Michele O'Connor

Fun in Key West Podcast

Society EN ↓ 168 episodes

🌴 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 oc...

Author

Michele O'Connor

Category

Society

Podcast website

funinkeywest.com

Latest episode

Jul 6, 2026

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Episodes

Unveiling Bruce Hall: Key West's Resilient Historical Gem 18.08.2025

Unveiling Bruce Hall: Key West's Resilient Historical Gem   In this episode of the Fun in Key West podcast, host Michele O'Connor takes listeners on a deep dive into the history of Bruce Hall, the last remaining structure of the historic Ruth Hargrove Seminary. Michele explores the building's multifaceted past, from its roots as an educational hub in 1889, to serving as a wartime hospital during b...

Key West's Best Lunch Spots Revealed 18.08.2025

Key West's Best Lunch Spots Revealed   In this episode of the Fun in Key West podcast, host Michele O'Connor provides an insider's guide to the best lunch destinations in Key West. From iconic eateries on Deval Street to hidden gems, Michele covers a wide array of culinary delights including Cuban cuisine, fresh seafood, and hearty comfort food. The episode highlights notable spots such as Garbos...

Exploring Key West's Iconic Conch Fritters: A Tasty Island Adventure 18.08.2025

Exploring Key West's Iconic Conch Fritters: A Tasty Island Adventure   In this episode of the Fun in Key West podcast, host Michele O'Connor dives into the delicious world of Key West conch fritters. Listeners get an insider's guide to the best places to savor this iconic island snack, from Louis's Backyard to Hogfish Bar and Grill. Michele also shares the history and cultural significance of conc...

Tequila & Tiki Bars: Elevate Your Summer Cocktails 18.08.2025

Tequila & Tiki Bars: Elevate Your Summer Cocktails   In this episode of the Fun in Key West podcast, host Michele O'Connor guides listeners through the vibrant world of tequila cocktails, perfect for enhancing any backyard tiki bar setup. Michele delves into the history and varieties of tequila, from Blanco to Reposado to Añejo, and offers practical tips for selecting the right bottle. The episode...

Discovering the Rich Cigar History of Key West 17.08.2025

Discovering the Rich Cigar History of Key West   In this episode of the Fun in Key West podcast, host Michele O'Connor delves into the intriguing history of Key West's cigar industry. She explores how Key West was transformed into the cigar capital of the world in the late 19th century by Cuban exiles and their expertise in hand-rolling cigars. Michele provides fascinating insights into key figure...

Discover the Best Kayaking Adventures in Key West 17.08.2025

Discover the Best Kayaking Adventures in Key West   In this episode of the Fun in Key West podcast, host Michele O'Connor dives into the top experiences for kayaking around Key West and the Florida Keys. Michele shares tips for both beginners and experienced kayakers, highlighting the serene mangrove tunnels, crystal-clear waters, and vibrant marine life you can encounter. She also recommends vari...

Exploring the Best Pizza Spots in Key West 17.08.2025

Exploring the Best Pizza Spots in Key West   In this episode of the Fun in Key West podcast, host Michele O'Connor offers an insider's guide to the best pizza places in Key West. Michele begins with an engaging introduction about the laid-back vibe and unique offerings of Key West. She highlights various pizza spots, including Only Wood Pizzeria with its authentic Italian ingredients and brick ove...

Exploring Key West History: The Cosgrove House and Banyan Resort 17.08.2025

Exploring Key West History: The Cosgrove House and Banyan Resort   In this episode of the 'Fun in Key West' podcast, host Michele O'Connor delves into the rich history of Key West, with a special focus on the Cosgrove House, now known as the Banyan Resort. The episode covers the house's origins with founding father John Whitehead, its purchase by Captain Philip Cosgrove, and the impressive landsca...

Key West Cocktail Adventures: Iconic Drinks and Hidden Gems 17.08.2025

Key West Cocktail Adventures: Iconic Drinks and Hidden Gems   In this episode of the Fun in Key West podcast, hosted by Michele O'Connor, listeners are taken on a vibrant tour of Key West's iconic cocktail scene. From the legendary Sloppy Rita at Sloppy Joe's to the flaming zombie at the Tiki House, Michele explores must-try beverages that offer a taste of the island's spirit. The episode also fea...

Mapping Out Your Journey from Tampa to Key West 17.08.2025

Mapping Out Your Journey from Tampa to Key West   Join host Michele O'Connor in this episode of the Fun in Key West podcast as she answers the frequently asked question: 'How far is Tampa from Key West?' Michele provides a detailed guide covering multiple travel options, including driving, flying, and cruising. She shares insights on scenic drives, pit stops, flight details, and even cruise itiner...

Lobster Delights in Key West: Tasty Tuesday Special 17.08.2025

Lobster Delights in Key West: Tasty Tuesday Special   In this episode of the Fun in Key West podcast, host Michele O'Connor dives into the world of Key West lobster. From the distinct characteristics of Florida's spiny lobster to the best spots to enjoy lobster dishes, Michele covers all you need to know for a perfect seafood adventure. You'll learn about the different lobster seasons, where to in...

Exploring Key West's Rich Cigar History 17.08.2025

Exploring Key West's Rich Cigar History   In this episode of the Fun in Key West podcast, host Michele O'Connor delves into the fascinating history of Key West's cigar industry, featuring a spotlight on the Martinez Havana Company factory building. The episode covers the boom of the cigar industry in the late 19th and early 20th centuries, Key West's status as a cigar manufacturing hub, and the ar...

Ultimate Key West Bachelor and Bachelorette Party Guide 16.08.2025

Ultimate Key West Bachelor and Bachelorette Party Guide   In this episode of the Fun in Key West podcast, host Michele O'Connor dives into the ultimate guide for planning unforgettable bachelor and bachelorette parties in Key West. Michele offers insightful tips on water activities like renting a private charter boat, fishing with Fish Monster, and jet skiing. She also covers lively nightlife spot...

August in Key West: Events, Tips, and Hidden Gems 16.08.2025

August in Key West: Events, Tips, and Hidden Gems   In this episode of the Fun in Key West podcast, host Michele O'Connor provides a comprehensive guide to enjoying Key West during the warm month of August. Michele covers everything from the ideal spots to eat and drink, to exclusive insights on local events like Lobster Fest, Rum Fest, and LGBTQ+ friendly Tropical Heat. She offers pro tips on avo...

Iconic Cocktails of Key West: History in a Glass 16.08.2025

Iconic Cocktails of Key West: History in a Glass   In this episode of the 'Fun in Key West' podcast, host Michele O'Connor delves into the rich history behind some of Key West's most iconic cocktails. From the Rum Runner, which dates back to the Prohibition era, to the Key Lime Pie Martini that pays homage to the classic Key West dessert, each drink is explored for its origins and ties to the Flor...

Sizzling Steaks in Key West: Top Picks for the Perfect Steak Night 16.08.2025

Sizzling Steaks in Key West: Top Picks for the Perfect Steak Night   In this episode of the Fun in Key West podcast, host Michele O'Connor takes listeners on a delicious journey through some of the best steak spots in Key West. From luxurious prime cuts at Prime Steakhouse to Argentinian flavors at Viva Argentinian Steakhouse and retro vibes at Flaming Buoy Filet Co., Michele shares her top recomm...

Exploring Key West's Historic Neighborhood Store 16.08.2025

Exploring Key West's Historic Neighborhood Store   In this episode of the Fun in Key West podcast, host Michele O'Connor takes listeners on a nostalgic journey to the historic neighborhood store located at 600 Francis Street. Michele describes how this corner store was the heart and soul of its community, providing not only daily essentials but also serving as a social hub where locals could catch...

Key Largo's Best Breakfast Spots: From Classic Diners to Cozy Cafes 16.08.2025

Key Largo's Best Breakfast Spots: From Classic Diners to Cozy Cafes   In this episode of the Fun in Key West podcast, host Michele O'Connor takes listeners on a tantalizing journey through the best breakfast spots in Key Largo. From iconic local diners like Harriet's Restaurant, known for its oversized biscuits and key lime muffins, to unique eateries offering international dishes and health-focus...

Exploring Key West: The Fire of 1886 and Its Conspiracy Theories 16.08.2025

Exploring Key West: The Fire of 1886 and Its Conspiracy Theories   In this episode of the Fun in Key West podcast, host Michele O'Connor delves into the intriguing history of the 1886 fire in Key West. Listeners are taken on a journey through the dramatic and suspicious details surrounding the blaze, discussing potential espionage, sabotage, and conspiracy theories. Michele provides context about...

Exploring Key West's Best Sushi Spots 10.08.2025

Exploring Key West's Best Sushi Spots   In this episode of the Fun in Key West podcast, host Michele O'Connor guides listeners through some of the best sushi spots in Key West. From the cozy Me So Happy to the vibrant Sushi Song, Michele highlights notable dishes and the unique vibes of each location. She emphasizes fresh ingredients and versatile dining experiences, whether for casual meals or da...

Cruise Ship Adventures: Key West Edition 10.08.2025

Cruise Ship Adventures: Key West Edition   In this episode of the Fun in Key West podcast, host Michele O'Connor offers a comprehensive guide to enjoying Key West, especially if you're arriving by cruise ship. The episode covers docking locations, including Pier B, Mallory Square Dock, and the Navy's Outer Mole Pier, and provides insider tips on maximizing your time on the island. Michele highligh...

Uncovering Key West's Hidden Gem: The Cable Hut 10.08.2025

Uncovering Key West's Hidden Gem: The Cable Hut   In this episode of the Fun In Key West podcast, host Michele O'Connor explores the fascinating history of the Cable Hut in Key West. Michele dives into the hut's role in revolutionizing global communications in the early 20th century, detailing how it protected the undersea cables that connected Key West to Cuba. The episode highlights the signific...

Exploring Key West: Jose Marti's Historic Balcony and Cuban Influence 10.08.2025

Exploring Key West: Jose Marti's Historic Balcony and Cuban Influence   In this episode of the Fun In Key West podcast, host Michele O'Connor takes listeners on a journey through Key West's rich history, focusing on the significant Cuban influence on the island. Michele highlights Jose Marti's famous speech from a balcony on Duval Street, rallying Cuban immigrants for Cuba's independence. The epis...

Exploring the Haunted History of Key West 10.08.2025

Exploring the Haunted History of Key West   Join host Michele O'Connor in this spooktacular episode of the Fun In Key West podcast as she dives into the eerie, haunted history of Key West. Michele guides listeners through notable haunted locations like Captain Tony's Saloon, Robert the Doll at the Fort East Martello Museum, and the historic St. Paul's Episcopal Church. She provides practical tips...

Exploring the Keys: Your Ultimate Marathon Day Trip Guide 10.08.2025

Exploring the Keys: Your Ultimate Marathon Day Trip Guide   In this episode of the Fun In Key West podcast, host Michele O'Connor takes listeners on a virtual tour from Key West to Marathon along the overseas highway. She provides detailed insights into must-see spots such as the Dolphin Research Center, Turtle Hospital, Sombrero Beach, and the old seven-mile bridge. Michele shares travel tips, mo...

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