The Spirit of Destination

So much more than your typical holiday fare, these experiences were developed in partnership with our friendly neighborhood farmers, vintners, trail guides and more to deeply connect you with this special region we call home. But we didn’t stop there – every offering puts improving your health and well-being front and center. The result: unprecedented access to a destination that is truly unmatched.


Explore some of the world’s best mountain biking trails on high-end full-suspension bikes. Our selected outfitters offer something for every level of biking, from novice to expert. All equipment, including helmet, gloves, elbow and knee pads and pedals of choice are included. Hydration and snacks are provided. A brief survey will be provided prior to the ride to determine your skill level. E-bikes available upon request. Offered Wednesday, Thursday and Friday.

3-4 hours | Prices may vary


Experience the powerful healing and therapeutic benefits of interacting with a horse in a controlled environment with a certified Equus coach at the Ciara West Equestrian facility. Equus Coaching uses the natural and instinctual behavior of horses to uniquely show people how their own internal dialogue and unintended, subconscious actions can affect their relationships. Learn from the horse to be present, calm and reassured. Transportation to and from the stables is included. Offered Tuesday, Friday and Saturday.

2-4 hours | Prices may vary | No riding involved


A short drive from property, the award-winning Thomas Fogarty Winery is one of the Santa Cruz Mountains AVA’s most innovative producers. Join knowledgeable vineyard staff on a walking tour of the estate located along Skyline Blvd, where you will visit Chardonnay and Pinot Noir vineyards used to make appellation blends and Single Vineyard bottlings. Following the walking tour, enjoy a guided tasting of six estate wines.

3 hours | $125/person; please call to discuss for private groups and events


Woodside Executive Chef Isabelle Jackson Nunes believes we should know our famer as well as we know our neighbor or our dentist, and she has personally selected Markegard Farms as a partner for our culinary program. Join Chef on this one-of-a kind farm tour to the picturesque ranch located in Half Moon Bay and learn first-hand about the importance of Community Supported Agriculture and how you can champion small farms in your own community. Listen to Markegard family members explain the importance of regenerative farming and the role they are taking in returning lands to their nutrient-dense heritage.

3-4 hours | $100/person; please call to discuss for private groups and events


One of the peninsula’s best kept secrets, the Djerassi Resident Artists Program brings some of the most interesting minds to its 583-acre estate for an annual residency program. The program has hosted writers, visual artists, photographers, filmmakers, composers, choreographers, and scientists from 54 countries. As stewards of a unique property, Djerassi has graciously invited Canyon Ranch Woodside to host private hikes through their 583 acres filled with redwood forests, coastal grasslands, and art installations. Enjoy breathtaking views of the Pacific, a rich biodiversity and heart-pumping hills ready to be climbed! Offered Saturdays.

3-4 hours | Complimentary


One of the peninsula’s best kept secrets, the Djerassi Resident Artists Program plays host to some of the most interesting creative and scientific minds from across the globe, all of whom come to the 583-acre estate to temporarily live and create during an annual residency program. Our guests have the unique opportunity to support this independent 501(c)3 during an exclusive dinner invitation. Mingle with a diverse group of juried artists from around the world. Fuel your own creativity as you hear what drives them to create, build, write and perform. Due to its unique nature, this experience is limited to two people each month during residency (March through October). Please contact us to enter the lottery to attend.

3-4 hours | $150/person, paid directly to Djerassi

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