Pour Trail
PRISONER PAIRING WINE DINNER wine festival in Sanibel, Florida
Upcoming · Wednesday, October 21, 2026

PRISONER PAIRING WINE DINNER

Get ready to explore bold wines paired with unforgettable dishes in a chill, one-of-a-kind dinner experience.

other 21+ only
Wednesday, October 21, 2026
~$90 GA
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Quick facts

At a glance.

Dates
Wednesday, October 21, 2026
Duration
Single day
Best for
Wine lovers
Atmosphere
Festive
Food
Bring or buy nearby
Age
21+ only

The story

About this festival.

Getting there

Location & logistics.

Sundial Beach Resort & Spa
1451 Middle Gulf Drive, Sanibel, FL
See nearby festivals on the map

What to expect

The experience.

What you'll pour

A mix of varietals from regional producers. Start light, work toward the bigger reds.

The setting

Held at Sundial Beach Resort & Spa in Sanibel. Check the venue page for layout details.

The crowd

A mix of regulars and newcomers. Knowledgeable pourers happy to walk you through what you're tasting.

Worth the trip

Arrive early, hit your must-try wineries first, then wander. That's the move.

Reviews

What people are saying.

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Frequently asked

Common questions.

When is the next PRISONER PAIRING WINE DINNER?
PRISONER PAIRING WINE DINNER is held Wednesday, October 21, 2026 at Sundial Beach Resort & Spa, Florida. Confirm the exact date with the organizer before booking travel.
How much do tickets cost?
General admission was around $90. Prices typically rise closer to the event — early bird often saves $15–30.
Is parking available at PRISONER PAIRING WINE DINNER?
Parking details are set by the organizer closer to the event. For lakeside and park venues like this one, on-site spots fill early — plan to arrive 30 minutes before doors, carpool, or take a rideshare.
Is PRISONER PAIRING WINE DINNER family-friendly?
No — PRISONER PAIRING WINE DINNER is a 21+ event. You'll need a valid ID at entry. Some festivals offer designated driver (DD) tickets at a reduced price for non-drinking adults.
Can I buy tickets at the door?
Sometimes — but wine festivals frequently sell out in advance, especially events with under limited capacity. Buying ahead online almost always saves money and guarantees entry.

More Florida

Other festivals nearby.

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