THREE DAYS. ONE UNFORGETTABLE WEEKEND.
WINE AROUND
November 5 & 6 | 6:00 – 10:00 P.M.
Wander, sip and savor your way through Sunseeker during two evenings of wine-inspired dining and live jazz. A free-to-attend culinary experience around Sunseeker featuring participating restaurants and bars with specially crafted food and wine pairings, limited-time specials and à la carte offerings designed to complement each pour.
Think of it as a self-guided tasting experience — no set route required. Stop for a bite, stay for the music and discover something new around every corner.
FOOD & WINE
- Harbor Yards Food Hall
Taste your way through festival-inspired bites across participating outlets, featuring everything from crispy cheese tortellini and quesabirria tacos to savory bao buns, smoked chicken wings and more. Discover bold flavors and culinary creations with bites starting at just $6. - Stretto Italian Chophouse
Ease into the weekend with an intimate “Intro to Wine” lounge experience featuring chef-curated cheese selections, beef carpaccio and prosciutto crostini, complemented by recommended wine pairings. On Friday, elevate your evening with a three-course prix fixe menu featuring mussels bucatini and a decadent dark chocolate dessert. - Level Blue Rooftop Bar
Take the evening to new heights with rooftop views and specialty bites, including ahi tuna tartare, pear and prosciutto with goat cheese, and sweet heat chicken tacos. Wind down with a three-wine flight and dessert bites to close out the evening. - Half Cracked Tiki Shack
Savor coastal-inspired specialties including char-grilled octopus, seafood jambalaya and a surf & turf duo featuring hanger steak and lobster tail. Explore recommended wine pairings and festival specials alongside the evening’s live music.
LIVE JAZZ
- Level Blue
Rebecca Richardson + Dan Heck - Stretto
Zack B, Cam Kayne + Ed Metz - Half Cracked Tiki Shack
Per Danielsson, Mark Neuenschwander + Dave Pruyn - Harbor Yards
Larue Nicholson + Alejandro Arenas
SERENADE & SUPPER: A JAZZY NIGHT
November 7 | 5:00 – 9:30 P.M.
An evening of fine dining, exceptional wine and legendary jazz.
Join us for the signature event of the Sunseeker Food, Wine & Jazz Festival — an elegant, immersive evening that begins with cocktails and builds toward an unforgettable performance.
Featuring Danny Sinoff + the Stardust Memories Big Band
Tickets starting from $149 + tax, per person
YOUR EVENING
- 5:00 – 6:00 P.M.
Welcome Cocktail Reception – Cashless Bar - 5:45 PM
Ballroom Doors Open - 6:00 PM
Four-Course Plated Dinner Begins featuring a center-cut filet mignon and lemon garlic shrimp duo, thoughtfully paired wines and a decadent dark chocolate dessert + Paired Wine & Live Music - 7:30 P.M.
Live Headline Performance featuring Danny Sinoff + the Stardust Memories Big Band
Your ticket includes the four-course dinner and paired wine tasting. Additional beverages are available for purchase at the cashless bar. Please note: A sophisticated Cocktail or Formal dress code is in effect for the evening’s gala.
florida international air show
The fun extends beyond the resort with the 2026 Florida International Air Show at nearby Punta Gorda Airport November 7 & 8. Experience thrilling performances from the TA-4J Skyhawk, MiG-17, Aarron Deliu, Kevin Coleman, Franklin’s Flying Circus, The Chuters Skydiving Team and more. Plus, explore the Innovator’s STEM Pavilion, static aircraft displays, exhibitors and family fun throughout the weekend.
MAKE IT A LONG WEEKEND
Join us for all the festivities of our Jazz Fest: Food & Wine Weekend, as well as the nearby Florida International Airshow, and save up to 20% off when you book now!
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