7/3 THU private party RQ (San Jose) 6-9pm
7/4 FRI Auto Vino (San Carlos) 5-7pm (Simon & Don)
7/5 SAT Gilroy Market Off First Street. Debut! 40+ Makers, produce, flowers, local honey, and fresh bread. (Simon solo)
AND… Spin A Yarn Steakhouse (Fremont) 7-10pm (Simon & Don) First duo show here!
7/6 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
AND… Solis Winery (Gilroy) 1-4pm (Simon solo)
7/10 THU Tessora’s Wine Bar (Campbell) 8-10pm (Simon solo)
JULY
7/2 WED Bibo’s Pizza (Willow Glen) 6:30-8:30pm
7/3 THU private party RQ (San Jose) 6-9pm
7/4 FRI Auto Vino (San Carlos) 5-7pm (Simon & Don)
7/5 SAT Gilroy Market Off First Street. Debut! 40+ Makers, produce, flowers, local honey, and fresh bread. 10am-1pm. (Solo show)
AND… Spin A Yarn Steakhouse (Fremont) 7-10pm (Simon & Don) First duo show here!
7/6 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
AND… Solis Winery (Gilroy) 1-4pm (Simon solo)
7/10 THU Tessora’s Wine Bar (Campbell) 8-10pm (Simon solo)
7/12 SAT Satori Cellars (Gilroy) 1-4pm (Simon solo)
AND… Rootstock Wine Bar (Los Gatos) 7-10pm (Simon solo)
7/13 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon solo)
AND… Byington Winery (Los Gatos) 1:30-4:30pm (Simon solo)
7/18 FRI Los Gatos Coffee Roasting Company (7-10pm) quartet w/ Simon, Don, Dave, and A.J.
7/19 SAT L&M Vineyards (Gilroy) 5-8pm. (Simon, Don, and Dave)
NEW VENUE!!!
7/20 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
AND… Cinnabar Winery (Gilroy) 1-4pm. (Simon solo)
7/23 WED Little Lou’s (Campbell) 6-9pm (Simon, Don, and Dave)
7/24 THU Houserockers at Almaden (Graystone Park) 6pm
AND… Tessora’s Wine Bar (Campbell) 8:30-10:30pm (Simon & Don)
7/26 SAT Boardwalk Bowl (Santa Cruz) 5-8pm (Simon solo)
7/27 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
7/30 WED State Street Market (Los Altos) 6-8pm (Simon solo)
7/31 THU Testarossa Winery @ Bistro 107. (Los Gatos) 6-8pm (Simon solo)
AUG
8/1 FRI Mimosa’s (Willow Glen) 6-9pm (Simon, Don, and Dave)
8/2 SAT Mountain Winery (Overlook Lounge pre-show)
Main stage = Rick Springfield w/ John Waite, Wang Chung, and Paul Young)
AND… Spin A Yarn Restaurant (Fremont) 7-10pm (Simon solo)
8/3 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
AND… Verde Vineyards (Gilroy) 1-4pm (Simon, Dave, and Paul)
8/6 WED 414 Cal Ave (Palo Alto) 5:30-8:30pm.
NEW VENUE!!!
8/9 SAT Private Event (SCCLPA) 8-10pm
8/10 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
AND… Clos La Chance (San Martin) 1-4pm (Simon solo)
8/13 WED Crows Nest (Santa Cruz) 6-9pm (Simon solo)
8/14 THU Lamella Tavern (Willow Glen) 7-10pm (Simon solo)
8/17 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
8/19 TUE Mountain Winery (Overlook Lounge pre-show) main act = Blues Traveler w/ Gin Blossoms and Spin Doctors
8/23 SAT Cinnabar Winery (Gilroy) 1:30-4:30pm (Simon solo)
8/24 SUN Cloud City (Campbell Farmers Market)
9-11am (Simon & Don)
AND… Ainsley House “garden grooves” (Mary Ellen & Thom Duell w/ Simon Santiago) 1:30-3:30pm
8/27 WED Sam’s BBQ (San Jose) 6-9pm
8/28 THU Mountain Winery (Overlook Lounge pre-show) Main act = ZZ Top w/ Night Ranger
8/31 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
SEPT
9/6 SAT private party (Willow Glen) 6-8pm (Simon, Don, Dave, Paul)
9/7 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
9/13 SAT Spin A Yarn Restaurant (Fremont) 7-10pm
9/14 SUN Cloud City (Campbell Farmers Market)
9-11am (Simon & Don)
AND… Satori Cellars (Gilroy) 1:30-4:30pm (Simon solo)
9/20 SAT Relay For Life (San Jose) 5-7pm
9/21 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
9/26 FRI Private event (school
fundraiser - Schaeffer)
9/28 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
AND… Verde Vineyards (Gilroy) 1-4pm
OCT
10/2 THU Private Event (Manteca)
10/5 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don) Solis
10/11 SAT Cinnabar Winery (Gilroy) Grape Stomp special event. 1-4pm (Simon solo)
10/12 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
AND… Clos La Chance (San Martin) 12-3pm (Solo show)
10/18 SAT Spin A Yarn
10/19 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
AND… Verde Vineyards (Gilroy) 1-4pm (duo)
10/22 Mountain Winery (Overlook Lounge pre-show) Main act = Daryl Hall (Hall & Oates) w/ Glenn Tilbrook (Squeeze)
10/23 Mountain Winery (Overlook Lounge pre-show) Main Act = Garbage w/ Starcrawler
10/26 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
AND… Satori Cellars (Gilroy) 1:30-4:30pm (Simon solo)
10/29 WED Crows Nest (Santa Cruz) 7-10pm (Simon solo)
NOV
11/1 SAT Gilroy Market Off First Street. 10am-1pm (Simon solo)
11/2 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
11/9 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
11/16 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
11/23 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
11/29 SAT Solis Winery (Gilroy) 1-4pm
11/30 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
DEC
12/7 SUN Cloud City (Campbell Farmers Market)
9-11am (Simon & Don)
12/14 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
12/21 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
12/28 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
* Last updated on 7/1/25
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