Key West Events

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Mile 0 Fest Key West
Mile 0 Fest Key West @ Mile 0 Fest Key West
Jan 28 – Feb 1 all-day
Mile 0 Fest Key West @ Mile 0 Fest Key West | Key West | Florida | United States
Mile 0 Fest Key West is a “must see” music festival in the burgeoning Red Dirt & Americana music scene. Take in big shows at Truman Waterfront Park Amphitheatre, a state-of-the-art facility located blocks off …

Mile 0 Fest Key West Read More »

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May
1
Fri
2020
Marathon Offshore Bull and Cow Dolphin Tournament
May 1 – May 3 all-day

Marathon Offshore Bull and Cow Dolphin Tournament! A guaranteed grand prize of $10,000 cash is to go to the team that catches the largest bull and cow dolphin fish combined. However, according to organizers, the top prize payout increases as more boats register. With a field of 60-69 boats, the first-place cash award is to be $13,000, increasing incrementally by 10 boats. If a field of 100 boats is reached, the guaranteed first-place cash prize is $25,000. while other prizes are awarded to anglers catching the largest dolphin, wahoo, tuna and tripletail.

Jul
23
Thu
2020
Papa Look Alike Contest @ THE HEMINGWAY® LOOK-ALIKE CONTEST
Jul 23 – Jul 26 all-day

The 40th annual celebration of the legendary author’s work and lifestyle features literary readings, the Running of the Bulls, a short story competition, fishing tournament, 5k Run and Paddleboard Race, Sloppy Joe’s Look-Alike Contest and a birthday “party” commemorating Ernest’s July 22nd birthday. Click here for more information.

 

key west hemingway days

Dec
31
Thu
2020
New Year’s Eve Dockside Bash on Schooner America 2.0
Dec 31 2020 @ 9:30 pm – Jan 1 2021 @ 12:30 am

Enjoy a front-row seat for the famous "Lowering of the Wench" at Schooner Wharf Bar! This special adults-only event features complimentary beer, wine, champagne, well drinks, soda, and water and delicious hot and cold hors d' oeuvres! From 9:30 PM- 12:30 AM; tickets for purchase are limited so reserve early.

Jan
15
Fri
2021
Annual Key West Half Marathon & 5K Run
Jan 15 – Jan 20 all-day

Annual Key West Half Marathon & 5K Run

Recognized by Runners World magazine as one of the 10 great half-marathons of the winter season, the race follows a 13.1-mile course that includes Old Town Key West and the scenic waterfront. The race typically attracts American and international runners to compete in Key West's balmy January climate. Named as one of the United States' leading winter half marathons, Best Destination Half Marathons and Bucket List Best Half Marathons, is ranked among 13 must-do U.S. half-marathons by Competitor.com. For more info:  Barbara Wright  305-240-0727   EMAIL    WEBSITE

Jan
28
Thu
2021
Mile 0 Fest Key West @ Mile 0 Fest Key West
Jan 28 – Feb 1 all-day
Mile 0 Fest Key West @ Mile 0 Fest Key West | Key West | Florida | United States

Mile 0 Fest Key West is a "must see" music festival in the burgeoning Red Dirt & Americana music scene. Take in big shows at Truman Waterfront Park Amphitheatre, a state-of-the-art facility located blocks off the hopping streets of Duval, or get into a stripped down acoustic set with your favorite band leader at one of the theaters or bars off Duval. Many activities and memorable experiences await.

May
1
Sat
2021
Marathon Offshore Bull and Cow Dolphin Tournament
May 1 – May 3 all-day

Marathon Offshore Bull and Cow Dolphin Tournament! A guaranteed grand prize of $10,000 cash is to go to the team that catches the largest bull and cow dolphin fish combined. However, according to organizers, the top prize payout increases as more boats register. With a field of 60-69 boats, the first-place cash award is to be $13,000, increasing incrementally by 10 boats. If a field of 100 boats is reached, the guaranteed first-place cash prize is $25,000. while other prizes are awarded to anglers catching the largest dolphin, wahoo, tuna and tripletail.

Jul
23
Fri
2021
Papa Look Alike Contest @ THE HEMINGWAY® LOOK-ALIKE CONTEST
Jul 23 – Jul 26 all-day

The 40th annual celebration of the legendary author’s work and lifestyle features literary readings, the Running of the Bulls, a short story competition, fishing tournament, 5k Run and Paddleboard Race, Sloppy Joe’s Look-Alike Contest and a birthday “party” commemorating Ernest’s July 22nd birthday. Click here for more information.

 

key west hemingway days

Dec
31
Fri
2021
New Year’s Eve Dockside Bash on Schooner America 2.0
Dec 31 2021 @ 9:30 pm – Jan 1 2022 @ 12:30 am

Enjoy a front-row seat for the famous "Lowering of the Wench" at Schooner Wharf Bar! This special adults-only event features complimentary beer, wine, champagne, well drinks, soda, and water and delicious hot and cold hors d' oeuvres! From 9:30 PM- 12:30 AM; tickets for purchase are limited so reserve early.

Jan
15
Sat
2022
Annual Key West Half Marathon & 5K Run
Jan 15 – Jan 20 all-day

Annual Key West Half Marathon & 5K Run

Recognized by Runners World magazine as one of the 10 great half-marathons of the winter season, the race follows a 13.1-mile course that includes Old Town Key West and the scenic waterfront. The race typically attracts American and international runners to compete in Key West's balmy January climate. Named as one of the United States' leading winter half marathons, Best Destination Half Marathons and Bucket List Best Half Marathons, is ranked among 13 must-do U.S. half-marathons by Competitor.com. For more info:  Barbara Wright  305-240-0727   EMAIL    WEBSITE

Jan
28
Fri
2022
Mile 0 Fest Key West @ Mile 0 Fest Key West
Jan 28 – Feb 1 all-day
Mile 0 Fest Key West @ Mile 0 Fest Key West | Key West | Florida | United States

Mile 0 Fest Key West is a "must see" music festival in the burgeoning Red Dirt & Americana music scene. Take in big shows at Truman Waterfront Park Amphitheatre, a state-of-the-art facility located blocks off the hopping streets of Duval, or get into a stripped down acoustic set with your favorite band leader at one of the theaters or bars off Duval. Many activities and memorable experiences await.

May
1
Sun
2022
Marathon Offshore Bull and Cow Dolphin Tournament
May 1 – May 3 all-day

Marathon Offshore Bull and Cow Dolphin Tournament! A guaranteed grand prize of $10,000 cash is to go to the team that catches the largest bull and cow dolphin fish combined. However, according to organizers, the top prize payout increases as more boats register. With a field of 60-69 boats, the first-place cash award is to be $13,000, increasing incrementally by 10 boats. If a field of 100 boats is reached, the guaranteed first-place cash prize is $25,000. while other prizes are awarded to anglers catching the largest dolphin, wahoo, tuna and tripletail.

Jul
23
Sat
2022
Papa Look Alike Contest @ THE HEMINGWAY® LOOK-ALIKE CONTEST
Jul 23 – Jul 26 all-day

The 40th annual celebration of the legendary author’s work and lifestyle features literary readings, the Running of the Bulls, a short story competition, fishing tournament, 5k Run and Paddleboard Race, Sloppy Joe’s Look-Alike Contest and a birthday “party” commemorating Ernest’s July 22nd birthday. Click here for more information.

 

key west hemingway days

Dec
31
Sat
2022
New Year’s Eve Dockside Bash on Schooner America 2.0
Dec 31 2022 @ 9:30 pm – Jan 1 2023 @ 12:30 am

Enjoy a front-row seat for the famous "Lowering of the Wench" at Schooner Wharf Bar! This special adults-only event features complimentary beer, wine, champagne, well drinks, soda, and water and delicious hot and cold hors d' oeuvres! From 9:30 PM- 12:30 AM; tickets for purchase are limited so reserve early.

Jan
15
Sun
2023
Annual Key West Half Marathon & 5K Run
Jan 15 – Jan 20 all-day

Annual Key West Half Marathon & 5K Run

Recognized by Runners World magazine as one of the 10 great half-marathons of the winter season, the race follows a 13.1-mile course that includes Old Town Key West and the scenic waterfront. The race typically attracts American and international runners to compete in Key West's balmy January climate. Named as one of the United States' leading winter half marathons, Best Destination Half Marathons and Bucket List Best Half Marathons, is ranked among 13 must-do U.S. half-marathons by Competitor.com. For more info:  Barbara Wright  305-240-0727   EMAIL    WEBSITE

Jan
28
Sat
2023
Mile 0 Fest Key West @ Mile 0 Fest Key West
Jan 28 – Feb 1 all-day
Mile 0 Fest Key West @ Mile 0 Fest Key West | Key West | Florida | United States

Mile 0 Fest Key West is a "must see" music festival in the burgeoning Red Dirt & Americana music scene. Take in big shows at Truman Waterfront Park Amphitheatre, a state-of-the-art facility located blocks off the hopping streets of Duval, or get into a stripped down acoustic set with your favorite band leader at one of the theaters or bars off Duval. Many activities and memorable experiences await.

May
1
Mon
2023
Marathon Offshore Bull and Cow Dolphin Tournament
May 1 – May 3 all-day

Marathon Offshore Bull and Cow Dolphin Tournament! A guaranteed grand prize of $10,000 cash is to go to the team that catches the largest bull and cow dolphin fish combined. However, according to organizers, the top prize payout increases as more boats register. With a field of 60-69 boats, the first-place cash award is to be $13,000, increasing incrementally by 10 boats. If a field of 100 boats is reached, the guaranteed first-place cash prize is $25,000. while other prizes are awarded to anglers catching the largest dolphin, wahoo, tuna and tripletail.

Jul
23
Sun
2023
Papa Look Alike Contest @ THE HEMINGWAY® LOOK-ALIKE CONTEST
Jul 23 – Jul 26 all-day

The 40th annual celebration of the legendary author’s work and lifestyle features literary readings, the Running of the Bulls, a short story competition, fishing tournament, 5k Run and Paddleboard Race, Sloppy Joe’s Look-Alike Contest and a birthday “party” commemorating Ernest’s July 22nd birthday. Click here for more information.

 

key west hemingway days

Dec
31
Sun
2023
New Year’s Eve Dockside Bash on Schooner America 2.0
Dec 31 2023 @ 9:30 pm – Jan 1 2024 @ 12:30 am

Enjoy a front-row seat for the famous "Lowering of the Wench" at Schooner Wharf Bar! This special adults-only event features complimentary beer, wine, champagne, well drinks, soda, and water and delicious hot and cold hors d' oeuvres! From 9:30 PM- 12:30 AM; tickets for purchase are limited so reserve early.

Jan
15
Mon
2024
Annual Key West Half Marathon & 5K Run
Jan 15 – Jan 20 all-day

Annual Key West Half Marathon & 5K Run

Recognized by Runners World magazine as one of the 10 great half-marathons of the winter season, the race follows a 13.1-mile course that includes Old Town Key West and the scenic waterfront. The race typically attracts American and international runners to compete in Key West's balmy January climate. Named as one of the United States' leading winter half marathons, Best Destination Half Marathons and Bucket List Best Half Marathons, is ranked among 13 must-do U.S. half-marathons by Competitor.com. For more info:  Barbara Wright  305-240-0727   EMAIL    WEBSITE

Jan
28
Sun
2024
Mile 0 Fest Key West @ Mile 0 Fest Key West
Jan 28 – Feb 1 all-day
Mile 0 Fest Key West @ Mile 0 Fest Key West | Key West | Florida | United States

Mile 0 Fest Key West is a "must see" music festival in the burgeoning Red Dirt & Americana music scene. Take in big shows at Truman Waterfront Park Amphitheatre, a state-of-the-art facility located blocks off the hopping streets of Duval, or get into a stripped down acoustic set with your favorite band leader at one of the theaters or bars off Duval. Many activities and memorable experiences await.