Entertainment Live Music 

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

Fruition at Felton Music Hall Saturday, May 18 | 8:00. Photo by Jody Carbone Photography

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

La Familia de la Calle Salsa Dance & Lessons at Pie Ranch Saturday, May 18  | Doors 6:00

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

Dwight Yoakam at The Mountain Winery Friday, May 17 | 7:30

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.

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