2026 Auction Lots

Below is a listing of the amazing 2026
Naples Winter Wine Festival auction lots

Flexjet Raffle 2026

Three (3) day bespoke VIP U.S. Open tennis experience with Ralph Lauren in New York City in September 2026 for two (2) couples

Roundtrip, First Class Airfare from any major city in the contiguous United States to New York, New York
Roundtrip airport transfers and dedicated car service for the duration of the trip

Two (2) nights’ accommodations in Superior Suites at The Carlyle, A Rosewood Hotel
Four (4) courtside seats to the Men’s or Women’s 2026 U.S. Open Tennis Championships Finals on either Saturday, September 12, 2026 or Sunday, September 13, 2026
Elegant dinner at Ralph Lauren’s The Polo Bar
Optional bespoke Ralph Lauren group moment experience
Personalized planning with the Ralph Lauren team based on the winners’ preferences
Two (2) $5,000 shopping credits to be used at the Ralph Lauren Madison Avenue store during the trip

If you’re as fashion-conscious as Red—you want to look fabulous both on and off the court. Who better than Ralph Lauren can make that possible? And where else would you rather be than courtside at the 2026 U.S. Open Tennis Championships?

You’ll feel stylish the moment you arrive at The Carlyle on Manhattan’s Upper East Side. Since opening in 1930, this legendary hotel has epitomized chic, hosting presidents from Truman to Clinton and icons like Truman Capote, Frank Sinatra and George Harrison. Home to Café Carlyle and the famed Bemelmans Bar—where stars from Tony Bennett to Mariah Carey have performed—The Carlyle blends glamour with discretion. Known as the “Palace of Secrets,” it protects the privacy and anonymity of all its guests.

Few experiences can make you feel more glamorous than a Ralph Lauren makeover. For more than five decades, the American-born designer has defined the essence of elegant, casual chic. The winners will be transformed by a personal consultation with the Ralph Lauren team and enjoy a shopping trip at the brand’s flagship store on Madison Avenue. When you’re done, you’ll be ready to make a fashion statement at the U.S. Open.

The Open tournament is played every August in Queens and is the final Grand Slam of the tennis season, following the French Open, Australian Open and Wimbledon. One glance at the beautifully tailored crowd at the Billie Jean King National Tennis Center will make you grateful for Ralph Lauren’s styling. You’ll be seated courtside, with an intimate view of each shot. Will Jannik Sinner continue to shine, or will Alcaraz resume his march toward tennis greatness? Or will an unknown phenomenon emerge from the shadows? You’ll be the first to know.

No Ralph Lauren experience would be complete without dining at The Polo Bar, one of New York’s most coveted spots. Just steps from Fifth Avenue, it blends the warmth of a classic American clubhouse with the brand’s signature elegance, attracting celebrities, tastemakers and athletes alike. Whether before or after your time at the Open, it’s the perfect setting to celebrate in true Ralph Lauren style.

Red is practically green with envy at this close encounter with celebrities and megastars. He’ll be there to capture every vivid moment, and the real winners will be our underserved children.

Insider's Info

This trip is for two (2) couples. Roundtrip, First Class Domestic Airfare or Business Class International Airfare is included. One (1) dedicated car service vehicle will be provided for the winners’ use during the trip. This lot is date specific, must be taken during the 2026 U.S. Open tournament, with dates based on the winners’ choice of the Women’s or Men’s Final. The Women’s Final will take place on Saturday, September 12, 2026 and the Men’s Final on Sunday, September 13, 2026. Select alcoholic beverages and all non-alcoholic beverages and gratuities are included for the meal at The Polo Bar, up to a $2,500 value. Any costs above $2,500 will be at the expense of the winning bidders. The Polo Bar has a dress code of smart and elegant attire. Entrance will not be permitted if guests are wearing athleticwear, beachwear, T-shirts, hoodies, ripped jeans or hats. Winners have the option to add an additional complimentary bespoke Ralph Lauren group moment experience, but details on the experience will not be revealed until closer to the date of travel. Any additional meals, beverages and activities are at the expense of the winning bidders. Winners will plan the trip with the Ralph Lauren team to customize their programming based on their preferences. Shopping credit must be used at the New York Madison Avenue store, in one transaction and expires September 14, 2026. Any unused funds are forfeited.

Donor

Ralph Lauren

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