6 Key West Upcoming Events for 2023 That You Should Go To

6 Key West Upcoming Events in 2023 | Key West Event Guide

With the most consistently warm temperatures in the U.S., clear water, and swaying palms, Key West, Florida, is a year-round vacation destination. While you could easily spend your days soaking up the sun and exploring Duval Street, why not add something unique to your visit by adding one of the following Key West upcoming events to your itinerary? The calendar is full of options for every interest, allowing you to experience the best of what makes Key West so unique. 

At Island Luxury Transportation, we want everyone who visits the island to have the chance to enjoy everything our tropical paradise offers, including special events. We offer the most reliable and professional transportation services in the Florida Keys. Whether you need airport transportation in Key West or want to enjoy a night on the town without worrying about driving, we can help.

Key West Seafood Festival, January 14 – 15, 2023

Celebrate the sea’s bounty at this local festival featuring all the seafood you can eat. The Key West Seafood Festival features an extensive menu of seafood dishes prepared by local chefs, from conch fritters to grilled spiny lobsters, and the key lime pie, margaritas, and other delicacies bring visitors from near and far to the island. Enjoy entertainment, a kids’ fun zone, and shopping for local art and crafts throughout the two-day festival.

Admission to the Key West Seafood Festival is $10 and includes both days.

Old Island Restoration Foundation’s 63rd Annual Key West Home Tours

The Old Island Restoration Foundation offers tours of some of the most unique Key West Homes for four months, from December through March. Each tour ticket includes admission to five beautiful homes with traditional Key West architecture, historical significance, and other notable features. The self-guided tours focus on 19th and 20th-century properties, many of which have undergone a complete restoration.

Tours run from 1 pm to 4 pm two days a week until March. Tickets start at $45.

Southernmost Regatta, January 16- 20, 2023

Enjoy a classic sailing race on the crystal clear waters surrounding Key West during this popular event. Spectators can watch the races from various points around the island and get a chance to see the boats up close at the Galleon Resort‘s marina at the end of each race day.

Key West Food and Wine Festival, January 28 – 29, 2023

Get your tickets to this award-winning celebration of Key West chefs and winemakers from all over the world. This year’s theme is a celebration of Argentina, and events include a Gaucho parade and a wine tasting featuring wines from every region of the South American country. Attendees can experience a chimichurri contest, cooking lessons and demonstrations, and entertainment throughout the festival.

Conch Republic Independence Celebration, April 21 – 30, 2023

Few Key West upcoming vents capture the spirit of the island and the people who call it home than the annual Conch Republic Independence Celebration. Honoring the anniversary of the Florida Keys’ symbolic secession from the United States in 1982, the Conch Republic Independence Celebration celebrates the people and diversity of the town. It aims to bring peace, respect, and humor to the world.

The celebration includes parades (on land and the water), a tall ship pirate adventure, a shrimp boil, and more.

Hemingway Days 2023, July 18 – 23, 2023

Celebrate Key West’s most famous author during Hemingway Days, an annual festival devoted to all things Ernest Hemingway. One of the most anticipated Key West upcoming events, Hemingway Days features a lookalike contest, a marlin fishing tournament, a 5K foot, and paddleboard race, and more – including the legendary “Running of the Bulls” with wooden bulls pushed by the runners. Special museum exhibits, reading, and scholarly presentations around the festival’s jam-packed schedule.

Schedule Your Key West Transportation Today

Navigating the narrow streets of Key West and finding parking – even when there isn’t a special event – can be challenging. Instead of spending time driving in circles trying to find an open space, let Island Luxury Transportation get you where you want to go safely and without hassles. With a fleet of luxury vehicles and a crew of trained drivers, you can relax while you and your party are chauffeured to your destination.

When you make plans to attend any upcoming Key West events, call (305) 475-2500 to reserve a car service. Make Island Luxury Transportation your first choice when you need luxury transportation in Key West.

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