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2020 Key West Fantasy Fest – October 16 – 25th

Key West Fantasy Fest 2020Get your calendars out and mark the dates and book your reservations early – October 15th through the 25th is Key West’s annual Fantasy Fest and the theme is the Roarin 2020’s! Although it IS a wildly popular event, many travelers may not have heard of Fantasy Fest, Key West’s 10-day annual celebration of fun and nonconformity that occurs each year in October and dates back to 1978. Over the years, this street festival has grown in popularity to rival the New Orleans Mardi Gras.  However, be warned if you’re easily shocked or faint of heart.  Fantasy Fest is billed an “adult festival” with few rules to constrain the exuberance. Only a few of the events are reliably “family friendly.”

History of Fantasy Fest

In 1978, Key West businessmen noticed the lull in visitors that came to the city during the month of October. They presented their ideas for an October festival to fill the lull in business, and the next year, the locals put together the first Key West Fantasy Fest. Word of the autumn celebration spread, and before long, it became a popular event for residents from all over the state, as well as for travelers from around the country. As the years passed, Fantasy Fest has increased in size and attendance to upwards of 75,000 attendees. New events are constantly being added, and the proceeds for many events were raised for AIDS research and assistance. Today, Fantasy Fest attracts visitors from all over the world who come to enjoy the fantastic sights, sounds and sensations of this yearly celebration.

Popular Fantasy Fest Events

  • Fantasy Fest offers ten days of activities for visitors to enjoy. These events are scheduled at various times throughout the period. A look at the Family Fest website will provide the schedule for this year’s event.
  • The Fantasy Fest Parade is the most popular event of the festival. Themed floats and walking groups create a spectacular visual display.
  • The Pet Parade is another favorite event with both pets and their owners dressed in costume for the public to enjoy.
  • The Bahama Village Goombay Festival features Caribbean arts and crafts, music and food in Key West’s historic Bahama Village neighborhood.
  • The Royal Coronation Ball is held to vote for the Festival’s Conch King and Queen. The proceeds from the event go to the AIDS Help website.
  • The Heroes and Villains 5K Run/Walk is a race in costume of your favorite superhero or super-villain with prizes for the winners.
  • Other events include the bra-decorating event, body painting events, tighty-whitey party and pig roast.

See a list of ALL of the Official 2020 Key West Fantasy Fest Events!

Tips For Fantasy Fest

  • Each year is a different theme! This year its the ROARING 2020’s!
  • Travelers who wish to visit Key West during Fantasy Fest should keep a number of tips in mind in order to fully enjoy this unique festival:
  • Although Fantasy Fest is now sponsoring a few events suitable for children, most of the evening events feature uninhibited behavior, nudity and liberal consumption of alcohol. Parents should limit attendance to the daytime events listed as family-friendly.
  • Because Fantasy Fest has become an extremely popular Key West event, you must make your reservations for lodging and events several months in advance.
  • Leave your inhibitions and judgments at home. Fantasy Fest was designed to be free-spirited and no-holds-barred. If you are easily shocked, stick to events scheduled for the daylight hours. Nudity, public drunkenness and lascivious acts are all illegal. However, you may witness a variety of startling sights and actions.
  • Attendance is heavy, and parking is difficult. Check the official Fantasy Fest website for parking availability. Park-and-shuttle buses are often the best opportunities for attending events.
  • In October, Florida can be extremely hot and sunny. Bring sunscreen, hat and cover-up to protect you from the sun. Bring water liberally throughout the day to prevent dehydration.
Visit the Official Fantasy Fest Website for all of the Juicy Details!

Hot Key West Business Opportunities

101600 Overseas Highway $20,000,000

101600 Overseas Highway KEY LARGO, Florida

3 Beds 3 Baths 3,717 SqFt

139 Seaside Avenue $10,500,000

139 Seaside Avenue KEY LARGO, Florida

5 Beds 7 Baths 6,740 SqFt

1622 Overseas Highway $9,900,000

1622 Overseas Highway MARATHON, Florida

3,400 SqFt

517 Duval & 518 Bahama Street $7,500,000

517 Duval & 518 Bahama Street KEY WEST, Florida

4 Baths 7,854 SqFt

3428 Roosevelt Boulevard N 1,2,3,4,5,6 $5,995,000

3428 Roosevelt Boulevard N 1,2,3,4,5,6 KEY WEST, Florida

7 Baths 8,046 SqFt

$5,250,000

Key Largo, Florida

2 Baths 4,680 SqFt

96180 Overseas Highway $3,999,999

96180 Overseas Highway KEY LARGO, Florida

3 Beds 3 Baths 1,445 SqFt 0.960 Acres

919 - 921 Duval Street $3,750,000

919 - 921 Duval Street KEY WEST, Florida

9 Beds 6 Baths 4,173 SqFt

155 Atlantic Circle Drive $3,675,000

155 Atlantic Circle Drive KEY LARGO, Florida

3 Beds 2 Baths 2,694 SqFt

101350 Overseas Highway $3,250,000

101350 Overseas Highway KEY LARGO, Florida

2 Baths 6,674 SqFt

100150 Overseas Highway $2,400,000

100150 Overseas Highway KEY LARGO, Florida

2,436 SqFt

325 Calusa Street 231 $2,000,000

325 Calusa Street 231 KEY LARGO, Florida

3 Beds 3 Baths 1,571 SqFt 0.040 Acres

218 Bristol Court $1,999,000

218 Bristol Court Tavernier, Florida

3 Beds 2 Baths 1,628 SqFt 0.150 Acres

23 Tortuga Drive $1,950,000

23 Tortuga Drive KEY LARGO, Florida

10 Beds 6 Baths 4,091 SqFt 0.450 Acres

23 Tortuga Drive $1,950,000

23 Tortuga Drive KEY LARGO, Florida

10 Beds 5 Baths 4,091 SqFt

Are You Looking for Commercial Property in the Florida Keys?

Use our site to search commercial real estate in Key West and all of the Florida Keys. Unlike the “big name” sites out there, our site is directly connected to our local MLS and is updated with new properties every HOUR. By creating a Property Manager account you can stay on top of the newest businesses that go up on the market and get Price Change alerts so you can stay ahead of other buyers and beat them to the best deals!

In the meantime, check out these 1-click searches:

  • All Businesses for Sale
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  • Marinas for Sale in Key West
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Newest Key West Commercial Properties on the Market

If you missed it last time this property is back on the market. A rare opportunity on Lower Matecumbe. The potential is limited only by the imagination. This prime location on US 1 with open water ocean views is zoned NC (Neighborhood Commercial.) Also listed as a Multi-Family dwelling. Originally permitted by Monroe County as a 3 unit apartment building, today it has a 2 bedroom 1 bath unit upstairs with a good monthly rental history. A 7-day vacation license from Islamorada is possible. Downstairs has an office with an ocean view with a kitchen/dining room and a bedroom and half bath. The 6900 sq ft lot is fenced on both sides and the rear for privacy, an outdoor shower, washer and dryer and trailer storage while the front is open for parking and presently a rental business for kayaks and bicycles. The office with a view is occupied by a Mai D'cor a home design center. Zoning allows for a variety of other ventures in this perfectly located residential/commercial property $1,590,000 Active

74452 Overseas Highway ISLAMORADA, Florida

3 Beds 2 Baths 3,346 SqFt

Rare opportunity to own a versatile property in the heart of Key West's vibrant Truman Waterfront. This property has been home to several Grocery Stores making it the perfect investment for those who seek flexibility and multi-purpose functionality. Loaded with potential, this property sits on a large 94.6 X 43 foot lot approximately 4067 square feet. Located on the corner of Truman Avenue and Emma Street with a 1200sf building being sold ASIS. Many possibilities with the NEW Truman Waterfront Park, Amphitheater, Fort Zachary Taylor beach park all nearby. Future use based on city approval. $1,400,000 Active

200 Truman Avenue KEY WEST, Florida

1,200 SqFt

Hard to find small office space available in Old Town! Freshly updated professional offices 170sf for $1000+ per month. Join the friendly business environment at Key West Theater catering to local small business owners. Wifi, electric and water included, sales tax is in addition to the monthly rent quoted. $1,000 Active

524 Eaton Street 211 KEY WEST, Florida

2 Baths 16,470 SqFt

Hard to find small office space available in Old Town! Freshly updated professional offices 290sf for $1300+ per month. Join the friendly business environment at Key West Theater catering to local small business owners. Wifi, electric and water included, sales tax is in addition to the monthly rent quoted. $1,300 Active

524 Eaton Street 208 KEY WEST, Florida

2 Baths 16,470 SqFt

View All

Posted in: Events, Events, Events, Events, Events, Events, Events, Islamorada, Key largo, Key West, Lower Keys, Marathon, Middle Keys, Things to Do, Upper Keys Tagged: 2020, Fantasy Fest, Fantasy Fest 2020, Key West, Key West Fantasy Fest, Key West Fantasy Fest 2020, key west fl, Key West Florida, October 2020, things to do

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