Key West: Bahama Village & Hemingway Walking Tour

Summary

Walk Key West’s Bahama Village past the lighthouse and Hemingway’s stories

You’ll wander Key West’s Bahama Village with a local guide who knows every story behind those pastel streets. Step inside Hemingway’s house (watch for cats), climb the old lighthouse for wild island views, and pause outside legendary bars where music spills onto the sidewalk. It’s not just facts—it’s laughter, salt air, and small surprises that linger long after your walk ends.

What’s the experience like?

I didn’t expect to smell cigars on Petronia Street, but there it was — sweet and a little spicy, curling out of an old shop window as we wandered through Bahama Village. Our guide, Tomás, waved at someone across the street (everyone seemed to know him) and asked if we’d ever heard the island called the Conch Republic. I hadn’t. He grinned and told us about shipwrecks, smuggling, and how locals became “Conchs” — I still can’t say it right without laughing.

The Ernest Hemingway Home was next. The garden felt sticky-warm and green, with cats everywhere — one brushed my ankle while Tomás explained why Hemingway built that huge pool (apparently he lost a bet?). Inside, sunlight hit the old typewriter just so. I tried to imagine writing in that heat with all those cats around. It made me want to sit down for a minute, honestly.

We crossed Whitehead Street to the lighthouse. The steps up were steeper than I thought — my legs complained a bit, but when I reached the top, Key West spread out below in this messy patchwork of tin roofs and palms. The breeze up there tasted salty. Tomás pointed out the Green Parrot Bar (“best jukebox in town,” he said). We didn’t go in but could hear laughter drifting out as we passed by later; something about that place just felt alive even from outside.

I kept thinking about how everyone here waves or nods — like you’re part of some inside joke you don’t totally get yet. If you’re curious about Key West’s history or just want to walk slow with someone who knows every corner, this day trip through Bahama Village and Old Town really sticks with you long after you leave.

Step-by-step itinerary

Day 1 — Explore Key West history and landmarks

• Learn about the Conch Republic
• Discover Ernest Hemingway Home and Museum
• Visit Key West Lighthouse and Keeper's Quarters
• Pass by the historic Green Parrot Bar

Top questions

How long is the Key West walking tour?

The route covers about 1.4 to 1.8 miles at a moderate pace.

Is lunch included on this tour?

No lunch is included; food stops are not part of this itinerary.

What attractions are visited during the tour?

The tour includes Bahama Village, Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum, and passes by Green Parrot Bar.

Does the tour include hotel pickup?

No hotel pickup is included; guests meet at a designated location.

Are ponchos provided if it rains?

Yes, ponchos are provided if it rains during your walk.

Is this walking tour suitable for children or strollers?

Yes, infants and small children can ride in a pram or stroller during the tour.

Is public transportation available nearby?

Yes, there are public transportation options near the meeting point.

Where can I park for this Key West walking tour?

You can use the paid parking lot by the fire station at 616 Simonton St.

What’s included

Your day includes a guided small-group walk through Bahama Village and Old Town Key West with entry to both Hemingway’s home and the historic lighthouse—ponchos are handed out if it rains along the way, plus there’s space for bikes onsite if you need it.