A charity auction that pairs rare vintages with Gulf-front glamour is raising the stakes again.
Organizers of the 2026 Naples Winter Wine Festival have unveiled a new slate of live auction lots that range from a $35 million–caliber Aston Martin experience to ultra-luxury trips spanning Bordeaux, the Greek islands, Botswana and Spain’s Basque Country — all aimed at funding children’s services in Collier County.
With the theme Picture This, the festival returns to The Ritz-Carlton Naples, Tiburón for its 26th anniversary Jan. 30-Feb. 1, 2026. Since its inception in 2001, the Naples Winter Wine Festival has raised more than $336 million and impacted the lives of 385,000 children, making it one of the world’s most prominent charity wine auctions.
“These live auction lots combine some of the world’s most exciting travel destinations with truly unique culinary and wine experiences featuring top chefs and vintners,” said Adam Gerry, 2026 Naples Winter Wine Festival co-chair and auction lot committee member. “All of the proceeds raised under the tent during the live auction will benefit children and families in Collier County, which is crucial as the need for essential children’s services continues to grow in our community.”
This year’s catalog leans heavily into once-in-a-lifetime itineraries.
A five-night Basque Country and Spanish wine excursion features VIP visits to renowned estates such as Vega Sicilia and Marqués de Riscal. The experience is among the festival’s international auction offerings.
Naples Children Foundation
One headline lot, A Tale of Two Wine Worlds: France and California, sends two couples on a five-night retreat in Bordeaux followed by a three-night immersion in Napa Valley. The itinerary includes stays at Les Sources de Caudalie and Lodge SHL Cap-Ferret in France, private estate visits and tastings at Château Smith Haut Lafitte, and a follow-up stay at Meadowood Napa Valley with a VIP visit and dinner at Cathiard Vineyard.
Another lot, Eight Knights on a Grand Greek Odyssey, offers four couples a weeklong private-yacht voyage through the Ionian islands aboard the 164-foot Axa, preceded or followed by a night at a luxury hotel in Corfu or Zakynthos. An onboard chef, full crew and a cache of large-format Knights Bridge wines round out the package.
Brush Creek Ranch in Wyoming provides the backdrop for a four-night adventure-filled stay with Staglin Family Vineyard. Activities range from horseback riding to cooking classes.
Naples Children Foundation
Adventure-focused offerings include Brush Creek Ranch Bound with Staglin Family Vineyard, which combines a night in Boulder, Colorado, with dinner at Michelin-starred Frasca Food and Wine and a four-night stay at Brush Creek Ranch in Wyoming, complete with horseback riding, fly-fishing, cooking classes and a vertical of Staglin Family Vineyard Estate Cabernet Sauvignon in magnums.
Global wine capitals also get their due. A five-night Best of Vega Sicilia and Spain’s Basque Country experience layers VIP tastings at Vega Sicilia and Marqués de Riscal with meals at some of Spain’s most lauded restaurants, including Asador Etxebarri and El Celler de Can Roca, plus a vertical of Vega Sicilia Único in large formats. Another lot sends two couples to Oregon’s Dundee Hills for a stay at Domaine Serene’s private guest house, dinners with proprietor Grace Evenstad and deep library tastings.
A private dinner and concert with Grammy-nominated country artist Thomas Rhett headlines one of the festival’s most anticipated auction lots. Forty couples will have the chance to bid on the exclusive November 2026 event.
Naples Children Foundation
Other offerings push further afield. A nine-night African expedition with Belmond includes time in Cape Town and safaris at two Botswana lodges, with game drives, seasonal boating and a helicopter-accessed private dinner on the savannah. Closer to home, 40 couples will have the chance to buy into a Million Dollar Night of Country with Thomas Rhett, a private November 2026 dinner and concert with the Grammy-nominated country star at Naples Jet Center.
A new 2026 Aston Martin Vanquish Volante convertible pairs with a VIP driving experience in Miami. The winner receives track time at The Concours Club and a stay at the Four Seasons Hotel at The Surf Club.
Naples Children Foundation
For those whose tastes run more automotive, Vanquish Velocity: Waves and Wheels”pairs a new 2026 Aston Martin Vanquish Volante convertible with a VIP driving experience in Miami, including track time at The Concours Club and an overnight at the Four Seasons Hotel at The Surf Club in Surfside.
“Our team has worked closely with our generous donors and loyal supporters in curating some really amazing wine, food and travel experiences for this year’s live auction,” said Nena Beynon, 2026 Naples Winter Wine Festival co-chair and auction lot committee member. “We anticipate that these one-of-a-kind experiences will encourage Festival attendees to bid high and bid often.”
Ticket packages start at $17,500 per couple for a Double Magnum package and $40,000 for two couples for a Jeroboam package. For more information, click here.
More information is available at napleswinefestival.com/about-the-festival.
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