Fun in Key West Podcast

Michele O'Connor

🌴 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 #IslandLifeVibes

  1. 2d ago

    Winging It in Key West: Trip Recap, New Favorites, and Classic Tours

    Winging It in Key West: Trip Recap, New Favorites, and Classic Tours Michele O'Connor hosts the Fun in Key West podcast with her husband Kevin, recapping their recent Key West trip and announcing a new weekly Thursday 8:00 PM ET live format. They highlight their first-night tradition at Conch Republic Seafood Company (mahi sandwich, Key West shrimp) and meeting travelers who were "winging it," then visiting the Green Parrot for live music. They review staying at La Concha (Marriott) for its unbeatable Duval location and live music but note limited nighttime outdoor space and bar crowding. New favorites include Kaya Eats (weekend breakfast, snapper sandwich, karaoke room) and Red Shoe Bistro (reservation-only seatings, standout flavors, lavender cheesecake). They also discuss Key West Island Books, Lobsterfest, the Mel Fisher Museum, Hemingway House gardens, Bali Bar, First Legal Rum Distillery piña colada, Doing Work Coffee, Squirrel & Grouper, and tours via Old Town Trolley/Conch Train/Graves & Gravestones with a promo code, plus scooter safety and Kevin's travel services. 00:00 Winging Key West Intro 00:50 Live Show and Guest 02:38 Sponsor Old Town Trolley 03:26 Conch Republic Bar Night 07:34 Green Parrot Music Stop 09:27 Staying at La Concha 12:41 La Concha Pros and Cons 15:10 Kaya Eats Hidden Gem 18:54 Books and Lobsterfest 20:36 Mel Fisher Museum Visit 22:53 Red Shoe Bistro Find 27:13 Back to Sponsor and Tours 28:24 Conch Train Teaser 28:52 Conch Train Tips 31:23 Old Town Trolley Guide 34:42 Graves and Gravestones 37:50 Tour Discounts Link 38:15 Kevin Top Three 41:29 Michele Favorites 46:00 Doing Work Coffee 49:21 Trip Highlights Recap 50:32 Scooter Safety Warning 55:56 Travel Planning Outro www.funinkeywest.com/conch promo code 7219

  2. 2d ago ·  Bonus

    You Might Also Like: The Story of Money

    Introducing The ‘Sheriff of Wall Street’ who exposed bankers’ lies from The Story of Money. Follow the show: The Story of Money He was the bruiser of Wall Street. In the early noughties, New York attorney-general Eliot Spitzer took it upon himself to expose the lies of stock analysts during the dotcom bubble. His crusade blindsided the bankers and made him one of America's most popular politicians. People even spoke of him as a possible US president before a scandal ended his political career almost overnight. In this episode of The Story of Money, host Gillian Tett speaks to Brooke Masters, FT US managing editor and author of Spoiling for a Fight: The Rise of Eliot Spitzer, to explore how Spitzer reshaped financial regulation during the dotcom era, why his aggressive tactics won both admirers and enemies and why his legacy still matters today. Further reading: Spoiling for a Fight: The Rise of Eliot Spitzer, (2006), Brooke Masters Credits: Getty Images Love listening to The Story of Money? Join Robin and Gillian on Saturday September 5 at Kenwood House Gardens in London, or online as the FT Weekend paper comes to life. Register now at ft.com/festival and enjoy 10% off with code FTPODCAST. To enjoy future episodes, be sure to subscribe to The Story of Money wherever you get your podcasts, also on the show's dedicated YouTube channel here: https://www.youtube.com/@FTTheStoryOfMoney  Hosts: Gillian Tett and Robin Wigglesworth Producers: Laurence Knight and Lulu Smyth Executive producer: Manuela Saragosa Original music and sound design: Breen Turner Broadcast engineers: Bianca Wakeman and Petros Gioumpasis Podcast development: Laura Clarke FT global head of audio: Flo Phillips  Video editor: Richard Topping Learn more at www.ft.com/tsom or get in touch at thestoryofmoney@ft.com. Read a transcript of this episode on FT.com Hosted on Acast. See acast.com/privacy for more information. DISCLAIMER: Please note, this is an independent podcast episode not affiliated with, endorsed by, or produced in conjunction with the host podcast feed or any of its media entities. The views and opinions expressed in this episode are solely those of the creators and guests. For any concerns, please reach out to team@podroll.fm.

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  3. Aug 5

    From Jimmy Buffett to 25 Tropical Crime Adventures with Chip Bell

    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 real stories, friendships, music, and Key West places behind the Jake Sullivan series. Chip shares how a chance encounter with Jimmy Buffett at the Soggy Dollar Bar helped inspire him to finally write a book, why his real-life best friend became the model for Jake's sidekick Mike, and how his nearly 50 years as a trial attorney shaped the way he writes about justice, the law, and people caught between the two. We also talk about the evolution of Jake Sullivan across 25 books, the research that brings Chip's settings to life, and the Key West bars and characters that helped shape the series. Along the way, we wander into Trop Rock music, Hollywood scripts, a Jake Sullivan Caribbean lager, an almost-rum adventure, and the very important regional debate between Pittsburgh pierogies and West Virginia pepperoni rolls. In This Episode 🌴 How Chip Bell became a tropical crime author 🎶 The Jimmy Buffett encounter that helped spark Come Monday 📚 The real friendship behind Jake and Mike ⚖️ Why justice and the law are not always the same thing 🗺️ How Chip researches locations, legends, and local history 🍺 The story behind the Jake Sullivan Caribbean Lager 🥃 Why the Jake Sullivan rum never made it to market 🎬 Chip's dream casting choices for Jake and Mike 🎵 The musicians who helped bring the Jake Sullivan world to life 🍹 Chip's favorite Key West bars, restaurants, and island memories Read Along Get your copy of Come Monday: https://amzn.to/4z5T9Km Explore the complete Jake Sullivan series: https://amzn.to/4fK0WEs A quick island-sized disclosure: As an Amazon Associate I earn from qualifying purchases. The book links above are affiliate links, which means I may earn a small commission if you make a purchase, at no additional cost to you. Your support helps keep the microphones on, the books open, and the Key West stories coming. 🌴📚 Learn More About Chip Bell Visit Chip Bell's website: http://www.chipbellauthor.com/ Listen to the Music John McDonald on Spotify: https://open.spotify.com/artist/5sG9ecAhtnZuFMcrZJK3Bc?si=ZwOeSYz6SL2LVwd3FHg0uw Donnie Brewer on Spotify: https://open.spotify.com/artist/4nI1bYqONqWFnHPlSL9k35?si=2quwmqoxSMapg6nyProtJg Eric Stone on Spotify: https://open.spotify.com/artist/09w2nmrWDRCL0wtRqoNLdM?si=zGmXUy0HRxyBTw68IfIZjA Today's Sponsor This episode is sponsored by the iWitness Key West True Crime Tour. Key West may look like sunshine, cocktails, colorful houses, and postcard-perfect streets, but those same streets have witnessed real scandals, smugglers, gamblers, crimes, and characters behaving very badly. This is not a ghost tour. These are true stories connected to real people and real places, shared as you walk through the streets where they unfolded. Learn more or book your tour: https://funinkeywest.com/crime Episode Chapters 00:00 Welcome and Guest Intro 01:31 True Crime Tour Sponsor 02:27 Meet Author Chip Bell 04:34 The Pitt vs. WVU Rivalry 05:48 Pierogi vs. Pepperoni Roll 07:02 Meeting Jimmy Buffett 10:13 The Story Behind Come Monday 12:20 Chip's Dictation Writing Process 13:48 Creating Jake Sullivan 15:11 Using Jimmy Buffett Song Titles 17:20 What Chip Would Change 20:25 Jake's Evolution Across 25 Books 21:52 Justice Versus the Law 27:17 Plotting, Research, and Story Hooks 29:53 Key West Places and People 33:12 Theme Songs and Trop Rock 36:34 Creating the Concept Album 36:59 What "Everything's Jake" Means 38:46 Chip's Key West Jukebox Picks 39:19 The Desert Yacht Club Story 41:23 The Jake Sullivan Beer 43:54 Rum Plans and Legal Red Tape 44:49 How Writing Made Chip a Better Lawyer 47:01 The Reality of Hollywood Scripts 48:54 Casting Jake and Mike 50:30 Linda and the Jukebox Meeting 52:52 Rapid-Fire Key West Favorites 56:42 Chip's Dream Barstool Guest 59:33 What's Next for Chip Bell About Fun in Key West Fun in Key West shares the stories, people, history, food, books, drinks, and wonderfully unusual characters that make Key West unforgettable. Explore more Key West stories, travel tips, hidden gems, interviews, and island inspiration at: https://www.funinkeywest.com Thank you for spending part of your day with me. Until next time, keep reading, keep exploring, and remember: in Key West, paradise usually has a backstory.

  4. Aug 2

    Dani Hoy on Trop Rock, Island Life, and the Old Stone Church in Key West

    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 Parrothead community, and trop rock led her to start writing music in her 40s, release her album Tropigal, and eventually move to Key West in 2013, with "Drunk on Mallory Square" becoming her most popular Spotify track. They discuss what daily life on the island is really like beyond Duval Street, plus the church's history, architecture, music-centered services, Old Stone Coffee House live music, the bell choir "The Southernmost Ding Dongs," weddings, and outreach partnerships. Episode sponsor: Tart Tales key lime pie walking tours. 00:00 Welcome to Key West 01:26 Meet Dani Hoy 05:03 Music Life on Island 06:08 Sponsor Tart Tales 07:01 Jimmy Buffett to Key West 11:19 From Snow to Sun 16:07 Real Key West Living 19:00 Finding Old Stone Church 19:50 Coffee House and Choir 24:00 Church History and Spaces 32:01 Visiting Sunday Service 34:33 Music Program and Bells 35:53 Bell Choir Highlights 36:34 Holiday Music Traditions 37:39 Community Outreach Partners 38:10 Congregation Size and Services 39:00 Weddings and Accessibility 41:52 Interfaith and Cuba Missions 43:17 Programs and Weekly Schedule 45:44 Songwriting Mini Movies 48:23 Live Set Requests and Style 54:06 New Projects and Rapid Fire 01:00:14 Where to Find Dani 01:04:19 Final Thanks and Wrap Up https://theshantyhounds.com/ https://youtu.be/v37NUl0sJ4Y https://danihoy.com/welcome www.funinkeywest.com/tart www.funinkeywest.com/dani-hoy

  5. Jul 19

    Key West Easter Eggs at Disney's Old Key West Resort: Exploring Conch Flats

    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) and how its bridge entrance echoes the Overseas Highway and Flagler's Overseas Railroad, reinforced by a model train display in the lobby. Highlights include the Hospitality House as a town center; Olivia's Café and its fictional backstory and menu items like conch fritters and key lime pie; Hemingway nods in Papa's Den; the Gurgling Suitcase bar tied to Prohibition smuggling lore; Trumbo Canal references; and turtle-themed names connected to Key West turtle kraals. She concludes that Disney captures Keys mood and details but not the real island's layered history, personalities, and roosters. 00:00 Disney Detour Setup 01:19 Podcast Welcome 03:40 Why Old Key West 06:15 Sponsor Break 08:32 Resort Origins 10:09 Crossing the Bridge 12:47 Hospitality House Hub 14:47 Flagler Railroad Easter Egg 18:50 Conch Flats Lore 19:55 General Store Stop 20:59 Porches and Haint Blue 26:13 Olivia's Cafe Story 28:43 Papa's Den Hemingway Nod 30:53 Sponsor Reminder 32:02 Gurgling Suitcase Bar 33:16 Waterways and Trumbo Canal 35:00 Turtles and Turtle Kraals 36:30 Pool Lighthouse Symbols 38:06 Key Lime Pie Taste Test 39:08 What Disney Got Right 41:30 What Disney Can't Copy 43:21 Should You Stay Here 44:29 Getting There Tips 45:38 Final Wrap and Questions 49:33 Outro and Resources www.outaheretravel.com www.funinkeywest.com

  6. Jul 6

    Key West in July: Key Lime Festival, 4th of July, Hemingway Days & Lobster Mini Season

    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 air-conditioned breaks. She highlights July's slower tourist pace, warm water, and major events including the five-day Key Lime Festival (through July 5) with tastings, a sip-and-stroll, and contests; 4th of July celebrations including a Truman Little White House cookout (July 3) and the Rotary Club 5K at Higgs Beach (July 4); Hemingway Days (July 21–26) featuring the Sloppy Joe's lookalike contest, running of the bulls, and a 5K; and lobster mini season (July 29–30). She recommends local museums and indoor spots, advises skipping rental cars, spotlights sponsor Danger Charters, and promotes her weekly newsletter and swag-box trivia. 00:00 Welcome to Key West 01:26 July Episode Preview 04:43 Sponsor Danger Charters 05:29 July Vibe and Tips 07:05 Weather and Packing 09:10 Beat the Heat Indoors 10:34 Why Visit in July 12:36 Key Lime Festival Guide 13:54 Fourth of July Events 14:53 Hemingway Days Highlights 17:02 Lobster Mini Season 18:14 Getting Around in Summer 19:17 More July Events List 21:07 Wrap Up and Newsletter 23:42 Final July Recap   www.funinkeywest/danger www.funinkeywest.com

4.7
out of 5
11 Ratings

About

🌴 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 #IslandLifeVibes

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