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Sail On, Sail On, Sailor! 
Epic Sailing Events On Schooner America 2.0

Sail On, Sail On, Sailor! 
Epic Sailing Events On Schooner America 2.0

by Pamela Childs | Apr 1, 2025 | Explore, Top Picks, What's Up

If you’ve never sailed Key West’s emerald green waters with the wind in your hair and a sea breeze kissing your cheek, you’ve never really experienced our island paradise. Now that Spring is upon us, there are even more reasons to get out on the...
“We Seceded Where Others Failed!”  43rd Annual Conch Republic Days Celebration

“We Seceded Where Others Failed!” 43rd Annual Conch Republic Days Celebration

by Pamela Childs | Apr 1, 2025 | Explore, Top Picks, What's Up

Key West celebrates its “independence” every April during Conch Republic Days, a crazy 10-day birthday party which begins this year on Friday, April 18 and runs through Sunday, April 27. Now in its 43rd year, the celebration commemorates the Keys’ infamous...
Kaftans & Cocktails – 
Celebrating An Evening of Fun and Style 
Benefiting Key West Pride

Kaftans & Cocktails – 
Celebrating An Evening of Fun and Style 
Benefiting Key West Pride

by Pamela Childs | Apr 1, 2025 | Explore, Top Picks, What's Up

If anyone knows how to throw an epic party, it’s Kate Miano, owner of Key West’s 
luxe Gardens Hotel. And on Saturday, April 26, from 6 – 8 pm, she is throwing down the gauntlet. For two glorious hours, the Gardens Hotel is hosting its first ever “Kaftans &...
Spring Has Sprung! 33rd Annual Florida Keys Island Fest

Spring Has Sprung! 33rd Annual Florida Keys Island Fest

by Pamela Childs | Mar 17, 2025 | Explore, Top Picks, What's Up

Mark your calendars: The 33rd Annual Florida Keys Island Fest hits Islamorada on Saturday and Sunday, April 5th and 6th. The annual spring fling, which takes place on both days from 10 am – 5 pm, pops up at Islamorada’s beautiful Founders Park. If you’ve never been to...
Blow Up the Balloons & Light the Candles!! Tennessee Williams Festival

Blow Up the Balloons & Light the Candles!! Tennessee Williams Festival

by Pamela Childs | Mar 4, 2025 | Explore, Top Picks, What's Up

Mark your calendars because starting on Saturday, March 1, Key West rolls out the red carpet for a month-long birthday celebration honoring Pulitzer Prize-winning literary icon Tennessee Williams, who resided here for 34 years. Hosted by the Key West Art &...
Splash Down – 
Key Largo’s Vintage Dive Weekend

Splash Down – 
Key Largo’s Vintage Dive Weekend

by Pamela Childs | Mar 4, 2025 | Explore, What's Up

Imagine, if you will, an underwater hotel where scuba diving is the only way to get to your guest room. It may sound fantastical but if seeing is believing, you best mark your calendars for Vintage Dive Weekend on Saturday, May 4th and Sunday, May 5th. Presented by...
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