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5-Day Itinerary: Exploring Boston and Cape Cod

Viewed by 309 travelers

Day 1: Historic Boston

Boston, USA

8:00AM

Breakfast at Flour Bakery

Start your day with a delicious breakfast at Flour Bakery, renowned for its fresh pastries and innovative breakfast sandwiches.
Take the subway to Boston's South End to reach Flour Bakery.
USD15, 1 hour

9:30AM

Freedom Trail Tour

Dive into history with a guided tour along the Freedom Trail, where you'll see 16 historical sites, including Boston Common and the Paul Revere House.
Walk from Flour Bakery to the Boston Commons to join the tour.
USD25, 3 hours

1:00PM

Lunch at Legal Sea Foods

Enjoy a classic New England seafood lunch at Legal Sea Foods, famous for its clam chowder.
Head over to Restaurant Row on the waterfront, about a 15-minute walk from Boston Commons.
USD30, 1.5 hours

2:30PM

Visit the Boston Tea Party Ships and Museum

Explore the interactive exhibits at the Boston Tea Party Ships and Museum, where you'll learn about the famous protest against taxation.
A 15-minute walk from Legal Sea Foods along the waterfront.
USD30, 2 hours

5:00PM

Explore Faneuil Hall Marketplace

Wander around Faneuil Hall Marketplace for shopping, street performers, and local snacks.
It's a short stroll from the museum, about 10 minutes.
Free, 2 hours

7:30PM

Dinner at The Capital Grille

Indulge in a fine dining experience at The Capital Grille, known for its stunning steak and extensive wine list.
About a 15-minute walk from Faneuil Hall.
USD60, 2 hours
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Day 2: Cultural Boston

Boston, USA

8:00AM

Breakfast at Tatte Bakery

Savor a delightful breakfast at Tatte Bakery with fresh pastries and signature dishes.
Walk to Tatte Bakery, located in Back Bay.
USD15, 1 hour

9:30AM

Tour the Museum of Fine Arts

Explore the impressive collection at the Museum of Fine Arts, covering everything from Impressionist works to contemporary art.
Take the subway to the Museum of Fine Arts station.
USD25, 2.5 hours

12:00PM

Lunch at The Beehive

Dine at The Beehive, a bohemian restaurant in the South End known for its eclectic menu and live jazz.
Take the bus or quote Uber for convenience, about a 10-minute ride.
USD30, 1.5 hours

2:00PM

Visit the Isabella Stewart Gardner Museum

Stroll through the stunning Isabella Stewart Gardner Museum, with its beautiful gardens and art collections.
A short walk from The Beehive, approximately 15 minutes.
USD20, 2 hours

4:30PM

Explore Beacon Hill

Enjoy a leisurely walk through Beacon Hill, one of Boston's most picturesque neighborhoods with charming cobblestone streets.
Walk about 20 minutes to Beacon Hill.
Free, 1.5 hours

6:00PM

Dinner at Mistral

Finish your day with dinner at Mistral, offering upscale French-Mediterranean cuisine.
Head back towards Back Bay for a 15-minute walk.
USD70, 2 hours
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Day 3: Cape Cod Arrival

Hyannis, Cape Cod, USA

8:00AM

Breakfast at The Paramount

Fuel up with a classic breakfast at The Paramount before heading to Cape Cod.
Walk to The Paramount in Back Bay.
USD15, 1 hour

9:30AM

Travel to Cape Cod

Take a scenic drive down to Cape Cod; enjoy the beautiful coastal views on the way.
Rent a car in Boston for an easy drive, approximate 1.5 to 2 hours.
USD50 (car rental), 2 hours

11:30AM

Check-in at Hotel in Hyannis

Settle into your accommodation, making sure to refresh and recharge.
Drive to your hotel in Hyannis.
USD200, 1 hour

12:30PM

Lunch at Spanky’s Clam Shack

Taste some local seafood at Spanky’s Clam Shack, known for its casual beach vibe.
A short 5-minute drive from your hotel.
USD25, 1.5 hours

2:00PM

Visit the Cape Cod Maritime Museum

Learn about the rich maritime history of Cape Cod at the Cape Cod Maritime Museum.
Take a 10-minute stroll from Spanky’s Clam Shack.
USD10, 1.5 hours

4:00PM

Relax at Kalmus Beach

Unwind at Kalmus Beach, ideal for sunbathing and swimming.
A quick 5-minute drive from the museum.
Free, 2 hours

6:30PM

Dinner at The Paddock

Enjoy a hearty dinner at The Paddock, which is great for families and known for its burgers.
A 10-minute drive back into Hyannis.
USD30, 1.5 hours
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Day 4: Exploring Cape Cod

Provincetown, Cape Cod, USA

8:00AM

Breakfast at Jake’s Seafood

Start your day at Jake’s Seafood with a delicious breakfast overlooking the water.
A 20-minute drive to Cape Cod's Dennis Port.
USD20, 1 hour

9:30AM

Drive to Provincetown

Make your way to Provincetown, known for its vibrant art scene and beautiful beaches.
The drive will take about 1 hour, enjoy the scenic route.
Free, 1 hour

10:30AM

Visit the Provincetown Art Association and Museum

Explore local art at the Provincetown Art Association and Museum, celebrating the area's creatives.
An easy drive or close walk from the main streets of Provincetown.
USD10, 1.5 hours

12:00PM

Lunch at The Lobster Pot

Experience fresh lobster at The Lobster Pot, an iconic restaurant in Provincetown.
Just a quick walk from the museum.
USD40, 1.5 hours

1:30PM

Explore Cape Cod National Seashore

Spend your afternoon exploring the beautiful landscapes of the Cape Cod National Seashore, great for hiking or just enjoying nature.
A 15-minute drive to access the trails.
Free, 3 hours

5:30PM

Dinner at The Mews

Dinner at The Mews offers spectacular views and a variety of cuisines, perfect to wrap up your day.
Drive back to Provincetown for a 20-minute return.
USD50, 2 hours
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Day 5: Return to Boston

Boston, USA

8:00AM

Breakfast at the hotel

Enjoy breakfast at your hotel before departing, fueling up for the day.
On-site at the hotel in Hyannis.
Included, 1 hour

9:00AM

Check Out and Drive Back to Boston

Check out of your hotel and make the drive back to Boston.
A 1.5 to 2 hour drive back.
N/A, 2 hours

11:00AM

Visit Boston Common

Take a calm stroll through Boston Common, the oldest public park in the USA.
Park nearby; walk over to the park.
Free, 1 hour

12:00PM

Lunch at The Cheesecake Factory

Have a satisfying lunch at The Cheesecake Factory, famous for its extensive menu and cheesecakes.
A quick drive or a short walk from Boston Common.
USD35, 1.5 hours

1:30PM

Shopping at Newbury Street

Spend your afternoon shopping on Newbury Street, filled with chic boutiques and shops.
Just a 10-minute walk from the restaurant.
Free, 2 hours

4:00PM

Wrap Up at Boston Public Market

Visit the Boston Public Market for local artisan goods, a perfect place to grab souvenirs.
A 20-minute walk or short drive.
Free, 1 hour

6:00PM

Farewell Dinner at North End

Conclude your trip with a cozy dinner in the North End, known for its Italian cuisine, try the classic pasta dishes at Ristorante Fiore.
Drive or take public transport to the historic North End.
USD50, 2 hours
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