Are you planning a trip to Boston, Massachusetts? Look no further! In this guide, we will take you on a virtual tour of the best things to do in Boston.
From historical landmarks to vibrant neighborhoods, this city has something for everyone. Whether you’re a history buff, a foodie, or a nature enthusiast, Boston will not disappoint.

So, let’s dive in and explore all that this fascinating city has to offer!
Walk the Freedom Trail

If there’s one thing you must do in Boston, it’s walking the Freedom Trail. This 2.5-mile pathway takes you through the city’s rich history and leads you to significant sites from the American Revolutionary War.
Along the trail, you’ll visit landmarks like the Boston Massacre Site, Granary Burying Ground, and Paul Revere’s House.
The Freedom Trail is a must-see for history lovers and offers a unique opportunity to immerse yourself in the city’s past.
Explore Boston Common
As the oldest park in the United States, Boston Common is a must-visit destination for any traveler. Located near the starting point of the Freedom Trail, this green oasis is a perfect place to relax and soak in the city’s atmosphere.
Take a stroll, have a picnic, or simply enjoy the beautiful surroundings. Boston Common is also a popular spot for events and festivals throughout the year.
Discover Boston on a Walking Tour
One of the best ways to immerse yourself in the rich history and culture of Boston is by taking a walking tour.
The Freedom Trail walking tours are a popular choice for visitors, as they showcase a collection of historical sites from the 17th to the 19th century while telling the story of the American Revolution.
Led by knowledgeable tour guides in 18th-century costumes, these tours offer a fascinating glimpse into the city’s past.
Depending on your interests, you can choose from a variety of tour options, such as the Walk into History, Revolutionary Women, African-American Patriots, or Historic Pub Crawl.
Most walking tours cover a distance of one mile or less and take around 90 minutes to complete. After the tour, be sure to leave some time to explore your favorite attractions in more depth.
Indulge in a North End Food Tour
Known as Boston’s Little Italy, the North End is a neighborhood filled with rich history and delicious cuisine. Embark on a food tour and explore the area’s culinary delights.
Sample authentic Italian dishes, enjoy a slice of pizza, and treat yourself to a cannoli from one of the local bakeries.
A food tour in the North End is a perfect way to immerse yourself in the culture and flavors of this vibrant neighborhood.
Immerse Yourself in History at the Boston Tea Party Ships and Museum
Step back in time and relive one of the most significant events in American history at the Boston Tea Party Ships and Museum.
This interactive museum offers a unique experience where you can “participate” in the Boston Tea Party, climb aboard a replica of the tea-storing ship, and learn about the aftermath of this historic event.
Don’t forget to sample the teas that were thrown overboard during the Boston Tea Party at Abigail’s Tea Room.
Head to College for a Day at Harvard

Located just outside of Boston in Cambridge, Harvard University is one of the most prestigious Ivy League colleges in the United States.
A visit to Harvard offers a unique opportunity to explore the campus and experience the academic atmosphere firsthand.
The Harvard University Visitor Center provides a free in-person Historical Tour of Harvard, led by knowledgeable student guides.
The tour takes you through Harvard Yard, the oldest part of the university, and highlights significant points of interest, such as the John Harvard statue.
While on the tour, you’ll learn about the university’s history and traditions, as well as its notable alumni.
Discover Local Delights at the Boston Public Market
For a quick bite to eat or a taste of local produce, head to the Boston Public Market. This year-round indoor market is home to a variety of local vendors selling fresh ingredients, fruits, vegetables, and quick-serve meals.
Explore the stalls, try some of the seasonal offerings, and support local businesses. The Boston Public Market is a food lover’s paradise and a great place to experience the city’s culinary scene.
Savor the Boujee Croissants at Tradesman Coffee Shop and Lounge
If you’re a coffee lover, a visit to Tradesman Coffee Shop and Lounge is a must. This unique spot transforms from a coffee shop during the day to a cocktail lounge at night.
Indulge in their excellent coffee, but don’t miss out on their boujee croissants. With rotating flavors like red velvet and a creamy filling, these croissants are a treat for your taste buds.
The vintage vibe and cozy ambiance make Tradesman Coffee Shop and Lounge a perfect spot to relax and enjoy your morning brew.
Sample Street Food at Quincy Market
Located in the heart of Boston, Quincy Market is a bustling marketplace that offers a wide variety of street food and local specialties.
Established in 1826, this historic landmark has been serving hungry visitors for over a century, making it a must-visit destination for food lovers.
With over 50 food vendors to choose from, Quincy Market offers a diverse range of culinary delights. Whether you’re in the mood for seafood, international cuisine, or classic American fare, you’ll find something to satisfy your cravings.
Venture Beyond the City on a Day Trip
While Boston has plenty to offer, don’t miss the opportunity to explore the surrounding area. Take a day trip and discover the beauty of New England.
Whether you’re looking for a coastal escape, a mountain adventure, or a charming historical town, there’s a day trip for every taste.
From Cape Cod to Salem, the options are endless. Expand your Boston experience and uncover the hidden gems of New England.
Explore the Serenity of the Boston Public Garden
Located across the street from Boston Common, the Boston Public Garden is a tranquil escape from the bustling city.
With its lush greenery, beautiful bridges, and picturesque pond, the garden offers a serene atmosphere for a stroll or a moment of relaxation.
Admire the well-manicured plants, take a ride on a Swan Boat, and don’t forget to visit the iconic “Make Way for Ducklings” statue. Boston Public Garden is a true oasis in the heart of the city.
Indulge in a Boston Cream Pie at the Omni Parker House
No visit to Boston is complete without trying the iconic Boston Cream Pie. For the ultimate experience, head to the Omni Parker House, where this delectable dessert was first served in 1856.
Located on the Freedom Trail, the Omni Parker House offers a taste of history along with its famous Boston Cream Pie.
Make sure to try their Boston Cream Pie Martini for a sweet and unique twist on a classic cocktail.
Capture the Charm of Acorn Street
Make your way to Acorn Street, often referred to as the most photographed street in the United States. This charming alleyway in Beacon Hill is known for its cobblestone streets, brick buildings, and historic ambiance.
Take a stroll and capture the essence of Boston’s architecture and heritage. Remember to visit early in the morning to avoid crowds and have the street all to yourself for the perfect photo opportunity.
Cheers to a Visit at the Cheers Bar
If you’re a fan of the 1980s TV series Cheers, you can’t miss a visit to the Cheers Bar. Located on Beacon Hill, this iconic establishment allows you to step into the world of the beloved show.
Whether you’re a regular or just stopping by for a quick photo, Cheers Bar is a fun and nostalgic destination in Boston.
Don’t forget to visit the real location on Beacon Hill for an authentic experience.
Discover the Vibrant Faneuil Hall Marketplace
As a significant stop on the Freedom Trail, Faneuil Hall is a must-visit destination in Boston. Explore the Faneuil Hall Marketplace, consisting of four buildings: Faneuil Hall, Quincey Market, North Market, and South Market.
Faneuil Hall is steeped in history, while Quincey Market is bustling with vendors offering a variety of food and unique handmade goods.
Take a break, grab a bite to eat, and soak in the lively atmosphere of this iconic marketplace.
Dive into Marine Life at the New England Aquarium
For a fun and educational experience, visit the New England Aquarium. Home to thousands of sea animals, this aquarium offers a glimpse into the wonders of marine life.
From majestic sea turtles to playful penguins, you’ll have the opportunity to see a variety of fascinating creatures. Don’t miss the four-story Great Ocean Tank and the Shark and Ray Touch Tank.
The New England Aquarium is a perfect destination for families and animal lovers.
Immerse Yourself in Italian Delights at Eataly Boston
Eataly Boston is a culinary paradise for Italian food enthusiasts. This large Italian marketplace features several restaurants, retail items, and more.
Wander through the aisles, explore the selection of imported goods, and enjoy a glass of wine at one of the restaurants.
Eataly is a perfect spot for a quick lunch or a leisurely exploration of Italian cuisine. Indulge in the flavors of Italy right in the heart of Boston.
Marvel at the Architecture of Boston Public Library
Boston Public Library is a treasure trove for book lovers and architecture enthusiasts alike. With its stunning architecture, beautiful murals, and ornate details, the library is a feast for the eyes.
Take a self-guided tour, explore the vast collection of books, and appreciate the grandeur of this historic institution.
Don’t miss the opportunity to visit the outdoor courtyard, a serene oasis in the heart of the city.
Satisfy Your Sweet Tooth at Kane’s Donuts
One thing New Englanders love is their donuts, and Kane’s Donuts is a local favorite.
With a wide array of flavors, including the classic Boston Cream Pie and unique creations like Mint Chip and Espresso, Kane’s Donuts is a must-visit for all donut enthusiasts.
Treat yourself to these delightful pastries and discover why they have been a staple in the region for decades. Don’t forget to try the cannoli at Mike’s Pastry for another sweet indulgence.
Immerse Yourself in Baseball History at Fenway Park
For sports fans, a visit to Fenway Park is a must. As the oldest ballpark in Major League Baseball, Fenway Park is steeped in history and offers a unique baseball experience.
Catch a game and cheer on the Boston Red Sox, or take a guided tour to learn about the stadium’s rich heritage.
Whether you’re a die-hard baseball fan or simply appreciate the sport, Fenway Park is a must-visit destination in Boston.
Dine at MIDA for a Unique Culinary Experience
If you’re looking for a unique dining experience, head to MIDA in the South End neighborhood.
This local gem offers a modern twist on Italian cuisine with dishes like carbonara that will leave your taste buds craving for more.
Indulge in their excellent drinks, savor the delectable food, and soak in the cozy ambiance. MIDA is a hidden culinary gem that showcases the diverse culinary scene of Boston.
Soak in the Boston Skyline at Lookout Rooftop & Bar
For breathtaking views of the Boston skyline, head to Lookout Rooftop & Bar. Located in the Seaport District, this rooftop bar offers panoramic views of the city and is the perfect spot to watch the sunset.
Sip on a cocktail, savor delicious bites, and enjoy the vibrant atmosphere. Lookout Rooftop & Bar is a hidden gem that provides a unique perspective of Boston’s beauty.
Wander Through the Pages of Brattle Book Shop
Book lovers rejoice! Brattle Book Shop is a haven for literary enthusiasts. With its extensive collection of used, rare, and antique books, this iconic bookstore is a treasure trove waiting to be explored.
Lose yourself in the stacks, discover hidden gems, and immerse yourself in the world of literature. Whether you’re a casual reader or a serious bibliophile, Brattle Book Shop is a must-visit destination in Boston.
Go Sailing in Boston Harbor

Boston Harbor is a picturesque and historic sailing area that offers stunning views of the city skyline and a rich maritime heritage.
Whether you’re an experienced sailor or a beginner, exploring the harbor on a sailboat is a fantastic way to enjoy the beauty of Boston from the water.
The harbor is home to a variety of sailing clubs and organizations that offer sailing experiences for all skill levels. From large cruises to small boats, you can choose the type of sailing adventure that suits your preferences.
As you sail through the harbor, you’ll have the opportunity to admire the diverse architecture of Boston and learn about the city’s maritime history from knowledgeable guides.
One highly recommended sailing experience is the Courageous Sailing tour, which offers a two-hour sail on Boston Harbor aboard a small boat.
This intimate and personalized tour allows you to enjoy the tranquility of the water while taking in the breathtaking views of the city.
Step Into History at Paul Revere House
Another stop along the Freedom Trail, Paul Revere House offers a glimpse into the life and times of this iconic figure in American history.
Explore the historic house, view the original furnishings, and learn about Paul Revere’s role in the American Revolution.
Located in the North End, Paul Revere House is a must-visit for history buffs and anyone interested in Boston’s rich heritage.
Taste New England Seafood at Union Oyster House
For a taste of New England’s seafood, visit the Union Oyster House. Established in 1826, this historic restaurant is the oldest in Boston and offers an authentic dining experience.
Indulge in fresh clams, oysters, lobster rolls, and other seafood delicacies. The Union Oyster House is a must-visit for seafood lovers and history enthusiasts alike.
Ride a Trolley
For a more relaxed and convenient way to see the sights of Boston, hop on a trolley and enjoy a guided tour of the city.
The Old Town Trolley offers a variety of tours and packages that cover all the major areas, including Downtown, Beacon Hill, Back Bay, the Theater District, and the Waterfront District.
This mode of transportation is especially convenient for first-time visitors and families with small children.
One of the highlights of trolley tours is the flexibility they offer. You can choose a one or two-day hop-on-hop-off option, which allows you to explore the city at your own pace.
Additionally, there are themed tours available, such as the Spooky Ghosts and Gravestones tour or the Boston Tea Party Ships and Museum tour.
The trolley tours provide excellent commentary on the city’s history and attractions, making it a great way to learn more about Boston while enjoying a comfortable ride.
Parking is available nearby, and you can easily access the trolley stops from popular areas of the city.
Shop and Dine on Newbury Street
Newbury Street is a shopper’s paradise in the heart of Boston. With its array of boutiques, chain stores, and dining options, this vibrant street offers something for everyone.
Explore the shops, indulge in a shopping spree, and treat yourself to a meal at one of the many restaurants. From fashion to home decor, Newbury Street has it all.
Immerse Yourself in the Local Culture
Beyond the must-visit attractions, Boston offers a vibrant cultural scene. Attend a performance at the Boston Symphony Orchestra, explore the Museum of Fine Arts, or catch a show at one of the city’s renowned theaters.
From art and music to theater and dance, Boston has a thriving cultural scene that should not be missed.
Explore the Serenity of Beacon Hill
Beacon Hill is one of Boston’s most picturesque neighborhoods, known for its historic charm and beautiful architecture.
Take a stroll through the cobblestone streets, admire the gas street lamps, and soak in the ambiance of this quaint neighborhood.
Don’t forget to visit the iconic Acorn Street, the most photographed street in the United States. Beacon Hill is a hidden gem that showcases the timeless beauty of Boston.
Conclusion
Boston, Massachusetts, is a city that seamlessly blends history, culture, and culinary delights. From walking the Freedom Trail to savoring local cuisine, exploring vibrant neighborhoods, and immersing yourself in the city’s rich heritage, there’s something for everyone in Boston.
So, pack your bags and get ready to experience the best things to do in Boston. This city will captivate you with its charm, leaving you with memories that will last a lifetime.
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