Charlottetown 
Prince Edward Island’s May long weekend brings a lively mix of events and experiences for all ages. Free Family Fishing invites everyone to cast a line without a licence, while Charlottetown hosts theatre, live music, markets, and outdoor activities. From shared community moments to relaxed exploration, the weekend offers plenty of ways to enjoy the island and spend time together.
May Long Weekend Events & Activities in Charlottetown
Friday, May 15– Monday, May 18, 2026
Go Fishing for Free
Enjoy fishing with family this long weekend. Each year, the May long weekend marks Free Family Fishing weekend on PEI. In 2026, Free Family Fishing weekend runs from May 15 to May 18, inclusive. Angling licences are not required, but anglers must abide by all regulations and rules.
Charlottetown Rural High School: The Wizard of Oz
Follow the yellow brick road to a world of wonder as CRHS proudly presents The Wizard of Oz, a timeless musical that has enchanted audiences for generations. Based on L. This year’s production of Frank Baum’s beloved story transports audiences to the magical Land of Oz, filled with unforgettable characters, heartwarming lessons, and iconic musical moments.
May 14 – 16, 2026
Confederation Centre of the Arts, 145 Richmond Street, Charlottetown
$31 – $39 plus fees
Popalopalots: May the 16th Be With You
Popalopalots Live Improv Comedy returns to The Guild for another night of make-it-up nonsense based on your suggestions. Always a fun time when you’re with The Pops!
Saturday, May 16, 2026 | 8:00 PM
The Arts Guild, 111 Queen Street, Charlottetown
$25 cash only at the door.
Mom 2 Mom Sale
Browse over 100 tables packed with used items for children and babies, including clothing, toys, books, baby gear, sporting equipment, and more
Saturday, May 16, 2026 | 10:00 AM – 1:00 PM
Eastlink Centre, 46 Kensington Rd, Charlottetown
Admission is $2 per person at the door.
Royalty Crossing Auto Showcase
Get ready, car lovers! The first-ever Royalty Crossing Car Show is revving up to kick off the Maritime car show season right here at the mall.
Proudly presented by our Title Sponsor, King Kar, and in collaboration with theFOLD, this exciting weekend will bring together car enthusiasts from across the region to showcase incredible vehicles, connect with fellow fans, and celebrate automotive culture.
May 16 – 17, 2026
Royalty Crossing, 670 University Ave, Charlottetown
Matt Minglewood Band
MATT MINGLEWOOD …Guitarist, pianist, singer, songwriter creates an inspired blend of country, blues, folk, roots and rock. Both on record and on stage Matt keeps the music thriving, interesting and vivacious. After a dozen recordings and thirty years of touring from Cape Breton to Vancouver, Europe and across the United States he has earned the respect and loyalty of thousands of devoted fans. Details
May 15 – 16, 2026 | 8:00 PM
Trailside Music Hall, 155 Kent St., Charlottetown
$61.85 and up
Street Feast
Kent Street turns into one big block party this May Long Weekend with street eats, live local music, dance performances, carnival games, roaming buskers, DJ dance parties, food contests, and more happening around every corner.
May 15 & 16, 2026
Kent Street, Charlottetown
Free to attend
Red Rock Wrestling
Head to the Eastlink Centre for a night of wrestling. Red Rock Wrestling is coming to Charlottetown!
Friday, May 15, 2026 | 7:00 PM
Eastlink Centre, 46 Kensington Rd, Charlottetown
$20 – $25
Anne & Gilbert: The Musical
Experience Canada’s greatest love story in the critically acclaimed and widely loved musical Anne & Gilbert. Featuring a 20-member cast and orchestra, Anne & Gilbert has become a Canadian theatre sensation with the Toronto Star calling it “a marvel”and proclaiming “the joy of the experience makes this one a winner”.
May 5 to October 26, 2026
Sunday, May 17, 2026 | 7:00 PM
Florence Simmons Performance Hall, 140 Weymouth Street, Charlottetown
$49.25 – $104.29 plus fees
Sunday Fundays – Sip, Sparkle & High Tea
Celebrate the long weekend with 2 wines, Lady Baker Teas, and a delicious selection of two-bite treats. This workshop is 19+
Sunday, May 17, 2026 | 1:00 PM
Founders’ Food Hall & Market, 6 Prince Street, Charlottetown
Reservations required
Funny African Guy
Ugandan-born Arthur Simeon brings his hilarious new stand-up comedy show to Charlottetown! A favourite on CBC Radio’s THE DEBATERS and a frequent guest on CTV’s THE SOCIAL, Arthur is a gifted storyteller and delightful joke writer. Arthur Simeon has toured all over the world and shot his most recent special in Nairobi Kenya. He has appeared several times at the Just For Laughs festival and been featured on HBO, Comedy Network and Crave TV.
Sunday, May 17, 2026 | 8:00 PM – 10:00 PM
Trailside Music Hall, 155 Kent St., Charlottetown
$32.15 and up
Charlottetown Farmer’s Market
Shop local produce and wares from the Farmer’s Market. Stop by for a full breakfast or lunch, or shop a vast selection of items directly from the producer themselves. Details
Saturdays | 9:00 AM – 2:00 PM
100 Belvedere Avenue, Charlottetown
PEI Brewing Company
PEI Brewing Company is a local brewer and distributor of high-quality craft beer. You can enjoy some in the tasting room or go on the brewery tour to see how their craft beers are made. Details
96 Kensington Road, Charlottetown
Bell Aliant Centre
Take a dip in the pool, or zip down the water slide with the family this May long weekend at the Bell Aliant Centre. There are public swims all weekend, so head on over for a relaxing day in the pool. Details
560 University Avenue, Charlottetown
Rise and Climb Adventure Course
Zip around the treetops, take leaps of faith, and test your climbing skills at the popular Rise and Climb Adventure Course. There are three levels that are challenging for all skills levels, which will take you up to 50-feet in the air with over 46 elements that you can master. Details
Opening May 16, 2026
85 Hilltop Drive, Cornwall
Explore the Confederation Trail
Easily accessible around Charlottetown, the Confederation Trail offers walkers and bicyclers an interesting adventure without leaving the city. Along the trail are geocaching spots for you to find. Details
Visit a Garden
Backed by the ocean, beaches, and flatlands, Prince Edward Island’s gardens create fantastic playgrounds for photographers and local gardeners. May long weekend is the perfect time to do some planting. Visit a PEI garden and draw inspiration for your own garden.
Visit an Antique Store
If you are looking to do some treasure hunting, PEI is home to many wonderful small antique shops packed with gems from another era. So why not check out some of these antique stores around PEI to add a unique flair to your home?
PEI Escape Rooms
Can you solve the puzzles and escape the room in time? PEI Escape Rooms have 3 themed rooms with a maximum of four to 10 players. Details
81 Prince Street, Charlottetown
Tuesday-Friday | 5:00 PM – 7:30 PM
Saturday | 12:00 PM – 6:30 PM
Sunday | 12:00 PM – 2:30 PM
For groups of 2-4: $24 per person; For group of 5 or more: $20 per person
Victoria Park
Spend some time in the sun at Charlottetown’s largest park. Play a game of tennis, take a walk in the grassy fields or take your kids to the playground. The park is open year round is very popular during the warmer weather. Details
Victoria Park Driveway, Queens Square, Charlottetown
Free
Enjoy a Ride
A bike ride is a fun way to explore the city and get active. If you don’t have a bike, Fun Wheel offers mountain bike rentals, along with 2 or 4 person surrey bike rentals. Tour downtown at your own pace with their rental services. Details
Enjoy Hiking or Discover Nature Attractions
Seeking some fresh air adventure this weekend — the good news is there are lots of natural areas for you to explore.
Create Something Amazing
Grab a Pottery-to-go kit from Happy Pottery and get creative. Details
Happy Pottery, Charlottetown
An Outdoor Adventure
Spend some time outdoors at your own pace. An outdoor adventure can be as elaborate or as laid back as you want. Charlottetown is home to many wonderful parks, trails, and green spaces to explore and is close to sandy beaches and campgrounds if you need some time out of the city. Details
More Fun Activities Around Charlottetown:
- Indoor Attractions in Charlottetown
- 25 of the Best Outdoor Activities in Charlottetown
- 15 Day Trips from Charlottetown
- 25 Must-Visit Lighthouses on Prince Edward Island
- 25 Outdoor Adventures & Activities in Summerside
- Must-Visit Nature Attractions on Prince Edward Island
- 25 Things to Do During Spring in PEI
Cool Off With COWS Ice Cream
COWS Creamery is an iconic shop on PEI, and their cow t-shirts have traveled the world. Their ice cream is amazing and is a great sweet treat any time of the year. You can also tour the cheese factory by taking the self-guided tour. Details
12 Milky Way, Charlottetown
PEI Regiment Museum
Referred to as Charlottetown’s ‘cultural hidden gem’, PEI Regiment Museum is home to over 2000 artifacts dating back to 1807. Spend some time here exploring PEI’s military history. Details
Monday – Friday | 9:00 AM to 4:00 PM
Thursday | 7:00 PM – 9:00 PM or by appointment.
3 Haviland Street, Charlottetown
By donation
Explore the Beach Grove Trail
1 Beach Grove Loop, Charlottetown
Visit Provincial Parks
Provincial Parks are great places to spend your day with nature. Here, you can enjoy hiking, biking, canoeing, fishing, birding, wildlife viewing, and more enjoyable activities. Details
Regular provincial park fees
Enjoy a Spa Getaway
Treat yourself to some “Me Time” and unwind at a relaxing spa on PEI. PEI is home to some luxury spas that offer revitalizing spa treatments and special packages that you will love.
Are there fireworks this weekend for Victora Day?