Key West event guide
Key West Food & Wine Festival Weekend
The Key West Food & Wine Festival returns January 27–31, 2027, with tastings and chef dinners across the island. Here's a long-weekend plan for a group in Old Town.
By Cameron HergetEvent dates checked against the official source
- 3 days
- Groups of up to 8
- Jan 27 – 31, 2027
Where to stay for Food & Wine
All Key West staysSuggested plan, day by day
These are suggestions, not a package. AvantStay doesn’t book, sell, or arrange any of these activities. Check hours, tickets, and reservations directly with each place.
Day 1 · Fri: Arrive & sunset
Settle in, then Mallory Square at the end of the day.
Waterfront · Evening
Street performers and the evening sunset gathering on the harbor.
Day 2 · Sat: Festival day
A morning in Old Town, then the festival.
History · Morning
The writer's home, and its famous six-toed cats.
Event · Afternoon
Festival events
Check the official schedule for the day's tastings and book ahead.
Nightlife · Late evening
Bars and live music on Key West's main street.
Day 3 · Sun: Fort & beach
A slow last morning by the water.
Beach · Morning
A Civil War-era fort and a popular Key West beach.
Good to know
Getting in
Fly into Key West International (EYW), about 15 minutes from Duval Street. Old Town is easiest on foot or by bike.
Tickets
Events are ticketed separately. The day-by-day schedule and tickets are on the festival's official site.
Optional extras
Through AvantStay concierge you can add fridge stocking or a private chef, booked and paid separately.
Frequently asked questions
Wednesday, January 27 to Sunday, January 31, 2027.
The 2027 festival is the 18th edition, per the festival.
Events take place across Key West, and Old Town keeps many within walking distance. Set your dates and group size above to see the stays that fit.
About 15 minutes from Key West International (EYW).