The winning bidders’ party of six will begin with a journey through Sonoma wine country, co-hosted by Jesse and Dustin. Together, they’ve crafted an insider’s adventure blending Michelin-recognized cuisine, 100-point wines and unparalleled access to Sonoma’s luxury lifestyle. Guests will stay at Montage Healdsburg’s Harvest House, a four-bedroom, four-bath residence offering an elegant retreat in the heart of the Sonoma wine country. Spanning 258 acres, the property seamlessly blends modern luxury with the natural beauty of the landscape.

Your first day begins with a private farmer’s market tour led by Dustin, providing an insider’s look into farm-to-table relationships and seasonal cooking. In the afternoon, enjoy a hands-on cooking class, learning the micro-seasonal techniques and French-influenced methods that have earned Dustin Michelin recognition. That evening, dine at The Matheson, Dustin’s tri-level culinary landmark built within his great-grandfather Honoré Valette’s original Snowflake Bakery, finishing the night with Pappy Van Winkle in Dustin’s private cellar.

Day two features an immersive experience at Aperture Cellars: a winery tour, private blending session with Jesse, lunch prepared by Dustin and a VIP tasting of Aperture’s most acclaimed wines. You’ll receive 15 cases of your custom blend, bottled exclusively for you. The day concludes with dinner at Valette, the intimate Michelin-recognized restaurant created by Dustin and his brother, Aaron Garzini. Your Sonoma journey continues with a private library wine and food pairing at Vérité Estate, a tour at Stonestreet in Alexander Valley and a round of golf at Mayacama.

When you’re ready, step aboard a Challenger 300 for a private flight to Beaver Creek, Colorado, courtesy of Flexjet, where every detail has been designed for comfort and style. Upon arrival, discover the height of mountain luxury with a five-night stay at Cuvée’s West Wing Penthouse, one of the only multi-level penthouses at The Ritz-Carlton, Bachelor Gulch. Offering ski-in/ski-out access and a private setting within the 5-Star resort, this rare penthouse pairs the intimacy of a private home with the world-class amenities of The Ritz-Carlton.

Recently renovated by Cuvée’s award-winning team, the residence features warm, contemporary interiors with natural stone accents, custom furnishings, art from the likes of David Yarrow and a grand fireplace anchoring the open-concept living space.

Your stay at Cuvée’s West Wing in Beaver Creek includes a personalized itinerary crafted by your onsite Cuvée curator, three sets of custom Meier skis and seasonal activities. During the summer, cast into Colorado’s summer waters with a private fly-fishing guide, then unwind with chef-prepared bites by the fire. In winter, you’ll trade waders for wool and indulge in a Cuvée après ritual of warm mountain flavors and signature cocktails prepared by a Cuvée chef after a day on the slopes. Guests have full access to Ritz-Carlton amenities, and a private chef will prepare an in-residence multi-course dinner of elevated mountain cuisine paired with Aperture wines.

The winning bidders will also receive keepsakes to remind them of their trip. Dustin will provide a custom embroidered chef’s coat and a professional-grade chef’s knife for each couple. Additionally, each couple will receive a custom etched Three Liter bottle of 2019 Aperture SJ Ranch Cabernet Sauvignon and signed Magnums of 2016 Del Rio Cabernet Sauvignon, 2016 Oliver Ranch Cabernet Sauvignon and 2016 SJ Ranch Cabernet Sauvignon, in addition to their cases of customized private label wine.

This once-in-a-lifetime experience represents the ultimate Sonoma and Cuvée Luxury Villas collaboration that few will ever experience. It deserves your most generous bid!

Insider’s Info

These trips are for three (3) couples. Visits to be scheduled for mutually agreeable dates and based on availability. Roundtrip, Private Air is included from Naples, Florida to Eagle, Colorado on a Flexjet Challenger 300 or similar aircraft. Airfare is not included to California. Blackout dates for Private Air include, but are not limited to, February 5, 8, 13–17, 19 and 26; March 1, 6-8, 12-15, 20–22 and 27-29; April 3, 7, 10, 12 and 13;  May 2, 21, 22 and 25; June 19 and 22; July 2-6 and 29; August 27, 28 and 31; September 4, 6 and 7; October 8, 9 and 18; November 20-25 and 27-30; December 17, 19-23 and 26-31, 2026; January: 1–6 and 18, 2027, and Private Air must be redeemed by January 31, 2027. Flexjet requires a minimum of 30 days’ advance notice prior to your desired departure date and 48 hours’ prior notice for any changes to your flight itinerary. Blackout dates at the Cuvée Villa in Colorado include holidays, including but not limited to President’s Day weekend, Easter week, Memorial Day weekend, Fourth of July week, Labor Day weekend, Thanksgiving week, Christmas week and New Year’s week. Airport transfers are included in Colorado. Airport transfers are not included in California. Montage drivers will be available for guests in California through Montage guest services for local transportation if desired. Ski passes are not included if the winners travel to Colorado in winter. Meals are only included as stated above and served with select alcoholic beverages, non-alcoholic beverages and select wines. Any additional meals, alcoholic beverages and non-alcoholic beverages are not included. Gratuities are not included for any portion of the lot and are the responsibility of the winning bidders. The winners’ custom blended wine will ship directly to the winning bidders when available. The skis will ship directly to the winning bidders after their trip to Colorado.