The Day Sipper

03/14/2026

A few months ago, the idea for Guided by Day was just a quiet thought — a way to bring the spirit of The Day Sipper beyond the table and into the wine regions themselves.

Today it’s becoming real.

This June, the very first Guided by Day wine journeys will take place in Paso Robles, California — a region known for its incredible hospitality, beautiful landscapes, and wines that truly reflect their place.

Two intimate trips are planned.

One is already full. There is still room on the June 15-19 trip, but I expect it to fill quickly.

These journeys are designed to feel personal and unhurried — small groups, thoughtfully chosen wineries, shared meals, and time to truly experience the place and the people behind the wines.

If Paso Robles in early summer sounds like something you’d love to experience, I’d be happy to share the details.

Contact me to learn more!

Guided by Day
Wine Travel, Led with Intention.

03/13/2026

The Day Sipper has always been about slowing down, gathering together, and discovering the stories behind the wine in our glass.

Over time, I’ve felt a quiet pull to take that experience a little further — to the vineyards, villages, and landscapes where those stories begin.

So I’m excited to share a new chapter. Guided By Day.

A natural extension of The Day Sipper — intimate, thoughtfully curated wine journeys designed for those who want to travel with intention, learn deeply, and experience wine regions in a more meaningful way.

Small groups. Beautiful places. Exceptional wine.
And the joy of discovering it all together.

Guided by Day
Wine Travel, Led with Intention.

03/11/2026

03/04/2026

Over the years, The Day Sipper has always been about slowing down, learning something new, and connecting—over a glass of wine.

Lately, I’ve felt a pull to take that same intention beyond the dining room table… and into the places where wine begins.

Something new is coming. 🍷🌍

03/03/2026

Over the past few weeks, I’ve shared a glimpse into the heart behind The Day Sipper.

Why I started—rooted in a love of learning and gathering.
Why education matters—because wine is more enjoyable when it feels approachable.
My favorite part of hosting—those “ah-ha” moments when it all clicks.
And the goal—creating space for connection, conversation, and shared experience.

The Day Sipper was created to bring people together around the table in a way that feels relaxed, thoughtful, and meaningful.

If you’re new here, welcome.
If you’ve been here awhile, thank you for being part of the journey.

02/25/2026

My goals for each wine experience are simple: I want every guest to have fun and to leave having learned something new.

From the moment guests arrive, they’re welcomed with a glass of sparkling wine—a small gesture that signals it’s time to slow down, take a breath, and enjoy being together. Life moves quickly, and while gathering with family, friends, or coworkers can be deeply meaningful, it’s not always prioritized.

The Day Sipper offers a unique way to bring people around the table. As glasses are poured, conversations unfold—people talk, listen, laugh, and connect. In those moments, memories are made. Not because of the wine itself, but because wine creates space for presence, curiosity, and shared experience.

That is always the goal.

02/18/2026

From the moment a wine experience is booked, it’s on my mind. I genuinely look forward to getting to know the host and curating an experience that feels thoughtful, personal, and completely unique.

With just a few simple questions, I design each tasting to reflect the host and their guests—from the wine selections to optional food pairings. No two experiences are ever the same. I bring everything needed, so hosts can relax and enjoy their time without preparing or worrying about the details.

One of the things I love most is creating an elevated yet comfortable atmosphere—where guests are welcomed exactly where they are in their wine knowledge. Wine should never feel pretentious; it should feel approachable and fun.

But my favorite moment of all is the “ah-ha”—when someone connects with a piece of information that suddenly makes wine click for them, whether it’s something entirely new or something they’ve always sensed but couldn’t quite explain.

Inviting someone into your home can feel like a leap of trust, and I never take that lightly. My goal is always to make the experience feel easy, warm, and completely comfortable. If there’s ever anything I can do to ease that anxiety, I’m always happy to talk it through.

02/11/2026

Wine education can take many forms. For me, tasting wine is just the beginning.

Learning about wine means exploring the world behind the glass—its regions, climates, soils, and the countless decisions that shape each bottle. I love “spinning the globe” and virtually visiting wine regions, digging into how place and process come together to create something unique.

WSET has been a trusted resource in my continued education, from blogs and videos to formal certifications. After completing Levels 1 and 2, I realized that growing The Day Sipper also meant learning how to build a business with intention—because education doesn’t stop at wine alone.

Last year, my focus was on French wines across nine different regions. While I haven’t visited most of them in person, studying through maps, videos, and virtual resources has helped me better understand how each region expresses itself in the glass. Tools like Wine Folly have made that learning engaging, approachable, and genuinely fun.

This ongoing curiosity is what I bring into every in-home experience—so guests don’t just taste wine, but gain a deeper appreciation for the story it tells.

02/04/2026

I’m Jamie Day—wife, mom, and now a grandmother—and I’ve spent much of my life creating spaces where people feel cared for and welcomed. From teaching and children’s ministry to serving in leadership at our church, my work has always centered on people and connection.

In 2022, a trip to southern France unexpectedly sparked a new chapter. Visiting vineyards and learning from a sommelier opened my eyes to the beauty and story behind wine. I pursued formal education through WSET, earning my Level 1 and Level 2 certifications, and The Day Sipper was born.

I created this business to keep learning and to share wine in a way that feels relaxed, approachable, and meant to be enjoyed together. Gathering people around the table—and watching connection happen—is the heart behind everything I do.

This is the beginning of a new series I’m calling Behind the Pour—and I’m glad you’re here. Make sure to Like and Follow to see more in this series!

02/03/2026

Proof that wine education should always be this fun! Bordeaux Blends ToDay wine experience was interactive, educational and a little competitive!

✈️ As a Level 2 Sommelier, I'm blending work with pleasure on my latest journey! From breathtaking destinations to enriching wine experiences, I'm excited to explore and share all the highlights with you. 🍷✨ Stay tuned for adventures in wine and travel—the sky's the limit! 🌍🍇