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Fun in Key West Podcast

Fun in Key West Podcast

Written by: Michele O'Connor
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About this listen

 🌴 Welcome to the Fun in Key West Podcast! 🌴 Get ready to dive into all things Key West—the southernmost island where the sunsets are breathtaking, the food is unforgettable, and the drinks are always cold! 🍹 In this podcast, we bring you insider tips on: ✅ The best places to eat (yes, there will be conch fritters 🥥). ✅ Where to drink and enjoy the island's famous cocktails 🍸. ✅ The coolest spots to stay, from cozy inns to luxury getaways 🏝️. ✅ And so much more—from quirky local events to can't-miss festivals! 🎉 We'll also keep you up to date on the latest happenings around the island and occasionally chat with special guests who know Key West like the back of their sandy hand. 🐚 Whether you're planning your first trip, a frequent visitor, or just daydreaming about island life, this podcast is your ultimate guide to enjoying paradise. 🎙️ New episodes every wek—so don't forget to subscribe! Hit the like button if you're as obsessed with Key West as we are, and share the island love with your friends! 💌 Connect with us! 👉 Website: www.FunInKeyWest.com 👉 Follow us on Facebook, Instagram, and Twitter for even more island vibes. 🌊 So grab your flip-flops, pour yourself a cold drink, and escape to the island state of mind with the Fun in Key West Podcast! #FunInKeyWest #KeyWestPodcast #IslandLifeVibesFun In Key West 2025 Social Sciences Travel Writing & Commentary
Episodes
  • Historic Marker Monday: How Cayo Hueso Became Key West

    Historic Marker Monday: How Cayo Hueso Became Key West
    Mar 14 2026
    Historic Marker Monday: How Cayo Hueso Became Key West Host Michele O'Connor introduces the Fun in Key West podcast and this Historic Marker Monday episode focused on the origin of Key West's name, highlighted by a historic marker near Mallory Square. She explains how the Taíno word "cayo" (small island) passed through Spanish usage and into English as "key," and how "hueso" (bone) made the original Spanish name Cayo Hueso translate to "Bone Island." Michele shares theories for the island's bones, including Native American conflicts, shipwreck victims from the "graveyard of the Atlantic," and fishbone piles, noting settlers found large bone piles in the 1820s. She describes how American mapmakers misheard and simplified the name into "Key West," mentions Spanish speakers still use Cayo Hueso, and promotes self-guided walking tours, a Key West book club reading Pit Bulls in Paradise with an upcoming author interview, and a forthcoming map of historic marker locations. 00:00 Welcome to Fun in Key West 01:27 Historic Marker Monday Begins 01:46 Why Key West Has Its Name 03:39 Mallory Square Marker Hunt 06:10 Cayo to Key Language Shift 07:36 Bone Island Theories 10:05 How Cayo Hueso Became Key West 10:51 Cultural Blend and Fun Facts 13:34 Tours Book Club and Marker Map 16:45 Final Wrap and Next Time
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    17 mins
  • Historic Marker Monday: Ponce de León's 1513 Voyage

    Historic Marker Monday: Ponce de León's 1513 Voyage
    Mar 8 2026
    Historic Marker Monday: Ponce de León's 1513 Voyage and Key West's Marker #50 Host Michele O'Connor introducses this Historic Marker Monday episode focused on a Duval Street historic marker (noted at 1405 Duval Street) honoring Spanish explorer Ponce de León and his 1513 voyage. She recounts his background sailing with Columbus, his roles in the Dominican Republic and Puerto Rico, and how he personally financed three ships to seek gold, expand Spain's territory, and strengthen his position. The episode traces the expedition as he named Florida, moved through the Florida Keys (Los Martires), reached the mainland, encountered conflict with Indigenous people and took captives, then traveled to the Dry Tortugas for food but no fresh water, and was pushed by the Gulf Stream to Cuba—an accidental discovery valuable to navigation. Michelle explains why this history connects to Key West and encourages listeners to visit marker #50 and use funinkeywest.com for tours, a marker map, and a virtual book club. 00:00 Welcome to Fun in Key West 01:26 Historic Marker Monday Setup 03:07 March Check In and Marker Location 05:41 Who Was Ponce de Leon 06:54 Mission and Fleet Goals 08:21 Naming Florida La Florida 09:37 Fresh Water Stops and Survival 10:18 Reaching and Naming the Keys 12:27 West Coast Landfall and Conflict 13:42 Dry Tortugas and Provisioning 15:22 Gulf Stream Discovery and Return 16:52 Final Colonization Attempt 1521 18:39 Why It Matters to Key West 19:50 Wrap Up and Key Takeaways 22:00 Explore More Tours and Book Club 23:23 Final Outro and Next Time www.funinkeywest.com
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    24 mins
  • Tasty Tuesday: The Best Oyster Spots in Key West

    Tasty Tuesday: The Best Oyster Spots in Key West
    Mar 8 2026
    Tasty Tuesday: The Best Oyster Spots in Key West (Happy Hours, Hidden Gems & Upscale Bites) Host Michele O'Connor delivers a Tasty Tuesday guide to why oysters in Key West "hit different," emphasizing freshness from local fishermen, the Historic Seaport, and markets like Eaton Street Seafood Market. She shares what to look for in a great oyster stop—freshness, variety, preparation styles, atmosphere, value (especially happy hour), and seafood focus—then highlights recommended spots including Half Shell Raw Bar, Alonzo's Oyster Bar, Conch Republic Seafood Company, Schooner Wharf, Thirsty Mermaid, Two Friends Patio, Island Dogs, Pepe's Cafe, and upscale options like A&B Lobster House, Little Pearl, Cafe Marquesa, and Prime Steakhouse, plus Stock Island stops like Matt's Stock Island and Hogfish Bar & Grill. She offers oyster-ordering tips, suggests building an "oyster crawl," notes honorable mentions, and directs listeners to funinkeywest.com for guides, tours, and a book club. 00:00 Welcome to Fun in Key West 01:26 Tasty Tuesday Oyster Tease 03:50 Why Key West Oysters Shine 05:20 How to Pick a Spot 06:47 Seaport Oyster Classics 10:29 Old Town Hidden Gems 12:27 Upscale Oyster Nights 14:06 Stock Island and Markets 15:25 Ordering and Pairing Tips 17:11 Build Your Oyster Crawl 18:26 Honorable Mentions and Wrap 20:08 More Guides and Farewell 21:36 Final Recap Outro www.funinkeywest.com
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    22 mins
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