Four champagne flutes filled with a clear bubbly liquid, arranged on a wooden surface with a dark background.

SCHEDULE

SIP Healdsburg - July 16-18th, 2026

Tuesday Night, July 14th | 6:00 PM

SUPER VIP Welcome Wine Cave Dinner

SUPER VIP ONLY | at Surprise Location

An unforgettable welcome private wine cave dinner reserved exclusively for SUPER VIP guests. Tuesday night’s wine cave music, and dinner experience is one that we are having a hard time keeping a secret. The location is breathtaking and the wine is incredible. It’ll be the perfect way to set the stage for the week’s events


Wednesday Night, July 15th | 6:00 PM

SUPER VIP & 4 DAY VIP ONLY| Aperture Cellars

Wednesday night’s event is exclusively for our SUPER VIP and 4 Day VIP at the incredible Aperture Cellars. An intimate evening of wine, culinary artistry, and acoustic storytelling.

Aperture’s winemaker Jesse Katz, who was recently named the 2025 Wine Enthusiast Winemaker of the Year, will be joining us.

Round 1: Patrick Davis, Ashley Campbell / Thor Jensen, & Django Walker

Round 2: Marc Broussard, James Otto & Levi Lowrey


Thursday Night, July 16th

6:00 PM

OPENING NIGHT | The Ranch @ Calegari Vineyards

The Ranch at Calegari Vineyards is a breathtaking hidden gem and it’s where SIP Healdsburg officially begins. Open skies, on a hilltop surrounded by old vines and even older trees.

Featured wineries for the evening include: Lando Wines, Mauritson, Thompson 31Fifty, Williams Selyem and more. Two rounds of music from at least five SIP songwriters are scheduled to perform.

Round 1: Radney Foster, James Otto, & Lauren Jenkins

Round 2: Marc Broussard, Patrick Davis, & Levi Lowrey


Friday Day, July 17th 12:00 PM

SUPER VIP WINE LUNCH | w/ Chef Dustin Valette

For our SUPER VIP guests, Friday begins with a private wine lunch with Chef Dustin Valette, at his Michelin-recognized restaurant, The Matheson.


Friday Night, July 17th 6:00 PM

NIGHT 2 | Bricoleur Vineyards

Bricoleur Vineyards is not just a destination, it's a complete wine and culinary experience. Bricoleur has hosted SIP Healdsburg for the past 4 years, and each year the wine, food, and the entire evening keep getting better.

Round 1:Jerry Flowers, Django Walker, & Patrick Davis

Round 2: Levi Lowrey, Lauren Jenkins, & Kristian Bush


Saturday Day, July 18th 2025 | 12:00 PM

SUPER VIP & 4 DAY VIP ONLY | Verité Winery

Saturday’s wine cave lunch and music experience is at one of wine country’s most exclusive wineries - Verité Winery. This will be an absolutely unforgettable afternoon. One of the world’s most impressive wines and wineries with Patrick and Lauren hosting the SUPER VIP & 4 DAY VIPs for an incredible afternoon of wine, food & a little music.


Saturday Night, July 18th 2025 | 6:00 PM

CLOSING NIGHT | Robert Young

SIP Healdsburg culminates high on the hilltop at one of Sonoma’s most iconic estates, Robert Young. The 360-degree vineyard view, spectacular wine, food, and music will be the perfect closing-night celebration.

Round 1: Ashley Campbell & Thor Jensen, Django Walker, & Jerry Flowers

Round 2: Kristian Bush, Patrick Davis, & Radney Foster

3 DAY GA | SIP HEALDSBURG | Thursday July 16th - Sat July 18th
from $1,000.00

5th Annual SIP HEALDSBURG 2026 | July 16th - 18th - HEALDSBURG, CA

5th Annual SIP Healdsburg

Join us in the heart of Sonoma Wine Country for three unforgettable evenings of music, wine, and storytelling at some of Healdsburg's most beautiful winery destinations.

Enjoy intimate songwriter performances, complimentary wine hospitality, and the signature experience that has made SIP Healdsburg one of the most beloved events in the Songwriters in Paradise family.

YOUR PASS INCLUDES

🎶 SIP HEALDSBURG ACCESS

  • Admission to all three SIP Healdsburg shows

  • Thursday, July 16 — The Ranch at Calegari Vineyards

  • Friday, July 17 — Bricoleur Vineyards

  • Saturday, July 18 — Robert Young Estate Winery

🍷 WINE HOSPITALITY

✓ Complimentary wine and hors d'oeuvres at every show

🎟 SIP EXTRAS

✓ 2026 SIP Healdsburg commemorative pass & lanyard

✓ Downloadable event photography

✓ Nightly shuttle transportation from Hotel Healdsburg to nightly venues

PACKAGE HIGHLIGHTS

🍷 Sonoma Wine Country

🎶 Three Intimate Songwriter Shows

🍇 Iconic Healdsburg Wineries

🧀 Wine & Hors d'Oeuvres Included

🚌 Nightly Shuttle Service

📸 Downloadable Event Photos

Attendance is intentionally limited to preserve the intimate atmosphere that has made SIP Healdsburg a guest favorite year after year.

OPTIONAL MERCH BUNDLES

Merch Bundle 1 — $25

Festival T-Shirt
($40 Retail Value)

Merch Bundle 2 — $50

Festival Hat + T-Shirt
($75 Retail Value)

Merch Bundle 3 — $100

Festival Hat + T-Shirt + Hoodie
($150 Retail Value)

*ALL SALES FINAL

*VIP passes have additional perks

*Artists scheduled to perform subject to change

4 DAY VIP | SIP HEALDSBURG | Wed July 15th - Sat July 18th
$4,500.00

5th Annual SIP Healdsburg | July 15th - 18th | Healdsburg, CA

4-Day VIP Experience

July 15–18, 2026

Includes Five Curated Wine Country Experiences Across Four Unforgettable Days

Experience SIP Healdsburg with exclusive winery events, elevated wine hospitality, intimate songwriter performances, and VIP access throughout Sonoma Wine Country.

Designed for guests who want more than a concert ticket, the 4-Day VIP Experience offers premium seating, exclusive winery gatherings, VIP-only events, and access to every official SIP Healdsburg experience.

YOUR VIP EXPERIENCE INCLUDES

🍷 EXCLUSIVE VIP EVENTS

✓ Wednesday VIP Welcome Experience at Aperture Cellars

✓ Saturday VIP Wine & Music Lunch Experience

✓ Access to Two VIP-Only Experiences

🎶 SIP ACCESS

✓ Admission to All Three SIP Healdsburg Shows

✓ Premium VIP Seating at Every Show

✓ Shows at Three Iconic Sonoma Winery Venues

  • Thursday —The Ranch at Calegari Vineyards

  • Friday — Bricoleur Vineyards

  • Saturday — Robert Young Estate Winery

🥂 ELEVATED WINE HOSPITALITY

✓ Complimentary Wine & Hors d'Oeuvres at Every Show

✓ Access to Exclusive VIP Wine Bars

✓ Elevated Wine Selections Throughout the Experience

🎁 VIP EXTRAS

✓ VIP Swag Bag

✓ 2026 VIP Commemorative Pass & Lanyard

✓ Downloadable Event Photography

✓ Nightly Shuttle Transportation from Hotel Healdsburg to Nightly Venues

EXPERIENCE HIGHLIGHTS

🍷 Five Curated Experiences

🎶 Three Intimate Songwriter Shows

⭐ Premium VIP Seating

🥂 Exclusive VIP Wine Bars

🍇 Sonoma Wine Country

🚌 Nightly Shuttle Transportation

🎁 VIP Swag Bag

WHY VIP?

The 4-Day VIP Experience is the perfect way to immerse yourself in SIP Healdsburg—combining world-class wineries, exceptional wine hospitality, and intimate songwriter performances in one of California's most celebrated wine regions.

Attendance is intentionally limited to preserve the intimate atmosphere that has made SIP Healdsburg a guest favorite year after year.

*All Sales Final

*Artists subject to change

UPCOMING & PAST

SIP HBG WINERY PARTNERS & VENUES

  • Aerial view of a rural vineyard estate with vineyards, farm buildings, and blooming trees at sunset.

    Bricoleur Vineyards

  • Aerial view of rolling hills with vineyards, trees, and a few houses in a rural landscape during daytime.

    Robert Young Estate Winery

  • Vineyard with rows of grapevines, cypress trees, olive trees, and other greenery on a hillside under a clear blue sky.

    A. Rafanelli Winery

  • Sunset over lush vineyard with rolling hills and cloudy sky

    The Ranch at Calegari Vineyards

  • Interior of a cozy restaurant with wooden walls, ceiling, and furniture, decorated with festive poinsettia plants and standard table settings, with a bar area in the background and modern pendant lighting.

    Valette

  • Four bottles of Lando Pinot Noir wine on a table with a landscape painting of a cloudy sky and fields in the background.

    Lando Wines

  • Two bottles of Thompson 31 Fifty wine, one Chardonnay and one Pinot Noir, leaning against a large, weathered piece of wood on dry grass with green leaves.

    Thompson 31Fifty Wines

  • Modern black house with wooden accents surrounded by tall grasses under a pastel sky at dusk.

    Aperture Cellars

  • Three bottles of wine from Aldina Vineyards, including a 2021 Chardonnay, a 2018 Cabernet Sauvignon, and a 2021 Sauvignon Blanc, on a wooden table with a blurred outdoor background.

    Aldina Vineyards

  • Aerial view of a countryside property with a winding driveway, house, trees, and fields, with rolling hills and forests in the distance.

    Arista Winery

  • An outdoor event during sunset with many people seated facing a stage or presentation area, tall grass in the foreground, a building on the right, and a flag with the word 'HOPHEAD' on it.

    Comstock Wines

  • Logo design with geometric shapes and the text 'CONVENE by Dan Kosta' on a dark blue background.

    Convene by Dan Kosta

  • A wine bottle pouring red wine into a glass, with a second glass of red wine in the background and a cork on the table with decorated letters spelling "dot."

    Dot Wine

  • Image of a wine label featuring the word 'Mauritson' with a logo and an illustration of sheep in a countryside landscape.

    Mauritson Wines

  • Six bottles of Smith Story wine on a wooden table, with labels showing varieties such as Pinot Noir, Zinfandel, and Cabernet Sauvignon from California.

    Smith Story Wine Cellars

  • Three bottles of wine from Solo Nostro winery placed on wooden surface outdoors with trees and greenery in the background.

    Solo Nostro

  • A bottle of Williams Selyem 2023 Pinot Noir wine, a glass filled with red wine, a glass pitcher, a drinking glass of water, and a vase with orange and yellow flowers on a table with a red and white striped napkin and silver spoon, outdoors with a blurred landscape background.

    Williams Selyem

  • Interior of a dining room with large open door, black walls, wooden ceiling, modern chandelier, and a mix of dining tables and chairs decorated for a gathering.

    Reeve wines

  • Bottles of wine in a metal bucket with white hydrangea flowers in a glass jar nearby.

    Bella Vineyards

    @ RU’S FARM

  • Three bottles of red wine, a glass of red wine, and a small bouquet of flowers on a table outdoors during daytime.

    La Crema

    @ SARALEE'S VINEYARD

  • Gated entrance to a building with stone and stucco walls, red tiled roof, and balconies, surrounded by trees and greenery.

    Bacchus Landing