🌴 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…
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Ridley House: Richard Kemp, the Rarest Sea Turtle, and a Key West Legend Michele O'Connor of the Fun in Key West podcast shares the story behind Ridley House at 601 Caroline Street, now part of the Key West Historic Inns Collection. The property dates to 1845 when the Bahamian-settler Kemp family bought land and remained connected to it for 72 years. Richard Moore Kemp, a Key West furniture…
From Jimmy Buffett to 25 Tropical Crime Adventures with Chip Bell What happens when a rainy weekend, a Jimmy Buffett song, and a longtime trial attorney collide? You get Come Monday , the first book in a tropical crime series that eventually grew into 25 Jake Sullivan adventures. In this episode of the Fun in Key West Podcast, Michele sits down with author Charles "Chip" Bell to talk about the…
Dani Hoy on Trop Rock, Island Life, and the Old Stone Church in Key West Host Michele O'Connor welcomes listeners to the Fun in Key West podcast and introduces guest Dani Hoy, a Key West singer-songwriter, artist, and member of The Shanty Hounds who also manages social media and communications for the historic Old Stone Church (Key West United Methodist Church). Dani shares how Jimmy Buffett, the…
Key West Easter Eggs at Disney's Old Key West Resort: Exploring Conch Flats Host Michele O'Connor takes a detour from the Florida Keys to Disney's Old Key West Resort in Central Florida to explore Key West-inspired "Easter eggs" built into an imaginary Keys town called Conch Flats. She explains the resort's history (opened Dec. 20, 1991 as the first Disney Vacation Club resort; renamed in 1996)…
Key West in July: Key Lime Festival, 4th of July, Hemingway Days & Lobster Mini Season Host Michele O'Connor introduces the Fun in Key West podcast and shares an insider guide to visiting Key West in July, emphasizing the heat, humidity, and typical afternoon showers during hurricane season, along with tips on packing breathable clothes, reef-safe sunscreen, and planning around the weather with…
Nick Shuck on The Green Flash at Sunset: Reinvention, Key West Grit, and Hope Host Michele O'Connor welcomes listeners to the Fun in Key West podcast and introduces the June 2026 book club pick, The Green Flash at Sunset by Nick Shuck, with Shuck joining to discuss the story behind the story, why Key West is a "world capital of reinvention," and how a book can feel dark yet hopeful. Shuck shares…
Historic Marker Monday: Truman's Little White House (Marker #59) in Key West Host Michele O'Connor welcomes listeners to the Fun in Key West podcast and spotlights Historic Marker Monday episode #59: the Harry S. Truman Little White House in Truman Annex. She describes the house's origins (built in 1890 as Quarters A and B, becoming a single-family residence by 1911) and notable early stays,…
Wreck Ashore: How Key West Wreckers Built a Fortune Host Michele O'Connor introduces the Fun in Key West podcast and explains Key West's historic wrecking industry, highlighted by Historic Marker #58 near Mallory Square and the Wrecker Memorial by the Memorial Sculpture Garden. She describes wrecking as licensed marine salvage under maritime law—rescuing crews first, salvaging cargo, and settling…
Key West in June: Weather, Packing Tips, Events, and a 3-Day Itinerary Host Michele O'Connor introduces the Fun in Key West podcast and shares a practical guide to visiting Key West in June, covering warm, humid upper-80s weather, comfortable water temps, and typical quick afternoon showers during the start of hurricane season. She recommends booking midweek for better hotel deals, packing…
The Ultimate Couples Guide to Key West: Sunsets, Food Tours, and Quirky Date Ideas Host Michele O'Connor introduces the Fun in Key West podcast as an insider guide to where to eat, drink, stay, and what to do on the island, then focuses on experiencing Key West as a couple with a laid-back, spontaneous vibe. She recommends balancing iconic activities—Mallory Square Sunset Celebration, sunset…
Family-Friendly Florida Keys Road Trip: Key Largo to Key West (Summer Travel Tips) Host Michele O'Connor introduces the Fun in Key West podcast and shares family-travel tips for a Florida Keys road trip from Key Largo to Key West heading into Memorial Day weekend 2026. She argues the Keys are a great multi-generational destination if approached with a relaxed mindset: plan one major activity per…
