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10-Day Family-Friendly Adventure: Boston to New York Road Trip
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10-Day Family-Friendly Adventure: Boston to New York Road Trip
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Day 1: Exploring Boston
Boston, MA
8:00AM
Breakfast at Tatte Bakery
Start your day off with delicious pastries and coffee at Tatte Bakery, a family favorite in Boston.
Head towards the Boston Common.
USD30, 1 hour
9:30AM
Boston Freedom Trail
Take a historic walk along the Freedom Trail, engaging your children with stories of the American Revolution.
Follow the red-brick path that weaves through the city.
Free, 3 hours
1:00PM
Lunch at Quincy Market
Explore a variety of food stalls offering everything from clam chowder to gourmet sandwiches.
Located within walking distance of the Freedom Trail.
USD60, 1 hour
2:30PM
New England Aquarium
Discover fun marine life exhibits and participate in the interactive penguin encounter.
Walk towards the waterfront.
USD130, 2 hours
5:00PM
Dinner at Legal Sea Foods
End your day with fresh seafood at this iconic Boston restaurant.
A quick drive or walk from the aquarium.
USD120, 2 hours
Find Hotels in Boston
Day 2: Cape Cod Getaway
Cape Cod, MA
8:00AM
Breakfast at Stoney's
Fuel up with hearty breakfast options at this local eatery known for its pancakes and omelets.
Located along the route to Cape Cod.
USD40, 1 hour
10:00AM
Drive to Cape Cod
Enjoy the scenic drive across the Cape Cod Canal to beautiful beaches.
Follow Route 6 towards the Cape.
USD0, 1.5 hours
11:30AM
Visit Sandwich Boardwalk
Take a leisurely walk along this beautiful boardwalk stretching through Cape Cod's scenic marshes.
Just a short drive from your arrival stop.
Free, 1 hour
12:30PM
Lunch at Barnstable Restaurant
Enjoy a classic seafood lunch featuring fresh catches and local specialties.
Close to the boardwalk.
USD70, 1.5 hours
2:00PM
Beach Time at Craigville Beach
Spend the afternoon swimming and playing in the soft sands of Craigville Beach.
A short drive from the restaurant.
USD20 (Parking), 3 hours
5:30PM
Dinner at The Skipper Restaurant
End your day with a family-friendly atmosphere and great views of the sea.
Located nearby, perfect to grab after beach day.
USD90, 2 hours
Find Hotels in Cape Cod
Day 3: New Bedford Exploration
New Bedford, MA
8:00AM
Breakfast at The Breakfast Nook
Enjoy a family breakfast featuring homemade muffins and breakfast burritos.
Continue along to New Bedford.
USD50, 1 hour
9:30AM
Whaling Museum
Explore New Bedford's rich whaling history with interactive exhibits that excite both children and adults.
Located downtown, very accessible.
USD50, 2 hours
11:30AM
Coffee Stop at The Green Bean
Take a short break for coffee and pastries while the kids enjoy some treats.
Nearby the museum.
USD20, 1 hour
12:30PM
Lunch at Antonio's Restaurant
Savor an Italian lunch that’s sure to please the whole family, with pizza and pasta options.
Short drive from the coffee shop.
USD70, 1 hour
2:00PM
Visit Fort Taber Park
Enjoy a stroll through the park, rich with history and a lovely setting for picnics.
Drive to the waterfront park.
Free, 2 hours
4:30PM
Dinner at The Lobster Pot
Enjoy a delicious dinner with stunning harbor views and the freshest seafood.
Easy drive back to the restaurant.
USD100, 2 hours
Find Hotels in New Bedford
Day 4: Providence Adventures
Providence, RI
8:00AM
Breakfast at The Grange
Start your day with a wholesome breakfast featuring locally sourced ingredients.
Drive towards Providence.
USD60, 1 hour
9:15AM
WaterFire Sculpture
Experience the iconic light installation that captures the essence of the city’s art scene.
Located in the downtown area.
Free, 1 hour
10:15AM
Rhode Island School of Design Museum
Explore extensive art collections that inspire creativity, perfect for family exploration.
Take a short walk from WaterFire.
USD50, 2 hours
12:30PM
Lunch at The Capital Grille
Indulge in a refined lunch with a diverse menu, including kid-friendly options.
Close to the museum.
USD100, 1.5 hours
2:00PM
Roger Williams Park Zoo
Have a fun afternoon watching animals from all over the world at this well-kept zoo.
Just a short drive away.
USD70, 3 hours
5:30PM
Dinner at Hemenway's
Enjoy waterfront dining featuring fresh seafood and steak options.
In the downtown area; perfect for an evening out.
USD120, 2 hours
Find Hotels in Providence
Day 5: Mystic Magic
Mystic, CT
8:00AM
Breakfast at Mystic Diner
A classic diner experience, serving pancakes and omelets that kids love.
Drive to Mystic, a scenic drive through Connecticut.
USD50, 1 hour
9:30AM
Explore Mystic Seaport
Dive into America's maritime history with interactive exhibits and a giant aquarium.
Located in the heart of Mystic.
USD70, 3 hours
12:30PM
Lunch at Mystic Pizza
Famous for its classic pie, this restaurant has been a family favorite for years.
Short walk away from the seaport.
USD60, 1.5 hours
2:00PM
Visit the Mystic Aquarium
Engagement with fascinating exhibits and the chance to see sea lions up close.
Just a quick drive or walk from the pizza place.
USD90, 2 hours
4:30PM
Dinner at The Oyster Club
Relax with a delicious dinner highlighting fresh local seafood and harvest vegetables.
A short drive towards the waterfront.
USD110, 2 hours
Find Hotels in Mystic
Day 6: New Haven Fun
New Haven, CT
8:00AM
Breakfast at Claire's Corner Copia
Vegetarian-friendly cafe with fresh juices, pastries, and delightful breakfast options.
Head towards New Haven.
USD40, 1 hour
9:30AM
Visit Yale University Campus
Take a walking tour of the historic and beautiful Yale campus that fascinates the whole family.
Downtown New Haven is within reach.
Free, 1.5 hours
11:00AM
Yale Peabody Museum of Natural History
Explore amazing exhibits that will spark curiosity about science and history.
Very close to campus, easy walking.
USD50, 2 hours
1:00PM
Lunch at Frank Pepe Pizzeria
Sample the original New Haven-style apizza that everyone raves about.
Located nearby.
USD70, 1.5 hours
3:00PM
Visit the Edgerton Park
A delightful afternoon can be spent wandering the gardens and playgrounds.
A short drive or ride from lunch.
Free, 2 hours
5:30PM
Dinner at Ziba's Restaurant
Indulge in a wonderful fusion of American and Mediterranean cuisines.
A short drive from the park.
USD80, 2 hours
Find Hotels in New Haven
Day 7: Westchester Wonders
Westchester, NY
8:00AM
Breakfast at The Breakfast Spot
Savor classic breakfast fare in a cozy setting, perfect before heading out.
Drive to Westchester.
USD50, 1 hour
9:30AM
Visit Hudson River Museum
Engage the kids with science exhibits and riverfront views.
Located in Yonkers.
USD40, 2 hours
11:30AM
Coffee Break at Blue Sky Bakery
Grab some locally baked goodies and coffee before continuing the day.
Nearby the museum.
USD20, 1 hour
12:30PM
Lunch at The Greek Deli
Experience a delightful lunch with fresh gyros and salads that are family-friendly.
A short drive away.
USD50, 1 hour
2:00PM
Play at Scarsdale Golf Club
Enjoy golf while the kids explore the nearby park and playground.
Easily reachable after lunch.
USD60, 2 hours
4:30PM
Dinner at 42nd Street Grill
Satisfy your appetite with a sumptuous dinner featuring something for everyone.
Close to the Scarsdale area.
USD90, 2 hours
Find Hotels in Westchester
Day 8: The Big Apple
New York, NY
8:00AM
Breakfast at Ess-a-Bagel
Start off in New York City with a classic bagel breakfast loved by locals.
Drive into Manhattan to Ess-a-Bagel.
USD40, 1 hour
9:30AM
Central Park Adventure
Spend the morning enjoying the sights, playgrounds, and open spaces of Central Park.
Enter the park from 59th Street.
Free, 2.5 hours
12:00PM
Lunch at Shake Shack
Indulge in delicious burgers and shakes, a hit among the family.
Located near the park entrance.
USD60, 1.5 hours
1:30PM
American Museum of Natural History
Explore the wonders of the universe, making this a memorable family experience.
A quick ride to the museum.
USD75, 2.5 hours
4:00PM
Explore Times Square
Experience the vibrant atmosphere filled with lights, street performers, and shops.
A short subway or taxi ride from the museum.
Free, 2 hours
6:30PM
Dinner at Ellen's Stardust Diner
Enjoy classic American diner cuisine while entertains with live performances by the staff.
A memorable dinner close to Times Square.
USD130, 2 hours
Find Hotels in New York
Day 9: More New York City
New York, NY
8:00AM
Breakfast at Balthazar
Savor French pastries and splendid breakfasts in a stylish atmosphere.
Head towards SoHo.
USD100, 1.5 hours
9:30AM
Visit the Statue of Liberty
Take the ferry to Liberty Island and learn about the historic symbol of freedom.
Depart from Battery Park.
USD100, 3 hours
1:00PM
Lunch at Joe's Pizza
Enjoy classic New York pizza in a casual family-friendly venue.
Walk from Battery Park to Greenwich Village.
USD40, 1 hour
2:30PM
Explore the Natural History Museum
Visit the renowned museum filled with artifacts, making it a fun learning experience for kids.
Head back to upper West Side.
USD75, 2.5 hours
5:00PM
Stroll on the High Line
Experience this elevated park filled with gardens, art installations, and city views.
A short ride or taxi to the High Line.
Free, 1.5 hours
6:30PM
Dinner at Chelsea Market
Pick from a diverse range of dining options that cater to every taste.
Located at the end of the High Line.
USD90, 2 hours
Find Hotels in New York
Day 10: Goodbye to New York
New York, NY
8:00AM
Breakfast at Sarabeth's
Indulge in a hearty breakfast at this famous spot known for its brunch.
Drive towards the restaurant.
USD80, 1.5 hours
9:30AM
Visit Brooklyn Bridge
Stroll across this architectural icon and soak in breathtaking city views.
Drive to Brooklyn, parking available nearby.
Free, 1.5 hours
11:00AM
Explore Brooklyn Heights Promenade
Enjoy the lovely views of Manhattan while walking along the promenade.
Short walk from the bridge.
Free, 1 hour
12:00PM
Lunch at Juliana's Pizza
Dive into delicious brick-oven pizza, a culinary treat in Brooklyn.
Just a few minutes' walk away.
USD60, 1 hour
1:30PM
Return Journey Home
Begin your return journey with beautiful memories and experiences cherished by your family.
Drive back home at your leisure.
USD0, Varies
Find Hotels in New York
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Itinerary created by
Plantrip Team
October 2, 2024
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