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Exploring Boston: A 9-Day Adventure

Leon Wee

Leon Wee

13 Nov 2023

Embark on a thrilling 9-day journey through the vibrant city of Boston, Massachusetts. Discover iconic landmarks, indulge in delicious cuisine, and immerse yourself in the rich history and culture of this captivating destination.

Day 1
+

$103

·

$ 5

Clover Food Lab DTX
7:30 AM - 8:30 AM
$19
8 - 11 min

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Directions

Boston Common Frog Pond
A spray pool in summer & outdoor ice-skating rink in winter, with a snack bar & carousel.
10:30 AM - 11:30 AM
Free
3 - 4 min

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Directions

Boston Common
Storied, nearly 50-acre urban park that hosted British troops during the American Revolution.
12:00 PM - 2:00 PM
Free
4 - 6 min

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Directions

Public Garden
Placid, verdant, circa-1837 city park with a lagoon, boat rides, fountains & other sights.
4:00 PM - 5:00 PM
Free
6 - 8 min

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Directions

Opens 10am to 5pm. $20 tickets (Old South Meeting House and Old State House Combo Ticket)

Old South Meeting House
National Historic Landmark & original site of the Boston Tea Party, reenacted here each December 16.
10:00 AM - 11:00 AM
$8
9 - 11 min

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Directions

Trinity Church
Grand Episcopal church built in 1877, featuring notable stained-glass windows & vintage organs.
11:00 AM - 6:30 PM
$13
6 - 9 min

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Directions

Contessa
2:30 PM - 4:00 PM
$36
8 - 12 min

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Directions

OAK Long Bar + Kitchen
7:00 PM - 8:30 PM
$28
Day 2
+

$118

·

$ 8

Vee Vee
7:30 AM - 8:30 AM
$23
7 - 9 min

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Directions

Larz Anderson Park
This landscaped park offers pathways, ponds, gardens, a skating rink & an auto museum.
9:00 AM - 11:00 AM
Free
8 - 10 min

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Directions

Arnold Arboretum of Harvard University
Harvard University's free outdoor tree & plant museum also offers walking tours & family activities.
11:30 AM - 1:30 PM
Free
17 - 21 min

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Directions

Thaitation
2:00 PM - 3:30 PM
$28
8 - 11 min

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Directions

Museum of Fine Arts, Boston
Neoclassical & modern wings house a vast collection from ancient Egyptian to contemporary American.
3:30 PM - 6:30 PM
$31
10 - 15 min

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Directions

Citizen Public House
7:00 PM - 8:30 PM
$35
5 - 8 min

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Directions

Back Bay Fens
This large greenspace has multiple gardens, playgrounds, ball fields & memorials, plus picnic areas.
8:30 PM - 10:30 PM
Free
Day 3
+

$138

·

$ 5

Thinking Cup
7:30 AM - 8:30 AM
$21
12 - 17 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
5 - 6 min

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Directions

Fenway Park
Historic, small-capacity ballpark, home of the Red Sox & occasional big-name concert venue.
11:30 AM - 1:30 PM
$38
7 - 10 min

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Directions

Sweet Cheeks
2:00 PM - 3:30 PM
$32
9 - 14 min

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Directions

Isabella Stewart Gardner Museum
Evocative of a 15th-century Venetian palace, this museum houses a world-class art collection.
3:30 PM - 5:00 PM
$19
12 - 15 min

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Directions

Harvard Square
Home to America's oldest university, this iconic area offers shops, eateries & theaters.
5:30 PM - 7:30 PM
Free
1 - 2 min

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Directions

Russell House Tavern
Russell House Tavern is a New American Tavern serving seasonally-inspired, classic dishes from New England and beyond. We specialize in artisanal fare served alongside carefully hand-crafted cocktails and a distinctive collection of all-American wines and craft beers.
8:00 PM - 9:30 PM
$28
Day 4
+

$110

·

$ 10

Stars On Hingham Harbo
7:30 AM - 8:30 AM
$22
5 - 6 min

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Directions

World's End
This tranquil coastal park offers scenic views of the Boston skyline, plus 4.5 miles of trails.
9:00 AM - 11:00 AM
Free
37 - 45 min

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Directions

Institute of Contemporary Art
Striking contemporary art & performance space with glass-filled walls overlooking the Harbor.
11:30 AM - 1:30 PM
$19
9 - 11 min

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Directions

Sam LaGrassa's
2:00 PM - 3:30 PM
$29
5 - 8 min

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Directions

Old State House
The original seat of colonial government & later state capitol, today housing historical exhibits.
3:30 PM - 4:30 PM
$13
9 - 11 min

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Directions

Boston Public Library - Central Library
Historic library with grand, Renaissance-style architecture, murals by John Singer Sargent & tours.
5:00 PM - 7:00 PM
Free
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.
7:30 PM - 9:00 PM
$27
Day 5
+

$155

·

$ 5

The Paramount
7:30 AM - 8:30 AM
$25
7 - 9 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
13 - 16 min

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Directions

Boston Tea Party Ships & Museum
Floating history museum with live reenactments, multimedia exhibits & a tearoom.
11:30 AM - 1:30 PM
$31
11 - 16 min

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Directions

Legal Sea Foods - Long Wharf
Enjoy ocean-side dining just steps from the Aquarium. Our restaurant couldn’t be more convenient to the Financial District, Freedom Trail, and Faneuil Hall.
2:00 PM - 3:30 PM
$29
3 - 4 min

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Directions

New England Aquarium
A giant glass tank spiraled by a multilevel walkway is the main draw at this waterfront attraction.
3:30 PM - 6:30 PM
$38
8 - 12 min

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Directions

Limoncello Ristorante
7:00 PM - 8:30 PM
$26
1 - 2 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.
8:30 PM - 9:30 PM
$6
Day 6
+

$123

·

$ 3

Starbucks
Rowes Wharf
7:30 AM - 8:30 AM
$18
8 - 11 min

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Directions

Boston Children's Museum
Fun, hands-on educational exhibits aimed at kids 11 & under, plus a play space for toddlers.
9:00 AM - 11:00 AM
$23
12 - 17 min

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Directions

Boston Massacre Site
Cobblestone ring marking the site of the 1770 civilian massacre & Revolutionary War precursor.
11:30 AM - 12:30 PM
Free
9 - 14 min

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Directions

Bova's Bakery
Bova’s Bakery has been expertly baking and serving the finest homemade Italian cookies, pastries, and breads for over eighty years. The warm homemade Italian breads, oversized subs, Sicilian pizza and calzones have become staples in Bova’s Bakery and deli section.
1:00 PM - 2:30 PM
$26
3 - 4 min

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Directions

Old North Church
Hallowed 18th-century church & launch point for Paul Revere's revolutionary ride, with tours & more.
2:30 PM - 3:30 PM
$10
16 - 24 min

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Directions

USS Constitution
4:00 PM - 5:30 PM
Free
16 - 20 min

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Directions

Harvard Art Museums
Harvard's oldest museum, featuring European & American art from the Middle Ages to the present day.
6:00 PM - 8:00 PM
$19
4 - 5 min

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Directions

Mr. Bartley's Burger Cottage
8:30 PM - 10:00 PM
$27
Day 7
+

$120

·

$ 5

Tony's Clam Shop
7:30 AM - 8:30 AM
$21
35 - 42 min

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Directions

Boston Harbor Islands National & State Park
Sizable park featuring a Civil War-era fort, hiking trails, picnicking areas, fishing & more.
9:00 AM - 1:00 PM
Free
58 - 70 min

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Directions

Clover
1:30 PM - 3:00 PM
$29
4 - 5 min

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Directions

Peabody Museum of Archaeology and Ethnology
Harvard museum with ancient cultures' artifacts & archeology, plus access to Natural History Museum.
3:00 PM - 4:30 PM
$15
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.
5:00 PM - 7:00 PM
$19
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.
7:30 PM - 9:00 PM
$36
Day 8
+

$142

·

$ 5

Shy Bird
7:30 AM - 8:30 AM
$25
3 - 4 min

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Directions

MIT Museum
Highlights of MIT's science & technology exhibits include kinetic sculptures, robots & holograms.
9:00 AM - 11:00 AM
$13
7 - 9 min

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Directions

Museum of Science
Venerable institution with interactive exhibits, dome-shaped IMAX/3-D film theater & a planetarium.
11:30 AM - 2:30 PM
$38
10 - 12 min

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Directions

Brewer's Fork
3:00 PM - 4:30 PM
$36
5 - 8 min

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Directions

Boston National Historical Park
The 43-acre park with 2 visitor centers offers ranger-guided tours & talks about the city's history.
4:30 PM - 6:30 PM
Free
12 - 18 min

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Directions

Monument Restaurant & Tavern
6:30 PM - 8:00 PM
$31
Day 9
+

$95

·

$ 8

Bruegger's
Bruegger's offers authentic NY-style bagels, perfect for a variety of fresh breakfast & deli sandwiches alongside salads, soups & custom-blended coffee. Breakfast & lunch catering are now available!
7:30 AM - 8:30 AM
$20
9 - 11 min

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Directions

Middlesex Fells Reservation
2,575-acre natural haven including hiking trails around a pond, plus areas for dog-walking & biking.
9:00 AM - 12:00 PM
Free
24 - 29 min

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Directions

Clover Food Lab
12:30 PM - 2:00 PM
$31
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.
2:00 PM - 4:00 PM
Free
13 - 16 min

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Directions

Bunker Hill Monument
Marking the Battle of Bunker Hill, this 221-ft. granite obelisk features 294 steps & scenic views.
4:30 PM - 6:00 PM
Free
7 - 10 min

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Directions

Monument Restaurant & Tavern
6:30 PM - 8:00 PM
$31
12 - 18 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.
8:00 PM - 9:30 PM
$13

Budget breakdown: $1151 In total

Activities & Food:$1101
Transport:$51