Boston Bucket List

Boston Bucket List

Exploring the best spots and the secrets spot you will for sure want to add to your bucket list or your Boston itinerary.
Updated ago
1
Share

TOP FIVE MUST SEE IN BOSTON: 

These spots may be extremely touristy, but a trip to Boston isn't complete without a visit to these locations: 

- Freedom Trail: Follow the red brick path of the Freedom Trail, a 2.5-mile route that winds through Boston's historic sites and landmarks. From the Massachusetts State House to Paul Revere's House and the Old North Church, this trail takes you on a journey through the American Revolution and the city's rich history.

Freedom Trail
@chasingkrista
I would highly recommend getting an audio guide and doing a self guided walking tour through the Freedom Trail, stopping at any destinations you would like to see along the way. I used GetYourGuide to purchase a $10 walking app that geographically followed me through the city and explained each part of the Freedom Trail.
Add to
Details

- Fenway Park: As one of the oldest and most iconic baseball stadiums in the United States, Fenway Park is a must-visit for sports fans and anyone interested in Boston's cultural heritage. Catching a Red Sox game or taking a guided tour of the ballpark is a quintessential Boston experience.

Fenway Park
@chasingkrista
You can't leave Boston without going to a Red Sox game at Fenway Park. Whether you are a baseball fan or not - the stadium itself is full of history and taking a tour of Fenway is a must!
Add to
Details

- Harvard Square: Explore the vibrant atmosphere of Harvard Square, a hub of academic and cultural activity near Harvard University. With its mix of bookstores, cafés, street performers, and historical landmarks, it's a great place to soak in the intellectual spirit of the city.

Harvard Square
@chasingkrista
The architecture and museums are a great reason to spend an afternoon in Cambridge. I would highly recommend the Natural History Museum of Harvard (it's air conditioned if you go in the summer time). With a stroll through Harvard Square.
Add to
Details

- Quincy Market and Faneuil Hall: Immerse yourself in the lively atmosphere of Quincy Market and Faneuil Hall, where you can shop for souvenirs, enjoy a variety of food vendors, and watch street performers. These historic marketplaces are a central part of Boston's social scene.

Quincy Market
@chasingkrista
I wouldn't necessary recommend Quincy Market as a dinner or lunch spot but it is a great snack spot. Walk through the market taking in the smells and sights then do another loop through and grab a quick snack to munch on as you shop on the North and South side.
Add to
Details

- Boston Common and Public Garden: Boston Common, the oldest public park in the United States, offers a peaceful escape from the city bustle. Adjacent to the Common is the Public Garden, known for its meticulously manicured lawns, picturesque Swan Boats, and stunning seasonal floral displays.  

Boston Common
@chasingkrista
Perfect place to slow down your travel itinerary. Grab a blanket and some snacks and enjoy the lush greenery inside the Boston Commons. Stroll through the garden and people watch.
Add to
Details

BUCKET LIST BOSTON: 

- Isabella Stewart Gardner Museum: Explore this unique museum known for its stunning courtyard and eclectic art collection.

- Boston Tea Party Ships & Museum: Experience a reenactment of the historic Boston Tea Party and tour a replica tea ship.

- Samuel Adams Brewery Tour: Learn about the beer-making process and enjoy tastings at this famous brewery.

- SoWa Open Market: Discover local artisans, food trucks, and vintage shops at this vibrant arts market in the South End.

- Jamaica Plain: Explore this charming neighborhood with its scenic parks, unique shops, and the Arnold Arboretum.

- USS Constitution Museum: Explore the world's oldest commissioned warship afloat and learn about its history.

- Harvard Museum of Natural History: Explore the diverse natural history collections, including the famous Glass Flowers exhibit and impressive dinosaur fossils.

- Museum of Science: Engage in hands-on science exhibits and catch an IMAX film.

- MIT Museum: Discover the innovations of the Massachusetts Institute of Technology through interactive exhibits.

- Trillium Brewing Company: Savor craft beers at one of Boston's renowned breweries. 

- Mapparium: Step into a giant stained glass globe at the Mary Baker Eddy Library and experience a unique multimedia presentation.

- Boston Public Library: Visit the historic Central Library in Copley Square, known for its stunning architecture.

- Boston Seaport District: Experience the city's newest neighborhood, filled with restaurants, art installations, and waterfront views.

- Harbor Islands: Take a ferry to explore the Boston Harbor Islands, offering hiking, picnicking, and beautiful coastal views.

Speaking of hiking, check out these trials near Boston 🥾: 

Middlesex Fells Reservation:

Location: Medford and Winchester, MA

Difficulty: Moderate to challenging, depending on the trail chosen.

Blue Hills Reservation:

Location: Milton, MA

Trail Highlights: The Skyline Trail in Blue Hills Reservation offers stunning views of Boston Harbor, the city skyline, and the Atlantic Ocean from the summit of Great Blue Hill.

Difficulty: Moderate, with some steep sections.

Mount Monadnock:

Location: Jaffrey, NH (about 1.5-2 hours from Boston)

Trail Highlights: While a bit farther from Boston, Mount Monadnock in New Hampshire is one of the most hiked mountains in the world. It offers a challenging hike with rewarding views from the summit.

Difficulty: Moderate to challenging, with rocky terrain.

Ward Reservation:

Location: Andover, MA

Trail Highlights: Ward Reservation features a variety of scenic trails, including the Skyline Trail, which leads to Boston's highest point east of the Mississippi River, Holt Hill. Enjoy views of the Boston skyline from here

.Difficulty: Easy to moderate, with options for all skill levels.

World's End Reservation:

Location: Hingham, MA

Trail Highlights: World's End offers picturesque coastal hikes with views of the Boston Harbor Islands and the city skyline. It's a great place for a leisurely walk and picnicking.

Difficulty: Easy, suitable for all ages.   

* * *
ABOUT THE AUTHOR
With a background that spans living in Asia and Europe, and exploring over 60 countries, my journey unfolds against the backdrop of a full-time career as a Pediatric ICU RN. Travel, for me, is more than a hobby—it's an ethos deeply ingrained in the belief that our purpose is to embrace, respect, and share diverse cultures. Balancing the demands of having a career in healthcare with an insatiable wanderlust, I've honed the art of trip planning. Crafting seamless experiences is not just a skill; it's a passion. My mission is to unlock doors to unparalleled adventures, connecting a global community through shared love for exploration. Beyond the ordinary, I am here to help paint your dream adventure. Let's embark on a journey together, where every detail is a brushstroke, and the masterpiece is a lifetime of cherished memories. Shop my curated guides to build your own trip or check out my customized trip-planning services below. DM me on Instagram (@chasingkrista) or email me (chasingkrista@gmail.com) to learn more about my personalized travel planning services. Happy Travels!
Send A Tip
Support Krista D'Elia ’s work.
Select your tip amount
$5
$10
$20
$50
Or type in other amount
Explore related destinations
Powered by Thatch
The home for unique & authentic travel
Powered by Thatch: Where great trips are made.
© Krista D'Elia 2024 Help Privacy Terms Copyright Become a Seller Seller Academy About Careers Blog Explore Places