A promotional flyer for SIP Healdsburg passes featuring an outdoor scene with a row of upside-down wine glasses on a table and potted flowers in the background.

July 15th-18th, 2026

Welcome to SIP Healdsburg

Three unforgettable days of music, wine, and storytelling in Sonoma Wine Country.

3 winery venues
More than a dozen acclaimed songwriters
Complimentary wine & hors d'oeuvres
Events intentionally capped at approximately 150 guests
VIP & Super VIP exclusive experiences

“A curated experience akin to a backstage pass”

A display of multiple empty wine glasses arranged in a line on a table. There is a small vase with bright orange flowers in the center in front of the glasses. The background shows a blurred indoor setting with dark furniture and light coming through windows.

Choose Your SIP Healdsburg Experience

Every pass includes intimate songwriter shows, complimentary wine and hors d'oeuvres

GA

Access to chosen show(s)
Complimentary wine and hors d'oeuvres
Reservable shuttle service from H2 hotel to venues
Downloadable photos from SIP Healdsburg experience
Commemorative pass & lanyard
First-come, first-served seating

Single Night VIP

Access to chosen show(s)

Single night VIP premiere seating
Complimentary wine and hors d'oeuvres
Access to VIP wine bars with elevated wine selections
Nightly shuttle service from H2 hotel to venues
Single night level swag bag
Commemorative VIP pass & lanyard
Downloadable photos from SIP Healdsburg experience

4 Day VIP

(5) Curated SIP Healdsburg experiences
Access to all 3 intimate SIP HBG shows
VIP only wine cave dinner on Wednesday night
VIP premiere seating
4 Day VIP swag bag
Complimentary wine and hors d'oeuvres at every
Access to VIP wine bars with elevated wine selections
Nightly shuttle from H2 Hotel to venues
Commemorative VIP pass & lanyard
Downloadable photos from SIP Healdsburg experience

3 Day GA

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

Pass Options:

4 Day VIP

5 Total VIP Experiences

(2) 4 DAY VIP ONLY exclusive experiences

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

Single Day GA

Opening Night at The Ranch at Calegari Vineyards | GA SINGLE DAY | Thursday July 16th

Opening Night at The Ranch at Calegari Vineyards | GA SINGLE DAY | Thursday July 16th

from $350.00

Single Night General Admission

Thursday, July 16, 2026

Kick off the 5th Annual SIP Healdsburg with an unforgettable evening of music, wine, and storytelling at The Ranch at Calegari Vineyards.

Enjoy intimate songwriter performances alongside complimentary wine and hors d'oeuvres featuring selections from some of Sonoma County's most celebrated wineries.

Your Pass Includes

🎶 Admission to Opening Night at The Ranch at Calegari Vineyards

🍷 Complimentary Wine & Hors d'Oeuvres

🍇 Featured Wines from:

Lando Wines
Mauritson Wines
Thompson 31Fifty Wines
William Selyem
CHEV Wines
CIRQ Estate
and more

🎟 SIP Healdsburg 2026 Commemorative Pass & Lanyard

📸 Downloadable Event Photography

Featured Songwriters

Round One

Radney Foster
James Otto
Lauren Jenkins

Round Two

Marc Broussard
Patrick Davis
Levi Lowrey