Key West Events

Oct
5
Fri
2018
SoMo Marathon & Half Marathon
Oct 5 – Oct 7 all-day

This event is one of a kind! Imagine running through the southernmost island in the United States while enjoying a break from the ordinary. The Southernmost Marathon & Half promises just that- 26.2 or 13.1 miles of ocean and gulf views, as well as iconic Key West landmarks. A full weekend of events including a 10k and 5k are planned.

Oct
19
Fri
2018
Goombay Festival
Oct 19 – Oct 20 all-day

Held in Key West’s historic Bahama Village neighborhood, the lively Goombay is known for its island-style food, arts and crafts, nonstop live entertainment and dancing in the streets. Visitors can experience sights, sounds and flavors recalling Key West’s Bahamian heritage. FREE event, noon to midnight both days.

Nov
3
Sat
2018
Rams Head Productions presents: Lyle Lovett & Robert Earl Keen @ Rams Head Productions presents: Lyle Lovett & Robert Earl Keen
Nov 3 @ 6:30 pm – 9:30 pm

A singer, composer and actor, Lyle Lovett has broadened the definition of American music in a career that spans 14 albums. Coupled with his gift for storytelling, the Texas-based musician fuses elements of country, swing, jazz, folk, gospel and blues in a convention-defying manner that breaks down barriers. What separates Robert Earl Keen, an Americana music pioneer, from other songwriters is that he matches this lyrical literature with irresistible melodies, resulting in music that attracts thinkers and dancers alike. Doors open 6:30 p.m., show starts 8 p.m. at Sunset Green Event Lawn, 3820 N. Roosevelt Blvd.

Nov
4
Sun
2018
37th Annual Key West World Championship Races
Nov 4 – Nov 11 all-day

Super Boat International returns with teams from all around the world who compete April through October in the National Series Points races and conclude in November for the famous Key West World Championships. High-speed offshore powerboats race in Key West Harbor and surrounding waters to continue Key West’s longstanding tradition in this annual challenge, known internationally as the Indianapolis 500 of powerboat racing. A portion of the 6.5-mile course runs through Key West Harbor, meaning smooth water where racers can achieve speeds above 140 mph and provide fans breathtaking displays of skill and power.

Nov
14
Wed
2018
Key West Film Festival
Nov 14 – Nov 18 all-day

Showcasing films that exhibit excellence in storytelling, the festival’s lineup is to feature screenings and special events hosted at landmark venues throughout Key West, including the San Carlos Institute, Studios of Key West and Key West Theater. The four-day program is to include several films from multiple genres and categories as well as social events with filmmakers, actors and film lovers.

Dec
1
Sat
2018
Key West Triathlon and Expo
Dec 1 all-day
Key West Triathlon and Expo

The Key West Triathlon and Expo expects to host a maximum of 1,000 participants and some of the sport’s best known triathletes; TRIKW allows you to bask in the warm weather and the waters of the Atlantic Ocean while the rest of the country is experiencing winter. Olympic and Sprint distances.

Dec
28
Fri
2018
59th Annual Key West House & Garden Tours
Dec 28 – Dec 29 all-day
59th Annual Key West House & Garden Tours

Presented by the Old Island Restoration Foundation, the annual self-guided tours from 3-7 p.m. each day showcase festively dressed Key West homes and gardens. Tickets are $30 in advance, $35 day-of-tour. Proceeds benefit the foundation’s museum and programs.