5/14 WED State Street Market (Los Altos) 6-8pm (Simon solo)
5/15 THU Lamella Tavern (Willow Glen) 7-10pm (Simon solo)
5/17 SAT Campbell Boogie (First Street Stage) 10am-12pm (Simon solo)
AND… Capitola Wine Bar “VDUBS in the Village” event (Capitola) 1-4pm (Simon solo) & 5:30-8:30pm (Simon solo)
5/18 SUN Campbell Boogie (First Street Stage) 10am-12pm (Simon, Don, and A.J.)
AND…. Verde Vineyards (Gilroy) 1-4pm (Simon, Don, and Dave
MAY
5/14 WED State Street Market (Los Altos) 6-8pm (Simon solo)
5/15 THU Lamella Tavern (Willow Glen) 7-10pm (Simon solo)
5/17 SAT Campbell Boogie (First Street Stage) 10am-12pm (Simon solo)
AND… Capitola Wine Bar “VDUBS in the Village” event (Capitola) 1-4pm (Simon solo) & 5:30-8:30pm (Simon solo)
5/18 SUN Campbell Boogie (First Street Stage) 10am-12pm (Simon, Don, and A.J
AND…. Verde Vineyards (Gilroy) 1-4pm (Simon, Don, and Dave)
5/21 WED private event (Cupertino) 6:00-8:30pm. (Simon solo)
5/22 THU 20 Twenty Cheese & Wine Bar (Willow Glen) 6:30-8:30pm (Simon solo)
5/23 FRI
5/24 SAT Rootstock (Los Gatos) 7-10pm (Simon & Don)
5/25 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
AND… Byington Winery (Los Gatos) 1-4pm solo
5/28 WED Bibo’s Pizza
5/31 SAT private event (Tracy) 5-7pm
JUNE
6/1 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
6/4 WED hold (private event)
6/5 THU Lamella Tavern (Willow Glen) 7-10pm (Simon solo)
6/6 FRI Saki’s Spin A Yarn (Fremont) 7-10pm (Simon solo)
6/7 SAT (Campbell Car show 9am-12pm) Trio
AND second set 12:30-3:30pm (Simon solo)
AND… private party (Willow Glen) 6-8pm
6/8 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
AND… Testarossa Winery (Los Gatos) 11:30am-1:30pm
6/11 WED Bibo’s Pizza
6/14 SAT Car Show @ Venture CC (Los Gatos) 9am-1pm (Simon & Dave)
6/15 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
AND… Horse Thief Vineyard (Morgan Hill) 1-4pm (Simon solo)
6/17 TUE Santa Clara University. 2:30-4:00pm. (Simon solo)
6/18 WED Bibo’s Pizza
6/21 SAT
6/22 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
1:30-3:30pm Ainsley House garden - Tony Lindsay)
4:30-6:30pm private party (Ashby) (Simon and Don)
6/24 hold mw
6/25 WED Bibo’s Pizza
6/28 SAT Boardwalk Bowl (Santa Cruz) 5-8pm (Simon solo)
6/29 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
AND… Horse Thief Vineyard (Morgan Hill) 1-4pm (Simon solo)
JULY
7/3 THU private party RQ (San Jose) 6-9pm
7/5 SAT Gilroy Farmers Market 10am-1pm. (Solo show)
AND… Spin A Yarn Steakhouse (Fremont) 7-10pm (Simon solo)
7/6 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
AND… Solis Winery (Gilroy) 1-4pm (Simon solo)
7/13 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
7/19 SAT L&M Vineyards (Gilroy) 5-8pm. (Duo/trio tbd)
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 ___)
7/24 THU Houserockers at Almaden (Graystone Park)
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 Lamella Tavern (Willow Glen) 7-10pm (Simon solo)
AUG
8/1 FRI Mimosa’s (Willow Glen) 6-9pm (trio)
8/2 SAT Spin A Yarn Restaurant (Fremont) 7-10pm (Simon solo)
Hold mw
8/3 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
AND… Verde Vineyards (Gilroy) 1-4pm (Simon and)
8/9 SAT hold mw
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 (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 Hold mw
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
8/28 hold mw
8/31 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
SEPT
9/7 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)
9/13 SAT Spin A Yarn
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) Verde Vineyards 1-4pm
OCT
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 hold mw
10/23 hold mw
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 Farmers Market 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
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 5/10/25
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