Episodes

  • First Timer's Guide to Choosing Bed and Breakfasts in Key West

    First Timer's Guide to Choosing Bed and Breakfasts in Key West
    Jan 25 2026
    First Timer's Guide to Choosing Bed and Breakfasts in Key West In this episode of the 'Fun in Key West' podcast, host Michele O'Connor offers practical tips and historical insights for selecting the perfect bed and breakfast in Key West. She covers essential considerations such as location, amenities, and the unique characteristics of various Key West properties. Michele delves into the history of Key West's hospitality and provides a rundown of specific accommodations, touching on their individual quirks and advantages. She also addresses factors like breakfast offerings, room comfort, and additional fees. Listeners are encouraged to reach out for personalized recommendations and visit the Fun in Key West website for more travel tips and ideas. 00:00 Welcome to Fun in Key West Podcast 01:26 Choosing the Perfect Bed and Breakfast 02:32 First Timer Friday Tips 03:59 Key Considerations for Your Stay 05:48 Understanding Breakfast Options 07:36 Location, Location, Location 10:01 Amenities and Must-Haves 12:40 Room Comfort and Style 16:03 Adult-Only vs. Social Vibes 17:09 Fees, Rates, and Hidden Costs 18:38 Historical Stays in Key West 20:03 Narrowing Down Your Options 25:13 Final Tips and Resources www.funinkeywest.com
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    27 mins
  • Exploring Key West's Best Breakfast Spots: A Tasty Tuesday Guide

    Exploring Key West's Best Breakfast Spots: A Tasty Tuesday Guide
    Jan 25 2026
    Exploring Key West's Best Breakfast Spots: A Tasty Tuesday Guide In this episode of the Fun in Key West podcast, host Michele O'Connor provides an insider's guide to the best breakfast spots in Key West. From iconic locations like Blue Heaven and Pepe's Cafe to hidden gems like Sandy's Cafe and Glazed Donuts, Michele lists must-try places that offer delicious breakfast options. Additionally, she introduces the different 'Key West Breakfast Personalities,' including the Slow Sipper, Recovery Specialist, Brunch Maximalist, and Local Looper. Michele offers pro tips on avoiding the breakfast rush and maximizing your morning meal experience in Key West. The episode also highlights where to find the best coffee and cocktails, and emphasizes that vacation calories don't count. Listeners are encouraged to visit funinkeywest.com for more guides, tips, and foodie inspiration. 00:00 Welcome to Fun in Key West Podcast 01:28 Exploring Key West Breakfast Spots 06:10 Iconic Key West Breakfast Experiences 07:33 Coffee First: Key West's Best Cafes 10:17 Vacation Calories Don't Count: Indulgent Breakfasts 12:28 Healthy Options and Vegetarian-Friendly Spots 13:33 Breakfast with a View: Scenic Spots 14:31 Finding Your Key West Breakfast Personality 16:16 Tips for Enjoying Breakfast in Key West 21:36 Conclusion and Community Engagement www.funinkeywest.com
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    25 mins
  • Embracing the Pirate Spirit: A Conversation with Author Chris Harvey

    Embracing the Pirate Spirit: A Conversation with Author Chris Harvey
    Jan 25 2026
    Embracing the Pirate Spirit: A Conversation with Author Chris Harvey In this episode of the Fun in Key West podcast, host Michele O'Connor chats with author Chris Harvey about his book 'Son of a Son of a Pirate' and its sequel 'One Particular Harbor.' Chris shares his writing journey, inspiration from Jimmy Buffett, and his love for pirate history. The episode offers insights into the characters, plot development, and the significance of family legacy. Chris also discusses his favorite Key West spots and plans for a third book. Tune in for an engaging discussion about living life on your own terms and embracing the pirate spirit. 00:00 Welcome to Fun in Key West Podcast 01:26 Introducing Special Guest: Chris Harvey 03:34 Chris Harvey's Journey and Inspirations 05:11 Family Legacy and Maritime Adventures 08:03 The Influence of Jimmy Buffett 12:44 Crafting a Multi-Timeline Pirate Tale 17:35 The Human Side of Blackbeard 23:12 Righteous Thieves and Modern-Day Robin Hoods 23:40 Casting the Movie Adaptation 24:58 The Sequel: One Particular Harbor 27:40 Writing the Third Book 29:00 Key West Book Tour and Favorite Spots 36:46 The Cinematic Writing Style 39:22 Where to Find the Books 40:13 Final Thoughts and Farewell www.funinkeywest.com
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    42 mins
  • Best Brunch Spots in Key West: A Tasty Tuesday Adventure

    Best Brunch Spots in Key West: A Tasty Tuesday Adventure
    Jan 25 2026
    Best Brunch Spots in Key West: A Tasty Tuesday Adventure Welcome to Fun in Key West podcast with Michele O'Connor, your friendly guide to exploring Key West. This episode, part of the 'Tasty Tuesday' series, is dedicated to uncovering the best brunch spots in Key West. Whether you prefer casual eateries, upscale dining, or boozy brunches, Key West has it all. Michele highlights local favorites such as Blue Heaven, Bagatelle, Pepe's, Hot Tin Roof, and many more, offering mouth-watering dishes from lobster benedict to key lime crepes. She also includes recommendations for healthy and vegetarian-friendly options and discusses places offering unique brunch experiences. Tune in for a delicious journey through Key West's vibrant brunch scene! 00:00 Welcome to Fun in Key West 01:26 The Magic of Brunch in Key West 03:21 Top Brunch Spots in Key West 13:14 Hidden Gems and Unique Brunch Experiences 20:08 Wrapping Up and Final Thoughts www.funinkeywest.com
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    21 mins
  • Uncovering Key West History: The Yellow Fever Epidemic and Its Lasting Impacts

    Uncovering Key West History: The Yellow Fever Epidemic and Its Lasting Impacts
    Jan 25 2026
    Uncovering Key West History: The Yellow Fever Epidemic and Its Lasting Impacts In this episode of the Fun in Key West podcast, host Michele O'Connor explores a fascinating yet tragic chapter in Key West's history—the yellow fever epidemic during the Civil War. Discover the story behind the unmarked cemetery at 625 White Street, the resilience of the Key West community, and the significant impact on public health practices. Michele also delves into the historical connections to Fort Jefferson and Dr. Samuel Mud, who played a crucial role during the outbreak. Tune in for a deep dive into how this epidemic reshaped sanitation, medical research, and quarantine measures in the U.S. 00:00 Welcome to Fun in Key West Podcast 01:30 Exploring Key West's Yellow Fever History 03:00 Historic Marker Monday: Unmarked Cemetery 04:36 Impact of Yellow Fever on Key West 10:11 Fort Jefferson and Dr. Samuel Mudd 11:54 Key West's Historical Connections 16:43 Conclusion and Community Engagement www.funinkeywest.com
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    18 mins
  • Empower Your Dreams: Making Your Destiny Happen with Donzel Leggett

    Empower Your Dreams: Making Your Destiny Happen with Donzel Leggett
    Jan 20 2026
    Empower Your Dreams: Making Your Destiny Happen with Donzel Leggett In this empowering episode of the Fun in Key West podcast, host Michele O'Connor brings on Donzel Leggett, a Key West native and author of 'Make Your Destiny Happen.' Donzel shares his inspirational journey from growing up in Key West to becoming a global leader. He talks about the importance of taking charge of one's life, developing a life plan, and the value of self-improvement. This episode is filled with practical advice on how to stop letting life happen to you and instead make life happen for you. Denzel also discusses his upcoming book signing at Books and Books in Key West on December 11, 2025. Tune in to be inspired to dream big and make this year your best yet. 00:00 Welcome to Fun in Key West 01:26 Introducing Our Special Guest: Donzel Leggett 03:54 Donzel's Journey from Key West to Global Leadership 10:31 The Inspiration Behind 'Make Your Destiny Happen' 17:31 Taking Control of Your Life: Practical Advice 22:14 Creating Competitive Advantage 22:36 The Destiny Development Delta Model 24:14 Escaping the 9 to 5 25:34 Defining Personal Success 28:22 Navigating Life's Peaks and Valleys 29:17 The Importance of Self-Assessment 33:16 Sustaining Your Goals 35:19 Book Tour and Hometown Pride 38:33 Final Thoughts and Gratitude www.funinkeywest.com Check out his Book here Connect with Donzel Leggett: / donzelleggett / donzel.leggett.9 / destinydevdelta / donzel_leggett / @donzelleggett https://feeds.captivate.fm/make-your-... https://www.destinydevdelta.com/ https://www.makeyourdestinyhappen.com
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    43 mins
  • Exploring Key West: Lime, Crime, and Tour Adventures with Kim Stamps

    Exploring Key West: Lime, Crime, and Tour Adventures with Kim Stamps
    Jan 19 2026
    Exploring Key West: Lime, Crime, and Tour Adventures with Kim Stamps In this episode of the Fun in Key West podcast, host Michele O'Connor talks with Kim Stamps, a seasoned tour guide and business owner in Key West. They dive into Kim's unique journey from a finance graduate to operating popular tours in Key West, including the new Eyewitness True Crime Tour and Tart Tails Walking Tours. Kim shares about her experiences in the industry, the intricacies of starting and selling her first business, Up the Keys Tours, and the rich history and unique character of Key West. Listeners also get insights into what makes these tours special, along with some amusing anecdotes. The episode wraps up with some tips for visitors to Key West and a reminder that there's always time for limes and crime. 00:00 Welcome to Fun in Key West Podcast 01:26 Introducing Kim Stamps: A Journey of Adventure 05:18 The Challenges and Triumphs of Running a Tour Business 09:17 Eyewitness Crime Tour: Expect the Unexpected 18:38 Tart Tails Tour: A Sweet Slice of Key West History 20:54 Exploring Key Lime Pie Adventures 21:25 Combining Crime and Key Lime Pie Tours 23:04 Surprising Guests on Tours 24:41 Footwear for Walking Tours 25:54 Misconceptions About Key West Locals 27:43 Journey to Becoming a Tour Guide 29:21 Advice for Aspiring Tour Guides 32:00 Future Plans for Tours 33:48 Best Places to Eat in Key West 37:12 Final Thoughts and Custom Tours www.funinkeywest.com Book iWitness Crime Tour Here
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    40 mins
  • Exploring the Historic Key West Aquarium: A Dive into Tourism History

    Exploring the Historic Key West Aquarium: A Dive into Tourism History
    Jan 19 2026
    Exploring the Historic Key West Aquarium: A Dive into Tourism History In this episode of Fun in Key West, host Michele O'Connor takes listeners on a historical journey through the Key West Aquarium. Michele uncovers how the aquarium, built in the 1930s with the support of the Works Progress Administration, became the first open-air aquarium in the United States and a pivotal point in the transformation of Key West into a tourism hotspot. The episode covers the challenges faced over the years, including hurricanes and economic shifts, and highlights the aquarium's role in educating and captivating visitors with its marine life exhibits. Michele also provides practical tips for exploring the aquarium today and invites listeners to connect through the Fun in Key West community. 00:00 Welcome to Fun in Key West Podcast 01:28 Exploring the Key West Aquarium 03:53 The Birth of Key West Tourism 07:14 Challenges and Resilience 10:04 Modern Day Aquarium Experience 13:23 Historic Marker Monday and Community Engagement 15:42 Conclusion and Next Steps www.funinkeywest.com
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    17 mins