Top 12 Must-Experience Activities in Boston

It’s interesting; after touring various regions in the United States via road and other exclusive trips, I initially feared that the activities available in Boston might appear rather uniform or ordinary, if I may say so?

This does not imply that every location in the United States resembles another; that is far from correct!

However, a few cities, such as New Orleans with its vibrant music scene, San Francisco showcasing a rich cultural tapestry, and New York City, recognized for its iconic landmarks, possess distinctive identities.

Fortunately, my concerns were completely dismissed upon our arrival in Boston. I can confidently assure you that it remains one of my preferred cities in the United States.

This admiration is not solely due to the delectable (and relatively affordable) lobster available! Our time spent in the city, nearly a week, was thoroughly enjoyable.

Below are some of the premier activities to engage in during your inaugural visit to this east coast city. You will undoubtedly appreciate it!

1.) Stroll along The Freedom Trail

This is an essential activity when in Boston! Every local individual we conversed with highlighted that traversing the Freedom Trail is among the prime attractions in Boston.

This 2.5-mile pathway guides you to 16 historically significant sites, encapsulating the vibrant history of Boston. Key landmarks include Boston Common, the Massachusetts State House, Granary Burying Ground, and Park Street Church.

Visitors have the option to engage in a walking tour or explore independently while tracing the red line that designates the route.

For those who prefer flexibility in their exploration, the walking routes are straightforward to follow and a practical approach to fully experience the trail. Alternatively, walking tours offer in-depth explorations of the relevance of each location and provide opportunities to meet fellow travelers.

A small piece of advice: certain walking groups may accommodate up to 40 individuals, which can lead to crowded experiences, and some may not cover the full route.

The Freedom Trail Foundation offers a highly beneficial (and complimentary) downloadable map that will assist you throughout your journey. Additionally, if you require a caffeine boost, consider stopping by the Thinking Cup, renowned for serving some of Boston’s finest coffee.

2.) Discover the Back Bay neighbourhood

The Back Bay neighborhood is one of my favorite areas and a remarkable spot to explore while in Boston. While in the vicinity, be sure to visit the enchanting independent shops and market stalls along Newbury Street.

Moreover, numerous delightful cafes and restaurants await you; make it a point to visit SRV Restaurant for an exquisite Black Truffle Risotto.

If you’re craving seafood from the East Coast, drop by Luke’s Lobster Back Bay.

They are celebrated for crafting some of the finest clam chowder and lobster rolls in the city. The ambiance is quite casual and highly recommended for a filling lunch. Additionally, they serve the best blueberry soda I have ever tasted—you will certainly enjoy it!

Afterward, ensure you partake in a remarkable catamaran whale watching tour, departing from One Long Wharf, where you’ll have the opportunity to spot humpbacks, finbacks, minke whales, and dolphins. It is undoubtedly among the best activities to engage in while in Boston, making it a perfect follow-up after indulging in lobster rolls.

3.) Ramble through Acorn Street

Acorn Street is a breathtaking location easily accessible from Boston Common.

In my view, it ranks among the most charming cobbled streets along the East Coast, reminiscent of some streets in Cambridge (England) or the picturesque villages of the Cotswolds (England).

There’s a certain whimsical quality to Acorn Street, which enhances its visual appeal.

Do not expect to spend extensive hours here; in fact, a 20-30 minute visit would suffice, but it’s worth taking a look when you’re nearby.

It truly is lovely. Should hunger arise, make your way to Tatte Bakery & Cafe, which is relatively nearby; they serve a delightful brew and scrumptious brunch rolls.

4.) Watch a game at Fenway Park

As a disclaimer, I am not a passionate sports enthusiast (unless cake and tea are involved, which is a rare occurrence); nevertheless, I cherish immersing myself in a local sporting event when visiting a new destination, with baseball being an essential experience while in Boston.

Whether you are a baseball admirer or not, visiting Fenway Park, the historic home of the Boston Red Sox, is obligatory.

Even if attending a game is not feasible during your visit, I highly suggest participating in a one-hour guided walking tour of this iconic venue, which is the oldest major league baseball park still operational.

Do not forget to capture a photograph next to the 37-foot-high left field wall, commonly referred to as the Green Monster.

5.) Ride the Swanboats at Boston Public Garden

For a touch of tranquility, visit the lush Boston Public Garden. Renowned for being the first public botanical garden in the United States, it boasts exotic trees, vibrant flowers, and charming swan boats for a whimsical ride.

However, please note that the swan boats are operational only during the summer months.

This historical and enjoyable experience is especially ideal if you are in search of a leisurely day.

If your appetite kicks in, consider dining at the nearby (and absolutely delightful) 75 Chestnut when you’re in the vicinity, where they serve the most exquisite fall-harvest waffles.

6.) Museum of Fine Arts

Housing over 450,000 works of art across various categories, including Impressionist paintings, early American art, and both Asian and Egyptian collections, the Museum of Fine Arts is a guarantee to fulfill any artistic cravings you may have.

Nonetheless, if art is not your inclination, you may prefer to bypass this establishment.

Conversely, if you are an art enthusiast, this museum is one of the finest attractions in Boston. Be sure to check their website for information on current and upcoming exhibitions.

7.) Gorge at Faneuil Hall and Quincy Market

In many ways, Faneuil Hall brings to mind Borough Market in London (does it to you too?). It is brimming with numerous food carts.

This marketplace—comprising four buildings, namely Faneuil Hall, North Market, South Market, and Quincy Market—merges a love for history with a shopping experience.

This historic market is filled with unique shops, chain outlets, street performers, and an extensive array of food stalls and dining options.

Even if you just end up window shopping, it’s a delightful place to spend a couple of hours.

8.) Stroll through Isabella Stewart Gardner Museum

This museum, designed to resemble the Palazzo Barbaro in Venice, showcases the personal art collection of Isabella Stewart, featuring stunning exhibits.

One can view numerous American, Asian, and European artworks, including renowned pieces by Italian masters such as Raphael and Titian.

Moreover, it houses ancient photographs, sculptures, furniture, and rare books. Visitors can also wander through a skylit courtyard with beautiful plants and flowers.

If you possess a Go Boston Card, you are entitled to free entry on your birthday or if your name happens to be Isabella. One can only wonder why my name is not Isabella!

9.) Experience the Boston Symphony Orchestra

Regardless of whether you are a classical music enthusiast, attending a Boston Symphony Orchestra performance at Symphony Hall is not to be missed.

With over 250 performances annually, you are sure to find something appealing during your stay. Kindly refer to their website for information regarding upcoming events and seasonal promotions they offer.

10.) Visit the Oldest Public Park, Boston Common

Boston Common is notable for being the oldest public park in the nation. There’s potential to catch a live theater or musical presentation while visiting. Should this not occur, it remains a splendid park for a picnic or a leisurely walk.

This common area is one of the top destinations to visit in Boston, regardless of the season. For instance, during winter, the Frog Pond offers a picturesque skating experience.

If visiting in autumn, you will have the opportunity to witness the breathtaking spectrum of colors that make the northeastern coast remarkably beautiful during this season.

11.) Explore the Paul Revere House

The Paul Revere House is a remarkable historical relic and is undoubtedly among the premier experiences to engage in while in Boston.

Furthermore, its location on the Freedom Trail makes it an easy and convenient stop during your exploration of Boston (and the house retains much of its appearance from the late 1700s).

Featuring period furniture, fine silver items, original interior design, and historic fireplaces, this location provides a unique opportunity to delve into American history.

12.) See the history at Granary Burying Ground

This may seem somewhat gloomy and quite possibly not the preferred activity for every traveler visiting Boston, yet I encourage you to consider it before dismissing it entirely.

The narrative of Boston has been shaped by the people who contributed to its development, and Granary Burying Ground, established in the 1600s, is among the city’s oldest cemeteries.

Wandering through this tranquil space offers insights into the historic figures who once resided in Boston. Notable individuals are interred here, and since it is also part of The Freedom Trail, exploring it is relatively straightforward.

Your stay here may last only 15-20 minutes; nonetheless, it serves as an excellent venue to gain a deeper understanding of the region’s history.

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