Things To Do in Boston Massachusetts in the Summer: Top Adventures, Events, and More!

Discover sun-soaked adventures and vibrant festivals in Boston this summer, where history comes alive and the city’s flavors tantalize your taste buds. Dive into outdoor fun, from scenic strolls to refreshing water escapades!

Imagine a serene summer day in Boston, where the sun casts a golden glow over vibrant parks and waterfronts brimming with life. This is the charm of Boston in the summer, a time when the city’s historic streets burst with activity and excitement.

With a perfect blend of outdoor adventures, culinary delights, and festive celebrations, summer is truly the season that puts Boston’s unique personality on full display. Whether you’re exploring its scenic harbors, indulging in seasonal eats, or dancing to beats at lively festivals, there’s never a dull moment.

Follow along as we lead you through an array of things to do in Boston in the summer, ensuring a memorable experience. Dive into this dynamic season and discover the best things to do in Boston Massachusetts in the summer!

Sunny Strolls & Outdoor Adventures in Boston’s Historic & Green Spaces

Boston Common & Public Garden: Boston Common & Boston Public Garden offer two of the best spots for families wondering what to do in Boston in the summer. The famous Swan Boat rides on the Public Garden Lagoon provide a serene adventure on pedal-powered boats.

Over at Boston Common, the Frog Pond Splash Pool is a haven on sunny days with its wading pool and spray deck. Don’t miss the beloved Make Way for Ducklings statues, perfect for a whimsical photo opportunity.

Grab a spot on the grassy lawns for a laid-back picnic. Be sure to take a ride on the historic Boston Common Carousel, an enchanting experience for the little ones.

Pro Tip: Climb aboard the Boston Hop-On Hop-Off Tour by Old Town Trolley Tours for a stress-free way to reach Boston Common & Public Garden. With unlimited reboarding, you can explore at your own pace before hopping back on to visit more summer hotspots!

Aerial view of Parkman Bandstand at Boston Common surrounded by trees and building in distance in Boston, Massachusetts, USA
photo credit: AbhiSuryawanshi CC BY-SA 4.0

Freedom Trail: Immerse yourself in revolutionary tales as you traverse the Freedom Trail. Kids will marvel at costumed interpreters, bringing history to life with engaging stories that spark their imaginations.

Make time to climb the Bunker Hill Monument. Although challenging, the panoramic view from the top is a rewarding sight. Interactive exhibits at stops like the USS Constitution Museum provide educational fun, keeping young minds curious.

After the trail, take a refreshing break by splashing around in the Rings Fountain spray jets, especially delightful on warmer days. Divide the trail into segments to keep younger kids engaged throughout your exploration.

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Maximize your Freedom Trail adventure by joining a guided tour, where expert storytellers bring Boston’s revolutionary past to life. Opt for a family-friendly tour to keep younger explorers engaged with interactive storytelling and exciting historical insights!

Charles River Esplanade: For active families, the Charles River Esplanade serves as a vibrant playground amid stunning skyline views. Biking along the 4 miles of paved paths is both fun and invigorating, offering picturesque scenes at every turn.

Don’t miss the Hatch Shell, where clusters of families gather for free weekend and weekday events, including the popular Boston Pops on the Fourth of July. Adventurous spirits can rent kayaks for a watery escapade, bringing a refreshing twist to Boston’s summer activities.

The Charlesbank and Stoneman playgrounds, each located near iconic landmarks, make for perfect pit stops to let kids run wild. Sharing a leisurely picnic while watching boats on the river makes for a lovely family afternoon.

Boston Harbor & Islands: If you’re thinking of island adventures, Boston Harbor & Islands are a must on your summer vacations. Kids will love the Junior Ranger Program, packed with activities like tidepooling and kite-flying on Georges, Spectacle, and Peddocks Islands.

History enthusiasts will find Georges Island intriguing with its Civil War-era tunnels and wide-open parade grounds. Spectacle Island comes alive with hiking trails and beaches ideal for a day of sunbathing and splashing.

Ferries departing from Long Wharf or Hingham provide a scenic gateway to these islands. Remember to check ferry schedules before setting out. Packing a picnic lunch and enjoying it with a backdrop of Boston’s skyline make for timeless family memories.

Pro Tip: Make your island-hopping seamless by booking a Boston Harbor Cruise! Arrive early to grab the best seats on the outdoor deck for stunning views of Boston’s skyline and harbor!

Skyline of Boston Buildings and Harbor with sailboats

Summer Events & Seasonal Celebrations You Can’t Miss

Boston Pops Fireworks Spectacular: The Boston Pops Fireworks Spectacular is an unforgettable experience set against the backdrop of the beautiful Charles River Esplanade! Imagine listening to the magical tunes of the Boston Pops Orchestra while the sky lights up with a dazzling array of fireworks.

This year, on July 4, 2025, Conductor Keith Lockhart will lead an incredible lineup featuring Darlene Love, Kelli O’Hara, and The Mavericks. The best part? The event is completely free to the public, so grab your family, pack a picnic, and enjoy!

If there’s a drizzle, don’t worry—light rain won’t dampen the spirits or the event. Get ready for a breathtaking grand finale as the night sky erupts in a mesmerizing explosion of color and light!

Boston Harborfest: Dive into history and fun at the Boston Harborfest, a lively celebration of Boston’s colonial and maritime heritage. From July 2 to July 4, 2025, the city comes alive with historical reenactments, live music, and so much more!

You can wander through different downtown locations and along the Boston waterfront, each offering unique activities and experiences. Don’t miss the fireworks over Boston Harbor before the 4th. It’s a visual treat with the city’s skyline as a backdrop.

Check out locations like Christopher Columbus Park or Fan Pier for the best views. Whether you’re a history buff or just looking for family-friendly fun, Harborfest has you covered with plenty of free events to enjoy.

Shakespeare on the Common: For theater enthusiasts, Shakespeare on the Common is a summer delight that shouldn’t be missed! The Commonwealth Shakespeare Company’s free outdoor performances on Boston Common create the perfect picnic setting with lawn seating.

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This year, you can enjoy the romantic comedy “As You Like It”, exploring themes of love, family, and self-discovery, under the stars. It’s the ideal opportunity to introduce the family to Shakespeare in an engaging, accessible way.

This production is set to be a highlight of the summer! Join the email list through their website for updates on casting and seating. You wouldn’t want to miss out on this theatrical treat in July and August 2025!

Cool Off with Boston’s Best Water Adventures

Boston Duck Tours: For a family adventure unlike any other, hop on the iconic Boston Duck Tours. These WWII-style amphibious vehicles take you on an exciting journey through the city, driving through the streets before splashing down into the Charles River.

Kids will love the chance to meet the charismatic “ConDUCKtors” who not only share enthralling bits of history but keep it lively with jokes and trivia. Watch as your little explorers get a chance to “steer” the boat on the river, making for unforgettable memories.

Depart from convenient spots like the Museum of Science, New England Aquarium, or Prudential Center. Make sure you grab one of the quack-tastic duck-shaped noisemakers for that extra bit of fun before the tour starts!

Duck tours boat on the water with the city and some trees in the background on a cloudy day in Boston, Massachusetts
photo credit: Boston Duck Tours via Facebook

Whale Watching Cruise: Set sail on a thrilling New England Aquarium Whale Watch Cruise departing from Long Wharf. Marvel at the wonders of marine life as your family spots majestic humpback, finback, and minke whales in the Stellwagen Bank National Marine Sanctuary.

The on-board naturalists bring the experience to life, educating you about whale behavior and conservation in an engaging way. Keep your eyes peeled and cameras ready, you never know what incredible sights you might witness on these waters.

This educational excursion is sure to inspire awe and curiosity in kids and adults. Plus, being just a stone’s throw from the New England Aquarium, it’s the perfect complement to a day by the harbor.

Kayaking & Paddleboarding: For a sun-soaked outing, consider renting kayaks or paddleboards from Paddle Boston along the Charles River. Soldier’s Field Road in Allston/Brighton, just minutes from downtown, offers a convenient launch spot with scenic views along the way.

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It’s a delightful way for the family to paddle together, gliding past iconic landmarks such as the Hatch Shell or the Museum of Science. Children love the freedom of being on the water, and life jackets ensure safety while they enjoy the adventure.

Just remember, younger kids might feel more comfortable in a tandem kayak. So pack your sunscreen and prepare for a fun, active day on the water!

Savor the Flavors of Summer with Boston’s Best Eats & Drinks

Quincy Market and Faneuil Hall: When you step into Quincy Market and Faneuil Hall, you’re greeted by the vibrant mix of sights, sounds, and flavors that define the heart of Boston. A foodie’s heaven, you really can’t go wrong here with the classic lobster rolls at Boston & Maine Fish Co.

For those with a cheesy craving, Mmmac N’ Cheese will satisfy with unique variations like buffalo chicken. Indulge in salty, savory bites at Salty Dog Seafood Grille & Bar, complete with patio seating perfect for people-watching.

Everyone can find something, from Philly cheesesteaks at Philadelphia Steak & Hoagie to adventurous hot dogs at Kong Dog Quincy Market. Plus, the street performers add an element of whimsy and delight, making it a fun spot for families.

Boston Public Market: Just when you think Boston’s flavors can’t get any better, the Boston Public Market proves otherwise. It’s a destination where you can enjoy fresh, seasonal produce ranging from juicy berries to sweet corn brought straight from local farms.

Quench your thirst at the stalls offering artisanal drinks. Whether you’re in the mood for a cold-pressed juice or an effervescent craft soda. Each visit is a little adventure as you explore local specialties like lobster rolls and rich maple syrup treats.

Kids can enjoy this place too, with interactive food stalls keeping them entertained and intrigued. There might even be outdoor seating where your furry friend can join the fun!

public market with people walking on the sidewalk
Photo Credit: Boston Public Market (100 Hanover Street, Boston) via Facebook

North End: Upon entering North End, or Little Italy, you’re swept into the delicious embrace of one of Boston’s most historic neighborhoods. Strolling through its charming, narrow streets, sweet aromas lure you to Mike’s Pastry or Modern Pastry, famous for their decadent cannolis.

Related Post: Find Out Why Boston Haymarket is Every Local’s Favorite Market

For a cool respite, the delightful gelato offerings at Gelato Messina or Caffè Vittoria are just perfect. This area is well-known for traditional Italian cuisine, featuring standout spots like Neptune Oyster and Ernesto’s.

Families will enjoy the mouth-watering Italian dishes alongside the lively neighborhood vibe. Although pet-friendliness is limited, the authentic cultural experience is ample reward.

If all this talk of pizza and pastries has your mouth watering, why not turn it into an adventure? The Boston North End Pizza Tour combines history, delicious slices, and a guided stroll through one of the city’s most charming neighborhoods. It’s the perfect summer outing for food lovers!

Things to Do in Boston in the Summer FAQs

The cheapest months to visit Boston are December and March. During these times, travelers can often find lower hotel rates and fewer crowds, making it an ideal time to explore the city on a budget.

During these off-peak months, Boston's cultural calendar remains vibrant, offering visitors a chance to enjoy indoor attractions such as museums, theaters, and historical tours without the usual wait times.

Additionally, the city often hosts unique winter and early spring events, such as Boston Winter Festival and St. Patrick's Day Parade, which provide entertainment and a glimpse into Boston's rich community spirit and traditions. This seasonality not only ensures a more budget-friendly visit but also a more intimate experience of the city's charm.

Getting around Boston is remarkably easy thanks to its efficient public transportation system, which includes the subway, buses, and commuter rail. Alternatively, explore the city’s charming neighborhoods and historic sites on foot or by renting a bike for a more scenic experience.

Boston's public transportation network, known as the MBTA or "The T," offers comprehensive coverage across the city and its suburbs, including the subway lines, buses, and commuter rails that connect key areas efficiently.

This makes it convenient for visitors to access major attractions like Fenway Park, the Museum of Fine Arts, and the historic North End. For those who prefer a closer look at the city's architecture and bustling street life, walking is a great option. The city’s layout is exceptionally pedestrian-friendly, particularly the famous Freedom Trail, a 2.5-mile route that leads you through historic sites.

Additionally, bike-sharing services are available throughout the city, providing a fun and eco-friendly way to explore more ground, such as the Charles River Esplanade or the South End's trendy cafes and galleries.

Soak Up the Season With These Things to Do in Boston in the Summer!

Boston in the summer is a delightful blend of history, culture, and adventure waiting to be explored. Whether it’s the scenic strolls through lush parks or the savory summer flavors found in every corner, your experiences will be unforgettable.

Planning your Boston trip during the summer allows you to catch the vibrant events and celebrations at their peak. Don’t forget to secure the best deals no matter the season and book attractions and hotels effortlessly!

Let the city surprise you with its charming quirks and hospitable spirit. Whatever your summer plans, Boston is ready to welcome you with open arms!

Did We Miss Any of the Best Things to Do in Boston in the Summer?

What else should be on your summer bucket list? Let us know in the comments!


A young man leaning against a fence with lush greenery behind him

Written by Archie Villaflores

Over the years, he has won numerous national contests for news and editorial writing, but he has recently discovered that his true passion...


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