A curated best-of loop, hand selected from our other Key West tours, with mapped route, short walks, and can’t-miss sights from Mallory Square to Southernmost Point.
Admissions not included.
Your purchase is for 30-day access to our self-guided cell-phone tour. Tickets or entry fees
for museums, historic sites, and other attractions are sold separately.
This is a hand-selected compilation of the best sights from our Key West tours, combined into one direct loop. Start at Mallory Square or Southernmost Point, then thread Duval Street, the Lighthouse, Hemingway House, and the waterfront museums without backtracking. The route is drawn from Treasures, Literary and Legends, and Southernmost Seaside and Serenity, so you get the greatest hits in one easy walk. Clear mapping keeps the pace simple while short stories add context at each stop. It is one of the easiest ways to see the classic sights to see in Key West in a single afternoon.
Highlights
Mallory Square — waterfront sunset plaza, learn how a casual gathering became the nightly show everyone comes to see.
Duval Street — sea-to-sea main drag, discover how each block flips from galleries and cafés to neon nights.
Southernmost Point — iconic 90 Miles to Cuba buoy, hear how rivalry and reinvention put this photo spot on the map.
Key West Lighthouse — 88 steps and island views, meet the keepers and learn why the beacon watches over Old Town.
Sloppy Joes Bar — lively Hemingway haunt, hear how the entire bar moved overnight and what stayed behind.
Hemingway House — author’s home and studio, discover how cats, routine, and island living shaped famous pages.
Audubon House and Tropical Gardens — elegant 1840s residence and gardens, learn how a wrecker’s fortune funded beauty that survives storms.
Captain Tony's Saloon — legendary bar with a past, hear the hanging-tree lore and the tales locals still whisper.
Butterfly Conservatory — tropical glasshouse with flamingos, discover how this island oasis took flight on Duval Street.
Mel Fisher Maritime Museum — treasure and shipwreck history, learn who found the Atocha and how the search changed Key West.
All this, plus additional "hidden gems," expertly brought to life through our virtual guides....with rich, vivid history, local stories, and unmatched knowledge you will not find elsewhere. Even better, no tipping required!
Distance: ~2.2 miles (3.5 km) • Time: Approx 2 hours • Stops: 10+ • Terrain: Mostly flat sidewalks
Shaded area = approximate tour area
What you’ll experience
GPS location tracking — see your current location on the map.
Virtual Tour Guides — Detailed narration at each stop & answers to common questions.
Vast local knowledge — history, legends, and insider spots.
Local weather updates — stay prepared as you explore outdoors.
A “Free Roaming” adventure — start anywhere, wander at your pace.
What exactly unlocks when I buy?
You’ll get the full tour map with hot-air balloon markers (our map pins), our suggested walking path for orientation, detailed stories and site info, narration, and tons of local tips. Your purchase gives you unlimited access for 30 days via a private link. It runs right in your mobile browser — no installs, no storage — just open and go.
How do I start the tour?
Open your private tour link on your phone and tap the compass icon on the map to show where you are. Simply walk to the nearest stop and tap its marker to start the story. Then just visit any other stops you like, in any order, at your own pace.
How does a SmartWalkTour differ from a traditional tour?
It’s your pace, your path. No buses or group schedules. No tour guide tipping. Explore freely with on-map markers, narration, and an optional suggested path for big-picture orientation. Pause for a café, browse a shop, and pick up where you left off anytime — your guide is always in your pocket.
Screenshots from an actual tour. (Key West example)
Swipe or scroll to see more →
Multiple tour stopping points. Start at any one, then tap the hot air balloon for detailed tour guide information.Virtual tour guides share rich stories at every stop, with Q&A and helpful links.Always know the local weather and plan your walk comfortably.Discover more tours nearby—walkable options to keep exploring.Four map styles, live GPS, and a suggested path you can toggle on/off.Helpful information is built in, plus links for even more detail.In app tips, FAQs, Local festivals and events. Maps show a wealth of detail, with public restroom locations.Direct links to attractions for hours, tickets, and more.
