Events
Explore what’s happening at Observatory Wines
Observatory Wines brings together an incredible landscape, art, and a slower rhythm of life, to create a natural setting for events rooted in connection. Plus, we love to throw a good party.
All our Saturday & Sunday afternoon live music sessions are free or "pay what you can," our way of supporting local musicians. Ticketed concerts and special events are noted individually below.
Here’s what’s going on at Observatory Wines:
Live Music & Vendors
Sandra Kunz & Lee Anthony
Jul 04, 2026
Observatory Wines
1:00 PM – 4:00 PM
Sandra Kunz and Lee Anthony bring folk and old-time country to the patio.
Live Music & Vendors
The Noodling Poodles
Jul 05, 2026
Observatory Wines
1:00 PM – 4:00 PM
Join us on the patio for an afternoon of jazz and swing with The Noodling Poodles, plus local vendors.
Live Music Event
Two Crows for Comfort
Jul 06, 2026
Observatory Wines
6:00 PM – 9:00 PM
Award-winning folk/Americana duo Two Crows for Comfort make their only Okanagan stop of the summer at Observatory Wines. Your $35 ticket includes Dumpling Nachos from the Dumpling in a Box popup. Expect storytelling, laughter, a singalong or two, and a beautiful evening under the vineyard sky.
Attend Event
Live Music & Vendors
Cherry Groove Quartet
Jul 11, 2026
Observatory Wines
1:00 PM – 4:00 PM
Summerland's Cherry Groove Quartet rolls out bossa, samba and jazz ballads on the patio.
Live Music & Vendors
Ari Neufeld
Jul 12, 2026
Observatory Wines
1:00 PM – 4:00 PM
Ari Neufeld back at it. A one-man band on the patio for a Sunday afternoon.
Special Event
Blending Event
Jul 17, 2026
Observatory Wines
5:00 PM – 9:00 PM
Includes learning to blend wine, a bottle of your blend to take home and a hotdog from the Wienery Food Truck.
ATTEND EVENT
Live Music & Vendors
Yanti & Paul Henbury
Jul 18, 2026
Observatory Wines
1:00 PM – 4:00 PM
Naramata singer-songwriter Yanti joins guitarist Paul Henbury on the patio.
Live Music & Vendors
Jordan Brian & Dumpling in a Box
Jul 19, 2026
Observatory Wines
1:00 PM – 4:00 PM
Live music on our deck with Kelowna singer-songwriter Jordan Brian, plus dumplings from celebrated Vancouver sommelier and dim sum chef Van Doren Chan of Dumpling in a Box.
Pre-Order Dumpling Nachos
Live Music & Vendors
Chayce Kennedy
Jul 25, 2026
Observatory Wines
1:00 PM – 4:00 PM
Chayce Kennedy returns to the patio with her pop songwriting set.
Live Music & Vendors
Roseanarig
Jul 26, 2026
Observatory Wines
1:00 PM – 4:00 PM
Annarose and Paolo, together Roseanarig, back for a Sunday afternoon on the patio.
Live Music & Vendors
Yanti
Aug 01, 2026
Observatory Wines
1:00 PM – 4:00 PM
Long-weekend Saturday with Naramata's Yanti on the patio.
Live Music & Vendors
Okanagan Sax
Aug 02, 2026
Observatory Wines
1:00 PM – 4:00 PM
Curtis Kieres, better known as Okanagan Sax, brings jazz, blues and Latin sets to the patio.
Live Music & Vendors
The Dynamic Duo
Aug 08, 2026
Observatory Wines
1:00 PM – 4:00 PM
The Dynamic Duo on the patio for a Saturday afternoon. Local vendors on site.
Live Music & Vendors
Rick Pearce
Aug 09, 2026
Observatory Wines
1:00 PM – 4:00 PM
Rick Pearce closes out the weekend with a Sunday afternoon set on the patio.
Special Event
Vocal Vixens
Aug 14, 2026
Observatory Wines
6:00 PM – 10:00 PM
Vocal Vixens bring cabaret and musical theatre to the patio. The Kelowna trio sings, dances, and puts on a variety show. Your $40 ticket includes a glass of wine and a hotdog from the Wienery Food Truck.
Attend EventLive Music & Vendors
Ari Neufeld
Aug 15, 2026
Observatory Wines
1:00 PM – 4:00 PM
Ari Neufeld returns to the patio with his one-man-band setup: guitar, banjo, stompbox.
Live Music & Vendors
Double A Acoustic & Dumpling in a Box
Aug 16, 2026
Observatory Wines
1:00 PM – 4:00 PM
Join us on the patio for an afternoon with Double A Acoustic, plus a Dumpling in a Box popup serving Dumpling Nachos. It's Van Doren's last time at Observatory this year, so pre-order below to make sure you get a plate.
Pre-Order Dumpling NachosLive Music & Vendors
Sandra Kunz & Lee Anthony
Aug 22, 2026
Observatory Wines
1:00 PM – 4:00 PM
Folk and old-time country on the patio with Sandra Kunz and Lee Anthony.
Live Music & Vendors
Organic Humans Band
Aug 23, 2026
Observatory Wines
1:00 PM – 4:00 PM
The Organic Humans Band back from Cawston. Classic rock and country covers on the patio, danceable as ever.
Live Music & Vendors
Chayce Kennedy
Aug 29, 2026
Observatory Wines
1:00 PM – 4:00 PM
Penticton's Chayce Kennedy closes out August on the patio.
Live Music & Vendors
Roseanarig
Aug 30, 2026
Observatory Wines
1:00 PM – 4:00 PM
Last Sunday of August. Roseanarig on the patio for an afternoon set.
Special Event
Wine Club Pick-Up Party – Ostella Band
Sep 04, 2026
Observatory Wines
4:00 PM – 7:00 PM
Wine Club, this one's for you. Pick up your release with live music from Ostella Band on the patio.