Dear Beloved Reader,

Are you there? It’s me, Regine.

As we step into the light of 2025, I invite you to join me and the Shall We Wine writers in what we have christened our Year of Exploration. Together, we will navigate uncharted paths, uncovering the treasures of lesser-known wine regions, savoring new flavors, reimagining the way we vacation, and embracing fresh perspectives. All of this, dear reader, with the singular goal of sparking joy, discovery, and wonder in our lives.

To set the tone for this grand adventure, I am embarking on a journey of my own—a bucket list road trip from Chicago to Napa. This isn’t merely a journey of miles; it is a quest for creativity, an opportunity to step beyond the familiar, and an embrace of new experiences.

And while this road trip includes plenty of adventure, let me assure you, there will be no sacrificing of luxury. Picture indulgent stays, new walking paths to explore, moments of stillness under the open sky, and laughter shared with my travel companion, Shannon Greene—Founder and CEO of Arranmore Events and Arranmore Farm + Polo Club.

Shannon and I share a mission: to inspire you to create your own “Solo Moments” through travel. These are precious opportunities where the road serves as a mirror, reflecting your capacity for self-discovery, empowerment, and rejuvenation.

Our Route: Follow Along!

We’ll chart a course through some of the most breathtaking landscapes, connecting with nature and finding inspiration in every stop.

  • January 2: Chicago → St. Louis
  • January 3: → St. Louis→ Oklahoma City
  • January 4: Oklahoma City → Albuquerque
  • January 5: Albuquerque → Sedona
  • January 6: Sedona → Pasadena
  • January 7: Pasadena → [Santa Barbara? Morro Bay? Paso Robles?]
  • January 8: [TBD] → Napa

Follow our journey on @ShallWeWine for updates, photos, and travel tips along the way.

From the expansive landscapes of the Midwest to the sun-drenched vineyards of California, we hope our adventure inspires you to dream, explore, and savor life’s finer moments.

This, dear reader, is only the beginning. Together, we will uncover the beauty of the unknown, sip from the cup of curiosity, and celebrate the magic of exploration. Let us toast to 2025—a year of discovery, indulgence, and delight.

With warmest regards and the promise of adventure,

Regine