Sonoma County is one of the most beautiful places to explore, with lush vineyards, sunshine-filled afternoons, and a calendar full of unforgettable experiences. Whether you’re a wine enthusiast, foodie, or music lover, there’s no shortage of Sonoma County events in 2025 to fill your weekends with luxury and adventure. At Healdsburg Luxury Living, we’re proud to support some of the most exciting happenings this month, with exclusive discounts and insider access.
Sonoma County Events in 2025
BloodRoot Wines Presents: The Ramble
A boutique music and wine festival in downtown Healdsburg
The Ramble returns for its second year, bringing big music energy to small-town Healdsburg. Headliners include Ziggy Marley, Richy Mitch & The Coal Miners, and La Luz. This laid-back festival combines live music, artisan food, and pours from one of Healdsburg’s coolest wineries: BloodRoot Wines. Family-friendly and vibe-heavy.
📍 BloodRoot Wines, Healdsburg
🗓️ Friday, June 6 and Saturday, June 7
🎟️ Grab Tickets | Use code “RAMBLEONHLL” for 10% off
🎸 Two days of music, sunshine, and Sonoma-style fun.
Blind Tasting Wine Course at Bennett Lane Winery
Refine your palate with a black-glass blind tasting
This immersive 2-hour course will help you identify wine varietals by taste alone. Learn the sensory keys that define different grapes and practice using your nose and palate — no labels allowed! Hosted by the experts at Bennett Lane Winery, this is a fun and educational experience for casual sippers and collectors alike.
📍 Bennett Lane Winery, Calistoga (Sonoma/Napa border)
🗓️ June 21, from 12:00 PM – 2:00 PM
🎟️ Sign Up Here
🍷 A unique hands-on experience.
Sonoma County’s flagship food and wine event returns
Held at the iconic Kendall-Jackson Wine Estate & Gardens, Taste of Sonoma showcases over 100 wineries, dozens of gourmet food trucks, themed lounges, guided tours, beer gardens, and premium wine experiences. Explore 60+ varietals from 19 AVAs in one unforgettable day.
📍 Kendall-Jackson Wine Estate & Gardens
🗓️ June 21, from 11:00 AM – 4:00 PM
🎟️ Get Tickets | Use code “25TOS-HLL10” for 10% off
🍇 This is the signature event among Sonoma County events in 2025.
Social Media Workshop (Healdsburg Chamber of Commerce)
Learn from top digital creators in Sonoma County
Healdsburg’s top content minds — including Emily Martin (@jetsettingfashionista), Tyler McBratney (McBratney Media), and Mustafa Tolosa (@nochillmustafa) — host this interactive panel for business owners and creatives. Learn practical tips for growing your online presence, improving engagement, and forming authentic brand partnerships.
📍 Healdsburg Chamber of Commerce
🗓️ May 20, from 8:30–10:00 AM
🎟️ Register Here
📱 Bring your questions and your business cards!
Past Events in Sonoma County
Healdsburg Wine & Food Experience May 2025
Celebrate the finest food and wine at one of the premier Sonoma County events in May.
The Healdsburg Wine & Food Experience brings together the best of local craftsmanship and global culinary talent. With curated tastings, chef demos, wine seminars, and winemaker dinners, this four-day event is a must for anyone who appreciates Sonoma’s food and wine culture.
This event is not only about indulgence, it’s a tribute to sustainable agriculture, community, and the magic of spring in wine country.
📍 Downtown Healdsburg
🗓️ May 15th to 18th
🎟️ Reserve Your Passes Here (Use code HLL10 for 10% off)
Cosmico at Dawn Ranch May 2025
A truly unique addition to Sonoma County events in May: music, art, and nature combined.
Set beneath redwood trees in Guerneville, Cosmico is an immersive festival that blends live music, art, wellness experiences, and farm-to-table cuisine in a setting that feels like a dream. Whether you’re grooving to White Denim or soaking in the riverside vibe, it’s a three-day experience that connects creativity with nature.
Perfect for those looking to step outside the typical wine event and into something soulful and unexpected.
📍 Dawn Ranch, Guerneville
🗓️ May 16th to 18th
🎟️ Get your tickets: Join the Cosmico Experience
Anderson Valley Pinot Noir Festival May 2025
One of the most iconic wine-centric Sonoma County events in May (just a scenic drive away).
Just north of Healdsburg, Anderson Valley plays host to a world-renowned celebration of Pinot Noir, featuring over 50 wineries, including top-tier producers from Sonoma and Napa. From educational tastings and sunset BBQs to a VIP Bubble Lounge and winery open houses, this three-day festival offers a deep dive into one of California’s most coveted grape varietals.
An unforgettable weekend for collectors, connoisseurs, and those seeking the finer things in wine country.
📍 Anderson Valley, Mendocino County
🗓️ May 16th to 18th
🎟️ Get Your Festival Passes Here (Use code HLL20 for 20% off)
Spring Wine Trail ~ Sonoma County
One of the most beloved Sonoma County events in May for wine lovers.
Kick off the month with a perfect Mother’s Day weekend experience: a self-guided wine trail through over 30 wineries in Alexander Valley, Dry Creek, and Russian River Valley. The Spring Wine Trail lets you explore at your own pace, enjoy complimentary tastings, and support the Redwood Empire Food Bank with every ticket.
Expect unique varietals, warm hospitality, and the kind of spring scenery that only Sonoma County can deliver.
📍 Various wineries across Sonoma County
🗓️ Saturday, May 10th
🎟️ Purchase Tickets Here (Use code HLL for 10% off)
Make the Most of Sonoma County Events in 2025
Whether you’re sipping Pinot in Anderson Valley, tasting your way through Healdsburg, or dancing under the redwoods, Sonoma County events in 2025 offer unforgettable ways to experience the season. From wine trail adventures to immersive festivals, these gatherings showcase the best of what our region has to offer.
Use your exclusive HLL promo codes to unlock discounts, and don’t forget to share your adventures with us on Instagram @healdsburgluxuryliving.
Why choose Realtor Emily Martin?
Emily has called California home for over a decade and likes to think of herself as a California “native”. Learning at a young age from her mother Linda K. Martin, a top-producing real estate agent for 40+ years, Emily has been immersed in Real Estate all of her life. As a homeowner in her early 20s in Manhattan’s Gramercy Park, followed by San Francisco, and now Healdsburg, Emily understands the intricacies of home ownership in highly sought-after regions such as Manhattan, San Francisco, Sonoma County, Napa Valley, and her beloved hometown of Healdsburg, California.
Whether you’re buying your dream home, purchasing a second home, selling a cherished property, or investing in the market, I’m here to make your dreams a reality. My extensive luxury experience, attention to customer experience, marketing expertise, hard work ethic, and passion allow me to provide a level of service that is truly distinctive. As we start our journey together, here’s what you can expect:
Unmatched Luxury Expertise
With a deep-rooted understanding of the luxury market, I bring a wealth of knowledge and insight into luxury goods, sales, and lifestyle. Whether you’re buying or selling, I have the expertise to navigate the world of real estate and the Healdsburg Luxury Homes market.
A Tradition of Excellence
With a family legacy spanning four decades in real estate, excellence is not just a goal, it’s a tradition. I am committed to upholding the impeccable reputation my mother, Linda K. Martin, a top North Shore Chicago agent, has built by delivering nothing short of excellence to my clients.
Unwavering Dedication & Passion
I am dedicated to your success. From the moment we embark on this journey together, I will provide unwavering support, guidance, and attention to detail, ensuring a seamless and stress-free experience. When asked to describe Emily, the first words that come up with my clients are passionate, energetic, experienced, and dependable.
Explore the Luxury Lifestyle in Healdsburg’s Wine Country
Luxury real estate is not just about properties, it’s about a lifestyle. It’s about finding the perfect blend of elegance, sophistication, and comfort that feels like you. It’s the feeling you get when you walk into your dream home.
Contact me today at: [email protected] or 707-926-3200 to begin your extraordinary real estate experience. Together, we’ll create a story worth telling, a life worth living, and a legacy worth building.