Welcome to Sup Charlottetown! This newsletter shares the best events happening in Charlottetown every week. A new version will be published every Tuesday morning. Let’s get started!

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This week’s email is in partnership with the Islander Day Crafted & Curated Market!

Islander Day Crafted & Curated Market

Monday, February 16th. From 10:00 AM to 4:00 PM. Beaconsfield Carriage House.

This week, 13 local artisans and vintage curators gather in a beautiful venue for this semi-annual market. Discover thoughtfully curated vintage and pre-loved clothing alongside handcrafted jewelry, pottery, wooden crafts, delicious treats, and more. Admission is free, and cash, debit, and credit are accepted. See the full vendor lineup here.

⭐ Your Top 5 This Week

This section lists the top 5 must-see events in Charlottetown this week.

1. Jack Frost Winterfest ’26

Friday, February 13th to Monday, February 16th. Various times and locations.

This weekend, prepare for a winter wonderland with activities for the whole family. From sleigh rides, skating, tubing, music and more, you are never far from the magic. Explore the full schedule here.

2. Pink Floyd Tribute: Dark Side of the Moon

Thursday, February 12th. Starts at 8:00 PM. Confederation Centre.

A note-for-note live recreation of one of the most influential albums in music history, performed with studio-level precision. This internationally touring ensemble has built its reputation on flawless performances that attract devoted fans and first-time listeners alike. Tickets are $65 plus tax here.

3. Candlelight: Valentine’s Day Special

Friday, February 13th. Starts at 8:30 PM. St. James Presbyterian.

A romantic evening of classical and contemporary love songs performed by a string quartet beneath warm candlelight. The intimate setting and carefully curated repertoire create a cinematic atmosphere designed for couples seeking a memorable Valentine’s experience. Tickets are $62 plus tax here.

4. Ella Fitzgerald Tribute w/ Dee Hernandez

Friday, February 13th. Starts at 8:00 PM. Trailside Music Hall.

A heartfelt celebration of jazz royalty, delivered by one of Atlantic Canada’s most respected jazz vocalists. Expect timeless standards, masterful phrasing, and deep musicality as a celebrated catalogue is brought to life with reverence and power. Tickets are $30 plus tax here.

5. Yuk Yuks: Nikki Payne

Saturday, February 14th. Starts at 7:30 PM. Florence Simmons Hall.

A high-energy stand-up set from three-time Canadian Comedy Award winner known for sharp storytelling and her east coast perspective. You may have also seen her on NBC's Last Comic Standing or Just For Laughs. This performance promises big laughs and effortless crowd connection. Tickets are $46 plus tax here.

🎉 Bonus Activities

This section lists several other great events happening this week.

UPEI Basketball Season Finale versus StFX takes place Friday, February 13th with tip-offs at 6:00 PM and 8:00 PM as both teams tune up for the AUS Championships. Tickets are $12 plus tax here.

The Island Jubilee Old Time Radio Music Show presents its Valentine’s Special at Florence Simmons Hall on Sunday, February 15th at 2:00 PM, featuring Tara MacLean, Julien Kitson, and the Jubilee All Stars. Tickets are $29 plus tax here.

Valentine’s Sunday Brunch at Trailside Music Hall is coming Sunday, February 15th with doors at 11:30 AM and music at 1:00 PM, featuring live performances from Lawrence Maxwell, Kelley Mooney, and Route 225. Tickets are $30 plus tax here.

The Candy Heart Club continues all February at Marc’s Lounge, offering a Valentine’s-themed transformation with festive décor, specialty cocktails, and a cozy atmosphere throughout the month. See the transformed venue here.

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See you next Tuesday,