Naples Winter Wine Festival Returns for 27th Annual Celebration

Naples Winter Wine Festival Returns for 27^th Annual Celebration with the Theme “Hope Sings – A brighter tomorrow takes the stage.” on January 29-31, 2027

Nation’s Top Charity Wine Auction will showcase acclaimed vintners and celebrity chefs at The Ritz-Carlton Naples, Tiburón after raising over $30 million for vulnerable children this year

The Naples Children Foundation (NCF), founders of the world- renowned Naples Winter Wine Festival (NWWF), is proud to announce the NWWF will return for its 27th annual celebration featuring some of the world’s most exclusive wines, delectable food and amazing travel experiences on January 29-31, 2027 at The Ritz-Carlton Naples, Tiburón.

With three days of festival activities, the 2027 NWWF will once again showcase dozens of top vintners and award-winning chefs who generously donate their time and talents at intimate private dinners throughout Naples, plus an exciting live auction with unique, one-of-a-kind lots.

This year’s theme “Hope Sings” together with the tagline “A brighter tomorrow takes the stage.” celebrates the idea that when a community lifts its voice in support of children, hope doesn’t just exist—it resonates, it inspires and it leads to a brighter future. Festival supporters, vintners, chefs and donors will create a chorus of generosity to transform the lives of children in need.

“Hope is often the first step toward change,” said Ashley Gerry, 2027 NWWF Co-Chair. “For many children served through the NCF’s grants, hope begins quietly—in access to healthcare, education and support that might otherwise be out of reach. But through the generosity of our donors, vintners, chefs, sommeliers and partners, that hope grows stronger. It finds its voice.”

Ashley is a Southwest Florida philanthropist who has made it her job to invest in the community. For over 15 years, her passion for bettering the lives of others has led her to champion some of the most successful nonprofits serving those most in need across the region. At NCF, she has served as a Board member, as 2026 NWWF Co-Chair, and on the Live and Online Auction Lot Committees.

Joining Ashley as Co-Chairs for the 2027 Naples Winter Wine Festival are Kelley Bailey, Nena Beynon, Valerie Boyd and Debbi Cary. These women provide a tremendous amount of past festival experience combined with extensive nonprofit leadership service in the community.

As co-owner of the Knights Bridge Winery in Sonoma County, California, Kelley Bailey brings over three decades of wine industry experience to shaping the estate’s vision and future. A New York native, she began her career in 1987 at Bridgehampton Winery before moving to Northern California and ultimately spending nearly 30 years with Jackson Family Wines, where she rose to Executive Vice President of Marketing and later President of the Spire Collection, overseeing strategy, brand development, sales and hospitality for a portfolio of luxury wines. Since retiring, she continues to serve in an advisory role while focusing on Knights Bridge Winery, where she and her husband Jim realized their long-held dream in 2020 of building a world-class winery on their sustainably farmed estate. Together, they are also deeply committed to philanthropy, supporting a wide range of charitable initiatives and giving back through their foundation.

Nena Beynon is a Naples-based philanthropist and former public-school educator whose commitment to community has defined both her professional and personal life. After a career in the classroom, she channeled her passion for service into Southwest Florida’s philanthropic landscape, co-founding the Turkey Drop alongside her husband Bill Beynon—an annual initiative providing Thanksgiving meals to families in need across the region. Nena has served as a Co-Chair of the Naples Winter Wine Festival during four of the last five years. She brings to every endeavor the same warmth and sense of purpose that shaped her years as an educator—a steadfast belief that community is built one act of generosity at a time.

A fifth generation Floridian, Valerie Boyd is a Founding Trustee of NCF and previously served as Chairman of the Board for the organization and chaired the Naples Winter Wine Festival auction. She also has served on the NCF Grant Committee and is active on other boards in Florida and California. A proprietor of Gargiulo Vineyards along with husband Jeff Gargiulo, Valerie graduated from Florida State University and spent 40 years in real estate development and banking in Southwest Florida. In 1988, she was appointed to the South Florida Water Management District and served as Chairman. She also served on the Founding Governing Board of Florida Gulf Coast University, Florida Transportation Commission and Fish & Wildlife Foundation of Florida.

Debbi Cary attended her first Naples Winter Wine Festival in 2013 and was blown away by the impact the Festival had on thousands of children in need. Since then, she has been an active supporter of the Foundation and, with her husband Bill Cary, joined as Trustees in 2015. Debbi served on the Grant Committee and as a member of the NCF Board of Directors. She is a former community banker and has been an active philanthropist in children’s and environmental causes. Debbi previously co-chaired the Naples Winter Wine Festival in 2017, 2022 and 2025.

The 27th annual NWWF comes following another successful celebration in January 2026 during which over $30 million was raised. Funds are distributed by NCF via traditional annual grants to local nonprofits and multi-partner and multi-year strategic initiatives focusing on the well-being of the whole child, including early learning, healthcare, child advocacy and out-of-school time.

“Excitement is already starting to build for the 2027 Naples Winter Wine Festival, which will highlight some of the world’s most extraordinary wines, travel packages and unique experiences found nowhere else in the world,” said 2027 NWWF Co-Chair Kelley Bailey. “Most importantly, every dollar raised during our live auction under the big tent will benefit kids in our community.”

Ticket packages for the Naples Winter Wine Festival are sold for the entire weekend and start at $17,500 per couple for a Double Magnum package and $40,000 for two couples to experience a Jeroboam package. For further details, please visit: napleswinefestival.com/about-the-festival.

About Naples Children Foundation

The Naples Children Foundation, the founding organization of the Naples Winter Wine Festival, creates transformational change and improves educational, emotional and health outcomes for vulnerable children in Collier County. Through its annual grants and strategic initiatives, NCF has impacted nearly 90 of the most effective nonprofits in the local community, providing 385,000 children with the services and resources they need to succeed. Through bold investments, collaborative partnerships, and data-driven solutions, NCF supports programs that ensure every child can thrive. NCF’s unique approach, which bridges public and private resources, has become a blueprint for how to transform a community–one issue at a time.

About Naples Winter Wine Festival

The Naples Winter Wine Festival (NWWF), one of the world’s most prestigious charity wine auctions, offers a weekend of unforgettable memories. Guests enjoy world-class food and wine during intimate dinners in elegant, private homes and other landmark settings across Naples and are invited to bid on once-in-a-lifetime travel and wine experiences during an electrifying live auction. Since its inaugural event in 2001, the NWWF has raised more than $366 million, making a profound difference in the lives of hundreds of thousands of children in Collier County.

For additional information on the Naples Children Foundation or the Naples Winter Wine Festival, contact Lisa Juliano at lisa@napleswinefestival.com or 239-514-2239.