Key West event guide
Key West Fantasy Fest Weekend
Fantasy Fest fills Key West with costumes, parties and parades, October 22–31, 2027. Here's a closing-weekend plan for a group, from Friday's masquerade march to Saturday's parade.
By Cameron HergetEvent dates checked against the official source
- 3 days
- Groups of up to 8
- Oct 22 – 31, 2027
Where to stay for Fantasy Fest
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 & the masquerade march
Costumes on for the Friday march.
Waterfront · Evening
The evening sunset gathering on the harbor.
Event · Check official schedule
Masquerade March
Held on the last Friday of Fantasy Fest. Check the schedule for the route and time.
Day 2 · Sat: Parade night
The big parade down Duval Street.
History · Morning
The writer's home, and its famous six-toed cats, before the evening crowds.
Event · Evening
The Fantasy Fest Parade, always on the last Saturday.
Day 3 · Sun: Recover
A slow day by the water.
Beach · Late 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.
Plan ahead
Fantasy Fest is one of Key West's busiest weeks, so book early. Check each event's rules and tickets on the official site.
Optional extras
Through AvantStay concierge you can add fridge stocking or a private chef, booked and paid separately.
Frequently asked questions
October 22–31, 2027, in Key West.
Always on the last Saturday of the festival, down Duval Street. In 2027 that's October 30.
Close to Duval Street for the action, or a little further out for quiet nights. Set your dates and group size above to see the stays that fit.
Walk, bike or take the bus. Old Town is compact, and parking is hard during the festival.