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Journeys by Second Pour

2/26/26-3/1/26

3 Days in the Heart of Santa Ynez Wine Country

Join Second Pour on an intimate 3-day escape to one of California's most enchanting wine regions as you sip your way through rolling vineyards and meet the region’s most celebrated winemakers.

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Embark on a Thoughtfully Curated Wine Country Escape

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Private
Curated Tastings

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Farewell Dinner
with Winemakers

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Private
Transportation

Discover Your Private Curated Tastings

This isn’t your average wine tour. These private, curated tastings offer you rare access to four of the Santa Ynez Valley's most iconic vineyards, along with a guided olive oil tasting at Olive & Lavender Farms. Each experience is tailored just for you with intimate conversations with winemakers, behind-the-scenes access, and unforgettable pours in stunning settings.

Spend An Evening
with the Makers

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Close the journey with a private dinner at Nella, where refined Italian cuisine meets Santa Ynez charm. Joined by winemakers from each featured estate, this intimate evening is accompanied by curated wine pairings and offers a final toast to the wines, stories, and connections shared along the way.

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Your Journey at a Glance

February 26, 2026

2:00 PM | Depart Hotel 

2:30 PM | Story of Soil

Winemaker Led Tasting Experience

4:30 PM | Return to Hotel 

6:30 PM | SY Kitchen

Welcome Dinner

February 27, 2026

11:30 AM | Depart Hotel

12:00 PM | Artiste Winery

Winemaker Led Blending Workshop, Tasting, & Lunch

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2:30 PM | Holus Bolus

Winemaker Led Tasting Experience

4:30 PM | Return to Hotel

February 28, 2026

11:30 AM | Depart Hotel

12:30 PM | Olive + Lavender Farms

Tasting & Lunch

3:00 PM | Dragonette Winery

Tasting Experience

5:00 PM | Return to Hotel​

7:00 PM | Nella Kitchen & Bar

Farewell Winemaker Dinner

Recommended Accommodations

The Fess Parker Inn

Preferred Rate:

A discounted rate of $100 off per night is available for guests of A Second Pour for the duration of our Santa Ynez journey. Click below to access this promotional rate.

Los Olivos, CA

A refined, wine-centric retreat offering classic Santa Ynez Valley charm with contemporary luxury. While transportation throughout our journey will depart from and return to the Fess Parker Inn, guests are welcome to choose any nearby accommodations.

Reserve Your Spot in Our Santa Ynez Wine Country Journey

Journey Cost

$1,500 per guest

Space is extremely limited to ensure an intimate and personalized experience for every guest.

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Your Journey Includes​​​​​​​

Curated Tasting Experiences

◈ Welcome Dinner at SY Kitchen

◈ Story Of Soil Tasting

◈ Artiste Winery Blending Workshop, Tasting, & Lunch

◈ Holus Bolus Tasting

◈ Dragonette Winery Tasting

◈ Olive + Lavender Tasting and Lunch

◈ Winemaker Dinner at Nella Kitchen & Bar

Transportation

◈  RT from Fess Parker to Scheduled Events

Scott: Santa Monica, Ca

We recently joined John Ufland and A Second Pour for a 3-day trip through Oregon's Willamette Valley, and it was absolutely unforgettable. From the moment we arrived, it was clear this wasn't your typical wine tour. John doesn't just take you to wineries - he introduces you to the people who make the wine, shares their stories, and gives you a real connection to the place and the craft. — highly recommend!​​​​​​​​​​​​​​​​

 Susan: Hillsboro Beach, Fl. 

John Ufland guided our Paso Robles trip perfectly, knowing everyone in town and creating a seamless blend of wine tastings at welcoming wineries, relaxing lunches, and cool dinners. The experience combined rural wine country charm with fine dining and high-end touring — we’ll definitely travel with John’s group again!​​​​​​​​​​​​​​​​

Pam: Fenelon Falls, Canada

An unforgettable Santa Ynez Wine Country adventure with amazing tastings, John’s personal vineyard connections adding warmth to every stop, and thoughtfully planned details from incredible wines to delicious meals. 
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