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10 Days in Boston: A Journey of History and Culinary Delights

Samantha Middleton

Samantha Middleton

13 Oct 2023

Embark on a 10-day adventure in Boston, exploring its rich history and indulging in delicious cuisine. From iconic landmarks to hidden gems, this itinerary will take you on a memorable journey through the heart of Massachusetts.

Day 1
+

$155

Tatte Bakery & Cafe
7:30 AM - 8:30 AM
$24
8 - 11 min

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Directions

USS Constitution Museum
Interactive museum near the 1797 wooden frigate made famous as "Old Ironsides" in the War of 1812.
9:00 AM - 10:30 AM
$38
16 - 24 min

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Directions

Theo's Cozy Corner Restaurant
1:00 PM - 2:30 PM
$54
2 - 3 min

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Directions

Parziale's Bakery
7:00 PM - 8:30 PM
$39
Day 2
+

$138

Thinking Cup Coffee
owntown San Jose. Our American regional cuisine features the freshest seafood, past, and USDA prime, dry-aged steaks. Relax with a cocktail from our full ...
7:30 AM - 8:30 AM
$45
5 - 8 min

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Directions

Boston Common
Storied, nearly 50-acre urban park that hosted British troops during the American Revolution.
9:00 AM - 11:00 AM
Free
4 - 5 min

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Directions

Bakey
1:00 PM - 2:30 PM
$36
4 - 5 min

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Directions

Tatte Bakery & Cafe
7:00 PM - 8:30 PM
$57
Day 3
+

$129

Red Apple Farm
7:30 AM - 8:30 AM
$21
2 - 3 min

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Directions

Boston Public Market
Year-round indoor market with scores of vendors selling local produce, fish, gourmet treats & more.
9:00 AM - 10:00 AM
Free
2 - 3 min

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Directions

Saus Restaurant
Belgian inspired street food: Frites, Liege Waffles, Frikandel, Belgian Beer, assorted sandwiches and salads
1:00 PM - 2:30 PM
$36
4 - 6 min

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Directions

Ernesto's Pizza
7:00 PM - 8:30 PM
$72
Day 4
+

$177

·

$ 8

Clover
7:30 AM - 8:30 AM
$36
4 - 5 min

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Directions

The Harvard Museum of Natural History
Extensive natural-science collections, including animals, minerals & the famous Glass Flowers.
9:00 AM - 11:00 AM
$56
9 - 14 min

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Directions

Petsi Pies
Petsi Pies has been serving up the best handmade pies and pastries in all of Massachusetts since 2003! Come in for a delicious sweet treat today.
1:00 PM - 2:30 PM
$54
12 - 15 min

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Directions

Clover Food Lab
7:30 AM - 8:30 AM
$30
Day 5
+

$162

Clover Food Lab
7:30 AM - 8:30 AM
$30
4 - 5 min

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Directions

Harvard Yard
This sprawling treed area is the oldest part of the Harvard campus, with many historic buildings.
9:00 AM - 11:00 AM
Free
4 - 5 min

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Directions

Tatte Bakery & Cafe
1:00 PM - 2:30 PM
$72
2 - 3 min

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Directions

Santouka Ramen
7:00 PM - 8:30 PM
$60
Day 6
+

$165

Capital One Café
We're re-opening -- but your health and well-being remains our top priority. We’re beginning to re-open Capital One Cafés in select locations. Stop by this reopened Café for grab-and-go service or to speak to an Ambassador about your account...
7:30 AM - 8:30 AM
$33
2 - 3 min

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Directions

Harvard Square
Home to America's oldest university, this iconic area offers shops, eateries & theaters.
9:00 AM - 11:00 AM
Free
2 - 3 min

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Directions

Felipe's Mexican Taqueria
1:00 PM - 2:30 PM
$60
3 - 4 min

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Directions

Sweetgreen
Fresh salads, plates + grain bowls available for pickup and delivery every day, made in-house from scratch, using whole produce delivered that morning.
7:00 PM - 8:30 PM
$72
Day 7
+

$148

Caffe Vittoria
7:30 AM - 8:30 AM
$27
2 - 3 min

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Directions

The Paul Revere House
Revere's legendary ride began at this restored Colonial-era home, which includes family furnishings.
9:00 AM - 10:00 AM
$19
3 - 4 min

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Directions

Bricco Salumeria and Pasta Shoppe
1:00 PM - 2:30 PM
$51
4 - 5 min

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Directions

Locale
Neapolitan style pizza, Italian wine and Craft beer
7:00 PM - 8:30 PM
$51
Day 8
+

$165

·

$ 15

Galley Diner
7:30 AM - 8:30 AM
$45
5 - 6 min

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Directions

Castle Island
Site of Fort Independence (open in the summer), with beach, picnic & jogging areas.
9:00 AM - 11:00 AM
Free
2 - 3 min

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Directions

Sullivan's
1:00 PM - 2:30 PM
$54
6 - 8 min

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Directions

The Paramount
7:00 PM - 8:30 PM
$66
Day 9
+

$150

Revival Cafe + Kitchen
7:30 AM - 8:30 AM
$36
11 - 16 min

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Directions

Charles River Esplanade
This green space along the river offers a walking/jogging path, various events & views of the city.
9:00 AM - 11:00 AM
Free
10 - 15 min

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Directions

Buttermilk & Bourbon
1:00 PM - 2:30 PM
$63
4 - 5 min

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Directions

Sweetgreen
Fresh salads, plates + grain bowls available for pickup and delivery every day, made in-house from scratch, using whole produce delivered that morning.
7:00 PM - 8:30 PM
$51
Day 10
+

$247

Flour Bakery & Cafe
7:30 AM - 8:30 AM
$39
4 - 5 min

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Directions

Boston Tea Party Ships & Museum
Floating history museum with live reenactments, multimedia exhibits & a tearoom.
9:00 AM - 11:00 AM
$94
3 - 4 min

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Directions

Bon Me Fort Point
1:00 PM - 2:30 PM
$54
7 - 10 min

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Directions

James Hook
James Hook & Co. is a family-owned restaurant in Boston offering the best live lobsters, lobster dinners and fresh seafood available.
7:00 PM - 8:30 PM
$60

Budget breakdown: $1656 In total

Activities & Food:$1635
Transport:$22