🌴 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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Key West in October: Weather, Water Activities, and What to Expect for Fantasy Fest
2026/10/11
Key West in October: Weather, Water Activities, and What to Expect for Fantasy Fest
Michele hosts the "Fun in Key West" live show focused on visiting Key West in October, explaining three distinct periods: before Fantasy Fest, during the 10-day Fantasy Fest (Oct 16–25, 2026), and the quieter days after. She covers typical October weather (mid-80s highs, mid-70s lows), warm water around 80–82°F, potential wind and passing storms, and the need for flexible travel plans and insurance due to hurricane season. She highlights water activities (snorkeling, sunset cruises, sandbar trips, kayaking, paddleboarding, glass-bottom boats) and notes sunshine doesn't mean calm seas. Events discussed include the Lower Keys Rotary Fall Festival, Burgers and Buffett Tunes, Reef Fest (Key Largo), Southernmost Half Marathon, Walk on White, and Fantasy Fest features like Goombay Festival, Artisan Market, Zombie Bike Ride, Pet Masquerade, street fair, Grand Parade, and Children's Day, stressing public nudity is illegal though body painting and revealing costumes occur in designated areas.
00:00 October in Key West
03:49 Weather and Hurricanes
07:13 Best Water Excursions
11:09 Before Fantasy Fest
12:04 Early October Events
14:54 Fantasy Fest Explained
16:45 Nudity and Family Tips
18:26 Fantasy Fest Highlights
24:03 First Timer Survival Guide
26:44 After Fantasy Fest
27:38 Shows and Cooking Classes
31:23 Markets and Weekly Fun
35:02 Rapid Fire October FAQs
37:42 Wrap Up and Trip Timing
39:22 Final Thanks and Sign Off
www.funinkeywest.com/conch
https://funinkeywest.com/key-west-in-october/
Mikki Bennett on Writing the Florida Keys Romance Series
2026/09/26
Miki Bennett on Writing the Florida Keys Romance Series as Therapy and the Inspiration Behind Runaway to the Keys
On the Fun in Key West podcast, Michele O'Connor interviews Charleston-based author and artist Miki Bennett, September book club pick author of Runaway to the Keys. Bennett explains she never planned to write until a doctor urged her to share her and her daughter's medical experiences; unable to write a memoir, she turned it into fiction, launching the Keys to Love series. She describes why the Florida Keys inspire her (Caribbean feel, clear water, relaxed, friendly culture) and how characters often earn their own books after she finishes each story; she wrote her first novel in 30 days and ultimately created five novels and two novellas. They discuss Skylar's theme of choosing your own path, her writing routine, travel's impact, her Camping in High Heels series, a brain injury that paused her writing, future books, favorite Keys spots, and where to find her online.
00:00 From Nonwriter to Fiction
00:40 Meet Miki Bennett
02:50 Why the Florida Keys
04:10 Water Island Vibes
05:18 African Queen Spotlight
06:04 Keys to Love Origin Story
08:50 Building a Book Series
09:44 Writing as Therapy
12:34 Skylar Choosing Her Path
14:55 Garrett and Love Themes
16:10 Real Keys in Fiction
17:28 Rapid Fire Favorites
19:40 Camping in High Heels
21:16 Key West Series Tease
21:33 Wild Travel Mishaps
23:06 Writing From Real Life
23:52 Art After Injury
25:30 Next Books In The Keys
26:25 How Travel Changes You
28:14 Family Vacation Planning
30:04 Keys Rapid Fire Favorites
33:51 Mallory Square Must Do
35:44 Mosaic Sea Turtle Brand
36:38 Where To Find Miki
37:47 Final Thanks And Wrap
www.funinkeywest.com/africanqueen
Key West's Old Coca-Cola Bottling Court and the Rumor of Rainwater Coke
2026/09/20
Historic Marker #65: Key West's Old Coca-Cola Bottling Court and the Rumor of Rainwater Coke
Michele O'Connor explores Key West Historic Marker #65 at 103 Simonton Street, tracing one site's many lives and how they reflect Key West history. The original building was destroyed in the Great Fire of 1886, which burned about 12 hours, destroyed over 200 buildings across 50 acres, devastated the cigar industry, and may have been linked to tensions around the Cuban Independence Movement. A hardware store rose on the lot by 1892, followed by Jack and Rosa Williams' Jack's Saloon in 1914. In 1923 the building became a Coca-Cola bottling plant, with a local rumor that the Coke may have used cistern-collected rainwater, reflecting Key West's historic freshwater scarcity. The episode also notes reusable deposit glass bottles, the contour bottle, and how the 1938 Overseas Highway made local bottling unnecessary; later uses included offices, clothing stores, liquor distribution, and a key lime pie factory.
00:00 Key West Coke Legend
00:43 Welcome and Setup
02:15 Great Fire of 1886
03:42 Rebuilding and Hardware Era
04:49 Jacks Saloon Days
05:29 Coca Cola Arrives
07:16 Rainwater Cistern Rumor
08:32 Bottles Reuse and Design
09:54 Overseas Highway Changes
11:09 Many Lives of One Building
12:15 Marker Wrap Up and Question
12:58 Final Sign Off
Before the Treasure: The Navy Storehouse Behind the Mel Fisher Maritime Museum
2026/09/13
Before the Treasure: The Navy Storehouse Behind the Mel Fisher Maritime Museum
Michele O'Connor explores the history of the building at 200 Green Street—now the Mel Fisher Maritime Museum—focusing on its earlier life as a U.S. Navy storehouse. Planned in 1902, built from 1908–1910 for $54,791, it was among Key West's most technologically advanced structures, featuring a steel frame constructed by the Penn Bridge Company. The episode explains Key West's strategic naval importance, the working waterfront of the early 1900s, and the role of coal in fueling steam-powered vessels as navies began shifting toward oil and diesel. After 1970s military cutbacks, the property moved to the GSA; Mel Fisher leased it in the early 1980s, purchased it in 1987, and the museum acquired it in 2000. The building's strength supports heavy artifacts and conservation tanks, making it part of the story it now preserves.
00:00 Treasure Building Teaser
00:20 Podcast Welcome Setup
01:32 Meet the Museum Building
02:09 Navy Storehouse Origins
03:37 Why Key West Mattered
04:30 Steel Frame Innovation
05:29 Coal Steamship Era
07:19 Waterfront Transformed
08:19 Sponsor Flora Days
09:21 From Navy to Mel Fisher
10:34 Built for Heavy Artifacts
11:34 Building Is the Exhibit
12:50 Final Takeaway Outro
https://funinkeywest.com/floridays/
Unusual and Unique Things to Do in Key West
2026/09/13
Unusual and Unique Things to Do in Key West (Thursday Night Live)
Michele hosts the Fun in Key West Thursday Night Live show and invites viewers to share unusual Key West experiences beyond staples like Duval Street, Mallory Square sunset, the Southernmost Point, and key lime pie. She recommends exploring Truman Annex, including the Truman Little White House white-glove tour, historic markers, and Art & Historical Society walking tours; and watching Friday sunset from the US Coast Guard Cutter Ingham with 1940s music and drinks. Other ideas include rolling a die for happy-hour cocktail pricing at General Horseplay, taking key lime pie-making classes at the Key West Key Lime Pie Company, attending Key West Cooking Show demonstrations and cocktail classes (with Bar One), touring iWitness True Crime (real crimes, 17+), visiting Robert the Doll, exploring West Martello's gardens, visiting Nancy Forrester's Secret Garden parrot sanctuary, seeing rescued birds at the Key West Wildlife Center and animals at the Sheriff's Animal Farm, taking alternative sunset options (Fort Zachary Taylor, sails, sandbar charters), and biking with local guide Lloyd.
00:00 Welcome and Theme Song
01:49 Why Go Beyond Duval
03:55 Explore Truman Annex
07:36 Sunset on the Ingham
08:59 Dice Roll Happy Hour
10:40 Make Your Own Key Lime
12:42 Cocktail Classes and Rum
14:14 True Crime Walking Tour
16:06 Robert the Doll and Forts
18:41 Secret Garden Parrots
20:09 Alternative Sunsets
22:10 Wildlife Rescues and Bike Tour
24:15 Wrap Up and Next Week
www.funinkeywest.com/crime
www.funinkeywest.com/unusual things to do in Key West
The San Carlos Institute: Key West's "House of Cuba" on Duval Street
2026/09/06
The San Carlos Institute: Key West's "House of Cuba" on Duval Street
Michele O'Connor of the Fun in Key West podcast tells the story of the San Carlos Institute at 516 Duval Street, a pivotal site for Cuban exiles and Cuba's independence movement. Founded in 1871 on Ann Street by leaders José Dolores Pollo and Juan Maria Reyes and funded largely by Cuban cigar workers, it became an early bilingual, integrated school teaching in English and Spanish. José Martí addressed a major gathering there on January 3, 1892, urging unity that helped lead to the Cuban Revolutionary Party, and he called it "La Casa Cuba." The institute celebrated Cuban independence on May 20, 1902, survived fires, hurricanes, and collapse, was rebuilt with $80,000 from the Republic of Cuba and architect Francisco Centurion, closed in 1973 after condemnation, then was restored and reopened in January 1992. Today it operates as a free-admission museum, library, gallery, theater, and educational space.
00:00 Duval Street Mystery
01:19 Sponsor Key West Food
02:01 Meet San Carlos
03:11 Origins on Ann
04:16 Bilingual School Firsts
05:28 Marti Unites Exiles
07:28 Independence Celebration
08:12 Fire Hurricane Rebuilds
09:53 Politics Closure Collapse
10:55 Restoration Comeback
11:51 Visit San Carlos Today
12:22 Why It Matters
13:31 Wrap Up and Subscribe
www.funinkeywest.com/foodtour
Key West in September: Weather, Crowds, and Can't-Miss Events
2026/09/06
Key West in September: Weather, Crowds, and Can't-Miss Events
The host explains why September can be an overlooked but rewarding time to visit Key West: summer crowds are gone, the island is quieter, and you may find lodging deals, though some businesses close so visitors should check schedules. They address hurricane season expectations, noting heat (highs around 89–90°F), frequent but typically brief showers, and the need for flexible plans, refundable bookings, and possibly travel insurance. Suggestions include wandering less-busy streets, the historic seaport and Bahama Village, visiting galleries, historic sites (Hemingway House, Truman Little White House, Audubon House), and trying activities like snorkeling, food tours, sunset sails, and the Dry Tortugas (which books ahead). Featured September events include Women's Fest, Just a Few Friends (Jimmy Buffett celebration), Brew Fest, First Fridays on Fleming, the Barbecue Rib Battle, Monday night jazz jams, Walk on White, Comedy Key West, Happy Hour with the Historian, and other regional activities.
00:00 September Trip Question
01:09 Show Intro And Theme
02:40 September Island Vibe
04:53 Weather And Hurricanes
10:04 Wandering And Local Spots
14:21 Try New Experiences
15:18 September Events Guide
21:46 How To Plan Your Days
24:17 Who Should Visit
26:29 Wrap Up And Resources
https://funinkeywest.com/key-west-in-september/
Winging It in Key West: Trip Recap, New Favorites, and Classic Tours
2026/08/30
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
The Sawyer-Navarro House: The Key West Mansion That Moved
2026/08/28
The House That Moved: The Sawyer-Navarro House's Key West Adventure
Michele O'Connor shares the story of the Sawyer-Navarro House, a two-and-a-half story classic revival home now at 426 Elizabeth Street in Key West that originally stood at Duval and Fleming. Built for master ship carpenter and businessman John T. Sawyer after the Great Fire of April 7, 1886 destroyed his first mansion, the rebuilt home reflected Sawyer's wide-ranging ventures, including ship-related businesses, banking, city service, and operating the steamboat City of Key West with service to Baltimore. As Duval Street became more commercial, Sawyer sold the property in 1912 for a planned Kress five-and-dime store site, and the entire house was moved to Elizabeth and Fleming. Daniel and Eva Navarro later bought it; Daniel built an automobile business, and the family kept the home for 70 years. The house was added to the National Register of Historic Places in 1970.
00:00 A House That Moved
03:09 Meet the Sawyer Navarro
04:11 John Sawyer Builder Extraordinaire
04:19 Great Fire of 1886
07:12 Duval Street Turns Commercial
08:10 Moving a Mansion in 1912
09:00 Navarro and the Auto Era
10:16 What the House Witnessed
11:25 Walk the Story Yourself
12:38 Historic Status and Key Takeaway
13:21 Wrap Up and Subscribe
www.funinkeywest.com/ghost
Ridley House: Richard Kemp, the Rarest Sea Turtle, and a Key West Legend
2026/08/23
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 dealer, merchant, fisherman, and amateur naturalist, helped introduce Key West sponges to the New York market, contributing to the rise of the late-1800s sponge industry. Around 1880 he identified an unusual sea turtle later recognized as the Kemp's ridley, described by the National Park Service as the rarest sea turtle species. After the Great Fire of 1886 destroyed the original home, Kemp rebuilt in 1888; ship carpenter John Sawyer constructed the Bahamian-architecture house. The episode also recounts local legend of caretaker "Mr. Mosby," buried treasure, and possible hauntings, and includes sponsorship mentions of Key West Food Tours.
00:00 Turtle House Teaser
02:08 Meet Ridley House
03:23 Kemp Family Roots
04:27 Richard Kemp Origins
05:19 Sponges Become Business
07:23 Kemps Ridley Discovery
09:04 Great Fire Rebuild
10:38 Ghost And Treasure
13:05 Ridley House Today
14:50 Walk Slower Outro
www.funinkeywest.com/foodtour
From Jimmy Buffett to 25 Tropical Crime Adventures with Chip Bell
2026/08/05
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.
Dani Hoy on Trop Rock, Island Life, and the Old Stone Church in Key West
2026/08/02
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
Key West Easter Eggs at Disney's Old Key West Resort: Exploring Conch Flats
2026/07/19
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
Key West in July: Key Lime Festival, 4th of July, Hemingway Days & Lobster Mini Season
2026/07/06
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
Nick Shuck on The Green Flash at Sunset: Reinvention, Key West Grit, and Hope
2026/06/21
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 his background as a Pensacola senior English teacher, tour company owner (Emerald Coast Tours), father, and writer inspired by Hemingway, and explains he began the novel from its ending, sparked by watching Mallory Square street performers. He describes the green flash as a metaphor for chasing dreams despite risk and uncertainty, talks about crafting four central characters and Key West as an essential setting with layered history, and addresses reader reactions to the book's darkness as honesty about the world. The episode also spotlights sponsor Cruises and Tikis of Key West and mentions Key West Island Books.
00:00 Welcome to Fun in Key West
01:26 June Book Club Preview
03:13 Meet Author Nick Shuck
04:30 Nick's Origin Story
08:06 Cruising Tikis Sponsor Break
09:32 How Green Flash Began
12:53 Meaning of the Green Flash
16:37 Key West as Reinvention
21:07 Seeing Places in Layers
24:29 Meet Janet and Her Fight
27:11 Dark Stories Hopeful Endings
31:23 Writing Without an Outline
33:14 Endings and Lessons Learned
35:36 Writing Is Showing Up
37:17 Starting Emerald Coast Tours
38:50 Segway Tours Spark
40:44 Pub Tours Drunk History
42:07 Characters Walk Into Bar
43:22 Reinvention And Past
46:16 What Readers Should Feel
48:42 Next Projects And Research
51:06 Key West Favorites Rapid Fire
54:49 Coffee Rum And Local Tips
59:44 Thanks Sponsors And Wrap
01:02:40 Final Outro And Call To Action
https://emeraldcoasttours.net/
https://bookshop.org/shop/PanhandleBooks
Podcast reviews
Read Fun in Key West Podcast podcast reviews
4.7 out of 5
11 reviews
★★★★★
Matt Bruner 2026/06/18
KW’s most informative and motivational podcast
Like Michele, I have a passion for not just the current vibe of Key West, but the history and culture that has built the foundation of this beautiful ...
★★★★★
Sagamore Dan 2023/01/02
Great show
We just got back from Key west I wish I had found this before we left
But it is nice to relive our trip and plan for the next one
★★☆☆☆
Dominic Hendryx 2022/05/18
Host is awful podcast root canal
She isn’t naturally good at interviewing. These conversations should be fun, smooth, and easy. For the love of gawd, you’re talking about Key West. I...
★★★★★
AbbyOC 2020/01/19
Great info!!!!!!!
Such great information!!!! Thank you! Keep them coming!!!!!
★★★★★
Fionas Dad 2018/10/23
Awesome!
Really enjoying this so far! Very informative!! Can’t wait to hear future shows! 👍🏼👍🏼