Santa Cruz Live Music Weekend Roundup: May 16 – 19
Live music Santa Cruz. Check out the weekend roundup of concerts and festivals. Easy at-a-glance quick reference music guide.
By Julie Horner
Thursday, May 16
Lavender Fields at Wine Bar 107 at Testarossa
Thursday, May 16 | 5:00 – 7:00
300 College Ave., Los Gatos
This Way Up at Alice’s Restaurant
Thursday, May 16 | 5:00 – 7:30
17288 Skyline Blvd, Woodside
Slingshot w/ Matt Hartle, Bret Bailey, Pete Novembre
Discretion Brewing
Third Thursdays | 5:30 – 7:30
2703 41st Ave Ste. A, Soquel
Ripatti and Rose at Chaminade Resort
Thursday, May 16 | 5:30 – 8:30
One Chaminade Lane, Santa Cruz
The Joint Chiefs at Sevy’s at Seacliff Inn
Thursday, May 16 | 6:00
7500 Old Dominion Ct, Aptos
Johnny Gullic & Friends at Cork and Fork
Thursday, May 16 | 6:00
312-B Capitola Ave, Capitola
T Bone Mojo Blues at Mission Street BBQ
Thursday, May 16 | 6:00 – 8:00
1618 Mission St., Santa Cruz
7th Wave at Bargetto Winery
Thursday, May 16 | 6:00 – 8:00
3535 N Main St, Soquel
Asher Stern at Bruno’s Bar and Grill
Thursday, May 16 | 6:00 – 8:00
230 Mt Hermon Rd, Scotts Valley
Trivia w/ Phil Gomez at Capitola Wine Bar
Thursday, May 16 | 6:30
15 San Jose Ave, Capitola
Pickle Mafia at Vino by the Sea
Thursday, May 16 | 6:30 – 9:30
55 Municipal Wharf, Ste. B, Santa Cruz
Songwriter Showcase w/ Chev Dog, Jordan Talbot,
Spencer Hilyard & Brittney Mignano
The Ugly Mug
Thursday, May 16 | 7:00
4640 Soquel Ave., Soquel
QWANQWA at Kuumbwa Jazz
Thursday, May 16 | 7:00
320-2 Cedar Street, Santa Cruz
Trivia w/ Michael Gaither at El Vaquero Winery
Thursday, May 16 | 7:00
2901 Freedom Blvd, Watsonville
Java Jam Bluegrass at Los Gatos Coffee Roasting Company
Thursday, May 16 | 7:00 – 9:00
101 W Main St., Los Gatos
Afrobeats Night at Abbott Square Market
Thursday, May 16 | 7:00 – 9:30
725 Front St., Santa Cruz
Traditional Irish Session at Rosie McCann’s Irish Restaurant and Pub
Thursday, May 16 | 7:00 – 10:00
1220 Pacific Ave., Santa Cruz
Line Dancing at Bruno’s Bar and Grill
Thursday, May 16 | 7:00 – 10:00
230 Mt Hermon Rd, Scotts Valley
Anna Moss and The Nightshades at Felton Music Hall
Thursday, May 16 | 7:00 – 10:00
6275 Highway 9, Felton
Comedy Night at Woodhouse Blending & Brewing
Thursday, May 16 | 7:30 – 9:00
119 Madrone St., Santa Cruz
Karaoke w/ Billy & Corey at Hold Fast Lounge
Thursday, May 16 | 8:00 – 11:00
529 Seabright Ave Santa Cruz
Chuck Prophet & The Mission Express at Moe’s Alley
Thursday, May 16 | 8:30
1535 Commercial Way, Santa Cruz
Tiger’s Tale Grateful Thursday at Henflings of Ben Lomond
Thursday, May 16 | 10:00 – Late
9450 Highway 9, Ben Lomond
![](https://slvpost.com/wp-content/uploads/2024/05/387068486_10229097112267456_1053044096711507061_n-840x840.jpg)
Friday, May 17
Bob Burnett at MJA Vineyards Westside Tasting Room
Friday, May 17 | 3:30 – 6:30
328 Ingalls St., Santa Cruz
Punk Festival Fundraiser at the Santa Cruz Veterans Memorial Hall
Multiple Bands: Outpatient X, Suborbitals, Perch, Shark in the Water +
Friday, May 17 | Doors 4:00
846 Front St., Santa Cruz
The Country Squires at Highway 1 Brewing
Friday, May 17 | 5:00 – 7:00
5720 Cabrillo Hwy, Pescadero
Teapot Logic at San Gregorio General Store
Friday, May 17 | 5:00 – 7:00
7615 Stage Rd., San Gregorio
Blue Flamingo at Alice’s Restaurant
Friday, May 17 | 5:00 – 7:30
17288 Skyline Blvd, Woodside
Walter & Friends at Kissed by an Angel Wines
Friday, May 17 | 5:30 – 7:30
75 Mt. Hermon Rd., Scotts Valley
The Paperback Ryders at Discretion Brewing
Friday, May 17 | 5:30 – 7:30
2703 41st Ave Ste. A, Soquel
The Essentials at Steel Bonnet Brewing
Friday, May 17 | 5:30 – 7:30
20 Victor Square, Scotts Valley
GoKart Mozart at Stockwell Cellars
Friday, May 17 | 5:30 – 8:30
1100 Fair Ave., Santa Cruz
The Nexties at Woodhouse Blending & Brewing
Friday, May 17 | 5:30 – 8:30
119 Madrone St., Santa Cruz
Tix: FB @EventSantaCruz
Anthony Arya at Chaminade Resort
Friday, May 17 | 5:30 – 8:30
One Chaminade Lane, Santa Cruz
Claudio Melega at Aroma Restaurant
Friday, May 17 | 5:30 – 8:30
9600 Highway 9, Ben Lomond
Ryann Gonsalves + Lunchbox + Hook-Ups + Racecourse
SubRosa Community Space
Friday, May 17 | Doors 6:00
703 Pacific Ave., Santa Cruz
Dave D’Oh at VinoCruz
Friday, May 17 | 6:00 – 8:00
4901 Soquel Dr., Soquel
Leomele at Pono Hawaiian Grill
Friday, May 17 | 6:00 – 8:30
120 Union St., Santa Cruz
Alex Lucero Band at El Vaquero Winery
Friday, May 17 | 6:00 – 9:00
2901 Freedom Blvd, Watsonville
Reservations: (831) 607-8118
The Messiahs Trio at Cork and Fork
Friday, May 17 | 6:00 – 9:00
312-B Capitola Ave, Capitola
Back Porch Boys at Capitola Wine Bar
Friday, May 17 | 6:00 – 9:00
115 San Jose Ave, Capitola
Velour at Shanty Shack Brewing
Friday, May 17 | 6:00 – 9:00
138 Fern St., Santa Cruz
Slow Coast at Davenport Roadhouse
Friday, May 17 | 6:00 – 9:00
1 Davenport Ave, Davenport
Fossil Farm at The Cats Los Gatos
Friday, May 17 | 6:30 – 9:30
17533 Santa Cruz Hwy, Los Gatos
Hall Pass at Sevy’s at Seacliff Inn
Friday, May 17 | 7:00
7500 Old Dominion Ct, Aptos
That Country Feeling Band + Line Dancing
Scotts Valley Senior Center
Friday, May 17 | 7:00 – 9:00
370 Kings Village, Scotts Valley
Chicago Bill at the Friday Night Dance
Mid-County Senior Center
Friday, May 17 | 7:00 – 9:00
829 Bay Ave., Capitola
Ancestree Reggae at Abbott Square Market
Friday, May 17 | 7:00 – 9:30
725 Front St., Santa Cruz
Ted Welty and John Michael at Over the Hill Gang Saloon
Friday, May 17 | 7:00 – 10:00
3530 Portola Dr., Santa Cruz
The Joint Chiefs at Vino by the Sea
Friday, May 17 | 7:00 – 10:00
55 Municipal Wharf, Ste. B, Santa Cruz
Vinny Johnson Blues Band at the Brookdale Lodge
Friday, May 17 | 7:00 – 10:00
11570 Highway 9, Brookdale
Little Wings with Shannon Lay
Kuumbwa Jazz
Friday, May 17 | 7:30
20-2 Cedar Street, Santa Cruz
Dwight Yoakam at The Mountain Winery
Friday, May 17 | 7:30
14831 Pierce Rd, Saratoga
Tix: FB @TheMountainWinery
Devils Tonic at Henflings of Ben Lomond
Friday, May 17 | 8:00 – 11:00
9450 Highway 9, Ben Lomond
Salami Rose Joe Louis w/ Saxreligious at The Crepe Place
Friday, May 17 | 8:00 – 11:30
1134 Soquel Ave, Santa Cruz
Cooper Street at Joe’s Bar
Friday, May 17 | 8:30 – 11:55
13118 Highway 9, Boulder Creek
Mind’s Eye in the The Catalyst Atrium
Friday, May 17 | 9:00
1011 Pacific Ave, Santa Cruz
Matt Masih and The Messengers at The Crow’s Nest
Friday, May 17 | 9:00
2218 East Cliff Drive, Santa Cruz
Kid Dynamite at The Sand Bar
Friday, May 17 | 9:00
211 Esplanade, Capitola
Polyrhythmics + Floratura at Moe’s Alley
Friday, May 17 | 9:00
1535 Commercial Way, Santa Cruz
![](https://slvpost.com/wp-content/uploads/2024/05/Pie-Ranch-840x840.png)
Saturday, May 18
May Music Day at Keith Holland Guitars
Saturday, May 18 | 10:00 – 5:00
16905 Roberts Rd., Los Gatos
RSVP: (408) 395-0767
The Giant Dipper 100th Anniversary Rides & Fireworks
Saturday, May 18 | 10:30 – 10:00
400 Beach St., Santa Cruz
Gary Horsman & Bill Haines w/ Poets
Jym Marks & Leah Lubin
San Gregorio General Store
Saturday, May 18 | 11:00 – 1:00
7615 Stage Rd., San Gregorio
Ripatti & Rose at Pono Hawaiian Grill
Saturday, May 18 | 1:00 – 3:00
120 Union St., Santa Cruz
Simon Santiago at Davenport Roadhouse
Saturday, May 18 | 1:00 – 4:00
1 Davenport Ave, Davenport
El Trio Extra Large + Passport Day
Silver Mountain Vineyards
Saturday, May 18 | 1:30 – 4:00
269 Silver Mountain Dr., Miller Cutoff, Los Gatos
Motion Pacific Dance Recital at Santa Cruz Civic Auditorium
Saturday, May 18 | 2:00 – 4:00
307 Church St., Santa Cruz
Kincheloe, Beynon, MacPherson & Carroll
San Gregorio General Store
Saturday, May 18 | 2:00 – 5:00
7615 Stage Rd., San Gregorio
Marc Schwartz at MJA Vineyards Westside Tasting Room
Saturday, May 18 | 3:30 – 6:30
328 Ingalls St., Santa Cruz
Chase LaRue at Stockwell Cellars
Saturday, May 18 | 4:00 – 6:00
1100 Fair Ave., Santa Cruz
Revelation Chant Reggae at Steel Bonnet Brewing
Saturday, May 18 | 5:00 – 7:00
20 Victor Square, Scotts Valley
Windy Hill Bluegrass at The Sawmill
Saturday, May 18 | 5:30 – 7:30
15520 Highway 9, Boulder Creek
Brotherhood of Freaks at Discretion Brewing
Saturday, May 18 | 5:30 – 7:30
2703 41st Ave Ste. A, Soquel
The Gravity at Bruno’s Bar and Grill
Saturday, May 18 | 5:30 – 8:30
230 Mt Hermon Rd, Scotts Valley
Chas the Shotgun Suitor at Aroma Restaurant
Saturday, May 18 | 5:30 – 8:30
9600 Highway 9, Ben Lomond
La Familia de la Calle Salsa Dance & Lessons
Pie Ranch
Saturday, May 18 | Doors 6:00
2080 Highway 1, Pescadero
Register: (650) 262-1220
T Bone Mojoe & Lips Logan Blues at Mission Street BBQ
Saturday, May 18 | 6:00 – 8:00
1618 Mission St., Santa Cruz
Mojo Mix Blues Trio at Aptos Street BBQ
Saturdays | Sundays | Wednesdays | 6:00 – 8:00
8059 Aptos St, Aptos
Open Mic at Lille Aeske Arthouse
Saturday, May 18 | 6:00 – 9:00
13160 Highway 9, Boulder Creek
Leroy & Friends at Cork and Fork
Saturday, May 18 | 6:00 – 9:00
312-B Capitola Ave, Capitola
EMO Night at Fruition Brewing
Saturday, May 18 | 6:00 – 9:00
918 East Lake Ave., Watsonville
Rosebud at Shanty Shack Brewing
Saturday, May 18 | 6:00 – 9:00
138 Fern St., Santa Cruz
Joe Leonard Jazz Trio at Capitola Wine Bar
Saturday, May 18 | 6:00 – 9:00
115 San Jose Ave, Capitola
Beggars Opera at The Cats Los Gatos
Saturday, May 18 | 6:30 – 9:30
17533 Santa Cruz Hwy, Los Gatos
Serious Condition at Sevy’s at Seacliff Inn
Saturday, May 18 | 7:00
7500 Old Dominion Ct, Aptos
The Joint Chiefs at Abbott Square Market
Saturday, May 18 | 7:00 – 9:30
725 Front St., Santa Cruz
Brazilian Hot Spot Salsa Dance at Vino by the Sea
Saturday, May 18 | 7:00 – 10:00
55 Municipal Wharf, Ste. B, Santa Cruz
Outpatient X at The Blue Lagoon
Saturday, May 18 | 8:00
923 Pacific Ave., Santa Cruz
Fruition at Felton Music Hall
Saturday, May 18 | 8:00
6275 Highway 9, Felton
Pearl & The Oysters w/ Omar Velasco + Magic Fig
Moe’s Alley
Saturday, May 18 | 8:00
1535 Commercial Way, Santa Cruz
Reggae Night w/ Emmanuel Selassie Band
Henflings of Ben Lomond
Saturday, May 18 | 8:00 – 11:00
9450 Highway 9, Ben Lomond
The Inciters + The Seismics at The Crepe Place
Saturday, May 18 | 8:00 – 11:30
1134 Soquel Ave, Santa Cruz
ABC at Joe’s Bar
Saturday, May 18 | 8:30 – 11:55
13118 Highway 9, Boulder Creek
Gimme Gimme Disco at The Catalyst
Saturday, May 18 | 9:00
1011 Pacific Ave, Santa Cruz
Allan Rayman in The Catalyst Atrium
Saturday, May 18 | 9:00
1011 Pacific Ave, Santa Cruz
Chicago Bill & The Next Blues Band
The Crow’s Nest
Saturday, May 18 | 9:00
2218 East Cliff Drive, Santa Cruz
Octane at The Sand Bar
Saturday, May 18 | 9:00
211 Esplanade, Capitola
Neon City Limits at Daisy’s Saloon
Saturday, May 18 | 9:00
2 Mariposa St., San Juan Bautista
![](https://slvpost.com/wp-content/uploads/2024/05/392947719_850208697113390_6795269033613122433_n-840x840.jpg)
Sunday, May 19
Helen Casabona at San Gregorio General Store
Sunday, May 19 | 11:00 – 1:00
7615 Stage Rd., San Gregorio
Dos Bros at Bruno’s Bar and Grill
Sunday, May 19 | 12:00 – 2:00
230 Mt Hermon Rd, Scotts Valley
Ripatti & Rose Wine Tasting Party at Stockwell Cellars
Sunday, May 19 | 12:00 – 3:00
1100 Fair Ave., Santa Cruz
PS Acoustic at Cinnabar Winery
Sunday, May 19 | 1:00 – 4:00
14612 Big Basin Way, Saratoga
Dave D’oh at Capitola Wine Bar
Sunday, May 19 | 2:00 – 4:00
115 San Jose Ave, Capitola
Gary Gates at San Gregorio General Store
Sunday, May 19 | 2:00 – 5:00
7615 Stage Rd., San Gregorio
Andy Fuhrman at MJA Vineyards Westside Tasting Room
Sunday, May 19 | 2:30 – 5:30
328 Ingalls St., Santa Cruz
Rick Estrin & The Nightcats Album Release Show
Moe’s Alley
Sunday, May 19 | 3:00
1535 Commercial Way, Santa Cruz
Jenny O’ Leary Jazz Trio at Steel Bonnet Brewing
Sunday, May 19 | 3:00 – 5:00
20 Victor Square, Scotts Valley
Lefty Rosa at Discretion Brewing
Sunday, May 19 | 3:00 – 5:00
2703 41st Ave Ste. A, Soquel
Brett Fowler at Fruition Brewing
Sunday, May 19 | 3:00 – 5:00
918 East Lake Ave., Watsonville
Ledward Kaapana at The Pono Hawaiian Grill [Sold Out]
Sunday, May 19 | 3:00 – 5:00
The Puffball Collective at Woodhouse Blending & Brewing
Sunday, May 19 | 3:00 – 6:00
119 Madrone St., Santa Cruz
Axe & Acoustic at Shanty Shack Brewing
Sunday, May 19 | 3:00 – 6:00
138 Fern St., Santa Cruz
Schoolcraft & Murray at Cork and Fork
Sunday, May 19 | 3:00 – 6:00
312-B Capitola Ave, Capitola
The Jamissaries Neighborhood Throw-down
Zayante Creek Market & Deli
Sunday, May 19 | 3:00 – 6:00
9210 E Zayante Rd, Felton
Rome at Vino by the Sea
Sunday, May 19 | 4:00 – 7:00
55 Municipal Wharf, Ste. B, Santa Cruz
Patti Maxine + Christie McCarthy, Michael Gaither, Glenn MacPherson
El Vaquero Winery
Sunday, May 19 | 4:00 – 7:00
2901 Freedom Blvd, Watsonville
Reservations: (831) 607-8118
Bluegrass Showcase at The Crepe Place
Sundays | 4:00 – 7:00
1134 Soquel Ave, Santa Cruz
Jim Lewin at Joe’s Bar
Sunday, May 19 | 4:00 – 7:00
13118 Highway 9, Boulder Creek
Plateau Jazz Band at Abbott Square Market
Sunday, May 19 | 5:00 – 7:00
725 Front St., Santa Cruz
John Michael Sings Sinatra at Chaminade Resort
Sunday, May 19 | 5:00 – 8:00
One Chaminade Lane, Santa Cruz
Pro Jam w/ Host Dan Odom at Henflings of Ben Lomond
Sundays | 5:00 – 9:00
9450 Highway 9, Ben Lomond
Ledward Kaapana at The Pono Hawaiian Grill [Sold Out]
Sunday, May 19 | 6:00 – 8:00
Grateful Sundays w/ Matt Hartle & Friends
Felton Music Hall
Sundays | 6:00 – 9:00
6275 Highway 9, Felton
Earthly Machines at The Cats Los Gatos
Sunday, May 19 | 6:00 – 9:00
17533 Santa Cruz Hwy, Los Gatos
Pierre Bensusan at Kuumbwa Jazz
Sunday, May 19 | 7:00
20-2 Cedar Street, Santa Cruz
Dennis Dove Open Jam at The Sand Bar
Sunday, May 19 | 7:30
211 Esplanade, Capitola
Ill Maxime X Brewskiii w/ Jim Flowers
The Catalyst Atrium
Sunday, May 19 | 7:45
1011 Pacific Ave, Santa Cruz
Gypsy Kings at The Rio Theatre
Sunday, May 19 | 8:00 – 11:00
1205 Soquel Ave, Santa Cruz
Live Comedy at The Crow’s Nest
Sundays | 9:00
2218 East Cliff Drive, Santa Cruz
Goth Dark Dance Party at The Blue Lagoon
Sundays | 9:30
923 Pacific Ave., Santa Cruz
The SLV Post Weekend Roundup
The weekend roundup of live music is compiled by Julie Horner for the San Lorenzo Valley Post newspaper and is posted every Thursday on Facebook: @SLVPostNews and on SLV Post’s website. See something we missed? Share your event to the Santa Cruz Mountains Entertainment News Facebook group: @santacruzmountains
Featured image: QWANQWA at Kuumbwa Jazz Thursday, May 16 | 7:00
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Julie Horner is Co-Founder and Editor for the San Lorenzo Valley Post. Julie lives and works in Boulder Creek and is an active participant in the county's vibrant music scene. She loves the outdoors and is the go-to expert on Santa Cruz Mountains hiking trails.