Fantasy Fest - Key West

Schedule

Fri, 17 Oct, 2025 at 01:00 pm to Sun, 26 Oct, 2025 at 11:55 pm

UTC-04:00

Location

Truman Annex | Key West, FL

Advertisement
Great food, music & Fun! Making new friends! #fantasyfestival2025 #makingmemories #fantasyfestival #keywestflorida
Advertisement

Where is it happening?

Truman Annex, Key West, Florida, United States

Event Location & Nearby Stays:

Icon
Know what’s Happening Next — before everyone else does.
Thunder Roads Florida

Host or Publisher Thunder Roads Florida

Tags:

Festivals in Key West

Ask AI if this event suits you:

Discover More Events in Key West

First Taste Monday: Pumking!
Mon, 27 Oct at 11:00 am First Taste Monday: Pumking!

417 Southard St, Key West, FL

Succulent Pumpkin Class
Tue, 28 Oct at 05:30 pm Succulent Pumpkin Class

Sacred Space Key West

WORKSHOPS
Key West Edition: S@ze Matters! Portfolio Show by Vinos Duval
Tue, 28 Oct at 06:00 pm Key West Edition: S@ze Matters! Portfolio Show by Vinos Duval

Vinos on Duval

NONPROFIT
Page Turner Adventures - The Magnificent Circus Mystery at Tennessee Williams Theatre
Tue, 28 Oct at 06:30 pm Page Turner Adventures - The Magnificent Circus Mystery at Tennessee Williams Theatre

Tennessee Williams Theatre

ART THEATRE
Vaccinated & Loved: FREE Pet Vaccine Clinic (Appointment ONLY)
Wed, 29 Oct at 09:00 am Vaccinated & Loved: FREE Pet Vaccine Clinic (Appointment ONLY)

300 Catherine St, Key West, FL 33040-7505, United States

DOG
Rising Star Series: Better Communications for Better Teams
Wed, 29 Oct at 01:00 pm Rising Star Series: Better Communications for Better Teams

Doubletree by Hilton Grand Key Resort

WORKSHOPS
Tropical Soul at Trop Rockin Duval
Wed, 29 Oct at 03:00 pm Tropical Soul at Trop Rockin Duval

Key West, Florida

DOG CALENDAR
Key West Audio Tour: Hemingway\u2019s Haunts and Island Legends
Sat, 25 Oct at 12:00 pm Key West Audio Tour: Hemingway’s Haunts and Island Legends

Ernest Hemingway House

ART TRIPS-ADVENTURES
Fantasy Fest
Sun, 26 Oct at 12:00 pm Fantasy Fest

Key West, Florida

FESTIVALS PARTIES
Golf Cart Facade Viewing Tour Fantasy Fest
Wed, 29 Oct at 06:30 pm Golf Cart Facade Viewing Tour Fantasy Fest

3128 N. Roosevelt Blvd., Key West, FL, United States, Florida 33040

SPORTS FESTIVALS
2025 - Friday, Oct. 31 - Jerry Diaz's Sunset Cruise in Key West!
Fri, 31 Oct at 05:00 pm 2025 - Friday, Oct. 31 - Jerry Diaz's Sunset Cruise in Key West!

Sebago Key West

FANTASY FEST. STREET FAIR
Sat, 01 Nov at 04:00 am FANTASY FEST. STREET FAIR

700 Duval St, Key West, FL 33040-7404, United States

FESTIVALS NONPROFIT
CFK Community Day 2025
Sat, 01 Nov at 10:00 am CFK Community Day 2025

5901 College Rd, Key West, FL 33040-4315, United States

FESTIVALS ART
Shoreline Sessions Reggae Beach Festival
Sat, 01 Nov at 04:00 pm Shoreline Sessions Reggae Beach Festival

1319 Duval Street, Key West, FL, United States, Florida 33040

REGGAE FESTIVALS
Wheeland Brothers
Sat, 08 Nov at 08:00 pm Wheeland Brothers

Key West Theater

ENTERTAINMENT MUSIC
Key West Powerboat Races 2025 - Hot Tin Roof Balcony - SUNDAY
Sun, 09 Nov at 09:00 am Key West Powerboat Races 2025 - Hot Tin Roof Balcony - SUNDAY

Hot Tin Roof Restaurant

SPORTS
Melon Jelly LIVE @ The Alamo, Key West FL \ud83c\udfb6
Fri, 21 Nov at 09:00 pm Melon Jelly LIVE @ The Alamo, Key West FL 🎶

The Alamo Key West

PARTIES ENTERTAINMENT
The Carole King & James Taylor Story ft. Phoebe Katis & Dan Clews
Tue, 25 Nov at 08:00 pm The Carole King & James Taylor Story ft. Phoebe Katis & Dan Clews

Key West Theater

MUSIC ENTERTAINMENT
Southernmost Turkey Trot 5K
Thu, 27 Nov at 08:00 am Southernmost Turkey Trot 5K

The Southernmost Point Buoy

THANKSGIVING TURKEY-TROT
DEADFEST KEY WEST - FALL SESSIONS - DEC 5th, 6th & 7th
Fri, 05 Dec at 03:00 pm DEADFEST KEY WEST - FALL SESSIONS - DEC 5th, 6th & 7th

The Alamo Key West

MUSIC ENTERTAINMENT

What's Happening Next in Key West?

Discover Key West Events