The vineyards and hills surrounding Healdsburg hold so many amazing adventures ... if you know where to look. Which is why we partner with the best of the best to bring you bespoke experiences you’ll talk about for a lifetime. Whether it’s pedaling a renowned cyclist’s favorite backroad routes or getting tutored by a sommelier, your unforgettable experience is waiting for you.

Hike the Coast

Discover the stunning Sonoma Coast with a private guided hike. Explore the coastline’s rolling hills and valleys as you take in glorious ocean vistas, bird life and wildflowers along the trail.

A Tour Through Healdsburg’s Architectural History

Experience a private walking tour of Healdsburg\'s historic homes and businesses with Healdsburg Museum Director, Holly Hoods.

Pro Cycling Experiences with Pete Stetina

Hotel Healdsburg and Pro Cyclist Pete Stetina have teamed up to offer hotel guests who are passionate about cycling one-of-a kind Sonoma County adventures on two wheels.

Explorations of Sonoma Wine

Join Dry Creek Kitchen’s Wine Director Erin Miller for a customized wine education, tasting, and dining experience that introduces both novice and knowledgeable wine lovers to the rich Sonoma wine region.

Hike the Valley

Take in the beauty of Healdsburg’s Dry Creek Valley on a privately-guided hike through vineyards, culminating in sweeping 360 degrees views. Following this experience enjoy a tasting of 5 wines from Bella Vineyards and a gourmet picnic pairing by Dry Creek Kitchen.