5-Day Family Friendly Northeast Adventure

Day 1: Exploring Historic Boston

Boston, MA

8:00AM

Breakfast at The Friendly Toast

Kickstart your day with a delicious and eclectic breakfast at The Friendly Toast, known for its vibrant atmosphere and mouth-watering options.
Located in Back Bay, a quick 10-minute drive from downtown.
USD20, 1 hour

9:30AM

Freedom Trail Walk

Embark on a family-friendly walk along the Freedom Trail, a 2.5-mile red brick path that leads to 16 historically significant sites.
Start at Boston Common, 5-minute walk from breakfast.
Free, 3 hours

12:30PM

Lunch at Quincy Market

Enjoy a variety of food options at Quincy Market, where you can sample everything from clam chowder to fresh pretzels.
15-minute walk from the end of the Freedom Trail.
USD40, 1.5 hours

2:00PM

Visit the New England Aquarium

Explore the wonders of the ocean at the New England Aquarium, where kids can enjoy interactive exhibits and see stunning marine life.
10-minute walk from Quincy Market.
USD75, 2 hours

5:00PM

Dinner at Maggiano’s Little Italy

Savor a family-style meal at Maggiano’s, offering generous portions of Italian comfort food that the whole family can enjoy.
15-minute drive from the aquarium.
USD100, 1.5 hours

7:00PM

Walk Along the Boston Waterfront

Stroll along the scenic waterfront to enjoy beautiful views of the harbor and unwind after a busy day.
5-minute drive back to the waterfront.
Free, 1 hour
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Day 2: A Day in Salem

Salem, MA

8:00AM

Breakfast at The Egg & I

Start your day with a hearty breakfast at The Egg & I, known for its diverse menu and family-friendly atmosphere.
20-minute drive from Boston.
USD30, 1 hour

9:30AM

Visit the Salem Witch Museum

Learn about Salem's infamous witch trials at the engaging Salem Witch Museum, perfect for captivating the family’s imagination.
5-minute drive from breakfast.
USD30, 1.5 hours

11:30AM

Tour of The House of the Seven Gables

Discover the history of this iconic mansion and its stunning seaside views during a guided tour.
15-minute walk from the museum.
USD50, 1.5 hours

1:00PM

Lunch at The Lobster Shanty

Enjoy a casual lunch at The Lobster Shanty, where fresh lobster rolls and chowders await to please the palate.
10-minute walk from The House of the Seven Gables.
USD50, 1 hour

2:30PM

Explore Salem Maritime National Historic Site

Spend the afternoon learning about Salem's maritime history through tours and family activities in this vibrant park.
15-minute walk from lunch.
Free, 2 hours

4:30PM

Dinner at Finz Seafood & Grill

Dine at Finz Seafood & Grill, where you can enjoy a wide range of seafood options in a family-friendly environment.
15-minute walk from the historic site.
USD75, 1.5 hours
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Day 3: Charming Portsmouth

Portsmouth, NH

8:00AM

Breakfast at The Friendly Toast

Delight in another breakfast to remember at The Friendly Toast, renowned for its quirky vibe and diverse menu.
40-minute drive from Salem.
USD30, 1 hour

9:30AM

Visit Strawbery Banke Museum

Step back in time at the Strawbery Banke Museum and explore historic homes while enjoying interactive exhibits and stories.
5-minute drive from breakfast.
USD50, 2 hours

11:30AM

Explore Prescott Park

Stroll through Prescott Park, featuring beautiful flowers and waterfront views, perfect for a family picnic.
10-minute drive from the museum.
Free, 1 hour

1:00PM

Lunch at the Portsmouth Brewery

Enjoy a lively atmosphere and delicious local fare with a diverse menu at the Portsmouth Brewery.
5-minute walk from Prescott Park.
USD50, 1.5 hours

2:30PM

Take a Ferry to the Isles of Shoals

Experience the ocean on a ferry ride to the beautiful Isles of Shoals, where you can explore islands and enjoy stunning coastal views.
10-minute walk from lunch.
USD100, 2 hours

5:00PM

Dinner at Jumpin' Jay's Fish Cafe

End the day with a delightful seafood dinner at Jumpin' Jay’s, known for its fresh and vibrant dishes.
10-minute walk from the ferry landing.
USD80, 1.5 hours
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Day 4: Coastal Adventures in Portland

Portland, ME

8:00AM

Breakfast at Holy Donut

Start your day with a sweet treat at Holy Donut, where you can indulge in unique and delicious donut flavors to satisfy your morning cravings.
50-minute drive from Portsmouth.
USD15, 1 hour

9:30AM

Visit the Portland Head Light

Explore the picturesque Portland Head Light, one of the most photographed lighthouses in the U.S., along with its stunning park area.
25-minute drive from Holy Donut.
Free, 1.5 hours

11:00AM

Explore Fort Williams Park

Spend some quality family time at Fort Williams Park, perfect for picnics, walking trails, and beautiful views of the lighthouse.
5-minute walk from the lighthouse.
Free, 2 hours

1:00PM

Lunch at Eventide Oyster Co.

Savor a variety of delicious seafood options at Eventide Oyster Co., known for its oyster selection and vibrant atmosphere.
20-minute drive back to downtown Portland.
USD80, 1.5 hours

2:30PM

Visit the Children's Museum & Theatre of Maine

Engage your children with fun and educational exhibits at the Children's Museum & Theatre of Maine, perfect for family interaction.
10-minute drive from lunch.
USD40, 2 hours

4:30PM

Dinner at Novare Res Bier Cafe

Wrap up your day with casual dinner at the local favorite Novare Res, boasting a fantastic beer selection and a menu to please every palate.
15-minute drive from the museum.
USD70, 1.5 hours
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Day 5: Nature at Acadia National Park

Acadia National Park, ME

7:00AM

Breakfast at your hotel

Fuel up with a hearty breakfast at your hotel before heading out for a day of adventure in nature.
1.5-hour drive from Portland.
Included in hotel stay, 1 hour

8:30AM

Visit Jordan Pond

Start your day at Jordan Pond, where you can enjoy scenic views and fun family activities like hiking and picnicking.
20-minute drive from your hotel.
Free, 2 hours

10:30AM

Hiking at Cadillac Mountain

Experience breathtaking views while hiking Cadillac Mountain, renowned as the highest peak on the East Coast.
15-minute drive from Jordan Pond.
Free, 2 hours

1:00PM

Lunch at The Jordan Pond House

Enjoy a delightful lunch at The Jordan Pond House, famous for its popovers and stunning views of the pond.
5-minute drive back to Jordan Pond.
USD50, 1.5 hours

2:30PM

Explore Sand Beach

Spend the afternoon at Sand Beach, perfect for building sandcastles or relaxing by the waves while soaking in the beautiful scenery.
20-minute drive from lunch.
Free, 2 hours

5:00PM

Dinner at The Colonels Restaurant

Finish your day with a hearty dinner at The Colonels Restaurant, where classic meals and friendly service await after a day of adventure.
20-minute drive from Sand Beach.
USD70, 1.5 hours
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