Special Events in the Key West Area to Wrap Up 2022

Aerial drone photo of Florida Key West travel destination

Key West remains one of the United States’ favorite vacation destinations. With annual events ranging from themed parties to live music, anyone can enjoy Key West’s fun and frivolity. When you need professional, fashionable transit to upcoming events in Key West, choose Island Luxury Transportation for an unforgettable experience.

11th Annual FRLA Monroe Wine on the Water

When: Sunday, October 2, 2022

Where: Fury Key West Watersports

Enjoy this event by Florida Restaurant and Lodging Association Monroe Chapter, including five courses cooked by a celebrity chef and presented with appropriate wine pairings. Dance to live music, enter the onboard raffle, and enjoy a night out on the water. For the best experience indulge in luxury transportation providing elegance and safety.

Fantasy Fest 2022

When: October 21 through 30, 2022

Where: Throughout Key West

Dozens of events throughout the city cater to fun and entertainment as only Key West can offer. From parties to parades, daily festivals to masquerades, dress up and engage in the unique merriment of Fantasy Fest 2022. Among events during this festival, the 39th Annual Key West Headdress Ball offers creative headdress makers the chance to show off their talents and possibly win thousands of dollars. Bring your friends and arrive in style with a luxury Mercedes Sprinter.

Key West Offshore World Championship

When: November 6 through November 13, 2022

Where: Throughout Key West

Celebrate with other offshore racing enthusiasts during one of the most exciting upcoming events in Key West. Featuring three days of racing, a boat parade, a block party, and daily vendors and food, take part in this fun, exciting event. Take the hassle out of driving and parking at each location while indulging in comfort and style: our fleet of luxury SUVs has you covered.

7th Annual SOS Casino Night Gala

When: Friday, November 11, 2022

Where: Key West Marriott Beachside Hotel

Presented by the Star of the Sea Foundation, this event brings entertainment and gaming tables to benefit hunger-relief programs in the Florida Keys. Prizes include a stay at Las Vegas’ Bellagio Hotel and Casino, an Aruba vacation, and a staycation in Key West. You can bring your friends and family with you in a luxury SUV.

Great Gatsby NYE 2023

When: Saturday, December 31, 2022

Where: First Flight Island Restaurant and Brewery

Dress to the nines in Gatsby-era costumes and join The Crew at First Flight for an incredible evening of champagne, delicious food, and a “flight” featuring an old Pan American Plan replica at midnight. Top the night off with a dramatic entrance and extravagant exit with your own chauffeur in a luxury SUV. You’ll stay safe after a night of drinking and fun while indulging in transportation to match the ostentatious Great Gatsby theme.

Take Advantage of Fun, Intrigue, and Entertainment in Key West

Enjoy going to, coming from, and every moment of upcoming events in Key West by calling Island Luxury Transportation at (305) 475-2500 and reserving a luxury SUV or Mercedes Sprinter.

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