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7-Day Ultimate Boston Road Trip Itinerary

Viewed by 407 travelers

Day 1: Explore Historic Boston

Boston, USA

8:00AM

Breakfast at Tatte Bakery & Cafe

Start your day with delicious pastries and artisanal coffee at this beloved local cafe.
Walk 10 minutes from your hotel to the bakery.
USD20, 1 hour

9:30AM

Freedom Trail

Take a self-guided walk along the Freedom Trail to visit historic sites like Boston Common, Paul Revere's House, and the Old North Church.
Begin at Boston Common and follow the red brick path.
USD0, 3 hours

1:00PM

Lunch at Quincy Market

Savor a variety of options from the food stalls at Quincy Market, including clam chowder and lobster rolls.
Walking distance from the Freedom Trail.
USD25, 1 hour

2:30PM

Visit the Boston Tea Party Ships and Museum

Discover the history behind the Boston Tea Party with engaging exhibits and a boat tour.
A quick drive or walk from Quincy Market.
USD30, 2 hours

5:00PM

Dinner at Legal Sea Foods

Enjoy a classic New England seafood dinner overlooking the harbor.
A short drive/taxi from the museum.
USD60, 1.5 hours

7:00PM

Evening Walk along the Charles River Esplanade

Stroll along the scenic riverfront path and enjoy views of the skyline at sunset.
Drive or take a ride-share to the Esplanade.
USD0, 1 hour
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Day 2: Historical Salem

Salem, USA

8:00AM

Breakfast at A&J King Artisan Bakers

Fuel up with freshly baked goods and coffee from this local favorite in Salem.
Drive 30 minutes from Boston to Salem.
USD15, 1 hour

9:30AM

Salem Witch Museum

Explore the history of the witch trials at this engaging museum with a unique presentation.
A short drive or walk from the bakery.
USD12, 1.5 hours

11:30AM

Witch House

Visit the home of the Witch Trials' Judge Jonathan Corwin and learn about the era.
Walk 10 minutes from the museum.
USD12, 1 hour

12:30PM

Lunch at The Lobster Shanty

Dive into delicious seafood with a cozy vibe at this local eatery.
A 5-minute drive or 15-minute walk from the Witch House.
USD25, 1 hour

2:00PM

Explore the Historic District

Wander the historic streets and admire the beautiful architecture and spooky vibes of Salem.
Walk around the area at your leisure.
USD0, 2 hours

4:30PM

Dinner at Turners Seafood

Savor fresh seafood in a family-friendly atmosphere with a local touch.
A short drive from the historic district.
USD50, 1.5 hours
Find Hotels in Salem

Day 3: Cambridge and Harvard

Cambridge, USA

8:00AM

Breakfast at Flour Bakery + Cafe

Indulge in freshly made breakfast sandwiches and pastries at this trendy cafe.
Drive 30 minutes from Salem to Flour Bakery.
USD20, 1 hour

9:30AM

Harvard University Tour

Take a guided tour of the prestigious university and learn about its history and architecture.
Walking distance from the bakery.
USD15, 2 hours

12:00PM

Lunch at Tasty Burger

Grab a delicious and casual lunch at this popular burger joint near Harvard.
A quick walk from Harvard University.
USD15, 1 hour

1:30PM

Visit the Harvard Art Museums

Explore impressive collections of art from ancient to modern eras within the museum.
A short walk from Tasty Burger.
USD15, 2 hours

4:00PM

Cambridge Common

Relax and unwind in this historic park with beautiful greenery.
Drive or walk 15-20 minutes from the museums.
USD0, 1 hour

5:30PM

Dinner at Oleana

Enjoy Mediterranean-inspired dishes with garden seating at this acclaimed restaurant.
A short drive from Cambridge Common.
USD70, 2 hours
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Day 4: Lexington and Concord

Lexington, USA

8:00AM

Breakfast at Bedford Village Inn

Start with hearty breakfast options in this charming country inn.
Drive 30 minutes from Cambridge to Bedford.
USD25, 1 hour

9:30AM

Lexington Battle Green

Visit the historic site where the first shot of the American Revolution was fired.
A 15-minute drive to Lexington.
USD0, 1 hour

10:30AM

Minute Man National Historical Park

Explore this park that commemorates the early battles of the Revolutionary War.
Drive 5 minutes to Concord.
USD0, 2 hours

12:30PM

Lunch at Concord's Colonial Inn

Experience a delightful lunch in this historic inn with a classic New England feel.
A few minutes' walk from the park.
USD30, 1 hour

2:00PM

Visit the Old North Bridge

See the famous bridge significant to the Revolutionary War and take in the scenery.
Short drive to the bridge.
USD0, 1 hour

3:30PM

Dinner at The Colonial Inn

End your day back in Lexington enjoying traditional American cuisine.
Head back to Lexington for dinner.
USD50, 1.5 hours
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Day 5: Plymouth Adventure

Plymouth, USA

8:00AM

Breakfast at Leena's Kitchen

Start the day with a comforting breakfast at this welcoming local diner.
Drive 40 minutes from Lexington to Plymouth.
USD20, 1 hour

9:30AM

Visit Plymouth Rock

See this historic symbol of the Pilgrims' arrival in 1620.
Located minutes from Leena's Kitchen.
USD0, 0.5 hours

10:00AM

Plimoth Patuxet Museums

Explore recreated 17th-century Plymouth, interact with historical interpreters, and learn about early life.
Walk 15 minutes from Plymouth Rock.
USD25, 2 hours

12:30PM

Lunch at The Lobster Hut

Enjoy fresh seafood in a cozy atmosphere while looking out at the harbor.
Drive 5 minutes from the museum.
USD35, 1 hour

2:00PM

Take a Whale Watching Tour

Embark on an exciting cruise to see whales in their natural habitat.
Join the tour from Plymouth harbor.
USD70, 3 hours

5:30PM

Dinner at Wood’s Seafood

Delight in freshly prepared seafood at this very popular local spot.
Drive back to the town center.
USD50, 1.5 hours
Find Hotels in Plymouth

Day 6: Cape Cod Relaxation

Cape Cod, USA

8:00AM

Breakfast at The Greenhouse Cafe

Enjoy breakfast with a beautiful view of the Cape at this charming cafe.
Drive 1 hour from Plymouth to Cape Cod.
USD20, 1 hour

9:30AM

Visit Cape Cod National Seashore

Explore stunning beaches and walking trails in this picturesque national park.
Head to the nearby national park.
USD0, 3 hours

12:30PM

Lunch at the Chatham Squire

Indulge in delicious seafood while overlooking the picturesque Cape Cod views.
Drive about 30 minutes to Chatham.
USD40, 1.5 hours

2:30PM

Explore Chatham Lighthouse

Visit this iconic lighthouse and enjoy the stunning views of the sea and coastline.
A 10-minute drive from lunch.
USD0, 1 hour

4:00PM

Relax at Nauset Beach

Unwind at this beautiful beach with soft sand and rolling waves.
Drive 30 minutes to Nauset Beach.
USD0, 2 hours

6:30PM

Dinner at The Ocean House

Treat yourself to dinner at a beachfront restaurant known for its amazing coastal cuisine.
Short drive from Nauset Beach.
USD60, 2 hours
Find Hotels in Cape Cod

Day 7: Last Day in Boston

Boston, USA

8:00AM

Breakfast at South End Buttery

Enjoy a scrumptious breakfast at this well-loved cafe known for its baked goods.
Drive back to Boston from Cape Cod (1.5 hours).
USD20, 1 hour

9:30AM

Visit Fenway Park

Take a tour of the iconic home of the Boston Red Sox, one of the oldest baseball parks in America.
A 10-minute drive from the cafe.
USD25, 1.5 hours

11:30AM

Explore the Museum of Fine Arts

Admire an impressive collection of artwork from all over the globe at this renowned museum.
Drive 15 minutes from Fenway Park.
USD25, 2 hours

2:00PM

Lunch at Chris’ Boston

Taste fresh lobster rolls and local favorites in this casual dining spot.
Walk from the museum.
USD30, 1 hour

3:30PM

Visit the New England Aquarium

Feed your curiosity with fascinating marine exhibits and an IMAX theater experience.
Walk or drive 20 minutes from lunch.
USD30, 2 hours

6:00PM

Dinner at Mamma Maria

End your road trip with an elegant Italian dinner in the quaint North End, known for its rich culinary history.
A 15-minute drive from the aquarium.
USD70, 2 hours
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