2020 Auction Lots

Below is a listing of the amazing 2020
Naples Winter Wine Festival auction lots

  • Roundtrip, Private Airfare from Naples, Florida to New York, New York for two (2) couples
  • Four (4) nights’ accommodations in an apartment overlooking Central Park for two (2) couples
  • One (1) Ralph Lauren Ricky handbag in Bordeaux
  • One (1) Ralph Lauren RL50 handbag in Bordeaux, commemorating the Brand’s 50th Anniversary
  • Two (2) $25,000.00 retail gift certificates from New York-based fine jeweler David Webb
  • Two (2) copies of Pete Najarian’s best-selling book, 22 Rules of Investing, autographed by Pete Najarian
  • Four (4) Presidential Suite tickets to the evening matches of the 2020 US Open on Monday, September 7, 2020
  • Roundtrip, private transportation from the winners’ accommodations to the VIP/President’s Suite entrance at the Presidents Gate
  • Four (4) VIP tickets to “LIVE with Kelly and Ryan,” followed by a backstage tour and meet and greet with co-hosts, Kelly Ripa, Ryan Seacrest and executive producer, Michael Gelman
  • Two (2) couples will go behind-the-scenes of the CNBC studios in Times Square with Pete Najarian, then watch Pete on “Fast Money” live from CNBC’s control room
  • A special tour of the Nasdaq Stock Exchange with Pete Najarian
  • An exclusive lunch reservation at Rao’s
  • Choice between either four (4) VIP tickets to Billy Joel, a meet and greet with Sean Hannity or attend “Good Morning America” as the guest of Michael Strahan
  • A private whiskey education class at The Flatiron Room
  • A privately guided after-hours tour of MOMA
  • Lunch at Mozzarella e Vino for two (2) couples
  • Special three (3) course dinner at Bâtard prepared by chef Markus Glocker

A visit to New York City can be exhilarating at any time of year, but this collection of priceless experiences is guaranteed to take your breath away. Two lucky couples will travel back and forth to the Big Apple on a private HondaJet Elite: no security lines, TSA screenings or stress. Cruising higher, faster, and farther than every jet in its class, it offers the legroom of a heavy jet, all in the comfort of its whisper-quiet cabin. Your headquarters in Manhattan for four nights will be the apartment of Festival Trustees Denise & Brian Cobb, where you’ll greet the day with sweeping views of Central Park.

Your visit begins during the annual US Open tennis tournament in September, a where a special treat awaits you: You’ll be picked up at your apartment and transported by limousine to the VIP/President’s Suite entrance of Arthur Ashe Stadium on Monday, September 7, and watch the evening matches in a Presidential Suite. Watch as some of the best players in the world compete to earn their spot in the quarterfinals of the famed tournament.

Have you ever wondered how a TV show is put together, and what goes on behind the scenes? This trip will answer all your questions. On another day, begin with four VIP tickets to “Live with Kelly and Ryan,” produced by WABC-TV. You’ll have a backstage tour and get to meet executive producer Michael Gelman as well as hosts Kelly Ripa and Ryan Seacrest.

Now that your day has started, it’s time to get serious about the stock market. You’ll receive a VIP tour of the CNBC studios and control room in New York with Pete Najarian during the “Fast Money” segment, followed by a special tour of the NASDAQ MarketSite in Times Square with Pete Najarian. Each couple will also take home a copy of Pete’s book, 22 Rules of Investing, signed by the author.

They say that diamonds are a girl’s best friend, and this amazing lot will let you determine if that adage is true. Pay a visit to David Webb at 974 Madison Avenue and see how far two $25,000.00 gift certificates will take you. Webb has been jeweler to the stars since 1948, with a client list that has included Jackie Kennedy, Elizabeth Taylor, Barbara Streisand and Rihanna. Each piece of jewelry is museum quality, created with impeccable design, originality and creativity.

You’re not done shopping yet, however. The package comes with two of Ralph Lauren’s finest designer handbags: the Ricky, named for his wife, and the RL 50, created to commemorate his 50th anniversary as a fashion designer. The Ricky bag, made of calfskin, is a masterpiece of Italian handcraftsmanship, while the RL 50 is composed of alligator. Both bags come in Lauren’s Bordeaux color, and both embody his philosophy of “timeless luxury.”

You certainly won’t go hungry during your NYC jaunt. One day you’ll have lunch at Rao’s, the iconic Southern Italian restaurant founded in 1896. Rao’s is one of the most difficult restaurants in the city to get into, since the tables “belong” to regulars who visit every week at prescribed time slots. Those regulars include politicians, sports figures and entertainers such as Woody Allen, Billy Crystal and Rob Reiner.

You’ll also have dinner at Bâtard, the Michelin-starred restaurant in Tribeca created by Drew Nieporent. Chef-partner Markus Glocker, a frequent visitor to the Naples Winter Wine Festival, will delight you with his modern interpretations of Austrian classics such as schnitzel and tafelspitz.

That’s not all, because the benefits of this lot go on and on. You’ll have your choice of VIP tickets to Billy Joel, a meet and greet with Sean Hannity or being a guest of Michael Strahan on “Good Morning America.” And if that’s not enough, pop into The Flatiron Room, a renowned destination for spirits, dining and live jazz. You’ll be guided through a whiskey class curated from their list of more than 1,000 varieties, followed by a privately guided, after-hours tour of MOMA.

Enjoy an unforgettable experience in New York, with an inside pass to the best sports, food, art, entertainment and more. It’s time to get away to the excitement and glamour that only New York City can provide.

It will just take a New York minute to hold that paddle high!

Insider's Info

Private Airfare from Naples, Florida to New York aboard a brand-new, state-of-the-art HondaJet Elite aircraft is included. Flights are for a maximum of four (4) passengers traveling on the same aircraft. Value includes flight time, repositioning cost and landing fees. Trip dates to New York are to be scheduled for four (4) days around Monday, September 7, 2020 to coincide with the Monday evening matches of the US Open. Roundtrip, private car service from the Central Park apartment to Arthur Ashe Stadium is included. All other ground transportation in New York is not included. For the retail gift certificates at David Webb, winners may use the credited amount towards a David Webb piece or pieces. Visit to David Webb to be scheduled for a mutually agreed upon date and time. “LIVE with Kelly and Ryan” shoots mostly from Monday–Thursday and is to be scheduled at least three (3) weeks in advance. Visit to the CNBC studios and NASDAQ with Pete Najarian is to be scheduled for a mutually agreeable date at least two (2) months in advance. Dinner at Bâtard does not include beverages, tax or gratuity and is not valid for use on major holidays. Lunch at Rao’s includes beverages, tax and gratuity. Choice between the other experiences are to be scheduled at least two (2) months in advance. The whiskey education class includes a welcome cocktail, a tasting of six (6) whiskeys and small appetizers and must be scheduled two (2) months in advance. The after-hours tour of MOMA takes place from 5:30pm–6:30pm only and must be scheduled one (1) month in advance.


Jerri & David Hoffmann, Shirley & Peter Welsh, Denise & Brian Cobb, Ralph Lauren, USTA Foundation, Michael Gelman, Pete Najarian, David Webb, Fugazy Limo Service, Marcus Glocker of Bâtard and with thanks to Whip Fundraising
Private Airfare donated by Jet It

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