The best things to do in Boston in July 2026

The Puerto Rican Festival of Massachusetts in Boston is a vibrant celebration of Puerto Rican culture. Drawing 50,000 attendees each year, the festival features a lively parade, artisan vendors, and community showcases that highlight the island’s rich traditions.

GRAMMY-winner and Academy Award and Golden Globe-nominated actress and musician Ariana Grande is bringing her highly anticipated The Eternal Sunshine Tour to TD Garden. The tour includes multiple dates from July 22 to July 25, 2026, with doors opening at 7:00 PM and shows starting at 8:00 PM. Tickets are available now through Ticketmaster, offering a chance to see one of the biggest pop stars live in Boston.

There are plenty of road races in Boston, but only one lets you charge through the gates of Fenway Park and finish at home plate. Run to Home Base turns one of the city's most iconic landmarks into the final stretch of a 9K run and 5K run and walk, giving participants the rare chance to experience the ballpark from a player's point of view. The annual event raises funds for Home Base, a program of the Red Sox Foundation and Massachusetts General Hospital that provides care and support for veterans, service members, military families, and families of the fallen. The atmosphere is unmistakably Boston, with Red Sox pride, cheering crowds, and a sense of purpose woven into every mile. Even if you've been to countless games at Fenway, crossing home plate on your own two feet is an experience few fans ever get to claim.

Hundreds of glowing lanterns drifting across the water make for a scene that's hard to forget. Light the Night: Water Lantern Festival invites participants to decorate a floating lantern with messages, memories, or wishes before releasing it onto the water alongside hundreds of others at dusk. The evening unfolds at an easy pace, with food vendors, music, and time to gather with friends and family before the lantern launch becomes the focus of the night. As daylight fades, the individual lanterns come together to create a quiet, shared moment that feels surprisingly personal despite the size of the crowd. It is equal parts art installation, community gathering, and summer tradition, with the illuminated water providing a backdrop that photographs can never quite do justice.

The legendary singer-songwriter Bob Dylan was born in Minnesota as Robert Allen Zimmerman. Counted among the best songwriters of all time, his career spanning six decades produced several iconic songs including "Blowin' in the Wind" and "The Times They Are a-Changin'." 

Some of Boston's best summer nights don't require a ticket. They just require finding a spot along Rowes Wharf before the music starts. Summer in the City transforms the Boston Harbor Hotel's waterfront into an open-air concert venue, with free live performances filling the harbor four nights a week. One evening might bring jazz or blues, the next country, soul, pop, or R&B, giving every visit its own personality. This year's lineup goes beyond the music with a Trillium beer garden, outdoor dining, and an aperitivo bar that make it easy to turn a quick stop into an entire evening by the water. It captures the kind of summer night Boston does especially well, when the breeze rolls in off the harbor, the skyline begins to glow, and nobody seems to be in much of a hurry to head home.

Broadway's newest take on The Great Gatsby arrives in Boston after becoming one of the season's most talked-about musicals. Rather than treating Fitzgerald's novel as a period piece, the production embraces the extravagance of the Jazz Age with towering sets, lavish costumes, and party scenes that feel every bit as over-the-top as Gatsby himself. The spectacle never completely overshadows the story, though, leaving plenty of room for the complicated relationships and quiet longing that sit beneath the glamour. Playing at the Citizens Bank Opera House as part of its first national tour, the show offers Boston audiences an early chance to see a production that has already generated plenty of attention on Broadway. It is a fresh interpretation of a familiar classic, one that leans into both the decadence and the heartbreak that have kept the novel relevant for generations.

Some weekends don't need much of a plan. A cold beer, live music, and a sunny afternoon at the Samuel Adams Boston Brewery will do just fine. Sam Summer Saturdays turn the brewery into an all-day hangout, with rotating local musicians, seasonal food specials, lawn games, and fresh pours that make it easy to settle in for a while. The lineup changes from week to week, so no two Saturdays feel exactly alike, whether you're stopping by for a quick pint or meeting friends for the afternoon. The brewery's outdoor spaces keep the mood casual, with plenty of room to wander between the beer garden, the taproom, and the live entertainment. It is the kind of place where one drink has a habit of turning into an unhurried summer afternoon.

For five Thursday nights each summer, one corner of the Rose Kennedy Greenway becomes Boston's outdoor jazz club. Jazz in the Park is a free concert series that brings acclaimed local musicians and international performers downtown for evenings that stretch from classic jazz to Latin, Afro-Cuban, and contemporary sounds. Every week features a different lineup, giving the series a rhythm of its own and plenty of reasons to come back. Office workers, neighborhood regulars, and curious passersby all end up sharing the same patch of grass as the music carries through the park. It feels wonderfully unpretentious, proving you don't need a ticket or a concert hall to hear some of the city's best live music.

There is something oddly satisfying about watching a blank canvas become a finished painting in just 20 minutes, especially when the artist is surrounded by a crowd that's cheering them on. Art Battle turns that process into a live competition, with local artists facing off in a series of timed rounds while the audience watches every brushstroke unfold. Once each round ends, spectators vote for their favorite piece before the finalists return for one last painting challenge. The evening has the energy of a sporting event mixed with the curiosity of an open studio, with plenty of opportunities to wander between easels, chat with the artists, and see the work up close. Every painting is auctioned at the end of the night, giving the artwork a life beyond the competition and ensuring no two editions of Art Battle are ever quite the same.

There is something wonderfully unexpected about doing yoga in the middle of Boston Harbor. Rise & Shine Stand Up Paddle Board Yoga begins with a short paddle before the boards are anchored for a guided class, turning the water itself into your studio. Every small wave keeps you engaged, so balance becomes part of the practice instead of an afterthought. You do not need any paddle boarding or yoga experience to join, which makes the class feel more welcoming than intimidating. The real reward comes between poses, when you look up to find the Boston skyline surrounding you from an angle most people only see by boat. It is equal parts yoga class, harbor adventure, and excuse to start the day somewhere completely out of the ordinary.

Harborwalk Sounds brings you a free summer concert series featuring talented musicians from Berklee College of Music performing on the waterfront. Each Thursday evening, you can enjoy a variety of musical styles from emerging artists in a relaxed outdoor setting. The series offers a great way to experience fresh sounds and support local talent during the summer months.

Lady Bunny has never been one for subtlety, and Big Wig Energy proudly follows suit. The drag icon, comedian, DJ, and longtime New York nightlife legend brings her latest show to City Winery Boston with the sharp, unapologetic humor that has made her a cult favorite for decades. Expect a fast-moving mix of stand-up, outrageous stories, political satire, pop culture commentary, and the occasional musical number, all delivered with towering wigs and an even bigger personality. Nothing is off limits, and Lady Bunny has a knack for saying the things everyone else is only thinking, usually with a punchline close behind. Whether you know her from RuPaul's Drag Race, Wigstock, or years on the comedy circuit, this is the kind of show that thrives on live audiences willing to laugh at absolutely everything, including themselves.

Based on Baz Luhrmann’s revolutionary movie from 2001, the musical Moulin Rouge has won ten Tony Awards including Best Musical. The extravagant show features romance, splendor, glitz, glamor, aristocrats, and Bohemians to create an electrifying enchantment.

As the sun begins to set over the Charles River, the docks fill with swing dancers instead of boaters for an evening that turns one of Boston's best-known waterfront spots into an open-air dance floor. Swing Charles: Dancing on the River Docks is a weekly social dance that welcomes everyone from first-timers to experienced lindy hoppers, with an introductory lesson making it easy to join in. Live music and social dancing keep the focus on the community rather than formal performances, creating an atmosphere where people are just as likely to watch from the sidelines as they are to step onto the floor. The riverfront setting gives the event a relaxed energy that feels distinctly Boston, especially as the skyline begins to glow at dusk. It is an easygoing tradition that celebrates swing culture in one of the city's most scenic public spaces.