exhibits.
A 15-minute walk or take the subway from Cafe Lalo.
USD100, 3 hours
1:00PM
Lunch at The Museum Café
Lunch inside the Met, offering light and tasty options perfect for families.
Within the museum, easy access.
USD60, 1.5 hours
2:30PM
Walk in Central Park
Stroll through the scenic trails, complete with playgrounds and open spaces for relaxation.
Just outside the museum.
Free, 2 hours
5:00PM
Visit the Museum of Modern Art (MoMA)
Immerse in modern art with family-friendly tours and scavenger hunts.
Take the subway to 53rd Street.
USD80, 2.5 hours
7:30PM
Dinner at Uncle Jack's Steakhouse
Indulge in a hearty family dinner served in a lively atmosphere.
Take a taxi from MoMA.
USD150, 2 hours
Find Hotels in New York
Day 8: Final NYC Exploration
New York, NY
8:00AM
Breakfast at The Diner
Enjoy a classic diner breakfast to fuel up for the last day.
A short walk or subway from your hotel.
USD40, 1 hour
9:30AM
Visit Roosevelt Island
Take the aerial tram for spectacular views and stroll around the park on this unique island.
Walk to the tram at 2nd Avenue.
USD30 (round trip), 3 hours
1:00PM
Lunch at The Lexington Candy Shop
Step back in time at this soda fountain and diner serving classic American comfort food.
A 15-minute subway ride.
USD60, 1.5 hours
2:30PM
Visit the Bronx Zoo
Explore one of the largest metropolitan zoos in the world with diverse animal exhibits.
Take the subway to Bronx Park.
USD60, 3 hours
6:00PM
Dinner at Hillstone
End your NYC adventure with a lovely meal at this popular upscale eatery.
Take the subway back to Manhattan.
USD120, 2 hours
Find Hotels in New York
Day 9: Departure Day
New York, NY
8:00AM
Breakfast at The Coffee Shop
Enjoy a final breakfast at this lively spot, perfect for last-minute memories.
Located just a short walk from your hotel.
USD40, 1 hour
10:00AM
Check-out from Hotel
Prepare for departure, ensuring you have everything and enjoying those last moments.
Gather your belongings.
Free, 1 hour
11:00AM
Travel to Airport
Head to the airport for your flight home or your next adventure.
A taxi or shuttle service will suffice.
USD80, 1 hour
Find Hotels in New York
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More About Boston and New York
Trip Packing List: United States multi-city tour (30 Aug 2026 — early Nov 2026)
Packing List
3-Week Northeast US Trip — 8 Apr 2026 to 28 Apr 2026
Packing List
Global Michelin Cities & US Travel Tiers from New York
Travel Expert
Top US Cities to Visit from New York: Travel Tiers Ranked
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Itinerary created by
Plantrip Team
October 27, 2024
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