The week ahead at a glance

Upcoming gigs…

JUNE

6/4 THU 414 Cal Ave (Palo Alto) 5:30-8:30pm (Simon solo)

6/5 FRI  Solis Winery (Gilroy) family night.  5:30-8:30pm (Simon, Dave, and Paul).  

6/6 SAT  Campbell Coffee Shack 12:30-3:30pm (Simon solo)

AND… Spin A Yarn (Fremont) 7-10pm (Simon & Dave) 

6/7 SUN Cloud City (Campbell Farmers Market) 9am-12pm (Simon solo)

6/10 WED Bibo’s Pizza (Willow Glen) 6:30-8:30pm

6/11 THU  414 Cal Ave (Palo Alto) 5:30-8:30pm (Simon solo)

6/12 FRI  Palo Alto Sheraton

3-5 pm (Simon & Don)

AND… The Scarlett Room (Cocktail Lounge) @ Bell Tower Cafe (Saratoga) 6:30-8:30pm

6/13 SAT  private event (San Jose) 10:15-11:00am (Simon & Don)

AND… Testarossa Winery (Los Gatos) JRS release 12-5pm (Simon solo)

(MRL)

6/14 SUN Cloud City (Campbell Farmers Market) 9-11am (Simon & Don)

AND Testarossa Winery (Los Gatos) 12-5pm

6/17 WED  State Street Market (Los Altos) 6-8pm (Simon solo)

6/18 THU Testarossa Winery (Los Gatos) 5-7pm (Simon solo)

6/19 FRI  Auto Vino (San Carlos) 5-7pm (Simon & Don)

6/20 SAT  Cinnabar Winery (Gilroy) 1:30-4:30pm (w/ Jackie Chavez alternating sets)

AND…. Spin A Yarn (Fremont) 7-10pm (Simon & Don)

6/21 SUN  Cloud City (Campbell Farmers Market) 9am-12pm (SEAN & Don)

AND… El Jardin 1-4pm (Simon, Don, and Dave)

6/24 WED  Funkytown @ El Jardin (Santana Row) 6-9pm (Simon, Don, and Dave)

6/25 THU  414 Cal Ave (Palo Alto) 5:30-8:30pm (Simon solo)

6/26 FRI  La Rinconada Country Club (Los Gatos) 5-8pm (Simon solo) 

6/27 SAT  Cloud City (5-year anniversary party) (Campbell) 12-3pm (Simon, Don, and___)

AND… Rootstock Private event LG) 5:30-8:30pm (Simon & Don)

6/28  SUN Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don)

AND… El Jardin (Simon, Don, and Dave)

JULY

7/1  Bibo’s 

7/2  THU 414 Cal Ave (Palo Alto) 5:30-8:30pm (Simon solo)

7/3 FRI  LaRinconada Country Club (Los Gatos) 5-8pm (Simon solo)

7/4 SAT  HOLD am for Spark

AND… Satori Cellars (Gilroy) 1-4pm (Simon solo)

7/5 SUN  Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don) 

AND… Corde Valle (San Martin) 1-4pm (Simon solo)

7/8 Bibo’s

7/9 THU  Private event (Scott’s Valley) 12-3pm (duo/trio)

AND… Lamella Tavern (Willow Glen) 6:30-9:00pm (Simon solo)

7/10 FRI  Devils Canyon (San Carlos) 6-9pm (Simon solo)

7/11 SAT  HOLD am for Spark

AND… Spin A Yarn Steakhouse  (Fremont) 7-10pm (Simon & Don)

7/12 SUN Cloud City (Campbell Farmers Market) 

9am-12pm (Simon & Don)

AND… Los Altos Art & Wine (Community Stage) 3:30-5:00pm (Simon & Don)

7/15 WED El Jardin (Santana Row) 6-9pm  (trio)

7/16 THU  414 Cal Ave (Palo Alto) 5:30-8:30 (Simon solo)

7/17 FRI  The Scarlett Room (Cocktail Lounge) @ Bell Tower Cafe (Saratoga) 6-8pm

7/18 SAT  HOLD am for Spark

AND… Cinnabar Winery (Gilroy) 1:30-4:30pm (Simon solo)

AND…. L&M Vineyard (Gilroy) 5:30-8:30pm (Simon & Don)

7/19 SUN Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don)

7/20 MON  Overlook 5:30-7:30pm (Howard Jones)

7/22 WED  Bibo’s 

7/23 THU  414 Cal Ave (Palo Alto) 5:30-8:30pm (Simon solo)

7/24 FRI  Wallis Ranch (Dublin) 6-9pm (Simon, Don, and Dave)

7/25 SAT  HOLD am for Spark

AND… Spin A Yarn Steakhouse  (Fremont) 7-10pm (Simon & Don)

7/26 SUN Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don)

7/29 WED  El Jardin (Santana Row) 6-9pm (trio)

7/30 THU  414 Cal Ave (Palo Alto) 5:30-8:30pm (Simon solo)

7/31 FRI

AUGUST

8/1 SAT HOLD am for Spark

***Spin A Yarn Steakhouse  (Fremont) 7-10pm (Simon & Don)

*Overlook 5:30-7:30pm (Stray Cats)

8/2 SUN Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don)

AND… Testarossa (Los Gatos) 2:30-5:00pm (Simon solo)

8/6 THU Lamella Tavern (Willow Glen) 6:30-9:00pm (Simon solo)

8/7 FRI  NA

8/8 SAT  HOLD am for Spark

***Spin A Yarn Steakhouse  (Fremont) 7-10pm (Simon & Don)

*Overlook 5:30-7:30pm (ZZ Top / Cheap Trick)

8/9 SUN Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don)

8/13 THU  Private event (Lexington Hills, Old Santa Cruz Hwy)  6:00-7:30pm (Simon solo)

8/14 FRI 

8/15 SAT HOLD am for Spark

(unavailable) Ani

***  

8/16 SUN Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don)

8/19 WED  Overlook 5:30-7:30pm (Men At Work)

8/20 THU  414 Cal Ave (Palo Alto) 5:30-8:30pm (Simon solo)

8/22 SAT HOLD am for Spark

(hold private event WH in WG)

8/23 SUN Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don)

8/27 THU  *414 Cal Ave (Palo Alto) 5:30-8:30pm (Simon solo)

(hold for Manteca)

8/28 FRI  

(MWB??)

8/29 SAT HOLD am for Spark

Rootstock Wine Bar (Los Gatos) 7-10pm.  (Simon & Don)

8/30 SUN Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don)

SEPT

9/3 THU Lamella Tavern (Willow Glen) 6:30-9:00pm (Simon solo)

9/5 SAT  L&M Vineyard (Gilroy) summer sunset series 5:30-8:30pm (Simon & Don)

9/6 SUN  Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don)

9/11 FRI  Spin A Yarn Steakhouse  (Fremont) 7-10pm (Simon & Don)

9/12 SAT  Spin A Yarn Steakhouse  (Fremont) 7-10pm (Simon & Don)

9/13 SUN  Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don)

9/17 THU  Campbell Wine Walk 6-9pm (trio with _____)

9/18 FRI (evening hold for private event)

9/19 SAT Satori Cellars (Gilroy) 1-4pm (Simon solo)

(Evening hold for private event)

9/20 SUN  Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don)

AND… Horse Thief Vineyards 1-4pm (duo)

9/24 THU  Overlook 5:30-7:30pm (Starship)

9/25  FRI 

***<LaRinconada (Los Gatos) 5-8pm (Simon solo)>

9/26 SAT private event (Los Altos) 1-4pm (Simon, Don, and Dave)

9/27 SUN  Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don)

9/30 WED Overlook 5:30-7:30pm (Pat Benatar)

OCT

10/4 SUN  Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don)

10/9 FRI  Spin A Yarn Steakhouse  (Fremont) 7-10pm (Simon & Don)

10/10 SAT  Cinnabar Winery Grape Stomp (Gilroy) 

AND… Spin A Yarn Steakhouse  (Fremont) 7-10pm (Simon & Don)

10/11 SUN Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don) AND… Corde Valle (San Martin) 1-4pm (Simon solo)

10/17 SAT (hold Oktoberfest)

10/18 SUN  (hold Oktoberfest)

Satori Cellars (Gilroy) 1-4pm (Simon solo)

AND… Overlook 5:30-7:30pm (John Mulaney)

10/25 SUN  Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don)

NOV

11/1 SUN  Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don) 

AND… Solis Winery 1-4pm solo

11/7 SAT  Verde Vineyards (Gilroy) 1-4pm (Simon solo)

AND…. Spin A Yarn Steakhouse  (Fremont) 7-10pm (Simon & Don)

11/8 SUN  Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don)

11/14 SAT Spin A Yarn Steakhouse  (Fremont) 7-10pm (Simon & Don)

11/15 SUN  Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don)

11/21 SAT Cinnabar Winery (Gilroy) Sip n’ Shop 1:30-4:30pm (Simon solo)

11/22 SUN  Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don)

11/29 SUN  Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don)

DEC

12/6  SUN  Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don) AND… Verde Vineyards (Gilroy) 1-4pm

12/11 FRI  Spin A Yarn Steakhouse  (Fremont) 7-10pm (Simon & Don)

12/12 SAT  Solis Winery 1-4pm (Solo)

AND… Spin A Yarn Steakhouse  (Fremont) 7-10pm (Simon & Don)

12/13 SUN  Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don) AND… Corde Valle (San Martin) 1-4pm (Simon solo)

12/20 SUN  Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don)

12/27 SUN  Cloud City (Campbell Farmers Market) 9am-12pm (Simon & Don)

12/31 NYE (available)

* Last updated on 5/25/26