23 Best Fun Things to Do In Boston IN May MA

May is a fantastic time to visit Boston! The weather is warming up, flowers are blooming, and there are plenty of fun activities happening all over the city. Whether you are a local or a visitor, there is something exciting to do at every turn. From outdoor festivals to historical sites, Boston offers a variety of experiences that everyone can enjoy.

In this guide, we will be looking at some of the best things to do in Boston during May. You can check out vibrant events, visit museums, or take leisurely walks along the scenic waterfront. Each experience offers a unique taste of this amazing city, making May a perfect time to enjoy everything Boston has to offer!

Things to Do In Boston IN May MA

1. Walk the Freedom Trail to Discover Boston’s Rich History

The Freedom Trail is a 2.5-mile route that takes you through the heart of Boston’s historical sites. Walking this trail is like stepping back in time, connecting visitors to significant events in American history. As you stroll along, you’ll discover 16 historical sites, including churches, parks, and museums.

Start your adventure at the Boston Common, the oldest park in the United States. From there, follow the brick-lined path. Along the way, you’ll encounter the Massachusetts State House, which offers guided tours. The trail also leads to sites like Paul Revere’s House and the Old North Church, where you’ll learn about the American Revolution.

Along the Freedom Trail, informative plaques guide you through Boston’s history. You can explore the many stories that shaped the nation while enjoying the vibrant atmosphere of the city. Each stop has its own unique story that adds to the rich tapestry of Boston’s past.

The trail is suitable for all ages. Whether you’re a history buff or a casual visitor, you’ll find something fascinating. Make sure to wear comfortable shoes and enjoy the sights and sounds of this lively city.

Walking the Freedom Trail is an unforgettable experience. History comes alive as you walk where the founding fathers once walked.

Address: 139 Tremont St, Boston, MA 02111.

2. Explore the Boston Public Garden and Take a Swan Boat Ride

The Boston Public Garden is a stunning oasis in the heart of the city. This beautiful park features lush greenery, vibrant flowers, and iconic statues. A visit isn’t complete without hopping on a Swan Boat for a relaxing ride on the lagoon.

As you float on the water, you’ll get unique views of the surrounding gardens and city skyline. The Swan Boats have been a tradition for over a century, providing a delightful experience for visitors. Each ride lasts about 15 minutes and is perfect for families and couples alike.

You can also stroll through the park’s winding paths, enjoying the charm of the various flowerbeds. The park’s centerpiece, the lagoon, is home to the famous Make Way for Ducklings statue. Kids and adults enjoy snapping photos of the playful ducks!

The Boston Public Garden is a great place for a picnic too. Grab some snacks from a nearby café and enjoy them on the grass. Relax and watch the world go by as you soak in the beauty of this historic park.

Visiting the Boston Public Garden is a refreshing break from the city hustle. It’s a peaceful retreat amid the urban energy.

Address: 4 Charles St, Boston, MA 02116.

3. Visit the Museum of Fine Arts for Stunning Art Collections

The Museum of Fine Arts (MFA) in Boston is a treasure trove for art lovers. It houses an impressive collection of works, spanning centuries and cultures. From ancient artifacts to contemporary masterpieces, there’s something for everyone.

As you enter, don’t miss the stunning Impressionist paintings. The MFA boasts one of the largest collections outside of France, featuring works by Monet and Renoir. Each piece invites you to explore its history and artistic techniques deeply.

In addition to famous paintings, the museum showcases American art, Asian art, and even ancient Egyptian artifacts. The diverse collections reflect Boston’s rich cultural history and its commitment to the arts. The museum also hosts rotating exhibitions, ensuring that each visit offers new experiences.

Take your time to wander through the various galleries. There are also guided tours available if you want to learn more about specific pieces. Don’t forget to check out the museum’s gift shop and café before you leave!

A trip to the Museum of Fine Arts is a feast for the senses. It’s a culturally enriching experience that delights visitors of all ages.

Address: 465 Huntington Ave, Boston, MA 02115.

4. Check Out the New England Aquarium and Its Marine Exhibits

The New England Aquarium is a must-visit for marine enthusiasts. Located on Boston’s waterfront, it offers visitors a chance to explore the wonders of the ocean. From the moment you step inside, you are greeted by vibrant marine life.

The centerpiece of the aquarium is the Giant Ocean Tank. This stunning exhibit, filled with tropical fish and sea turtles, is a breathtaking sight as it rises four stories high. Don’t forget to check the feeding times, where divers feed the fish while sharing interesting facts about them.

In addition to the ocean tank, the aquarium features interactive exhibits. You can touch stingrays and small sharks in the touch tank, making the experience fun and educational. The IMAX theater also shows exciting films related to marine life.

Take a break in the aquarium’s café, which offers stunning harbor views. Enjoy a meal while watching boats pass by. The location is perfect for a day out with family or friends.

Visiting the New England Aquarium is an adventure you won’t forget. Learn about marine conservation while enjoying the beauty of underwater life.

Address: 1 Central Wharf, Boston, MA 02110.

5. Stroll Through the Historic North End and Enjoy Authentic Italian Cuisine

The North End is Boston’s charming Italian neighborhood, known for its historic streets and excellent cuisine. Strolling through the narrow alleyways, you’ll feel the rich heritage that permeates the area.

Start your visit at Hanover Street, where the aroma of fresh bread and pasta fills the air. Stop by famous bakeries like Mike’s Pastry to indulge in delicious cannoli. Each bite is a sweet treat you won’t want to miss!

The North End is not just about food, though. Visit historic sites like the Paul Revere House and Old North Church to learn about Boston’s revolutionary past. These landmarks are a testament to the area’s significance in American history.

Don’t forget to enjoy a traditional Italian meal at one of the many trattorias. From pasta dishes to authentic pizzas, the cuisine will leave you wanting more. Many restaurants also offer outdoor seating, so you can enjoy your meal al fresco.

Exploring the North End is a feast for the senses, combining history and delicious Italian flavors. It’s a perfect spot for a leisurely day spent enjoying food and culture.

Address: 17 North Sq, Boston, MA 02113.

6. Take a Guided Tour of Fenway Park, the Oldest Major League Baseball Stadium

Fenway Park is a must-visit for sports fans! As the oldest Major League Baseball stadium, it is rich with history and charm. Taking a guided tour offers an insider’s perspective on America’s favorite pastime.

During the tour, you’ll walk through the iconic Green Monster, Fenway’s famous left-field wall. It’s a fantastic photo opportunity! Don’t forget to visit the press box and the players’ tunnel, where many baseball legends have walked.

The knowledgeable guides share fascinating stories about the park’s history, its construction, and the legendary players who’ve graced the field. You’ll learn about unforgettable moments that made Fenway Park an iconic venue.

Tours are available year-round, and they typically last about an hour. Check the schedule for special events, like guided tours during baseball season.

Exploring Fenway Park is not just about baseball; it’s about experiencing a significant part of Boston’s cultural heritage. Every visit leaves you with lasting memories of America’s beloved sport.

Address: 4 Yawkey Way, Boston, MA 02215.

7. Visit the Boston Tea Party Ships & Museum for an Interactive Experience

The Boston Tea Party Ships & Museum offers a unique and immersive journey back to 1773. This interactive experience allows you to step into the shoes of revolutionary patriots. It’s a fantastic way to learn about the events that shaped American history.

Visitors engage with live actors recreating the historic moment when colonists protested British taxation. You can toss tea overboard just like they did during the Boston Tea Party. Experience the excitement and emotions that fueled the revolution!

The museum features fully restored tea ships and multimedia exhibits that bring the story to life. You’ll learn about the historical context and significance of the Boston Tea Party through engaging storytelling.

The museum offers various guided tours, including special events and educational programs. Check the schedule to ensure you don’t miss out on themed experiences!

A visit to the Boston Tea Party Ships & Museum is an educational adventure. It’s a fun way to connect with history and understand the spirit of America’s fight for independence.

Address: 306 Congress St, Boston, MA 02210.

8. Enjoy a Scenic View from the Top of the Hub at the Prudential Center

For stunning views of Boston, head to the Top of the Hub, located in the Prudential Center. This restaurant and observation deck on the 52nd floor offers panoramic vistas of the city skyline and beyond. You’ll be amazed by the breathtaking scenery!

The views are striking both day and night. On a clear day, you can see as far as 70 miles! As you enjoy your drink or meal, take in sights like the Charles River, Boston Common, and the intricate architecture of historic buildings.

Top of the Hub also offers a fine dining experience, featuring delicious seasonal dishes. Whether you’re celebrating a special occasion or just want to take in the artwork, it’s a memorable outing.

Don’t forget to check for special events and live music nights. Enjoying jazz music while watching the city sparkle at night is an experience you won’t forget!

Visiting the Top of the Hub is a delightful way to experience Boston from a new perspective, blending great food with stunning views.

Address: 800 Boylston St, Boston, MA 02199.

9. Explore the Boston Science Museum and Its Interactive Exhibits

The Boston Science Museum is an exciting destination for families and science enthusiasts alike. With over 700 interactive exhibits, it encourages curiosity and exploration. You can easily spend hours engaging with the displays.

Kids and adults can participate in hands-on experiments that make science fun and accessible. The museum covers a wide range of topics, from the wonders of the universe to the intricate systems of the human body. It’s a fantastic opportunity to learn while having fun.

The museum also boasts an IMAX theater, where you can catch educational films in stunning high definition. Don’t miss the live presentations at the presentation theater, where educators engage visitors with fascinating topics.

Additionally, the museum has a stunning rooftop garden that offers beautiful views of the Boston skyline. It’s the perfect spot for a relaxing break while contemplating the wonders of science.

Visiting the Boston Science Museum is an adventure full of learning and discovery. It’s an experience that inspires curiosity and a love for science.

Address: 1 Science Park, Boston, MA 02114.

10. Relax in Christopher Columbus Waterfront Park Along the Harbor

Christopher Columbus Waterfront Park is a lovely spot to unwind in Boston. Located along the harbor, this park features beautiful gardens, walking paths, and stunning views of the water. It’s the perfect escape from the city’s hustle and bustle.

You can enjoy a leisurely walk along the waterfront and take in the fresh sea air. The park’s landscaped gardens are filled with colorful flowers and provide a peaceful setting for relaxation. Families can gather for a picnic on the grass, enjoying the warm sun and scenic views.

Kids will love the park’s playground, which has plenty of space for them to run and play. The park also hosts various events and festivals throughout the year, making it a vibrant part of the community.

Don’t forget to take in the lovely views of Boston Harbor and the historic buildings nearby. The area is great for photos, especially at sunset when the colors reflect on the water.

Relaxing in Christopher Columbus Waterfront Park is a delightful way to experience the beauty of Boston’s waterfront. It’s a perfect spot for families, couples, and solo visitors.

Address: 110 Atlantic Ave, Boston, MA 02110.

11. Discover the History at the Boston National Historical Park

Boston National Historical Park encompasses some of America’s most significant historical sites. From the Freedom Trail to the Boston Tea Party, this park is an outdoor exhibit of the nation’s revolutionary history. It invites visitors to step back in time as they explore.

The park features several key locations, including Bunker Hill Monument and Charlestown Navy Yard. Each site offers a unique glimpse into America’s fight for independence. Educational programs and guided tours provide insights into the events that shaped the nation.

Walking through the park, you can enjoy the historical significance surrounding you. From the iconic cannon at the Navy Yard to the towering Bunker Hill Monument, there’s so much to explore. The park also has numerous walking trails, making it accessible for families and groups.

Visitors can join ranger-led programs for hands-on experiences that make history come alive. These activities are perfect for kids and adults alike.

Exploring the Boston National Historical Park is an adventure filled with learning and discovery. It’s a chance to connect with the past while enjoying the beauty of the city.

Address: 15 State St, Boston, MA 02109.

12. Attend a Live Performance at the Boston Symphony Orchestra

The Boston Symphony Orchestra is a cultural gem in the city. Known for its outstanding performances, the orchestra offers a variety of concerts throughout the year. Enjoy classical music, contemporary pieces, and even popular film scores performed by world-class musicians.

The concert hall, Symphony Hall, is renowned for its incredible acoustics and beautiful design. When you attend a concert, you’re not just listening to music; you’re experiencing it in a breathtaking environment. The hall enhances every note and allows the music to resonate.

Throughout the season, the BSO hosts special events and guest performances. It’s common to see famous soloists and conductors grace the stage, offering visitors a chance to witness musical genius up close.

Check the schedule for family-friendly performances, which are perfect for introducing kids to the beauty of classical music. Pre-concert talks are also available for those who want to learn more about the pieces being performed.

Attending a performance at the Boston Symphony Orchestra is an enriching cultural experience. It’s a perfect night out, allowing you to enjoy world-class music in a stunning venue.

Address: 301 Massachussets Ave, Boston, MA 02115.

13. Go to the Boston Common for a Picnic and Outdoor Activities

The Boston Common is America’s oldest public park, making it a fantastic spot for relaxation and recreation. It’s centrally located, allowing easy access for both locals and visitors. The expansive green lawns are perfect for picnics, sports, and leisurely walks.

Pack a picnic basket and enjoy a meal surrounded by nature. The park is filled with trees, ponds, and diverse wildlife, making it a peaceful escape from the city’s busy atmosphere. Kids can play on the grass or at the playground, while adults relax on blankets under the shade.

In the winter, the park turns into a wonderland with ice skating on the Frog Pond. In the spring, you’ll see vibrant flowers blooming, and in the fall, the foliage provides a breathtaking backdrop for your outdoor activities.

Special events often take place in the Common, including concerts, film screenings, and festivals. There’s always something happening in this lively space.

Visiting the Boston Common is a wonderful way to embrace the outdoors while enjoying the city’s rich history. It’s a cherished gathering place for everyone!

Address: 139 Tremont St, Boston, MA 02111.

14. Take a Harbor Cruise to See the City from the Water

Experiencing Boston from the water is a unique adventure! Harbor cruises offer stunning views of the skyline and the harbor, revealing the city from a different perspective. You can enjoy narrated tours that tell the history while taking in beautiful sights.

Cruises vary in length and theme, ranging from 45-minute scenic tours to dinner cruises. Some companies also offer whale watching and sunset cruises, creating unforgettable experiences. Relax on deck as you spot landmarks like the USS Constitution and the Boston skyline.

The fresh sea air and stunning views provide the perfect backdrop for relaxation or celebration with friends and family. It’s a fantastic way to spend an afternoon or evening.

Don’t forget to bring your camera! The views are breathtaking, especially as the sun sets over the harbor.

Taking a harbor cruise is a fantastic way to see the city and learn about its maritime history. It’s an experience that you shouldn’t miss during your visit to Boston.

Address: 1 Long Wharf, Boston, MA 02110.

15. Visit the USS Constitution Museum to Learn About Naval History

The USS Constitution Museum is an excellent destination for those interested in naval history. Located in the Navy Yard, it’s home to the oldest commissioned warship afloat in the world, the USS Constitution. The museum offers interactive exhibits and educational programs that engage visitors of all ages.

Explore displays that highlight the ship’s history, battles, and the lives of naval sailors. Kids will enjoy hands-on activities that make the history come alive. You can learn about the ship’s construction and the role it played in American naval history.

Don’t miss the chance to board the USS Constitution itself. Guided tours allow visitors to see the ship up close and learn about its impressive design and function.

The museum hosts various family-friendly events throughout the year, so check their schedule for special programs or activities.

Visiting the USS Constitution Museum offers a fun and educational experience. It’s an exciting way to connect with history and appreciate the U.S. Navy’s legacy.

Address: Building 22, Charlestown Navy Yard, Boston, MA 02129.

16. Explore the Isabella Stewart Gardner Museum and Its Unique Architecture

The Isabella Stewart Gardner Museum is a stunning blend of art and architecture. The museum houses an impressive collection of European, Asian, and American art, all within a beautiful Venetian-style palace. The moment you step inside, you’ll feel transported to another world.

Each gallery is thoughtfully designed, surrounding visitors with breathtaking artwork. The museum features works by artists like Rembrandt, Botticelli, and Degas. The arrangement reflects Isabella’s personal tastes and passion for art.

The museum’s courtyard, filled with greenery and vibrant flowers, offers a peaceful escape from the city. It’s a picturesque spot to relax and reflect on the art you’ve seen.

The Gardner Museum also hosts special events, concerts, and lectures throughout the year. Don’t forget to check their calendar for unique experiences!

Visiting the Isabella Stewart Gardner Museum is not just a trip to see art; it’s a journey through beauty and culture. It’s a must-see for anyone visiting Boston.

Address: 25 Evans Way, Boston, MA 02115.

17. Attend the Boston Calling Music Festival for Live Music Performances

Boston Calling Music Festival is a fantastic event for music lovers. Held twice a year, the festival features a diverse lineup of artists from various genres. From rock to hip-hop, you’re sure to find something that suits your taste.

Attending this festival is a great way to experience Boston’s vibrant music scene. The atmosphere is electric with live performances, art installations, and food trucks. Explore the festival grounds as you discover new bands and enjoy the creative energy.

The festival takes place in a unique location, with multiple stages for performances. You can catch up-and-coming artists as well as well-known headliners, making for exciting and memorable experiences.

Plan to spend a full day enjoying the music, local food, and community vibes. The festival also features activities for all ages, making it a perfect outing for friends and family.

Attending Boston Calling is a highlight of the year for many locals and visitors. It’s a great way to create lasting memories in a lively and musical environment!

Address: Harvard University Athletic Complex, Allston, MA 02134.

18. Discover the Historic Sites at Beacon Hill Neighborhood

Beacon Hill is one of Boston’s most picturesque neighborhoods, known for its historic charm and cobblestone streets. Walking through this area feels like visiting a different time, with its beautiful brownstones and gaslit street lamps.

The neighborhood is home to many notable sites, including the Massachusetts State House and the historic homes of past dignitaries. You’ll find small boutiques, cozy cafés, and local art galleries that provide a quaint atmosphere perfect for exploring.

Don’t forget to visit the nearby Acorn Street, often considered one of the most photographed streets in America. Its narrow, brick-paved pathway showcases the quintessential New England charm.

Beacon Hill is also great for enjoying outdoor spaces, including the picturesque Boston Common and Public Garden, located nearby.

Exploring Beacon Hill is a delightful experience. It’s a chance to appreciate Boston’s rich history while enjoying the beauty of its architecture.

Address: Beacon Hill, Boston, MA 02108.

19. Visit the Boston Public Library, a Stunning Architectural Gem

The Boston Public Library is more than just a place to borrow books; it’s an architectural masterpiece. Built in 1895, the library features stunning Renaissance-style architecture and beautiful courtyards. Visitors are welcome to explore this cultural gem.

Make sure to admire the intricate murals and grand reading rooms as you wander through the impressive halls. The library also holds a vast collection of books, maps, and manuscripts, perfect for research and exploration.

You can also attend various events, lectures, and art exhibitions hosted by the library throughout the year. With free access to many resources, it’s a great place for students and lifelong learners.

The outdoor space, known as the Courtyard, provides a lovely setting to relax with a book or enjoy peaceful moments away from the city noise.

Visiting the Boston Public Library is an enriching experience. Whether you’re an art lover, bibliophile, or history enthusiast, you’ll find something inspiring within its walls.

Address: 700 Boylston St, Boston, MA 02116.

20. Stroll Down Newbury Street for Shopping and Dining

Newbury Street is Boston’s premier shopping and dining destination. This charming street features a mix of high-end boutiques, local shops, and popular restaurants. Strolling along this vibrant avenue is a delightful experience.

You’ll find everything from designer fashion to unique gifts as you wander through the stylish storefronts. Stop by local cafes to enjoy a coffee or unwind with a meal at one of the many restaurants offering outdoor seating.

The architecture along Newbury Street is also noteworthy. Many of the brownstone buildings date back to the 19th century, creating a picturesque backdrop for your shopping adventure.

Throughout the year, Newbury Street hosts events and festivals that showcase local culture. It’s a lively place to enjoy arts and crafts while supporting local artists.

Visiting Newbury Street is an enjoyable way to shop, dine, and explore the unique atmosphere of Boston. Whether you’re looking for fashion, food, or fun, this street has it all!

Address: Newbury St, Boston, MA 02116.

21. Enjoy a Chocolate Tour in the City at Taza Chocolate Factory

For chocolate lovers, a visit to the Taza Chocolate Factory is a must! Located just a short drive from downtown Boston, this factory specializes in organic, stone-ground chocolate. Offering tours, it provides a unique look into the chocolate-making process.

During the tour, you’ll learn about sourcing cacao beans and the craftsmanship that goes into producing high-quality chocolate. The experience includes tastings, allowing you to savor different flavors and textures.

After your tour, feel free to explore the factory store where you can purchase your favorite chocolates and unique gifts. They offer a variety of chocolate bars, covered fruits, and other tasty treats.

The Taza Chocolate Factory promotes sustainable practices, making your visit not only delicious but also environmentally friendly. It’s a fantastic way to enjoy cacao while learning about ethical sourcing.

Visiting the Taza Chocolate Factory is a sweet adventure. It’s an activity for chocolate lovers of all ages!

Address: 561 Windsor St, Somerville, MA 02143.

22. Experience the Thrill of an Escape Room at Escape the Room Boston

Escape the Room Boston offers a unique and thrilling adventure for friends, families, and colleagues. This immersive experience places you in themed rooms where you must solve puzzles to escape within a set time limit.

Each room has its own storyline, and the challenges require teamwork and quick thinking. Whether you’re cracking codes or uncovering clues, the adrenaline rush makes for an exciting experience. It’s a perfect activity for anyone looking to have fun while using their brain!

Escape rooms are designed for all skill levels, so both novices and experts can enjoy the challenge. This is a great option for birthday parties, team-building events, or just a fun day out with friends.

Be sure to book your escape adventure in advance as slots can fill quickly, especially on weekends!

Participating in an escape room is an exhilarating way to bond with others. It’s a memorable experience that will leave you itching for more once you successfully escape!

Address: 300 Washington St, Boston, MA 02135.

23. Visit the Franklin Park Zoo to See Exotic Animal Species

Franklin Park Zoo is a wonderful destination for animal lovers. Located in the heart of Boston, this zoo features a variety of exotic species from around the world. From lions to flamingos, there’s something for everyone to enjoy.

The zoo offers interactive exhibits where visitors can learn about wildlife conservation and the habitats of different animals. The visitor center also provides educational programs for those interested in learning more about the animal kingdom.

Stroll through beautifully landscaped grounds as you discover various animal exhibits. The tropical rainforest is a highlight, where you can see animals roam freely among lush vegetation. There are also play areas for children, making it a family-friendly attraction.

Throughout the year, Franklin Park Zoo hosts special events and educational activities that engage visitors of all ages. Be sure to check the schedule for live demonstrations or animal encounters!

Visiting Franklin Park Zoo is a fantastic way to connect with nature and learn about wildlife conservation while having fun!

Address: 1 Franklin Park Rd, Boston, MA 02121.

Final Thoughts

May is a beautiful time to explore Boston’s rich history and vibrant culture. From walking the Freedom Trail to relaxing in the Public Garden, the city offers endless opportunities for adventure. Each attraction provides a unique experience that enlightens and entertains.

Whether you’re enjoying the arts at the Museum of Fine Arts or indulging your sweet tooth at Taza Chocolate Factory, there’s something for everyone. Boston’s charm lies in its blend of history, culture, and natural beauty, making it a perfect destination for visitors. For those interested in more unique activities, consider exploring chocolate tours and escape rooms for exciting adventures!

As you leave, you’ll carry with you the memories of exciting experiences, delicious food, and stunning views. Boston is a city that connects the past to the present, and it invites you to return and explore again!