Events Calendar: 2026-02-01

For upcoming conferences happening in Old Monterey, please see the Conference Calendar.

Old Capitol Books Chess Club

 
2/1/26
 
free
 
Old Capitol Books

Every Sunday, 2pm-4pm, chess matches are played between the tumbling piles of books at Old Capitol Books. Come join us for a relaxed game, a chat, or a wee peek at a nearby page. Beginners are more than welcome. Free for everyone.

Peter Barnes Martin at Puma Road

 
2/1/26
 
 
Puma Road at Portola Plaza

Puma Road at Portola Plaza presents guitarist and songwriter Peter Barnes Martin . Enjoy wine tasting, wines by the glass, and wines by the bottle while you listen to one of our favorite local acts.

Pub Run with Fleet Feet and Fieldwork Brewing

 
2/2/26
 
 
Fieldwork Brewing Company

Fleet Feet Monterey hosts a Pub Run every Monday at 6:00pm. We'll begin and end at Fieldwork Brewing Company. All paces, levels, distances, and abilities are welcome. Post-run, we can grab a beer together!

West Tampa Tobacco Co. Cigar Tasting Event at Hellam's

 
2/5/26
 
$35
 
Hellam's Tobacco and Wine Shop

Hellam's Tobacco and Wine Shop is proud to introduce West Tampa Tobacco Co.'s cigars at a cigar tasting event on Thursday, February 5, 7pm-10pm. Come join us for great cigars, raffle prizes, and lots of fun! Fee is $35. Ages 21 and over only.

Cake and Sip at Paris Bakery

 
2/6/26
 
$55
 
Paris Bakery

Join Paris Bakery for a sweet hangout after hours: a Cake and Sip! Create your own work of art on a freshly baked canvas while sipping on your favorite drinks.

Relax, chat, and enjoy some sweet treats with great company. $55 includes cake, colored buttercream, and 2 complimentary drinks. Register here .

First Friday at Monterey Museum of Art

 
2/6/26
 
free
 
Monterey Museum of Art

Come celebrate the weekend with Monterey Museum of Art on Pacific Street with extended hours and free access to the galleries every First Friday of the month, 5pm-7pm. Enjoy an all-ages community gathering featuring art, music, refreshments, and a casual vibe.

Ryan Sesma at Albatross Ridge

 
2/6/26
 
 
Albatross Ridge Winery and Kitchen

Albatross Ridge Winery and Kitchen presents musician Ryan Sesma . Experience the magic of live music along with award-winning wines, tapas style light bites, and a rotating selection of craft beer.

Author David Vila Dieguez at Old Capitol Books

 
2/6/26
 
Free
 
Old Capitol Books

Old Capitol Books is hosting very special gathering of our Anarchist Reading Group on Friday, February 6, at 8pm when we'll be joined by CSUMB Professor David Vila Dieguez to talk about his new book, Spanish Punk: Screaming for Democracy...

Peter Barnes Martin at Albatross Ridge

 
2/7/26
 
 
Albatross Ridge Winery and Kitchen

Albatross Ridge Winery and Kitchen presents guitarist and songwriter Peter Barnes Martin . Experience the magic of live music along with award-winning wines, tapas style light bites, and a rotating selection of craft beer.

Mr. V and Rated R at Compact Disco

 
2/7/26
 
 
Compact Disco

Compact Disco presents a night of dance music featuring DJs Mr. V and Rated R. Free until 9pm, $20 thereafter. Ages 21+ only.

Mr. V's wildly eclectic sound brings spontaneity back to the art of DJing. Experiencing one of his sets is like taking a trip back in time to dance music's golden age.

Yin Yoga and Sound Journey at Om Studios

 
2/12/26
 
$30
 
Om Studios

Join Om Studios for Yin Yoga and a Sound Journey led by Jordan. Immerse yourself in a blissful fusion of gentle yoga postures and soothing vibrations with sounds of crystal bowls, gongs, and other healing instruments. Fee is $30 - register here .

Kito Rayburn at Albatross Ridge

 
2/13/26
 
 
Albatross Ridge Winery and Kitchen

Albatross Ridge Winery and Kitchen presents singer-songwriter Kito Rayburn . Experience the magic of live music along with award-winning wines, tapas style light bites, and a rotating selection of craft beer.

Galentine's Day Karaoke Night at Sovino

 
2/13/26
 
 
Sovino Wine Bar and Merchant

Join us at 7pm at Sovino Wine Bar for Galentine's Day Karaoke Night where we’re trading roses for microphones and romantic dates for our best mates. We'll have drink specials all night and girl-power anthems.

Poetry Workshop at Old Capitol Books

 
2/13/26
 
 
Old Capitol Books

On the second Friday of every month at Old Capitol Books, join us at 7pm for a poetry writing workshop with Brian Sheffield. All levels welcome. Free and open to everyone.

Artsy Valentine's Fun at The Hot Spot Monterey

 
2/14/26
 
 
The Hot Spot Studios

On Valentine's Day. bring your bestie, your date, or just your fun-loving self to the hottest community art spot for all ages, The Hot Spot Monterey! We'll be open 11am-8pm for pottery, painting, mosaics, and more. Walk-in anytime!

Every purchase of an in-house art project on Feb. 14 will enter you into a raffle for a chance to win a $50 gift card.

Valentine's Day Celebration at Puma Road 2026

 
2/14/26
 
$20/$25
 
Puma Road at Portola Plaza

Join Puma Road on Valentine's Day for wines perfectly paired with delectable food, live music, and love! We'll celebrate 4pm-7pm with pinks and reds, savories and sweets, and music by Casey Frazier. Fee is $20 for club members, $25 for all others. Cal for reservations, 831-747-1911.

Kito Rayburn at Albatross Ridge

 
2/14/26
 
 
Albatross Ridge Winery and Kitchen

Albatross Ridge Winery and Kitchen presents singer-songwriter Kito Rayburn . Experience the magic of live music along with award-winning wines, tapas style light bites, and a rotating selection of craft beer.

Sacred Alchemy of Sound at Cooper-Molera Adobe

 
2/19/26
 
$40
 
Cooper-Molera Adobe - A Historic Site of the National Trust for Historic Preservation

Cooper-Molera Adobe hosts Sacred Alchemy of Sound , a workshop by ValiAnna , offered in the Skylight Room on Thu, Feb. 19, 11am-12pm.

Join us for a mid-day reset with the ValiAnna and her crystal singing bowls. Tune up your heart, body, and soul with the transformative power of vibration.

Breathwork and Yoga Flow at Om Studios

 
2/19/26
 
$30
 
Om Studios

Om Studios presents a Breathwork Journey led by Lindsay at 7pm. Fee is $30 - register here . The workshop will include a gentle yoga flow session, a discussion of breathwork, and a 30-minute breathwork journey.

Sarah Canet at Puma Road

 
2/20/26
 
 
Puma Road at Portola Plaza

Puma Road at Portola Plaza presents singer-songwriter Sarah Canet . Enjoy wine tasting, wines by the glass, and wines by the bottle while you listen to one of our favorite local acts.

Dan Cioper at Albatross Ridge

 
2/20/26
 
 
Albatross Ridge Winery and Kitchen

Albatross Ridge Winery and Kitchen presents Americana/Blues/Rock/Reggae- Roots musician Dan Cioper . Experience the magic of live music along with award-winning wines, tapas style light bites, and a rotating selection of craft beer.

About Albatross Ridge...

#IMOMSOHARD at Golden State Theatre 2026

 
2/20/26
 
$54-$108
 
Golden State Theatre

Golden State Theatre presents comedy duo #IMOMSOHARD on Friday, February 20 at 8pm. Purchase tickets here . Show is for ages 18+.

#IMOMSOHARD began as a popular web-series by real-life best friends, comedians, and moms Kristin Hensley and Jen Smedley, who decided to speak openly on camera about their fears and failures and prove that the only way to survive motherhood is through laughter and friendship.

She.Is.Beautiful Community Meet-Up at Fleet Feet

 
2/21/26
 
 
Fleet Feet Monterey

She.Is.Beautiful invites you to a community meet-up at Fleet Feet Monterey on Sat, Feb. 21. We’ll meet in the store at 8am and head out to the Monterey Rec Trail.

All levels are welcome: run, walk, stroller push, or dog walk. You can go as long (or short) as you'd like: 10k, 5k, or less. After, we'll meet back at Fleet Feet for coffee and snacks.

Beginner Hand Stitching Class at Slowfiber

 
2/21/26
 
$75
 
Slowfiber

Slowfiber presents a Beginner Hand Stitching Class starting February 21. We'll meet for three consecutive Saturdays, 10am-11:30am. Fee is $75, register here .

In this class, you'll learn four basic hand-stitches that will get you through almost any project: running, back, hem, and whip stitch. You'll also learn where to use them and which fabrics, threads, and needles to use for which projects.

Annual Chocolate and Wine Benefit for Monterey Public Library 2026

 
2/21/26
 
$75
 
Monterey Public Library

Monterey Public Library Friends & Foundation presents the 21st Annual Chocolate & Wine Benefit at Monterey County Library for ages 21 and over.

Celebrate with chocolate, wine, beer, savory snacks, live music, and a silent auction at the library. Tickets are $75 - purchase here . Proceeds will benefit Monterey Public Library.

Kito Rayburn at Puma Road

 
2/21/26
 
 
Puma Road at Portola Plaza

Puma Road at Portola Plaza presents singer-songwriter Kito Rayburn . Enjoy wine tasting, wines by the glass, and wines by the bottle while you listen to one of our favorite local acts.

Landing Trio at Albatross Ridge

 
2/21/26
 
 
Albatross Ridge Winery and Kitchen

Albatross Ridge Winery and Kitchen presents the Landing Trio featuring Keith Rayburn, Eliza James, and Rick Chelew. Experience the magic of live music along with award-winning wines, tapas style light bites, and a rotating selection of craft beer.

DJ Gavin Hardkiss at Compact Disco

 
2/21/26
 
 
Compact Disco

Compact Disco presents DJ Gavin Hardkiss. Free until 9pm, $20 after. Ages 21+ only.

Gavin Hardkiss helped pioneer the US electronic dance scene with the groundbreaking record label Hardkiss Music. He quickly joined the ranks of the International DJ elite, jetting to raves and clubs around the world to perform his eclectic sounds.

Glenn Bell at Puma Road

 
2/22/26
 
 
Puma Road at Portola Plaza

Puma Road at Portola Plaza presents musician Glenn Bell . In recent years, he has performed as a member of the bands Sensory Tribe, The BASSment, and Yeobo.

Enjoy wine tasting, wines by the glass, and wines by the bottle while you listen to one of our favorite local acts.

Speed Networking at The Pearl Works

 
2/25/26
 
$15/$25
 
The Pearl Works

The Pearl Works, the Professional Women's Network, and the Old Monterey Business Association present an evening of speed networking! Join us for a high-energy evening where conversations move quickly, connections spark instantly, and opportunities multiply.

Whether you’re looking for a new collaborator or mentor or want to expand your network, this event is for you. Fee is $15 for members of TPW, PWN, and OMBA, $25 for all others. Register here.

Restorative Yoga at Om Studios

 
2/26/26
 
$30
 
Om Studios

Om Studios presents a Restorative Yoga workshop led by Gennica Cochran. This gentle practice is designed to soothe the nervous system and release tension through a series of supported postures, calming breath work, and guided meditation. Fee is $30 - register here .

Ryan Sesma at Albatross Ridge

 
2/27/26
 
 
Albatross Ridge Winery and Kitchen

Albatross Ridge Winery and Kitchen presents musician Ryan Sesma . Experience the magic of live music along with award-winning wines, tapas style light bites, and a rotating selection of craft beer.

DJ Geo Stasi at Compact Disco

 
2/27/26
 
 
Compact Disco

Compact Disco features DJ Geo Stasi. Free until 9pm, $20 after. Ages 21+ only.

A member of Funk Lab Productions in the late 90s, Geo Stasi draws inspiration from such diverse genres as Funk, Disco, R&B, Soul, Freestyle, and Hip Hop.

Talmon Owens at Puma Road

 
2/28/26
 
 
Puma Road at Portola Plaza

Puma Road at Portola Plaza presents singer-songwriter Talmon Owens of Magenta Spreen. Enjoy wine tasting, wines by the glass, and wines by the bottle while you listen to one of our favorite local acts.

RJ DeMarco at Albatross Ridge

 
2/28/26
 
 
Albatross Ridge Winery and Kitchen

Albatross Ridge Winery and Kitchen presents singer-songwriter RJ DeMarco . Experience the magic of live music along with award-winning wines, tapas style light bites, and a rotating selection of craft beer.

Allison Wheeler at Wendi Kirby Music

 
2/28/26
 
$50
 
Wendi Kirby Music, LLC

Wendi Kirby Music presents talented vocalist and songwriter Allison Wheeler , bringing her debut album Winterspring and some surprises to the stage in this intimate, two-set show on Sat, Feb. 28 at 7pm. Tickets are $50 - purchase here .

Rooted in jazz but shaped by storytelling, Allison's songs exude warmth and emotional honesty.