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Urban Hiking Adventures
Explore More On Foot



9 Best Things to Do Near the Quiet End of Duval Street in Key West (Walkable Old Town Itinerary)
Explore the quieter side of Duval Street with this walkable Old Town Key West itinerary. These 9 must-see stops — from the Southernmost Point Buoy to hidden gardens and beaches — are all within an easy stroll and perfect for a day without a car.
nancy9487
Apr 56 min read


Find the Fun on Foot: A Walkable Tour of Key West's Hotels with Live Music
Discover walkable Key West hotels with live music, pool bars, and easy access to Duval Street. This self-guided hotel-hopping walking tour highlights the best hotels and inns offering events open to the public in downtown Key West. This tour is perfect for exploring on foot and finding the fun without a car.
nancy9487
Feb 155 min read


Key West Farmers Markets: Weekly Schedules, Locations & Tips
Explore Key West farmers markets with this complete guide. Find weekly markets, locations, hours, parking tips, and additional information on each market.
nancy9487
Feb 75 min read


Ultimate Guide to Florida Keys Farmers Markets & Flea Markets
Discover the best Florida Keys farmers markets and flea markets, including Key West, Upper, Middle and Lower Keys. Find weekly markets, locations, hours & details.
nancy9487
Jan 296 min read


Coolest Bars in Key West - Best Pub Crawl
Featuring some of the best bars in Key West, this bar crawl takes you to cool and fun bars off the beaten path.
nancy9487
Mar 5, 20253 min read


Pigeon Key Walk - 4 Mile Hike
Pigeon Key - A Hidden Gem! The Pigeon Key hike is a unique experience! This spot used to be Henry Flagler's work camp during the construction of the overseas railroad. I highly recommend taking the tour when you're on the island. You'll pick up a ton of history about that era and get a sense of what life was like for the workers back then. It’s $15 per person if you walk over the bridge. If you’d rather take the train, it’ll cost you $28 per person. Of course, I suggest you w
nancy9487
Jan 31, 20252 min read


Key West Resort Row Walk - 3.25 Miles
Casa Marina Resort on Resort Row I like to call this adventure the Resort Row Walk because you'll pass by some amazing resorts in the first half of the route. Start your walk near the pickleball courts and Harvey Rest Beach Park—there's lots of free parking around there. The first resort you'll come across is Casa Marina, right at the corner of Reynolds and Seminole Street. Henry Flagler built it back in 1920, and it's been a hotspot for US Presidents and Hollywood stars ever
nancy9487
Jan 30, 20252 min read


Key West Historic District & Cemetery Walk - 3.3 Miles
Truman Annex featuring Beautiful Key West Homes This walk is a fun way to get to know the downtown area of Key West. You'll hit some of the island's top tourist spots, wander through the quieter neighborhoods, and check out the one-of-a-kind Key West cemetery. The best place to kick off your walk is definitely Mallory Square. During the day, it's pretty quiet, and you'll probably spot a couple of cruise ships. But as sunset approaches, the place turns into a lively carnival s
nancy9487
Jan 27, 20252 min read


Key West's Best Waterfront Walk - Smathers Beach
There's nothing like popping in your earbuds and going for a walk! This is my favorite hike in Key West. Most of the walk has amazing ocean views. This out-and-back route is just over four miles and is sure to refresh your soul. Stunning water views on this Key West walk! You can park for free at the start of the route, just south of Seaside Drive on Jimmy Buffett Memorial Highway, heading towards Smathers Beach. You'll spot parking spaces on the waterside. Kick off your walk
nancy9487
Jan 19, 20252 min read
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