21 Best Things To Do In Boston

Welcome to the best things to do in Boston!

This vibrant city is where history meets modernity, and every corner tells a story.

Whether you’re a history buff, a foodie, an art enthusiast, or simply seeking a new adventure, Boston has something for everyone.

I recently spent the weekend in Boston and immediately fell in love with it! 

Am I the only one who visits a new place and immediately starts imagining myself moving there?

So in today’s post, I’m helping you plan your own visit with all the must-do’s in Boston.

Let’s dive in.

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Boston Essentials

Top Experiences & Tours In Boston

Short on time? I recommend a Boston Harbor Sunset Cruise or the Boston Tea Party Ships & Museum!

Where To Stay In Boston

Budget-friendly

The Revolution Hotel — A cute budget friendly hotel centrally located near a lot of the best things to do in Boston!

Mid-range

Boston Omni Parker House Hotel — You’ll feel like royalty when you stay here and the location is literally perfect for all the must-sees!

Luxury

The Newbury Boston — 5-star, classy hotel that features rooms with a views and is the perfect way to elevate your Boston experience.

Read more: 10 Best Hotels In Boston

How To Get Around Boston

If you’re just planning to explore the city without venturing further out, you don’t need a car.

Having to find (and pay for) parking can be a nuisance in Boston.

Instead, I recommend staying at a hotel downtown to be near all the best things to do.

That way you can walk, use public transit, or Uber anywhere you need to go.

However, if you plan on combining your time in Boston with other adventures in the area, you definitely do need a car.

In fact, Boston is the perfect place to kick off a New England road trip!

Make sure to reserve your rental car in advance on RentalCars.com.

Short on time? I recommend booking a Boston Harbor Sunset Cruise or the Boston Tea Party Ships & Museum!

1. Walk The Freedom Trail

Walking the Freedom Trail is my #1 recommendation in Boston.

Whether you’re a history buff, or just want to see the city’s best sights, Boston’s Freedom Trail is a must-do.

This 2.5-mile scenic path, marked by red brick on the sidewalk, winds through many of the city’s notable areas. 

Each of the 16 stops on the trail are significant sites of the American Revolution, or other moments in the country’s history. 

These include Faneuil Hall Marketplace and the Old State House, continuing on to North End. 

For a more in-depth experience, guided tours are available.

I recommend this highly-rated Freedom Trail: Small Group Tour of Revolutionary Boston. Click here to check availability on Viator!

Overall, The Freedom Trail offers a glimpse into the rich tapestry of American history and provides an excellent opportunity to explore Boston’s diverse neighborhoods.

Pro tip: This handy dandy map is perfect for navigating the Freedom Trail.

2. Visit The Boston Common

Established in 1634, the Boston Common is the oldest public park in the United States.

Visiting the Boston Common offers a serene retreat from the bustling city streets, and a glimpse into the city’s rich history.

You can stroll along its picturesque pathways, relax on the lush green lawns, and admire iconic landmarks such as the Soldiers and Sailors Monument and the Parkman Bandstand.

The park’s tranquil setting is the perfect backdrop for a relaxing picnic or walk.

The Boston Common also serves as a vibrant gathering place for community events, festivals, and performances throughout the year.

The popular Frog Pond offers fun for all ages, transforming from a splash pad in the warmer months to a magical ice skating rink in the winter.

3. Relax in Boston Public Garden

Located adjacent to the Boston Common, the Boston Public Garden is the first public botanical garden in America.

It’s one of the best things to do in Boston for its timeless beauty, tranquil atmosphere, and rich botanical diversity.

The garden’s centerpiece, the iconic Swan Boats, gracefully glide across the serene waters of the lagoon, providing a quintessential Boston experience.

With meticulously maintained flower beds and iconic sculptures like the George Washington Statue, the Boston Public Garden is a haven for nature lovers and photographers alike.

Pro tip: If you’re visiting in the fall, both the Boston Common and Boston Public Garden are some of the best places to see fall colors without leaving the city.

4. Take a Boston Harbor sunset cruise

Embarking on a Boston Harbor sunset cruise combines stunning views, tranquil waters, and the captivating beauty of the setting sun.

As you set sail across the harbor, you’ll be treated to panoramic vistas of Boston’s iconic skyline, historic landmarks, and picturesque waterfront.

I recommend this highly-rated Boston Harbor Sunset Cruise. Click here to check availability on Viator!

5. Explore the Back Bay Neighborhood

With its picturesque streets lined with Victorian brownstones, designer stores, and trendy restaurants, Back Bay exudes a timeless charm.

Stroll down iconic streets like Newbury Street, home to designer stores such as Chanel and five-star hotels like The Newbury Boston.

Afterwards, head down Commonwealth Avenue, which blooms with cherry blossoms in the spring.

Marvel at architectural gems such as Trinity Church, the Boston Public Library, and the John Hancock tower, all located in Copley Square.

Related: Boston Instagram Captions

6. Admire the Boston Public Library

The Boston Public Library is one of the city’s most iconic landmarks.

As the first publicly supported municipal library in the United States, it serves as a beacon of knowledge, culture, and architectural grandeur.

Visitors are immediately struck by the majestic facade of the McKim Building, with its grand marble staircase and intricate detailing.

Inside, the library’s vast collection of books, manuscripts, and artwork spans centuries and genres.

Whether you’re looking for a quiet study space, historical insight, or one of the most Instagrammable places in Boston, a visit to the Boston Public Library is a must.

7. Take a food tour

Taking a food tour in Boston is one of the best ways to experience the city’s rich culinary scene.

With its diverse neighborhoods and eclectic mix of eateries, Boston offers a culinary journey unlike any other.

A food tour allows you to sample a wide variety of dishes, without the hassle of planning anything yourself!

Whether you’re exploring the historic streets of the North End, or savoring artisanal treats in the South End, each neighborhood offers its own unique flavors and culinary traditions.

I recommend these highly-rated tours:

• Boston Small-Group Walking Food Tour with Tastings
• Boston’s North End Small Group Food Tour
• Boston Seafood Lovers Food & History Walking Tour
• Boston Delicious Donut Adventure & Walking Food Tour

8. Stroll Through Beacon Hill

Beacon Hill is a beautiful, historic neighborhood in Boston. 

It’s seriously my favorite part of the city! 

Strolling through Beacon Hill makes you feel like you’ve taken a step back in time.

Federal-style, colonial, and Victorian houses dating back to the 1700’s line the narrow, gaslit streets. 

I recommend grabbing a coffee from a nearby Beacon Hill coffee shop and taking a relaxing morning or evening walk through the neighborhood. 

While you’re there, you must visit the iconic Acorn Street, a picturesque street still lined with cobblestones.

Due to its charm and historic appeal, Acorn Street is one of the most photographed streets in the United States. 

Afterwards, make your way to Louisburg Square, where you’ll find some of Beacon Hill’s most lavish residences. 

This place has a vibe of classy sophistication and timeless elegance, giving you a peek into how Boston’s elite lived way back when.

Beacon Hill is stunningly beautiful and packed with history, making it a spot you must check out in Boston.

9. Try Boston’s signature dishes

You can only say you visited Boston if you try some of its iconic foods! These include: 

• clam chowder 
• lobster rolls 
• cannolis 
• baked beans 
• Boston cream pie 
• oysters 
• Fenway Frank 

Union Oyster House

Recognized as America’s oldest restaurant, Union Oyster House is the go-to place for oyster lovers.

Their clam chowder is also a must-try dish.

The historical ambiance adds to the dining experience, making it unforgettable.

Visit Union Oyster House

Neptune Oyster

For arguably the best lobster roll in the city, head to Neptune Oyster in the North End.

This small, bustling spot may have a waiting line, but the fresh seafood is well worth the wait.

Visit Neptune Oyster

Mike’s Pastry

A trip to Boston wouldn’t be complete without a cannoli from Mike’s Pastry.

This iconic bakery draws crowds for its wide variety of cannoli flavors.

Prepare to be dazzled.

Visit Mike’s Pastry

The Boston Sail Loft

Known for its clam chowder and scenic waterfront views, The Boston Sail Loft offers a cozy, casual dining experience.

Their clam chowder has been a local favorite for years.

Visit The Boston Sail Loft

Omni Parker House

As the birthplace of the Boston Cream Pie, Omni Parker House is an essential stop for dessert enthusiasts.

Enjoy a slice of this classic treat in the restaurant where it was invented.

Visit Omni Parker House

Each of these establishments offers a unique taste of Boston’s rich culinary traditions, enhanced by their history, ambiance, and dedication to quality.

Be sure to check out their websites for current menus and any reservation requirements.

10. Visit Faneuil Hall Marketplace

Faneuil Hall is a bustling complex in downtown Boston, with a rich heritage dating back to 1742.

As one of the most popular stops on the Freedom Trail, Faneuil Hall has long served as a meeting place and market for locals and visitors alike.

It played a significant role in the American Revolution, hosting important speeches from revolutionaries like Samuel Adams.

Today, the marketplace encompasses a bustling array of shops, restaurants, and outdoor vendors.

Quincy Market, which is part of the complex, is a bustling food hall with a wide variety of eateries.

You can indulge in everything here from classic New England clam chowder and lobster rolls to international favorites like sushi and tacos.

The marketplace also hosts live performances, street musicians, and cultural events, adding to its lively atmosphere.

11. Discover the Isabella Stewart Gardner Museum

Founded in the early 1900s by Isabella Stewart Gardner, the Isabella Stewart Gardner Museum draws on the extraordinary founder’s vast art collection. 

Isabella was a woman truly ahead of her time.

She loved travel, rich culture, a bohemian lifestyle, and collecting art. 

She helped direct every detail of the construction of this grand, Venetian-style palazzo. Inside, paintings, sculptures, tapestries, and decorative art share space with impressive architecture. 

Not only is this museum one of the most instagrammable places in Boston, but there are also so many amazing works of art and history to learn about here. 

Did you know that 13 works of art were stolen from the museum in 1990, and the case remains unsolved to this day? 

The losses were estimated at $500 million, making it one of the largest thefts in history. The theft is now the subject of the Netflix documentary This Is a Robbery: The World’s Biggest Art Heist. 

There’s also a $10 million reward for information leading to the recovery of the works!

12. Wander around Harvard Square

Located just across the Charles River in the city of Cambridge lies the prestigious Harvard University.

The campus is steeped in rich history, stunning architecture, and fascinating museums to visit.

Harvard Square is the heart of this vibrant campus.

It features cafes, bars, and the iconic Harvard Coop, a massive bookstore.

One of the highlights on the Harvard campus is Annenberg Hall, whose gorgeous architecture resembles the Hogwarts Great Hall.

Don’t forget to rub the foot of the John Harvard Statue for good luck—it’s a tradition.

For a more in-depth experience, take a guided tour of Harvard University to tread in the footsteps of world leaders and famous alumni.

I recommend this highly-rated Harvard University Campus Guided Walking Tour. Click here to check availability on Viator!

13. Take a duck boat tour

To explore Boston in a unique style, look no further than a duck boat!

(This is one of my favorite memories from visiting Boston as a kid.)

These amphibious vehicles were originally used during WWII, but have been repurposed for tourism use.

Today, they offer a one-of-a-kind sightseeing adventure, combining land and water exploration in a fun and informative way.

On a duck boat tour, you get the opportunity to see iconic landmarks such as Faneuil Hall, the Old State House, and the USS Constitution from both the streets and the waterways of Boston Harbor.

With entertaining and knowledgeable guides providing insights into Boston’s past and present, duck boat tours offer a memorable experience for visitors of all ages.

I recommend this highly-rated Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River. Click here to check availability on Viator!

14. Catch a game at Fenway Park 

Whether you’re a baseball fan or just want a great place to keep the hubby happy (I’m the latter, lol), visiting America’s oldest baseball stadium is a Boston staple.

If you visit in-season, experiencing a Red Sox game at Fenway, with its electrifying energy and passionate fans, is truly unforgettable. 

If not, I recommend taking a guided tour to learn more about Fenway’s history.

Walking around Fenway Park is like stepping into a live chunk of American history.

Everywhere you look, there’s a story about an epic game or legendary players that’s played on the field.

During the tour, you’ll get to soak up the atmosphere of the ballpark, and sit in the oldest seats in Major League Baseball, offering a tangible connection to the past.

I recommend this highly-rated Tour of Historic Fenway Park. Click here to check availability on Viator!

Afterwards, stop for a drink at Bleacher Bar, a pub located under the bleachers in centerfield. 

The view is unrivaled!

15. Eat Your Way Through North End

Known as Boston’s Little Italy, North End is a lively neighborhood packed with wonderful Italian restaurants, coffeehouses, pastry shops, and old-school delis. 

It’s also Boston’s oldest neighborhood and home to several stops on the Freedom Trail, such as the Paul Revere House. 

While in North End, make sure to weigh in on the classic cannoli rivalry between Mike’s Pastry and Modern Pastry!

Related: Cocktail Instagram Captions

16. Take a day trip to Martha’s Vineyard

A visit to the iconic Martha’s Vineyard is one of the best ways to escape the city and experience New England’s natural beauty and charm.

This idyllic island offers a peaceful retreat with its pristine beaches, picturesque lighthouses, and quaint seaside villages.

You can spend the day exploring the island’s scenic landscapes, whether by biking along the coastal paths, strolling through charming towns like Edgartown and Oak Bluffs, or relaxing on one of the island’s many sandy shores.

Martha’s Vineyard also boasts a vibrant arts and culture scene, with art galleries and boutiques to explore.

Whether you want outdoor adventure, relaxation, or simply a change of pace, a day trip to Martha’s Vineyard offers a refreshing escape from the bustle of Boston.

If you’d like transportation and everything handled for you, I recommend this highly-rated Martha’s Vineyard Daytrip from Boston with Round-Trip Ferry & Island Tour Option. Click here to check availability on Viator.

17. Enjoy the views from Skywalk Observatory

The Skywalk Observatory is one of the best things to do in Boston, offering a breathtaking panoramic view of the city’s iconic skyline and surrounding landmarks.

Located atop the Prudential Tower in the heart of the Back Bay neighborhood, the observatory provides unparalleled 360-degree views of Boston and beyond.

From the bustling streets below to the shimmering waters of the Charles River, the vistas from the Skywalk offer a mesmerizing glimpse into the city’s diverse architecture and beautiful scenery.

I recommend getting your tickets in advance here: View Boston Observation Deck Admission Tickets. Click here to check availability on Viator!

18. Dive into history at the USS Constitution Museum

If you’re a history buff, hop on board the USS Constitution, the oldest naval vessel still floating.

Here, you can dive into early American naval history at the Charlestown Navy Yard. 

The USS Constitution Museum is your go-to for all the details about its epic role in the War of 1812 and how it became a symbol of American toughness and smarts. 

With cool interactive exhibits, folks of all ages can get a taste of sea life over 200 years ago. 

19. Visit the Samuel Adams Brewery

As one of America’s leading craft breweries, Samuel Adams has played a significant role in shaping the landscape of the craft beer industry.

A visit to the brewery provides a unique opportunity to learn about the brewing process firsthand.

Guided tours offer insight into the rich history and innovative spirit of Samuel Adams, while tastings allow you to sample a variety of award-winning brews.

20. Take a day trip to Salem, Massachusetts

Just a short drive from Boston, Salem is renowned for its infamous witch trials of 1692.

Visitors can explore historic sites such as the Salem Witch Museum, which provides insight into the events of the witch trials and their legacy.

The city’s charming downtown area is filled with quirky shops, art galleries, and restaurants perfect for exploring.

Whether you’re intrigued by history, fascinated by the supernatural, or simply want a day trip to a picturesque New England town, visiting Salem is one of the best things to do while you’re in Boston.

Related: 23 Best Things To Do In Salem, Massachusetts In October

21. Explore the Institute of Contemporary Art

The Institute of Contemporary Art (ICA) in Boston’s Seaport District is a cool cultural hotspot that brings together amazing art from all over the world. 

The place is stunning, with awesome architecture and views of the waterfront.

They’ve got a packed schedule with all sorts of exhibitions, performances, movies, and even classes to get into. 

Whether you’re interested in exploring modern art or exploring works by some of the big names in contemporary art, the ICA has you covered.

Plus, they’re all about bringing new ideas, diversity, and conversation to the table, making them a standout in Boston’s cultural scene. 

Oh, and make sure to stop by the ICA’s deck – the views of Boston Harbor are unbeatable.

Posted By: Arabella · In: massachusetts, travel, usa