2021 Auction Lots

Below is a listing of the amazing 2021
Naples Winter Wine Festival auction lots

Flexjet Raffle 2022

An 8-day, 7-night ski vacation at a private residence at the Yellowstone Club in Big Sky, Montana for four (4) couples or eight (8) people 

Roundtrip, Private Airfare from anywhere in the continental U.S. to Bozeman, MT aboard a Global Express 

 Big Sky, Montana:  

  • 8-day, 7-night luxury accommodations in a five-bedroom, five-bathroom private residence during the 2021-2022 ski season 
  • Two (2) Chevrolet Suburban SUVs available for use throughout the stay, including to and from the airport 
  • Ski lift tickets for eight (8) guests 
  • Dinner prepared at BāBā by MING TSAI for four (4) couples or eight (8) guests  
  • Private chef to prepare up to two (2) dinners at the residence during the stay 
  • Breakfast, lunch and dinner included daily at any of the various Yellowstone Club restaurants    
  • Daily housekeeping services  
  • Use of club fitness centers and pools throughout stay  


“Before me are colors a thousand rainbows mixed together could not duplicate.” 

No matter how many times you’ve been there, the American West is a wild and thrilling experience. The winning bidder of this lot, along with their party of seven, will have an opportunity to get up close and personal with that rugged wilderness while enjoying the very best in accommodations, food and activities. 

Located in the pristine mountains of Big Sky, Montana, one hour’s drive from Bozeman Yellowstone International Airport, the Yellowstone Club sits in the midst of a “Rocky Mountain wonderland.” The Club was created in the 1990s by a unique land swap with the U.S. Forest Service, enabled by two specialized acts of Congress. It is the world’s only private, members-only ski and golf community. 

“Nicknamed the Treasure State, Montana’s mystical landscape offers you something truly glorious throughout all four seasons…Explore over 30 miles of single-track hiking trails…Sit back with a drink in an unparalleled setting.”  

Your adventure begins onboard a Global Express aircraft, a private business jet developed by Bombardier capable of intercontinental non-stop flights. The spacious and elegant cabin can seat up to 16 passengers comfortably and is outfitted with every possible amenity. When you arrive, you’ll be housed in a five-bedroom residence with attached private baths. Three of the bedrooms have king-sized beds, while two are suitable for children with either full-sized or bunk beds. 

Once settled in at the Yellowstone Club, in addition to skiing on over 2,900 acres of powdery ski slopes, optional exceptional experiences may include: 

  • Outdoor activities that will appeal to every member of the family including snowboarding, snowshoeing, Nordic skiing and uphill travel 
  • Several on-site spas, yoga, fitness classes and sessions with personal trainers
  • Floor hockey, indoor rock climbing, arts and crafts, pool, ping pong, retro arcade games and shuffleboard 

When it comes to dining, you’ll have your choice of 16 restaurants for breakfast, lunch and dinner. The culinary high point of your visit will likely be dinner for eight at BāBā by MING TSAI, created by the famed chef and TV personality and specialist in east-west fusion cuisine. 

“The Club’s superior amenities, easy Montana charm and overwhelming natural beauty present an incomparable venue for mountain living, year-round recreation, and cherished family traditions.”  

Your week in paradise will allow you to relax and spend quality time with friends and family while experiencing the breathtaking beauty of the Rocky Mountains.  

This is truly a once-in-a-lifetime opportunity: Don’t let it slip away! 

Insider's Info

This lot is for the winning bidder and up to seven (7) guests. Roundtrip, Private Airfare may originate from Naples, Florida or any other mutually agreeable airport location in the continental U.S. Trip must be taken mid-December 2021 through Saturday, April 30, 2022 and will be subject to blackout dates. While these dates have not yet been published for the 2021-2022 ski season, based on recent years, they will most likely be: Christmas through the New Year’s Holiday (Friday, December 17, 2021 – Monday, January 3, 2022), Martin Luther King, Jr. Weekend (Friday, January 14,2022 – Tuesday, January 18, 2022), Presidents’ week (Friday, February 11, 2022 – Wednesday, February 23, 2022) and Saturdays in March (Saturday, March 5, 12, 19 and 26, 2022). Package includes ski lift tickets for eight (8) people for up to seven (7) full days of skiing. Any equipment rentals, lessons, classes or activities other than skiing are not included with package and can be purchased at winning bidders expense. Breakfast, lunch and dinner at any of the various Yellowstone Club restaurants will include tax and gratuity, however, alcoholic beverages are not included. The credit toward dinner at BāBā by MING TSAI is non-transferrable and must be redeemed for one dining experience, with any additional costs incurred at the winning bidder’s expense. Special multi-course wine dinners scheduled at the club are not included. The trip will not include club parties or concerts scheduled during the visit requiring an entrance fee. 


Julie and Matthew Halbower 

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