Santa Cruz County Live Music Weekend Roundup: May 16-18

🎶Live Music Santa Cruz County! Here’s the roundup of concerts and live entertainment for the weekend starting Friday, May 16 through Sunday, May 18, 2025! We’ve rounded up all the great music we could find at Santa Cruz County’s best eateries and music venues and thrown in all the local festivals and fairs. Enjoy! 🎶🍷 🍺🎻💃

Friday, May 16

🎶 Mountain Market on Summit Road 🍒🍅
Fridays | 2:30 – 5:30
Loma Gazebo, 23845 Summit Rd, Los Gatos

🎶 Dave D’oh
BrewTopia
Friday, May 16 | 4:00
115 San Jose Ave, Ste H, Capitola

🎶 Spun
Food Truck Fridays
Friday, May 16 | 5:00 – 7:00
Monterey Park, Monterey Ave., Capitola

🎶 The Country Squires
Highway 1 Brewing
Friday, May 16 | 5:00 – 7:00
5720 Cabrillo Hwy, Pescadero

🎶 The Swagtones
Food Truck Fridays
Friday, May 16 | 5:00 – 7:00
Skypark 361 Kings Village Rd, Scotts Valley

🎶 Mike McCall
Alice’s Restaurant
Friday, May 16 | 5:00 – 7:30
17288 Skyline Blvd, Woodside

🎶 The Nexties Award Presentation w/ Alwa Gordon & Trestles
Woodhouse Blending & Brewing
Friday, May 16 | 5:00 – 9:00
119 Madrone St., Santa Cruz
Tix: eventsantacruz

🎶 Jazz the Dog
Kissed by an Angel Wines
Friday, May 16 | 5:30 – 7:00
75 Mt. Hermon Rd., Scotts Valley
ItaliaFire Food Truck

🎶 The Fintztones
Discretion Brewing
Friday, May 16 | 5:30 – 7:30
2703 41st Ave Ste. A, Soquel

🎶 Chase LaRue
Stockwell Cellars
Friday, May 16 | 5:30 – 8:30
1100 Fair Ave., Santa Cruz
Sleight of Hand Pizza 🍕

🎺🥁 Pops Concert
Concert Band, Jazz Band, & Wind Ensemble at San Lorenzo Valley High School
Friday, May 16 | 6:00 – 7:45
7105 Highway 9, Felton
Info on FB @slvmusicboosters

🎶 Rev & Renwick
Aroma Restaurant
Friday, May 16 | 6:00 – 9:00
9600 Highway 9, Ben Lomond

🎶 Jenny O’Leary Jazz
Chaminade Resort & Spa
Friday, May 16 | 5:30 – 8:30
One Chaminade Lane, Santa Cruz

🎶 Ryan Price
Steel Bonnet Brewing
Friday, May 16 | 6:00 – 8:00
20 Victor Square, Scotts Valley
Scrumptious Fish & Chips Food Truck

🎶 Live Blues
Aptos Street BBQ
Nightly | 6:00 – 8:00
8059 Aptos St, Aptos

🎶 Lloyd Whitley Blues Trio
Mission Street BBQ
Fridays | 6:00 – 8:00
1618 Mission St., Santa Cruz

🎶 Ronnie Kaho’ali’i & Ka La’i O Mele Hawaiian Band
Pono Hawaiian Grill
Friday, May 16 | 6:00 – 8:30
120 Union St., Santa Cruz

🎶 Rocky Michaels
Capitola Wine Bar and Merchants
Friday, May 16 | 6:00 – 9:00
115 San Jose Ave, Capitola

🎶 Slow Coast
Davenport Roadhouse
Friday, May 16 | 6:00 – 9:00
1 Davenport Ave, Davenport

🎶 Brotherhood of Freaks
Shanty Shack
Friday, May 16 | 6:00 – 9:00
138 Fern St., Santa Cruz

🎶Touch’d Too Much
El Vaquero Winery
Friday, May 16 | 6:00 – 9:00
2901 Freedom Blvd, Watsonville
$10 Cover | Taco House Food Truck

🎶 Line Dancing
Bruno’s Bar and Grill
Friday, May 16 | 8:00 – 11:00
230 Mt Hermon Rd, Scotts Valley
Lesson & Dance $10

🎶 Bill Frisell – Good Dog w/ Greg Leisz, Tony Scherr & Kenny Wollesen
Kuumbwa Jazz
Friday, May 16 | 7:00 & 9:00
320-2 Cedar Street, Santa Cruz
Tix: kuumbwajazz

💃 Chicago Bill & the Next Blues Band
Mid-County Senior Center Friday Dance Series
Friday, May 16 | 7:00 – 9:00
829 Bay Ave., Capitola
$10 Door

🎶 The Joint Chiefs
Abbott Square Market
Friday, May 16 | 7:00 – 9:30
118 Cooper St, Santa Cruz

🎶 Sundance Kids + Black Cat Gone
The Cats Los Gatos
Friday, May 16 | 7:00 – 10:00
17533 Santa Cruz Hilwy, Los Gatos

🎶 The Gravity
Sevy’s at Seacliff Inn
Friday, May 16 | 7:00 – 10:00
7500 Old Dominion Ct, Aptos

🎶 Tiger’s Tale
Vino by the Sea
Friday, May 16 | 7:00 – 10:00
55 Municipal Wharf, Ste. B, Santa Cruz

🎶 Vito & Friends
Brookdale Lodge
Friday, May 16 | 7:00 – 10:00
11570 Highway 9, Brookdale

🎶 Jenner Fox Band: Music of Neil Simon + Originals
Felton Music Hall | Seated Show
Friday, May 16 | 8:00
6275 Highway 9, Felton
Tix: feltonmusichall

🎶 Ten O’Clock Lunch Band
The Crow’s Nest
Friday, May 16 | 8:00
2218 East Cliff Drive, Santa Cruz
$7 Door

🎶 Casino Youth + Sunday Sale + Opus + Moon Wave
The Catalyst Club Atrium
Friday, May 16 | 8:00
1011 Pacific Ave, Santa Cruz
Tix: catalystclub

🎶 Tsunami
Henflings Tavern
Friday, May 16 | 8:00 – 11:00
9450 Highway 9, Ben Lomond

🎶 This Close
Joe’s Bar
Friday, May 16 | 8:30 – 11:55
13118 Highway 9, Boulder Creek

🎶 Israel Vibration w/ Duane Stephenson & Roots Radics + DJ Spleece
Moe’s Alley
Friday, May 16 | 9:00
1535 Commercial Way, Santa Cruz
Tix: moesalley

🎶 Bois Rouge Cajun Band + The Magpies
The Crepe Place
Friday, May 16 | 9:00
Tix: $10 | thecrepeplace

🎶 Octane
The Sand Bar
Friday, May 16 | 9:00
211 Esplanade, Capitola

🎶 Firme Friday Noche de Cumbia
The Blue Lagoon
Friday, May 16 | 9:30
923 Pacific Ave., Santa Cruz

Saturday, May 17

🚗 VDUBs in the Village Air-Cooled VW Automobile Show
Capitola Village
Saturday, May 17 | 8:00 – 3:00
Village Closed to Through Traffic During the Car Show

🐐 Goat Hill Fair Antique & Collectors Market
Santa Cruz County Fairgrounds
Saturday & Sunday | 8:00 – 4:00
2601 East Lake Blvd., Watsonville

🔮🧚‍♂️ Soul Search Enlightenment Expo
Hilton Santa Cruz / Scotts Valley
Saturday & Sunday | 10:00 – 6:00
6001 La Madrona Drive, Santa Cruz
Free

🎶 Ship of Thieves
San Gregorio General Store
Saturday, May 17 | 11:00 – 1:00
7615 Stage Rd., San Gregorio

🎨🖌️ San Lorenzo Valley Open Studios & Art Tour
Saturday & Sunday | 11:00 – 5:00
Look for the Bright Pink Signs
Info: slvarttour.org

🎶 Wonderstill
Davenport Roadhouse
Saturday, May 17 | 1:00 – 4:00
1 Davenport Ave, Davenport

🎶 Simon Santiago
Capitola Wine Bar and Merchants
Saturday, May 17 | 1:00 – 4:00
115 San Jose Ave, Capitola

🎶 Jack Mullins
Highway 1 Brewing
Saturday, May 17 | 2:00 – 4:00
5720 Cabrillo Hwy, Pescadero

🎶 Kincheloe Beynon, MacPherson & Carroll
San Gregorio General Store
Saturday, May 17 | 2:00 – 5:00
7615 Stage Rd., San Gregorio

🎶 Rosebud
Shanty Shack Brewing
Saturday, May 17 | 2:00 – 5:00
138 Fern St., Santa Cruz

🎶 Ledward Kaapana & Mike Kaawa [Sold Out]
Pono Hawaiian Grill
Saturday, May 17 | 3:00 – 5:00
120 Union St., Santa Cruz

🎶 Bob Burnett
MJA Vineyards Westside Tasting Room
Saturdays | 3:30 – 6:30
Ingalls St., Santa Cruz
Cousins Maine Lobster Food Truck

🎶 Redwood Groove
Kissed by an Angel Wines
Saturday, May 17 | 4:00 – 6:30
75 Mt. Hermon Rd., Scotts Valley

🎶 Lloyd Whitley Blues Trio
Stockwell Cellars
Saturday, May 17 | 4:00 – 7:00
1100 Fair Ave., Santa Cruz

🎶 Spam
Steel Bonnet Brewing
Saturday, May 17 | 5:00 – 7:00
20 Victor Square, Scotts Valley
Cali Caracas Food Truck

🎶 Rev & Renwick Trio
Aroma Restaurant
Saturday, May 17 | 5:30 – 8:30
9600 Highway 9, Ben Lomond

🎶 Eyes Like Lanterns: Wine Club Pickup
British Invasion Classic Car Show
El Vaquero Winery
Saturday, May 17 | 5:00 – 8:00
2901 Freedom Blvd, Watsonville
Reservations: (831) 607-8118 | elvaquerowinery
Wine Club Members Free | Walk-ins $25 Cover
Food Included

Best Coast Burlesque Presents Legendary Bawdy
Santa Cruz County Actors’ Theatre
Saturday, May 17 | 5:15
1011 Center St, Santa Cruz
Tix: Eventbrite

🎶 Love Creek
Discretion Brewing
Saturday, May 17 | 5:30 – 7:30
2703 41st Ave, Soquell

🎶 Mojo Mix Blues Trio
Aptos Street BBQ
Saturdays | Sundays | Wednesdays | 6:00 – 8:00
8059 Aptos St, Aptos

🎶 Mike McCall Spanish Guitar
Loma Mar Outpost
Saturday, May 17 | 6:00 – 8:00
150 Pescadero Creek Rd, Loma Mar

🎶 Live Blues
Mission Street BBQ
Saturdays | 6:00 – 8:00
1618 Mission St., Santa Cruz

🎶 Ledward Kaapana & Mike Kaawa
Pono Hawaiian Grill
Saturday, May 17 | 6:00 – 8:00
120 Union St., Santa Cruz
Tix: ponohawaiiangrill

🎶 Brian Fitzgerald Jazz
Woodhouse Blending & Brewing
Saturday, May 17 | 6:00 – 9:00
119 Madrone St., Santa Cruz

💃 Pie Ranch Barn Dance w/ HomePie String Band
In the Meadow at Pie Ranch
Third Saturdays | 6:00 – 9:00
2080 Highway 1, Pescadero
Reservations: pieranch.org

🎥 Harbor High MAD Film Festival
Rio Theatre
Saturday, May 17 | 6:00 – 9:00
1205 Soquel Ave., Santa Cruz
Tix: riotheatre

🎶 Tish Hinojosa
The Ugly Mug
Saturday, May 17 | 7:00 – 9:00
4640 Soquel Ave., Soquel
Reservations: (408) 499-9441 or email: crbrundle@gmail.com

🎶 Ryan Price
Abbott Square Market
Saturday, May 17 | 7:00 – 9:30
118 Cooper St, Santa Cruz

🎶 June Star w/ Andrew Grimm & Dave Hadley
Apple Jack’s
Saturday, May 17 | 7:00 – 10:00
8790 La Honda Rd, La Honda

🎶 Grex + Sissisters + Thadeus Reed + Secret Handshake
Subrosa Community Space
Saturday, May 17 | 7:00 – 10:00
703 Pacific Ave., Santa Cruz
$10 Door | notaflof

🎶 Immortal Technique
Santa Cruz Veterans Memorial Hall
Saturday, May 17 | 7:00 – 10:00
846 Front St., Santa Cruz
Tix: Ticketweb / Door

🎶 American Underdog
Brookdale Lodge
Saturday, May 17 | 7:00 – 10:00
11570 Highway 9, Brookdale

🎶 Fossil
The Cats Los Gatos
Saturday, May 17 | 7:00 – 10:00
17533 Santa Cruz Hwy, Los Gatos

🎶 D’oh Bros
Sevy’s at Seacliff Inn
Saturday, May 17 | 7:00 – 10:00
7500 Old Dominion Ct, Aptos

⚡Santa Cruz Beach Boardwalk Drone Show
Saturday, May 17 | 8:45
400 Beach St., Santa Cruz

🎶 The Loved Ones + Lunchbox
The Crepe Place
Saturday, May 17 | 9:00
1134 Soquel Ave., Santa Cruz
Tix: $10 | thecrepeplace

🎶 Sierra Hull Bluegrass
Felton Music Hall
Saturday, May 17 | 8:00
6275 Highway 9, Felton
Tix: feltonmusichall

🎶 The Radio
Henflings Tavern
Saturday, May 17 | 8:00 – 11:00
9450 Highway 9, Ben Lomond

🎶 Rusty Rock N’ Roll
The Crow’s Nest
Saturday, May 17 | 8:00
2218 East Cliff Drive, Santa Cruz
$8 Door

🎶 Giovanni Pierluigi da Palestrina “Missa Papae Marcelli”
Holy Cross Church
Saturday, May 17 | 8:00
210 High St., Santa Cruz

🎶 Fox & The Hounds
Joe’s Bar
Saturday, May 17 | 8:30 – 11:55
13118 Highway 9, Boulder Creek

🎶 Father Taj Presents Heart House + DJ Sal & DJ Jahi
Moe’s Alley
Saturday, May 17 | 9:00
1535 Commercial Way, Santa Cruz
Tix: moesalley

🎶 EEM Triplin + DC the Don
The Catalyst Club
Saturday, May 17 | 9:00
1011 Pacific Ave, Santa Cruz
Tix: catalystclub

🎶 Murs
The Catalyst Club Atrium
Saturday, May 17 | 9:00
1011 Pacific Ave, Santa Cruz
Tix: catalystclub

🎶 Kid Dynamite
The Sand Bar
Saturday, May 17 | 9:00
211 Esplanade, Capitola

🎶 DJ Eminence + DJ Sippy Cup + DJ Bob & Weave
The Blue Lagoon
Saturday, May 17 | 9:30
923 Pacific Ave., Santa Cruz

Sunday, May 18

🐐 Goat Hill Fair Antique & Collectors Market
Santa Cruz County Fairgrounds
Sunday, May 18 | 8:00 – 4:00
2601 East Lake Blvd., Watsonville

🧺 Makers Market
Sunday, May 18 | 10:00 – 5:00
Pacific Ave at Lincoln & Cathcart

🔮🧚‍♂️ Soul Search Enlightenment Expo
Hilton Santa Cruz / Scotts Valley
Sunday, May 18 | 10:00 – 6:00
6001 La Madrona Drive, Santa Cruz
Free

🎶 Banjer Dan
San Gregorio General Store
Sunday, May 18 | 11:00 – 1:00
7615 Stage Rd., San Gregorio

🎨🖌️ San Lorenzo Valley Open Studios & Art Tour
Sunday, May 18 | 11:00 – 5:00
Look for the Bright Pink Signs
Info: slvarttour.org

🪶 UCSC Pow Wow
Kaiser Permanente Arena
Sunday, May 18 | 11:00 – 6:00
140 Front St., Santa Cruz
Free | Donations Accepted

🎶 Jim McGowan & Rob Christian
Loma Mar Outpost Outdoor Stage
Sunday, May 18 | 12:00 – 2:00
150 Pescadero Creek Rd, Loma Mar

🎶 Paperback Ryders
Brookdale Lodge
Sunday, May 18 | 12:00 – 3:00
11570 Highway 9, Brookdale

🥧 Pie for the People: Bring a Pie to Share!
Homeless Garden Project Farm
Sunday, May 18 | 1:00 – 3:00
904 Shaffer Rd, Santa Cruz

🎶🌲 Redwood Festival w/ Sempervirens Fund
Roaring Camp
Sunday, May 18 | 1:00 – 4:00
5401 Graham Hill Rd, Felton
Tix: sempervirens.org

🎶 SambaDá + Tony Lindsay + The Joint Chiefs & More
Kuumbwa Jazz 50th Anniversary Celebration
San Lorenzo Park, Santa Cruz
Sunday, May 18 | 1:00 – 5:00
Tix: kuumbwajazz

🎶 Robert M. Powell & Friends
San Gregorio General Store
Sunday, May 18 | 2:00 – 5:00
7615 Stage Rd., San Gregorio

🎶 Kip Allert
Capitola Wine Bar and Merchants
Sunday, May 18 | 2:00 – 5:00
115 San Jose Ave, Capitola

🎶 Ripatti & Rose + Spring Wine & Food Pairing Event
Stockwell Cellars
Sunday, May 18 | 2:00 – 5:00
1100 Fair Ave., Santa Cruz
Tix: stockwellcellars

🎶 The T-Sisters
Aromas Community Grange
Sunday, May 18 | 2:30 – 5:30
308 Rose Ave, Aromas

🎶 Andy Fuhrman & Friends
MJA Vineyards Westside Tasting Room
Sundays | 2:30 – 5:30
Ingalls St., Santa Cruz

🎶 Lefty Rosa
Discretion Brewing
Sunday, May 18 | 3:00 – 5:00
2703 41st Ave Ste. A, Soquel

🎶 Bluegrass Jam
The Crepe Place Garden
Sundays | 3:00 – 5:30
1134 Soquel Ave, Santa Cruz

🎶 Giovanni Pierluigi da Palestrina “Missa Papae Marcelli”
Holy Cross Church
Sunday, May 18 | 4:00
210 High St., Santa Cruz

🎶 Lost Coast Duo
Joe’s Bar
Sunday, May 18 | 4:00 – 7:00
13118 Highway 9, Boulder Creek

🎶 Jeff Gardner & The Tools
Shanty Shack Brewing
Sunday, May 18 | 4:00 – 7:00
138 Fern St., Santa Cruz

🎶 Edge of the West: Wine Club Pickup
British Invasion Classic Car Show
El Vaquero Winery
Sunday, May 18 | 5:00 – 8:00
2901 Freedom Blvd, Watsonville
Reservations: (831) 607-8118 | elvaquerowinery
Wine Club Members Free | Walk-ins $25 Cover
Food Included

🎶 Lucas Lawson
Chaminade Resort & Spa
Sunday, May 18 | 5:00 – 8:00
One Chaminade Lane, Santa Cruz

🎶 Sunday Pro Jam w/ John Warren
Henflings Tavern
Sunday, May 18 | 5:00 – 9:00
9450 Highway 9, Ben Lomond

🎶 Cockney Rejects + Blunt Force Karma
Santa Cruz Veterans Memorial Hall
Sunday, May 18 | 5:00 – 9:00
846 Front St., Santa Cruz
Tix: Ticketweb / Door

🎶 Live Blues
Mission Street BBQ
Sundays | 6:00 – 8:00
1618 Mission St., Santa Cruz

🎶 Songwriters in the Round
The Cats Los Gatos
Sunday, May 18 | 6:00 – 8:30
17533 Santa Cruz Hwy, Los Gatos

🎶 James Durbin
Vino by the Sea 🧀🍷
Sunday, May 18 | 6:00 – 9:00
55 Municipal Wharf, Ste. B, Santa Cruz

🎶 Grateful Sundays w/ Matt Hartle & Friends✌️☮️
The Crepe Place Garden
Sundays | 6:00 – 9:00
1134 Soquel Ave, Santa Cruz
$10 Door

🎶 Starpower + Kilroy Rogers + Trixie + Parfait
Subrosa Community Space
Sunday, May 18 | 6:00 – 10:00
703 Pacific Ave., Santa Cruz
$10 Door | notaflof

🤣 Brad Williams: The Growth Spurt Tour Comedy Show
Santa Cruz Civic Auditorium
Sunday, May 18 | 7:00
307 Church St., Santa Cruz
Tix: santacruztickets.com

🤣 Stand Up Comedy Open Mic
Shanty Shack Brewing
Sundays | 7:00 – 9:00
Sign-Ups Start at 6:30
138 Fern St., Santa Cruz

🎶 Shadowlands
Felton Music Hall
Sunday, May 18 | 7:00 – 10:00
6275 Highway 9, Felton
Tix: feltonmusichall

🎶 Dennis Dove Open Jam
The Sand Bar
Sunday, May 18 | 7:30
211 Esplanade, Capitola

🎶 Robyn Hitchcock w/ Kelley Stoltz
Moe’s Alley
Sunday, May 18 | 8:00
1535 Commercial Way, Santa Cruz
Tix: moesalley

🎶 Brooke Alexx + Rosemary Joaquin
The Catalyst Club Atrium
Sunday, May 18 | 8:00
1011 Pacific Ave, Santa Cruz
Tix: catalystclub

🤣 Comedy Night
The Crow’s Nest
Sundays | 9:00
2218 East Cliff Drive, Santa Cruz
$10 Door

::THE BOX:: Darkwave Dance Party
The Blue Lagoon
Sundays | 9:30
923 Pacific Ave, Santa Cruz

Hot Ticket Alert

🎻 Strawberry Music Festival
Nevada County Fairgrounds
May 21-26
Grass Valley, CA
Tix: strawberrymusic

🎶 The Stinkfoot Orchestra 14-Piece Frank Zappa Tribute ft. Napoleon Murphy Brock
Santa Cruz Veterans Hall
Friday, May 23 | 8:00 – 11:00
842 Front St., Santa Cruz
Tix: mountainmusicproductions

🌻 China Cats Grateful Dead Tribute ☮️
Santa Cruz Veterans Hall
Saturday, May 24 | 8:00 – 11:00
842 Front St, Santa Cruz
Tix: mountainmusicproductions

🎻 Redwood Mountain Faire
Multiple Bands on Three Stages
Benefits Santa Cruz Mountains Nonprofits
Roaring Camp Meadow
May 31 & June 1st
Felton, CA
Tix: redwoodmountainfaire

🎻 50th Annual Father’s Day Bluegrass Festival
Nevada County Fairgrounds
June 12-15
Grass Valley, CA
Tix: fathersdayfestival

The SLV Post Weekend Roundup of Music

The roundup of live music is compiled by Julie Horner for the San Lorenzo Valley Post newspaper and is posted on Facebook: @SLVPostNews and on SLV Post’s website. See something we missed? Add your event to the comments on Facebook. Or drop your event on the Santa Cruz Mountains Entertainment News Facebook group: @santacruzmountains | Or email: julie@slvpost

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