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Two-Week Teen Adventure in Boston, Massachusetts and Maine

Viewed by 88 travelers

Day 1: Exploring Boston

Boston, USA on April 10, 2025

8:00AM

Breakfast at Tatte Bakery

Start your day with delicious pastries and breakfast options at Tatte Bakery, known for its warm, inviting atmosphere.
USD15, 1 hour

9:30AM

Freedom Trail Tour

Walk the Freedom Trail to discover 16 historical sites that played a role in the American Revolution.
USD12, 2 hours

12:00PM

Lunch at Quincy Market

Enjoy a variety of food options available at Quincy Market, perfect for indulging in local Boston cuisine.
USD20, 1.5 hours

1:30PM

Visit Boston Common

Relax in Boston Common, America’s oldest public park, and enjoy the beautiful scenery.
Free, 1 hour

3:00PM

New England Aquarium

Discover marine life at the New England Aquarium, featuring an IMAX theater and hands-on exhibits.
USD32, 2.5 hours

6:00PM

Dinner at Legal Sea Foods

Enjoy classic New England seafood in a casual dining setting at Legal Sea Foods, a Boston favorite.
USD35, 1.5 hours
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Day 2: More of Boston

Boston, USA on April 11, 2025

8:00AM

Breakfast at Flour Bakery

Visit Flour Bakery for delicious breakfast sandwiches and pastries in a vibrant café.
USD12, 1 hour

9:30AM

Museum of Science

Explore interactive exhibits at the Museum of Science, designed to inspire curiosity about the world.
USD29, 3 hours

12:30PM

Lunch at The Barking Crab

Grab a casual lunch with a view at The Barking Crab, enjoying fresh seafood and lively atmosphere.
USD25, 1.5 hours

2:00PM

Harvard University Tour

Take a walking tour of Harvard University, the oldest institution of higher learning in the USA.
USD15, 2 hours

4:00PM

Visit the MIT Museum

Engage with technology and science at the MIT Museum, featuring exciting exhibits on innovation.
USD10, 1.5 hours

6:00PM

Dinner at The Capital Grille

Savor a special dinner at The Capital Grille, known for its dry-aged steaks and extensive wine list.
USD50, 2 hours
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Day 3: Day Trip to Salem

Salem, USA on April 12, 2025

8:00AM

Breakfast at A & J King Bakery

Enjoy freshly baked goods and coffee at A & J King Bakery, a local favorite.
USD10, 1 hour

9:30AM

Salem Witch Museum

Discover the history of the witch trials through multimedia presentations and exhibits at this museum.
USD15, 1.5 hours

11:00AM

Explore the Peabody Essex Museum

Visit the Peabody Essex Museum for incredible art and artifacts showcasing Salem's maritime history.
USD20, 2 hours

1:00PM

Lunch at Sea Level Oyster Bar

Enjoy fresh seafood with a view of the picturesque Salem harbor at Sea Level Oyster Bar.
USD30, 1.5 hours

2:30PM

Salem Maritime National Historic Site

Walk the grounds of the first National Historic Site, learning about Salem's rich maritime history.
Free, 1 hour

4:00PM

Return to Boston

Head back to Boston for a relaxing evening.
USD10, 1 hour

6:00PM

Dinner at Gianfranco's

Dine at Gianfranco's for Italian cuisine with fresh ingredients and family-friendly atmosphere.
USD40, 2 hours
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Day 4: Travel to Portsmouth

Portsmouth, USA on April 13, 2025

8:00AM

Breakfast at Café Kilim

Enjoy a lovely Mediterranean breakfast at Café Kilim, known for their cozy vibe.
USD15, 1 hour

9:30AM

Drive to Portsmouth

Take the scenic drive from Boston to Portsmouth, enjoying the beautiful coastal views.
USD15 (gas), 1 hour

10:30AM

Discover Strawbery Banke Museum

Explore the living history museum of Strawbery Banke, which showcases centuries of Portsmouth's history.
USD18, 2 hours

12:30PM

Lunch at The Friendly Toast

Dine at The Friendly Toast for an eclectic menu with an upbeat atmosphere; a great spot for families.
USD20, 1.5 hours

2:00PM

Walk along Prescott Park

Take a stroll through Prescott Park, a beautiful waterfront park with gardens and paths.
Free, 1 hour

4:00PM

Portsmouth Harbor Cruise

Enjoy a scenic cruise around the harbor, providing great views of the waterfront and historic sites.
USD25, 1.5 hours

6:00PM

Dinner at Jumpin’ Jay’s Fish Cafe

Savor fresh caught seafood at Jumpin’ Jay’s, known for their local dishes and laid-back vibe.
USD35, 1.5 hours
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Day 5: Kennebunkport Adventure

Kennebunkport, USA on April 14, 2025

8:00AM

Breakfast at The Clam Shack

Start your day with a delicious breakfast sandwich or lobster roll at The Clam Shack.
USD15, 1 hour

9:30AM

Visit Kennebunkport

Explore the lovely town of Kennebunkport with its charming shops and waterfront views.
Free, 2 hours

11:30AM

Go Whale Watching

Take a whale watching tour that leaves from Kennebunkport, offering an exciting encounter with marine life.
USD65, 3 hours

3:00PM

Lunch at Federal Jack's

Dine at Federal Jack's for a casual lunch and a microbrewery experience overlooking the harbor.
USD25, 1.5 hours

4:30PM

Explore Goose Rocks Beach

Visit Goose Rocks Beach for a relaxing afternoon by the ocean, great for teens to swim or sunbathe.
Free, 2 hours

6:30PM

Dinner at Mabel's Lobster Claw

Enjoy a classic Maine lobster dinner at Mabel's, popular for its seafood and casual atmosphere.
USD50, 1.5 hours
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Day 6: Portland Exploration

Portland, USA on April 15, 2025

8:00AM

Breakfast at Becky's Diner

Start your day at Becky's Diner, known for hearty breakfast options and a classic diner vibe.
USD12, 1 hour

9:30AM

Visit Portland Head Light

Explore the iconic Portland Head Light, one of the most photographed lighthouses in the U.S.
Free, 1 hour

10:30AM

Maine Narrow Gauge Railroad Co.

Take a scenic ride on the Maine Narrow Gauge Railroad for a memorable experience along the waterfront.
USD13, 2 hours

1:00PM

Lunch at Duckfat

Indulge in gourmet sandwiches and famous Belgian fries at Duckfat, a must-try in Portland.
USD20, 1.5 hours

2:30PM

Visit the Portland Museum of Art

Explore a vast collection of American and European art at the Portland Museum of Art.
USD15, 2 hours

5:00PM

Dinner at J's Oyster

Enjoy fresh seafood with a casual vibe at J's Oyster, known for their oyster bar and clam chowder.
USD30, 1.5 hours
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Day 7: Freeport Fun

Freeport, USA on April 16, 2025

8:00AM

Breakfast at The Plaza

Enjoy an a la carte breakfast at The Plaza, known for its cozy setting and delicious options.
USD12, 1 hour

9:30AM

Visit L.L. Bean Flagship Store

Explore the massive L.L. Bean flagship store, known for outdoor gear and fun activities for teens.
Free, 2 hours

11:30AM

Freeport Shopping Outlets

Go shopping at the Freeport Outlets, known for great discounts on popular brands.
USD30, 2.5 hours

2:00PM

Lunch at Freeport Cafe

Gather for a casual lunch at Freeport Cafe, serving burgers and deli sandwiches.
USD15, 1.5 hours

3:30PM

Enjoy a Chocolate Factory Tour

Visit the Wilbur's of Maine Chocolate Confections for a fun tour and tasty samples.
USD10, 1 hour

5:00PM

Dinner at The Lobster Shack at Two Lights

Savor seafood with stunning ocean views at The Lobster Shack at Two Lights, famous for its lobster rolls.
USD30, 1.5 hours
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Day 8: Boothbay Harbor

Boothbay Harbor, USA on April 17, 2025

8:00AM

Breakfast at Boothbay Harbor Lobster Wharf

Begin your day with lobster rolls and breakfast favorites at the Lobster Wharf, located by the harbor.
USD20, 1 hour

9:30AM

Explore Coastal Maine Botanical Gardens

Visit the beautiful Coastal Maine Botanical Gardens, showcasing nature trails and themed gardens.
USD15, 2 hours

12:00PM

Lunch at The Lobster Claw

Dine at The Lobster Claw for an array of seafood dishes in a family-friendly setting.
USD30, 1.5 hours

1:30PM

Boat Tour of Boothbay Harbor

Take a scenic boat tour around Boothbay Harbor, ideal for spotting local wildlife.
USD30, 2.5 hours

5:00PM

Dinner at Robinson's Wharf

Savor locally caught seafood at Robinson's Wharf featuring casual outdoor seating.
USD35, 1.5 hours
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Day 9: Camden Exploration

Camden, USA on April 18, 2025

8:00AM

Breakfast at The Camden Deli

Enjoy fresh breakfast sandwiches and coffee at The Camden Deli, perfect for fueling your day.
USD12, 1 hour

9:30AM

Hiking Camden Hills State Park

Spend the morning hiking the stunning trails at Camden Hills State Park, offering breathtaking views.
Free, 3 hours

1:00PM

Lunch at The Owl and Turtle Bookshop and Cafe

Enjoy a unique lunch experience at The Owl and Turtle with a cozy atmosphere and delicious sandwiches.
USD15, 1.5 hours

2:30PM

Visit Camden Harbor Park

Relax at Camden Harbor Park, a picturesque setting to unwind after a hike.
Free, 1 hour

4:00PM

Explore the local shops

Wander through the charming shops in Camden for local crafts and souvenirs.
Free, 1.5 hours

6:00PM

Dinner at The Waterfront Restaurant

Dine with scenic views at The Waterfront Restaurant, offering fresh seafood in a relaxed atmosphere.
USD40, 1.5 hours
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Day 10: Acadia National Park

Bar Harbor, USA on April 19, 2025

8:00AM

Breakfast at Café This Way

Start your day with fresh-baked goods and hearty breakfast options at Café This Way.
USD12, 1 hour

9:30AM

Explore Acadia National Park

Spend the day exploring Acadia National Park’s stunning landscapes and hiking trails.
USD30 (entrance fee), 8 hours

6:00PM

Dinner at Jordan Pond House

Enjoy a classic popover with tea while soaking in the stunning views at Jordan Pond House.
USD25, 2 hours
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Day 11: Leisure Day in Bar Harbor

Bar Harbor, USA on April 20, 2025

8:00AM

Breakfast at Bagel Mainea

Grab a quick breakfast at Bagel Mainea, known for its fresh bagels and coffee.
USD10, 1 hour

10:00AM

Kayaking in Bar Harbor

Rent kayaks for an exciting day of paddling along the coastline and exploring hidden coves.
USD50, 3 hours

1:00PM

Lunch at The Side Street Café

Enjoy comforting comfort food and hearty portions at The Side Street Café, a local favorite.
USD20, 1.5 hours

3:00PM

Check out local shops

Spend time exploring the local shops for souvenirs and unique finds.
Free, 2 hours

5:30PM

Dinner at The Dockside Grill

Savor a meal with a view of the harbor at The Dockside Grill, perfect for watching the sunset.
USD30, 1.5 hours
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Day 12: Ogunquit Beach Relaxation

Ogunquit, USA on April 21, 2025

8:00AM

Breakfast at The Egg and I

Start your day with a hearty breakfast at The Egg and I, famous for omelets and pancakes.
USD12, 1 hour

10:00AM

Visit Ogunquit Beach

Relax and enjoy time at Ogunquit Beach, a beautiful spot for swimming and sunbathing.
Free, 3 hours

1:00PM

Lunch at Caffe Prego

Enjoy a delicious Italian lunch at Caffe Prego, known for its homemade pasta and sauces.
USD20, 1.5 hours

2:30PM

Explore Marginal Way

Take a leisurely walk along Marginal Way, a scenic coastal path with stunning views.
Free, 1.5 hours

5:00PM

Dinner at The Lobster Pound

Savor a seafood dinner at The Lobster Pound, famous for tasty, fresh seafood dishes.
USD30, 1.5 hours
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Day 13: Return to Boston

Boston, USA on April 22, 2025

8:00AM

Breakfast at Flour Bakery

Visit Flour Bakery one last time for some of the best pastries and breakfast treats.
USD15, 1 hour

9:30AM

Explore Boston’s Seaport District

Stroll around the bustling Seaport District, known for its waterfront views and vibrant atmosphere.
Free, 2 hours

12:00PM

Lunch at The Daily Catch

Indulge in a delicious seafood lunch at The Daily Catch, known for its fresh pasta and seafood dishes.
USD25, 1.5 hours

1:30PM

Visit the Boston Tea Party Ships and Museum

Experience an interactive history lesson at the Boston Tea Party Ships and Museum.
USD30, 2 hours

4:00PM

Wind down at a local café

Relax at a café in Boston before your departure, reflecting on the trip.
USD10, 1 hour

6:00PM

Farewell Dinner at Top of the Hub

Enjoy a farewell dinner with breathtaking views of the Boston skyline at Top of the Hub.
USD60, 2 hours
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Day 14: Travel Home

Boston, USA on April 23, 2025

8:00AM

Breakfast at Blackbird Doughnuts

Top off your trip with a sweet breakfast at Blackbird Doughnuts, famous for unique donut flavors.
USD10, 1 hour

9:30AM

Check-out and Depart

Check out of your hotel and prepare for departure.
Free, 1 hour
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