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Your Guide to Theatre & Live Music This Summer in Charlottetown
July 5, 2026
From intimate venues to open-air concerts, live music is part of the fabric of life in Charlottetown. Charlottetown is fortunate to have a mix of intimate live music venues like The Trailside Music Hall and larger spaces like Confederation Centre of the Arts or PEI Brewing Company. Outdoor spaces such as Peake’s Wharf, Founders’ Hall and Victoria Row really take centre stage in the summer months. Meanwhile, the regular stream of live music in pubs and bars, as well as multi-day music festivals, infuse the city with palpable energy throughout the year.
Read on for what’s in store throughout the city this summer!
1) EXPERIENCE THE MAGIC OF ANNE OF GREEN GABLES
ANNE & GILBERT
Florence Simmons Performance Hall
May 5 – October 26, 2026
BOOK TICKETS HERE
Hailed in Variety as “delightful” and “utterly charming,” Anne & Gilbert is the story of Anne Shirley’s journey into young adulthood as she experiences her first job, university, and a tumultuous romance with Gilbert Blythe. Based on the novels “Anne of the Island” and “Anne of Avonlea” by L.M. Montgomery, this musical features award-winning songs, memorable comedy, and drama that make Anne & Gilbert unforgettable family entertainment.
2) HAVE A TOE-TAPPING GOOD TIME
COME FROM AWAY
Sobey Family Theatre at Confederation Centre
July 23 – September 26, 2026
BOOK TICKETS HERE
Deep in the heart of Atlantic Canada sits a small harbour losing hope. The once bountiful fishing village is struggling to survive, and half the population is relocating to the mainland for better opportunities. The community is looking for a miracle when an opportunity arises to bring a state-of-the-art frozen french fry facility to town. There’s just one major obstacle – to secure the factory, the harbour must have a full-time resident doctor. Realizing this might be their last chance to save their beloved community, the townspeople come together to charm an interim doctor into moving there permanently.
ANNE OF GREEN GABLES
Sobey Family Theatre at Confederation Centre
June 21 – September 5, 2026
BOOK TICKETS HERE
This cherished family musical tells the poignant and funny story of a freckle-faced, red-haired orphan named Anne Shirley who arrives at the Bright River Railway Station full of hope for a new life. Her destination is the home of brother and sister Matthew and Marilla Cuthbert in Avonlea, PEI. With her fiery temper, love of melodrama and romance, and penchant for misadventure, she brings laughter, love, and more than a little consternation to the Cuthberts’ quiet lives. In return, Anne finds the happiness and the home she has longed for all her life.
C’MON IN! AN ISLAND KITCHEN PARTY
The Mack
July 21 – August 29, 2026
BOOK TICKETS HERE
This summer, the Island’s best kitchen party is at The Mack. C’MON IN! throws open the door and invites you straight into a lively Maritime kitchen, where the party’s already started, the stories get bigger as the night goes on, and the music keeps everyone around the table just a little longer.
3) LIVE MUSIC GALORE
TRAILSIDE MUSIC HALL
155 Kent Street
Shows (almost) daily!
VIEW THE SCHEDULE
SOUNDS OF THE WATERFRONT (free)
Founders’ Food Hall & Market | Peake’s Quay
Daily, July 1 – Sept 7 from 12-8pm
VIEW THE SCHEDULE
ALWAYS ON STAGE (free)
Victoria Row
Daily, July 1 – August 11 – 12-8pm
VIEW THE SCHEDULE
CRAIG FAIR PRESENTS – THE THUNDER ROLLS A NIGHT OF GARTH BROOKS
Trailside Music Hall
August 6-8, 2026
BOOK TICKETS HERE
A night of pure country fire. Experience the full force of one of the greatest entertainers of all time with The Thunder Rolls: The Music of Garth Brooks. This high-octane concert brings Garth’s biggest hits to the stage with the same energy, heart, and storyteling spirit that made him a global superstar and a country music legend.
SONIC CONCERTS PRESENTS: ARKELLS
PEI Brewing Company
August 28, 2026
BOOK TICKETS HERE
Whether they’re rocking stadiums, making a beeline for the discotheque, or gathering around the campfire, the implicit message of Arkells is always the same: everyone is welcome here. Since the beginning, Arkells have never wavered in their mission to be the house band that soundtracks the greatest nights of your life and provides emotional support in your darkest hours.
WHITECAP ENTERTAINMENT PRESENTS: JULY TALK
PEI Brewing Company
September 25, 2026
BOOK TICKETS HERE
Join July Talk to celebrate the 10th anniversary of their Juno award winning Sophomore LP, Touch.
JIMMY RANKIN SONG DOG: 25th ANNIVERSARY TOUR
PEI Brewing Company
October 23, 2026
BOOK TICKETS HERE
The Song Dog 25th Anniversary Tour celebrates the landmark album that launched his solo career, performed front to back, along with favourites from across Jimmy’s celebrated catalogue. For longtime fans, it’s a chance to hear the record that changed everything.m For new fans, it’s the perfect introduction to the voice, songs and stories that have made Jimmy Rankin one of Canada’s most enduring artists.
4) COMEDY SHOWS TO TICKLE YOUR FUNNY BONE
QUEER AF COMEDY SHOW
The Arts Guild
July 27, 2026
BOOK TICKETS HERE
Queer AF standup comedy show is back for its 6th year, by popular demand, in partnership with Pride PEI! This year’s event showcases queer comedians from across Atlantic Canada, hosted by drag queen duo Lottie Max & Boof!
PATRICK LEDWELL AND VINTAGE 2.0
Trailside Music Hall
July 28, 2026 & August 4, 11, 18, 25, 2026
BOOK TICKETS HERE
The best and newest in PEI standup from Patrick Ledwell, and songs you want to hear from Vintage 2.0, with two acoustic guitars and great harmonies. Laughter, timeless tunes, and everything that makes a crowd happy they come out.
POPALOPALOTS IMPROV COMEDY
The Arts Guild
August 15, 2026
BOOK TICKETS HERE
A night of fast, fearless improv where your suggestions spark brand-new scenes on the spot. No scripts. No safety nets. Just sharp minds, big laughs, and glorious chaos.
@fter Eight: A Chaotic Comedy Showdown
The Arts Guild
August 20 & September 17
BOOK TICKETS HERE
@fter Eight is a chaotic comedy showdown hosted by Andrea Avery. Three comics. A stack of escalating challenges. One absurd prize. Buzzers ready, dignity optional. Someone will claim the title of Supreme Funny. The rest will spiral spectacularly. It’s loud, loose, and completely unnecessary.
5) FAMILY-FRIENDLY OUTDOOR PERFORMANCES BY DONATION
POLKA DOT DOOR
Confederation Centre Outdoor Ampitheatre
July – August 2026 | Monday – Saturday
MORE INFO
Peep through the Polka Dot Door with us this summer at the Confederation Centre Amphitheatre! This FREE outdoor family musical inspired by one of Canada’s most beloved children’s shows. Join Polkaroo and friends for a joyful adventure filled with sing-along songs, playful storytelling, and plenty of laughs along the way.
Need a place to stay? Check out our amazing selection of accommodations. Curious what else to do around Charlottetown? Don’t miss a beat over on our events page.
Follow along on social @discovercharlottetown and tag us during your stay to help share the Charlottetown love!
