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5-Day Boston Adventure with Red Sox Game and Historic Exploration

Viewed by 151 travelers

Day Day 1: Arrival & Evening

Boston, MA on July 31, 2025

Late evening

Arrival in Boston

Arrive at Boston Logan International Airport late evening; check into your hotel and relax after your travel.
$, 1h
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Day Day 2: Freedom Trail & Red Sox Game

Boston, MA on August 1, 2025

8:30 am

Breakfast at Tatte Bakery & Cafe

Kick off the day with freshly baked pastries, coffee, and light breakfast options at this popular Boston bakery.
$, 1h

10:00 am

Freedom Trail Walking Tour

Explore Boston’s historic Freedom Trail with its 16 significant sites, including Boston Common, Paul Revere's House, and Old State House.
$15, 3h

1:15 pm

Lunch at Quincy Market

Taste a variety of food from local vendors at Quincy Market, offering classic New England fare and international cuisine.
$20, 1h

2:30 pm

Relax and Explore Downtown Boston

Stroll through nearby neighborhoods or relax at your hotel to recharge before the game.
$0, 3h

6:00 pm

Red Sox Game at Fenway Park

Enjoy the thrilling experience of watching the Boston Red Sox play live at historic Fenway Park. Arrive early to soak in the ballpark atmosphere.
Ticket prices vary, 3h
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Day Day 3: North End & Waterfront

Boston, MA on August 2, 2025

8:30 am

Breakfast at Mike's Pastry & Cafe

Enjoy famous Italian pastries and coffee in the vibrant North End neighborhood.
$, 1h

10:00 am

Paul Revere House & Old North Church

Visit key Revolutionary War landmarks including Paul Revere’s House and the historic Old North Church.
$15, 2h

12:30 pm

Lunch at Giacomo’s Ristorante

Dine on classic Italian seafood and pasta dishes at this popular North End restaurant.
$30, 1h 30m

2:30 pm

Boston Tea Party Ships & Museum

Engage with interactive exhibits and live reenactments about the Boston Tea Party and its significance.
$30, 2h

5:00 pm

Harborwalk & Sunset Views

Walk along the picturesque Boston Harborwalk and enjoy the waterfront ambiance and sunset views.
$0, 2h
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Day Day 4: Museums & Back Bay

Boston, MA on August 3, 2025

8:30 am

Breakfast at Thinking Cup on Boylston

Savor artisan coffee and fresh pastries in a cozy café near the Boston Commons.
$, 1h

10:00 am

Museum of Fine Arts Boston

Discover a world-class collection of art including American, contemporary, and Asian masterpieces.
$25, 3h

1:30 pm

Lunch at Aura Restaurant

Enjoy innovative American cuisine in the elegant Back Bay district.
$40, 1h 30m

3:00 pm

Explore Newbury Street Shops

Spend the afternoon browsing charming boutiques, art galleries, and cafes on Boston’s famous shopping street.
$0, 2h
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Day Day 5: Final Morning & Departure

Boston, MA on August 4, 2025

8:30 am

Breakfast at Flour Bakery & Cafe

Delight in freshly baked pastries, sandwiches, and great coffee to fuel your last morning in Boston.
$, 1h

10:00 am

Visit Boston Common & Public Garden

Relax with a stroll through Boston's historic central parks, enjoying the famous swan boats and flowerbeds.
$0, 1.5h

11:30 am

Optional Visit to Samuel Adams Brewery

Take a short tour and tasting at the Samuel Adams Brewery before heading to the airport; confirm brewery hours as they may close early.
$20, 1.5h

1:30 pm

Return to Hotel & Prepare Departure

Pack your belongings and check out from the hotel to depart Boston in the afternoon.
$0, 2h
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