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Robb Report Brings Its Iconic Best of the Best Issue to Life with an Exclusive, Multi-Day Luxury Retreat in Wyoming

KompasPress, Tuesday, October 27, 2026, 12:04
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Dwi Wanna
The Trip Book Editorial Team (Click for info)

The majestic mountain valleys of Wyoming played host to an extraordinary celebration of ultra-high-end living over the weekend, as the Robb Report brought its highly anticipated annual Best of the Best issue to life. Marking half a century as the definitive global voice in the luxury sector, the premier publication welcomed an exclusive, invitation-only gathering of members, executives, and connoisseurs to the increasingly upscale region for a multi-day immersive experience designed to spotlight this year’s top honorees.

Running from Thursday, October 1, through Sunday, October 4, the carefully curated affair offered members of RR1—the brand’s private club—an intimate and unprecedented opportunity to engage directly with the visionaries, creators, and leaders shaping the modern luxury landscape. Set against the dramatic backdrop of the American West, the four-day extravaganza combined high-octane automotive testing, world-class culinary programming, rare spirits tastings, and thoughtful conversations about the future of craftsmanship, design, and industry leadership.

At the heart of the weekend’s operations was the acclaimed Hotel Yellowstone. Boasting 36 luxurious suites, the property was previously named a Western Wonder in Robb Report’s prestigious Best of the Best awards, making it the ideal home base for the festivities. From the moment guests arrived, the tone was set for a weekend of uncompromising refinement. The opening reception welcomed attendees with handcrafted cocktails featuring recent Best of the Best winner Cygnet Gin and Pendleton Whisky, establishing an immediate appreciation for top-tier artisanal spirits. This was followed by an exquisite welcome dinner accompanied by curated wine pairings from the Spire Collection, culminating in relaxed late-night conversations paired with pours of rare Louis XIII cognac and late-night stargazing sessions in collaboration with EarthRoamer and Observable Space.

As Friday dawned, the retreat shifted into a dynamic, choose-your-own-adventure format that allowed guests to tailor their itineraries to their personal passions. The morning began with a leisurely breakfast before opening up a diverse array of outdoor and lifestyle pursuits. Attendees could be found trying their hand at fly fishing in local streams, gliding along scenic routes on e-bikes, or retreating to the spa for wellness treatments. For automotive enthusiasts, the highlight of the morning involved high-performance test drives featuring an enviable stable of vehicles from Mercedes-Benz, Ferrari, Rolls-Royce, and Bentley. Others chose to take advantage of one-on-one partner consultations designed to offer bespoke insights.

Following a locally sourced lunch, the afternoon offered an intellectual and sensory deep dive into the world of fine wine and executive leadership. A wine masterclass was led by representatives from La Jota and Stonestreet, both celebrated as Best of the Best winners. The educational tasting was succeeded by two compelling fireside chats that offered attendees a rare glimpse into the corporate strategies and creative philosophies driving two very different luxury houses. Michael Rocco, C.E.O. of Bentley Americas, took the stage to discuss the brand’s evolving trajectory, including its transition toward all-electric mobility. He was followed by Alex Rosenfeld, C.E.O. of Urban Jürgensen, who shared insights into the meticulous world of independent high-end watchmaking and heritage preservation.

Inside Robb Report’s Exclusive Best of the Best Event in Jackson Hole

The late afternoon brought another shift in scenery as guests were whisked away from the hotel into downtown Jackson for an exclusive tasting event. Hosted at New West KnifeWorks, the gathering featured premium pours of Cazcanes Tequila No. 7 Rosa Añejo, another standout from the recent Best of the Best spirits rankings. As evening fell, attendees dispersed into the local culinary scene, enjoying intimate dinners at a selection of Jackson’s most celebrated hotspots, including Glorietta, Kampai, Wild Sage, and Blue Lion, each offering a distinct interpretation of regional American dining paired with sophisticated hospitality.

Saturday mirrored the dynamic rhythm of the previous day, beginning with a hearty breakfast before transitioning into another round of personalized daytime adventures across the Wyoming landscape. The midday meal offered a distinctly celebratory atmosphere, paired with continuous pours of Laurent-Perrier Champagne. Following lunch, guests gathered for another thought-provoking fireside chat, this time featuring representatives from Panerai alongside former United States Navy SEAL Rick Kaiser, who discussed resilience, precision, and high-stakes performance—qualities shared by both elite military operations and the construction of luxury timepieces.

As the sun began to set, the evening’s programming commenced with a luxurious in-suite pre-dinner treat that combined crisp Cygnet Martinis with decadent servings of Only caviar. Dinner itself was an elaborate affair, featuring exceptional wine pours from Penfolds that complemented the evening’s gourmet menu. Afterward, guests were treated to a lively private musical performance by Archertown, filling the mountain air with contemporary country-rock rhythms. The night concluded in familiar, celebratory fashion with choices of fine cognac or quiet moments of stargazing under the clear Wyoming night sky.

The multi-day celebration reached its natural crescendo on Sunday morning with a relaxed yet elegant farewell brunch hosted in partnership with Akoni eyewear. Gathered together for one final morning, RR1 members and brand partners raised a final glass to toast the success of the weekend, the enduring legacy of the publication, and another stellar edition of the Best of the Best issue. As attendees prepared for their departures, the event left an indelible mark, successfully translating the pages of a milestone anniversary magazine into a living, breathing celebration of extraordinary taste, community, and luxury living.

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