The Sunset Sessions at Skye Chase

Live music, vineyard views, and unforgettable summer experiences.

Summer is in full swing at Skye Chase with live music and specialty DJ nights, exceptional wine, chef-inspired food, and gorgeous views across the vineyard. 

Join us every Wednesday and Friday this summer for a live music experience made to be enjoyed again and again. Every Sunday in August and early September, Yacht Rock at Skye Chase brings professionally mixed Yacht Rock favourites to the vineyard for a relaxed afternoon experience. All events are free and seating is limited (first come, first serve).

Bring your friends and enjoy shared plates in the Wine Garden during the Wednesday and Friday show and a Chef Curated Charcuterie on Sunday.,It’s always a great idea to reserve beforehand to experience our restaurant. Of course there’s also our Vineyard View Patio overlooking 20 acres of Ontario’s finest grapes.

Enjoy the best of summer with great music covering classic jazz, blues and crooners to classic rock, yacht rock, Motown, Soul & Pop.

The Details

Music in the Skye Chase Wine Garden

Live Music Wednesdays & Fridays, 5 PM - 8 PM | DJ Sundays, 1 - 5pm | All events are free

• Shows take place rain or shine inside the tented Wine Garden.
• Seating is on a  ‘First Come First Serve’ basis, with free admission.
• Wednesdays and Fridays in the Wine Garden, order from our shareable menu at your table and enjoy the show.
• Sundays, take a laid back approach with our delicious wine and chef curated charcuterie available at your table 
• No outside food or beverages are allowed.

Whether you're discovering a new favourite local artist, enjoying a sunset soundtrack with a glass of wine, or making Sunday afternoons a summer tradition, there's always a reason to return to Skye Chase.

The Lineup

Wednesday Sunset Solo Sessions

• July 1 - Scott Bollert Trio featuring Dan Harrison
• July 8 - Brendan Sutton
• July 15 - Connor Morand
• July 22 - Greg Sykes
• July 29 - Tyrone Traher II
• August 5 - Justin Maki
• August 12 - Laura Gagnon
• August 19 - Greg Sykes
• August 26 - John Milles
• September 2 - Jeremy Fox Revett

Friday Sunset Sessions

• July 3 - KJ and the Motones (Motown Classics and Soul)
• July 10 - 2 Man Advantage (Classic Rock)
• July 17 - Scott Bollert Trio (Vocal Jazz, Crooner, Big Band Pop)
• July 24 - KJ and the Motones (Motown Classics and Soul)
• July 31 - Fool Hearts (Sing Along Favourites from Across Genres)
• August 7 - Gravity Junkies (80's Hits)
• August 14 - Scott Bollert Trio (Vocal Jazz, Crooner, Big Band Pop)
• August 21 - KJ and the Motones (Motown Classics and Soul)
• August 28 - Justin Maki Jazz Trio (A Mix of Popular Songs) 
• September 4 - Scott Bollert Trio (Vocal Jazz, Crooner, Big Band Pop)

Sunday Yacht Rock at Skye Chase

Our professional, live DJ will be remixing your favourite soft rock classics all afternoon so you can relax and groove to the best of the 70s and 80s. Runs through September 6.