Southwest Florida/ Food & Drinks

Sunseeker Resort Pours It On With Three Days of Jazz, Wine and Waterfront Dining

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Published on November 04, 2026
Sunseeker Resort Pours It On With Three Days of Jazz, Wine and Waterfront DiningSunseeker Resort — Host Site For Festival
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Sunseeker Resort's Jazz Fest: Food & Wine runs Thursday through Saturday at its Charlotte Harbor waterfront property. The schedule offers free-admission culinary evenings Thursday and Friday, followed by a ticketed Saturday dinner and big-band performance.

The resort's event listing puts Thursday and Friday's culinary experiences from 6 to 10 p.m. Admission is free, but that does not mean food and drinks are included: the resort lists participating offerings as à la carte.

Saturday's event runs from 5 to 9:30 p.m. and requires a ticket, according to the resort listing. Unlike the earlier evenings, the ticket includes a meal and drink pairing along with the performance.

What's on the Menu Saturday Night

The Saturday ticket includes a four-course dinner and paired wine tasting, according to the resort. The menu features center-cut filet mignon with lemon garlic shrimp and a dark chocolate dessert.

Danny Sinoff and the Stardust Memories Big Band are scheduled to headline Saturday's performance, the resort listing says. Gulf Coast News also describes the weekend as a mix of live jazz, food and wine pairings, and family-friendly activities, with Saturday's ticketed show in the resort ballroom.

A Three-Day Build to the Main Event

The schedule separates the public culinary evenings from Saturday's ticketed dinner and performance. For visitors, the key difference is that the first two nights have no admission charge, while Saturday's ticket includes the dinner and drink pairing.

Jason Drew spoke with Chloe Hollander of Sunseeker Resort, who said the festival brings the community together through music, food and wine experiences, and activities, according to Gulf Coast News. Gulf Coast News and Weather also noted the weekend offers waterfront views as part of the overall setting at the Charlotte Harbor property.

Tourism and Sunseeker's local role

Tourism indicators in Charlotte County showed a recent decline: a quarterly research report cited in Charlotte County's 2024/25 annual report found visitors were down 5.1% in January-March 2025 compared with the same period in 2024, while direct expenditures and total economic impact fell 2.6%. The report also says Sunseeker Resort's meetings and convention business more than doubled in its second year of operation.

Visitors choosing between the evenings can attend Thursday or Friday without an admission charge, though food and drinks are à la carte. Saturday requires a ticket and combines dinner, wine pairings and the big-band performance.