With a wide range of free events taking place year-around, there’s always something to celebrate in Santa Cruz County every weekend. See what’s happening in Santa Cruz County and check out events here!

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 […]

Sweet Water Farms: U-Pick Apples

Sweet Water Farms: U-Pick Apples

Sweet Water Farms 848 Buena Vista Dr, Watsonville, United States

Enjoy another season of: 🍎 U-Pick Apples 🎃 Pumpkins 🌳 Beautiful Orchard Views 👨‍👩‍👧‍👦 Family Fun Apples are notorious for not reading travel itineraries. Please double check on what is ready to be picked before you go!

$2 – $20
Nicholson Vineyards: Summer Series

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 1pm to 4pm – 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 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 […]

$75.15 – $100.65
Far West Fungi: Myco-Mixer

Far West Fungi: Myco-Mixer

Far West Fungi 224 Laurel St APT A101, Santa Cruz, CA, United States

Far West Fungi’s Santa Cruz Store & Café is launching Myco-Mixers - Enjoy an afternoon of food, fun, and fungi! Each Myco-Mixer will feature complimentary bites, product samples, and happy hour discounts on café favorites. Guests can meet the Far West Fungi team, learn about unique mushroom products, and discover new flavors to take home. […]

Free

Alley Oop: Jazz Saxophone and Piano

Alley Oop! 320 Cedar St, Santa Cruz, United States

Death & Saxes is a collaboration between two of Santa Cruz's top jazz players. With John Bouwsma on saxophone and Joe Willis backing up on piano, they explore classic jazz, blues and contemporary styles. Locals Love: The Alley Oop! atmosphere of an intimate, windowless 50-seat speakeasy with leather booths, a 1952 Baldwin baby grand piano, […]

$10 – $22

43rd 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

SC Beach Boardwalk: Octoberfest

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

Head to the Aloha Terrace at the Santa Cruz Beach Boardwalk for a festive 21+ celebration packed with live entertainment, dancing, games, great brews and wines, and delicious Bavarian bites. Slip into your lederhosen or dirndl for a chance to win best dressed prizes! Menu: Appetizer: Pretzels with dips Dinner: Spaetzle, Cabbage, Schnitzel with Mustard […]

$89.95

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

Chardonnay Charters: Luau Sail

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

Hawaiian shirts and tropical attire are welcome with your layers to enjoy this evening sail! Your tickets include 2 complimentary drinks. Your meal will feature teriyaki chicken, poke salad, and mini tropical desserts.

$65.49 – $109.89

Alley Oop: Americana Music

Alley Oop! 320 Cedar St, Santa Cruz, United States

Alex Lucero is a soulful singer, songwriter, and multi-instrumentalist based near Santa Cruz, California. He fronts the Alex Lucero Band alongside his wife and collaborator, Justina Lucero. Known for a genre-blending style of deep soul, blues, and boot-stomping Americana. Locals Love: The Alley Oop! atmosphere of an intimate, windowless 50-seat speakeasy with leather booths, a […]

$10 – $22

Santa Cruz County Fair

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

The showstopping Santa Cruz County Fair returns September 16 - 20th for family fun, great entertainment, live shows, animal displays, carnival rides,  and more!!!

Lester Estate Wines: Summer Sundowner Concerts

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 12 from 5-8pm: Music by Alex Lucero Band⁠ and Food by SnB Food Truck Friday, July 3 from 5-8pm: Music by B-Movie Kings and Food by Happy Dog Friday, July 10 from 5-8pm: Music by Bastard Sons […]

$25

Chaminade Resort and Spa: Moon Dinner

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

An annual outdoor dinner series celebrating the scientific wonder of our moon, universe and beyond. Enjoy a chef-curated dinner and discussion with planetary science educators from UC Santa Cruz followed by a telescope viewing overlooking the Monterey Bay. Program: UC Santa Cruz educator Raja GuhaThakurta will discuss his research on how galaxies form and evolve […]

$93.07

Bonny Doon: Art Wine and Beer Festival

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

Go to the 23rd 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
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! Music Lineup: • April 24 (Starts 4:30 PM) — Music by Shady Rest Band • May 29 — Music by The Swag Tones […]

Chaminade Resort and Spa: Thompson Square

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

The award-winning, multi-platinum country duo Thompson Square takes over the breathtaking courtyard at Chaminade Resort & Spa for a night that will feel bigger than a stadium show, with the kind of intimacy you cannot get anywhere else. With multiple number one hits, including “Are You Gonna Kiss Me or Not,” and a catalog of […]

$89.73 – $172.45

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!

$21.51 – $33.85
Lester Estate Wines: Guided Hike

Lester Estate Wines: Guided Hike

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

Explore and discover the beauty of Deer Park Ranch with a 90-minute guided hike through the vineyards and ranch with Lester Estate brand ambassador, Steve Johnson. Get your heart pumping as you hear about the wine’s journey from soil to glass. Learn about the winery’s history & vineyard practices while taking in 360-degree views of […]

$75

Aptos Village Park: Gourmet Grazing on the Green

Aptos Village County Park 100 Aptos Creek Rd, Aptos, United States

Held at beautiful Aptos Village Park, Gourmet Grazing on the Green is a fabulous day of fine wine, craft beer, gourmet food and live music! Spend the afternoon sampling the delicious flavors from dozens of the finest local restaurants, wineries and breweries.

$65.87 – $107.48

Downtown Santa Cruz: Harvest Festival

Downtown Santa Cruz Pacific Avenue & Cooper Street, Santa Cruz, United States

Harvest Festival returns to Downtown Santa Cruz. There will be throwing up tents, popping popcorn, stacking hay bales and setting up a slew of silly, throw-back games and fun activities for all of you. Think of a sweet nook version of county fair meets a school fair but, filled with local farms and businesses. The […]

Free

Santa Cruz County: Open Farm Tours

All of Santa Cruz County

Do you love local food and farms? Want to get to know your farmer better and get a behind-the-scenes look into our regions vibrant working agricultural landscape? During the 2026 Open Farm Tours, you can meet the farmers and learn what it takes to bring your favorite high-quality local farm products to your plate. All […]

$25

Mission Plaza Park: Japanese Cultural Fair

Mission Plaza Park 103 Emmett Street, Santa Cruz, CA, United States

Martial Arts Japanese Food Arts and Crafts Kids Activities Ikebana and Bonsai Live Music and Dance Free parking will be available at the Santa Cruz Government Center located in the designated parking area for the fair where you may access a free shuttle to the fair at the historical Mission Plaza.

Free

Santa Cruz Mountains: Wine Passport Day

All of Santa Cruz County

The Santa Cruz Mountains Wine Passport is the ultimate way to explore the region’s award-winning wineries. This exclusive pass provides access to over 35+ participating wineries, each offering unique tasting experiences and unparalleled views of the surrounding mountains. With the Santa Cruz Mountains Wine Passport, you’ll be able to taste them all and discover the […]

$90

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!

Santa Cruz County Fairgrounds: 805 Night Market

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

Enjoy a curated lineup of food vendors serving street food, desserts, and specialty drinks. With live entertainment and a curated maker market, every stop is built to be shared—friends, families, and first-timers welcome. You’ll find: 🍜 Street food + global-inspired eats 🍧 Desserts worth the stop (and the comeback) 🧋 Specialty drinks & refreshing sips […]

$6.40

Chaminade Resort and Spa: Vampire Ball

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

Sink your teeth into the most enchanting party of the spooky season! Dress in your finest attire or costumes (not required) and prepare for a night that will awaken your inner vampire. 21+ only event. Tickets and Overnight Package available. Enjoy a cash bar, a heavy bites station, a vampire DJ, dancing, a costume contest, […]

$82

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 […]

Free

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

46th 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 46th 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.