Upcoming Events

Santa Cruz Harbor: Winemakers Sail

Santa Cruz Harbor 135 5th Avenue, Santa Cruz, CA, United States

Chardonnay Sailing Charters features a different local winery every Friday evening from May through October. Enjoy the fabulous wines provided and entice your palate with complimentary hours-d'oeuvres while taking in the stunning views of the California coastline. Learn about the local wineries and the art of winemaking. Watch the sunset, raise your glasses, and give […]

$82

Crow’s Nest: Free Beach BBQ Parties and Concerts

Santa Cruz Harbor Beach 2222 E Cliff Dr., Santa Cruz, CA, United States

Every Thursday throughout the summer, enjoy a family-friendly party on the beach at no charge! There will be local bands and DJs performing on the outdoor stage, providing music for dancing and socializing. There will be BBQ food and drinks for purchase at reasonable prices all in a beachside setting providing stunning views of the […]

Free

Bargetto Winery: Music in the Courtyard

Bargetto Winery 3535 N Main Street, Soquel, CA, United States

Head to Bargetto Winery’s creekside courtyard in Soquel on Thursday evenings for Live Music and Wine! There is no cover charge and wine by the glass and light snacks are available for purchase. May 1, 2025: Alex Lucero May 8, 2025: Hall Pass May 15, 2025: Beach Cowboys May 22, 2025: 10 O’Clock Lunch Band […]

Walnut Ave Cafe: Brunch with Alan Frog

Walnut Avenue Cafe Walnut Avenue 106, Santa Cruz, California, United States

Seating is limited. No reservations. Original cast member to the Lost Boys Movie, Jamison Newlander (Alan Frog) is coming to Santa Cruz! Start your Friday the 13th off by spying him at the Walnut Avenue Cafe. If you see him during your own brunch, please feel free to go shake his hand and/or take your […]

Chaminade Resort & Spa: Dads & Grads BBQ

Chaminade Resort and Spa 1 Chaminade Lane, Santa Cruz, CA, United States

Head to the Sunset Patio overlooking Monterey Bay for lip-smacking BBQ and live music in the evening. The View restaurant at Chaminade can welcome large parties up to 20 people. BBQ selections include: Smoked Wagyu Brisket, Charcoal-Grilled Chicken Thighs, Grilled Portobello "Steaks", Charred Scallion Cornbread Muffins, Elote-Inspired Street Corn, salads, desserts and more. Selections subject […]

$20 – $45

Lester Estate Wines: Summer Sundowner Concerts

Lester Estate Wines 2000 Pleasant Valley Rd, Aptos, CA, Aptos, CA, United States

Live music, food and wine overlooking the Lester Family Vineyards in the heart of Pleasant Valley. Friday, June 13 from 5-8pm: Alex Lucero Band⁠ Friday, July 11 from 5-8pm: Bastard Sons of Johnny Cash ⁠ Friday, August 1 from 5-8pm: Flor de Caña⁠ Friday, September 5 from 5-8pm: The Beggar Kings⁠ Sunday, October 5 from […]

$16 – $18

Midtown Santa Cruz: Friday Summer Block Parties

Midtown Block Party Lot 1111 Soquel Ave, Santa Cruz

Go Celebrate all the vibrancy of Midtown at the Summer Block Party, happening every Friday!  Food – Artists – Live Music – Vendors  The summer series of free events will feature the talents of 30+ local bands. In addition to live music, event goers will enjoy a selection of local eats as well as the […]

Free

Hallcrest Vineyards: Solstice Art Market

Hallcrest Vineyards 379 Felton Empire Rd, Felton, CA, United States

Enjoy a day of music, over 85 vendors, wine, cider and food!!! What more could you ask for? Free admission and free parking? Ok, they've got you too! Activities for the whole family, and a beautiful day in the Santa Cruz mountains! It’s more fun than a barrel of monkeys.

Free

Roberts Ranch Vineyards: Wine & Déjeuner d’Ouvrier

Roberts Ranch Vineyards 875 Roberts Road, Ben Lomond, CA, United States

This year, Roberts Ranch Vineyards is celebrating the French Provençal communal tradition of the Déjeuner d'Ouvrier, also known as the Worker‘s Lunch. This is a perfect time to grab some friends and gather around the table for a generous prix fixe communal lunch of delicious soup and main course, artisan bread, a fruit and cheese […]

$82

Roberts Ranch Vineyards: Wine Tasting and Crushpad Concert

Roberts Ranch Vineyards 875 Roberts Road, Ben Lomond, CA, United States

Acoustic musical guests make for a lively accompaniment to the afternoon!  Enjoy a tasting of 5 of the current Roberts Ranch wines complete with abundant charcuterie boards! Meats, cheeses, crackers, nuts, fruits, chocolate and even warm appetizers make appearances at this lovely and casual tasting experience. (See Seltzer & Charcuterie option for those not partaking […]

$12.51 – $44.52

Chaminade Resort & Spa: Father’s Day Dinner

Chaminade Resort and Spa 1 Chaminade Lane, Santa Cruz, CA, United States

Treat dad or your grad to a traditional steakhouse dinner at The View Restaurant & Bar. A la carte menu featuring Angus Braveheart Ribeye, Tomahawk Bone-in Ribeye, Filet Mignon and more. Reservations required. Follow the link in the orange button above.

$25 – $100
Event Series Capitola: Food Truck Fridays

Capitola: Food Truck Fridays

Monterey Ave Park Monterey Avenue 620, Capitola, California, United States

Head to the park on Monterey Ave. in Capitola to enjoy local centric food and entertainment in a fun, family friendly environment. Enjoy top-notch food from some of Santa Cruz County’s best food trucks while grooving to some of the most talented musicians the central coast has to offer. There are plenty of open spaces […]

Free
Event Series Skypark: Food Truck Friday

Skypark: Food Truck Friday

Skypark 361 Kings Village Road, Scotts Valley, United States

Head to Skypark in Scotts Valley for the area’s largest food truck festival! Lots of excitement, more food vendors, the fabulous SVEF Beer & Wine Garden, amazing Live Music and face painting!

Nicholson Vineyards: Summer Series

Nicholson Vineyards 2800 Pleasant Valley Road, Aptos, CA, United States

Enjoy summer weekend afternoons at the beautiful Nicholson Vineyards!  Saturdays from noon to 5pm – Enjoy perusing art from local artists  Sundays from noon to 5pm – Enjoy listening to local musicians Pack a picnic spread, gather your friends and family, and sip on their refreshing summer wine flight, featuring the best of our warm-weather […]

$25 – $50

Roaring Camp Railroads: Moonlight Train Dinner Party

Roaring Camp 5401 Graham Hill Rd, Felton, CA, United States

Treat yourself to an evening of fun and relaxation at Roaring Camp's Redwood Evening Dinner Train Party. Start with a hearty BBQ dinner while you enjoy live musical entertainment. After, get into the swing of things by line dancing or two-stepping the night away, followed by a leisurely train ride aboard vintage railway cars. The […]

$53 – $75

Skypark: Hop N’ Barley Beer Festival

Skypark 361 Kings Village Road, Scotts Valley, United States

This family and dog friendly beer festival is celebrating fun in the sun with craft brews from far and wide! Santa Cruz’s booming craft beverage scene will also be heavily represented by breweries and cideries new and old. There will also be wide array of foods from BBQ, Tacos, Brick oven pizza, and many vegetarian […]

Swift Street Courtyard: Surf City Wine Walk

Santa Cruz Mountain Vineyard Tasting Room Ingalls Street 334, Santa Cruz, California, United States

Enjoy wines from small, local boutique wineries of the Santa Cruz Mountains poured in various designated tasting locations up and down Swift Street in Santa Cruz. Check in for your wristband, glass and a map of the pouring locations – then enjoy an afternoon of tasting and discovering. Purchase your favorites from the wineries’ tasting […]

$49.87 – $60.54

Audrey Stanley Grove: Shakespeare In The Park

Audrey Stanley Grove in DeLaveaga Park 501 Upper Park Rd, Santa Cruz, CA, United States

Head to DeLavega Park to enjoy the full outdoor theatre experience! You can bring your own picnic basket and drinks to enjoy the picnic bluff area or check out concession options before you go! Why not grab some wine from the Santa Cruz mountains and a curated charcuterie box to make it a picnic and […]

Bargetto Winery: Art and Wine Festival

Bargetto Winery 3535 N Main Street, Soquel, CA, United States

Enjoy a weekend filled with Art, Wine and Live Music! Shop over 32+ Local Artists and Food Vendors! Jewelry, leather goods, paintings & watercolors, mosaics, photography, textiles, woodworks, candles, succulent arrangements, soaps and body lotions, snacks and other great gifts! Free Attendance Wine Tasting with Purchase of $25 Festival Glass. 11AM - 5PM both Saturday […]

Free

Roaring Camp Railroads: Starlight Evening Dinner Party

Roaring Camp 5401 Graham Hill Rd, Felton, CA, United States

Evening train and dinner excursion departs from the Santa Cruz Beach Boardwalk and travels along the San Lorenzo River through Henry Cowell Redwoods State Park to Roaring Camp. Upon arrival, a delicious BBQ dinner awaits you. After dinner, get up and move to a live band. On the return trip to Santa Cruz, the train […]

$57 – $75

Westside Santa Cruz: Farmers Market Pop Up Breakfast

Westside Farmers' Market Mission St. Ext. and Western Drive, Santa Cruz, CA, United States

The Santa Cruz Farmers’ Markets folks never miss an opportunity to celebrate around good food. Since 2012 they have been hosting pop-up breakfast events at their markets. At these sweet gatherings guests sit down at long tables with friends and enjoy a fresh, multi-course meal. Each event spotlights an admired local chef giving rise to […]

$80 – $150

Annual Watsonville Strawberry Festival

Historic Downtown Watsonville Main Street and E. Beach Street, Watsonville, CA, United States

The Watsonville Strawberry Festival provides a fun, family-friendly experience in historic downtown Watsonville. Head to the plaza for a full weekend of carnival attractions, live entertainment and delicious strawberry treats! Shop a variety of local artisans, businesses and specialty vendors for a unique shopping experience. Delicious foods, family activities, vendors, and live entertainment! Friday, August […]

Free

Downtown Boulder Creek: Sip & Savor

Boulder Creek Boulder Creek, CA, United States

Discover local artisans, makers and crafters!  There will be music for your strolling enjoyment.  Delicious food and drinks will be available for purchase.

Free

Santa Cruz Civic Auditorium: Music Festival Opening Night

Santa Cruz Civic Auditorium 307 Church Street, Santa Cruz, CA, United States

The 63rd Cabrillo Festival opens with guest conductor Daniela Candillari's "inexhaustible verve" (NY Times) leading a luminous program. Shifting between vibrant orchestral colors, the concert features John Corigliano's kaleidoscopic and reality-bending works Phantasmagoria and Three Hallucinations. Nina Shekar's Lumina explores light and shadow, while Missy Mazzoli's Procession features violinist Jennifer Koh as a musical healer, […]

$24 – $92

Roaring Camp Railroads: Brewgrass Festival

Roaring Camp Railroads 5401 Graham Hill Road, Felton, CA, United States

Roaring Camp presents the Annual Brewgrass Festival featuring local breweries, music from favorite bluegrass artists, and food from our popular local food trucks.  VIP Brewgrass Tasting Train roundtrip from Santa Cruz to Roaring Camp. Line-up Info Coming Soon. ACTIVITIES Optional Tasting Train Live Music Craft Beer & Cider Local Food Vendors Free Kids Activities

Westside Santa Cruz Farmers Market: Pop Up Breakfast

Westside Farmers' Market Mission St. Ext. and Western Drive, Santa Cruz, CA, United States

The Santa Cruz Farmers’ Markets folks never miss an opportunity to celebrate around good food. Since 2012 they have been hosting pop-up breakfast events at their markets. At these sweet gatherings guests sit down at long tables with friends and enjoy a fresh, multi-course meal. Each event spotlights an admired local chef giving rise to […]

$80 – $150

Roaring Camp Railroads: National BBQ Cook-Off

Roaring Camp Railroads 5401 Graham Hill Road, Felton, CA, United States

Nationally recognized Pit-Masters and local Grill Gurus alike battle it out for cash prizes, trophies and the honor of having their secret recipes voted Best BBQ at the Roaring Camp Cook-Off. Come hungry and vote for your favorite to win the People's Choice award. Want more than a taste? BBQ vendors will be ready to […]

Scotts Valley: Art, Wine, and Beer Festival

Skypark 361 Kings Village Road, Scotts Valley, United States

Scotts Valley Art, Wine, and Beer Festival is back in the beautiful park setting of Skypark in Scotts Valley. This premier summer festival in the Santa Cruz Mountains has something fun for everyone! The fun includes over 100 artists, live music, kid zone, food trucks, Cops Car Show on Saturday, Dog Day on Sunday, beer, […]

Free

Downtown Boulder Creek: Block Party

Boulder Creek Boulder Creek, CA, United States

Artists will be set up throughout downtown amongst street food sold by local restaurants and live music. There will be a chalk painting contest and more! 

Free

Bonny Doon: Art Wine and Beer Festival

Crest Ranch Empire Grade, Santa Cruz, California, United States

Go to the 22nd Annual Festival! It's the best little party in the Santa Cruz Mountains! Participate in an afternoon of tastings with local wineries & breweries, artist and craft vendors, food, music and dancing, wine pull, silent auction and all around good vibes.   Non-alcoholic beverages are also available. Must be 21 or older […]

Free

UCSC: Farm to Fork Dinner

(UCSC Farm) Farm Road, Santa Cruz, California 95064 Farm Road, Santa Cruz, United States +1 more

Enjoy a reception and dinner on the UCSC Farm followed by dancing in the Hay Barn! This event will feature music, appetizers, tours, and local wine followed by a four-course, family-style dinner on the farm provided by Feel Good Foods. As the sun sets, head down to the Hay Barn for music, dancing, and dessert. […]

$30 – $225

Santa Cruz County Fair

Santa Cruz County Fairgrounds 2601 East Lake Avenue, Watsonville, CA, United States

12:00 PM - 10:00 PM, Wednesday - Friday 12:00-11:00 PM, Saturday 10:00 AM - 11:00 PM, Sunday 10:00 AM - 10:00 PM

Chaminade Resort & Spa: Alfaro Family Vineyards Dinner

Chaminade Resort and Spa 1 Chaminade Lane, Santa Cruz, CA, United States

Executive Chef Samuels and his culinary team create gourmet four-course dinners expertly paired with wines from the local Corralitos vineyard, Alfaro Family Vineyards.  Purchase just the dinner or get the overnight package which includes two tickets to the dinner.

$164.34

42nd Annual Capitola Art & Wine Festival

Capitola Village Capitola Village, Esplanade Park, Capitola, CA, United States

Stroll the festival with friends and family, sipping exceptional wines from Santa Cruz Mountain wineries while admiring the artistic talents of over 100 fine artists. Sway to live music and be inspired by local dance groups while taking in the ocean breeze and breathtaking view of the Monterey Bay. Feed your cravings with tantalizing cuisine […]

Free

The Penny Ice Creamery: Hoops and Scoops Festival

Penny Ice Creamery 913 Cedar St and 820 41st Ave, Santa Cruz, CA, United States

Join the celebration from 1 to 5 p.m. at The Penny Ice Creamery's 15th Birthday Bash being held on Sunday, August 24, 2025, on the 900 block of Cedar Street.  The festivities include hula hooping in the streets with a DJ!

Free

Capitola: Beach Festival

Capitola Village Capitola Village, Esplanade Park, Capitola, CA, United States

6:30 AM - 9:00 PM See website for details.

Free

Soquel: Taste of Soquel Festival

Congregational Church - Soquel, Parish Hall 4951 Soquel Drive, Soquel, CA, United States

Taste, sip and tap your toes as you sample local eateries, farms, breweries, vintners and musicians of the Soquel neighborhood! Enjoy kids' games, prizes and more!

Free

Downtown Santa Cruz: Harvest Festival

Downtown Santa Cruz Pacific Avenue Between Water and Locust Streets, Santa Cruz, CA, United States

Get ready for a celebration of autumn's abundance at the first annual Harvest Festival! Enjoy a day filled with fun, food, and festivities under the crisp fall sky. This family-friendly event brings together a wide variety of local performers, artisans, food vendors, farm stands, classic carnival games and crafts.  Look for the festival tents and […]

Free

Chaminade Resort & Spa: Dinner With Bargetto Winery

Chaminade Resort and Spa 1 Chaminade Lane, Santa Cruz, CA, United States

Head to the Chaminade Resort and Spa as Executive Chef Samuels and his culinary team create a gourmet four-course dinner expertly paired with wines from Bargetto Winery (Santa Cruz, CA). Enjoy dinner in the Chaminade Courtyard as you watch the sun set over Monterey Bay.

$155

Downtown Felton: Scarecrow Sip and Stroll

Felton Community Hall 6191 Highway 9, Felton, CA

This delightful event combines the joy of autumn with the charm of scarecrows. Participants will have the opportunity to vote for their favorite scarecrows displayed in various businesses while sipping on delicious apple cider. As you stroll through the participating shops, you’ll be serenaded by lively bluegrass music, adding a musical touch to the atmosphere. […]

SC Beach Boardwalk: Chili Cook-Off

Santa Cruz Beach Boardwalk 400 Beach Street, Santa Cruz, CA, United States

Bring your appetite and join the fun as both professional and amateur chefs work their culinary magic and compete for the title of Best Chili!

Watsonville Plaza: Dia de los Muertos

Watsonville Civic Plaza 275 Main Street, Watsonville, CA, United States

See community altars and live/dead performances. There will be family activities and a market of the dead. Celebrate this beautiful tradition featuring altars, live music and dance and hands-on activities.

Capitola: Plein Air Festival

New Brighton School Washburn Avenue, Capitola, California, United States

Artists set up their easels on the wharf, shore, and streets of beautiful Capitola, to paint live for four days. You'll find hundreds of paintings on display, for sale, and entered into competition. You can take home a piece of Capitola culture, vote for your favorites for the People's Choice Award, have a delicious meal […]

Downtown Santa Cruz: Fall Wine Walk

Oswald Restaurant 121 Soquel Ave, Santa Cruz, United States

Presenting the Downtown Santa Cruz Fall Wine Walk 2025! Enjoy the heart of the Central Coast to taste great wines from the Santa Cruz Mountains and beyond. Sip while strolling through many favorite Downtown Santa Cruz shops. At Check-in, receive your glass and a map of the pouring locations, and enjoy an afternoon of tasting […]

$33.85 – $45

45th Annual Clam Chowder Cook-Off

Santa Cruz Beach Boardwalk 400 Beach Street, Santa Cruz, CA, United States

Attention chowder lovers! Taste the best at the 45th Annual Clam Chowder Cook-Off! Sample chowder from Amateur Chefs on Saturday, followed by Professional Chefs on Sunday. Both days feature Boston and Manhattan Clam Chowder, and you can help pick a winner each day. Rain or Shine! Tasting kit proceeds benefit Santa Cruz Parks & Recreation.