About this episode

Michele O'Connor shares an insider's guide to experiencing Key West as a couple, highlighting iconic and unique activities.

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 cruises (Fury's Commotion on the Ocean, Flora Days, and Danger's Wind and Wine Sail), and Duval Street strolling—with unique options like ghost tours, cocktail classes, jet ski tours, kayaking, and private sandbar charters with Make It So Charters. Additional highlights include the Butterfly and Nature Conservatory (including flamingo meet-and-greets), Fort Zachary Taylor, Dry Tortugas, West Martello Tower, Hemingway Home, Truman Little White House, Audubon House, Rodriguez Cigars, Key West Island Bookstore, and date ideas like brunch, dessert stops, and wine at Vino's. The episode is sponsored by Key West Food Tours, promoting multiple tours and emphasizing booking ahead, staying hydrated, wearing comfortable shoes, avoiding driving, and planning one main activity per day. 00:00 Welcome to…

People in this episode

Host: Michele O'Connor

Topics covered

• couples activities
• Key West travel
• food tours
• sunset experiences
• unique date ideas

Keywords

• Key West
• couples guide
• food tours
• sunsets
• date ideas
• activities
• travel

Sponsors

Key West Food Tours

Mentioned in this episode

Organizations: Make It So Charters

Products: Fury's Commotion on the Ocean, Flora Days, Danger's Wind and Wine Sail

Places: Key West, Mallory Square, Duval Street, Butterfly and Nature Conservatory, Fort Zachary Taylor, Dry Tortugas, West Martello Tower, Hemingway Home, Truman Little White House, Audubon House

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• Historic Marker Monday: Truman's Little White House (Marker #59) in Key West · June 21, 2026 · 22 min
• Wreck Ashore: How Key West Wreckers Built a Fortune · June 14, 2026 · 30 min
• Key West in June: Weather, Packing Tips, Events, and a 3-Day Itinerary · June 6, 2026 · 28 min

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