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Flea Markets in Key West, Florida

1 flea market found

About Flea Markets in Key West

Key West has a small but characterful flea and artisan market scene — fitting for an island city where space is at a premium and the vibe leans local and laid-back. With just one regularly operating market on record, the options here are more boutique than sprawling, so visitors should set expectations accordingly: this isn’t a warehouse-style swap meet with hundreds of vendors, but rather an intimate outdoor gathering with a distinctly Keys flavor.

The Truman Waterfront Market is the anchor of Key West’s market scene, running Thursday afternoons from 2 to 7 PM — making it a weekly ritual for locals and a pleasant detour for tourists. Reviewers highlight a mix of local artisans and food vendors, with fresh produce being a consistent standout. One visitor specifically called out local artist Jean-Paul’s work as memorable enough to regret not buying a painting on the spot. That said, recent reviews note the vendor count has dipped compared to past years, so the selection can feel limited depending on the week.

A few practical notes if you’re heading to the Truman Waterfront Market: parking is paid, and the signage apparently catches visitors off guard — one reviewer was stung with a $45 ticket after missing the pay-to-park sign. Arrive early, read the lot signage carefully, and bring cash just in case. The market wraps up by early evening, so a Thursday late afternoon visit pairs well with dinner elsewhere in Key West.

Map

Truman Waterfront Market
Truman Waterfront Market
Weech Way, Key West, FL 33040
65 reviews +1 305-731-3385

Common Questions

What is the best flea market in Key West, Florida?
The Truman Waterfront Market is the primary market option in Key West, featuring local artisans, food vendors, and a fresh produce stand. It has 65 reviews and runs Thursday afternoons from 2 to 7 PM.
What days are flea markets open in Key West?
The Truman Waterfront Market is open Thursdays only, from 2 to 7 PM. If you're visiting on any other day of the week, you'll want to plan around that single window.
Is parking free at Key West flea markets?
No — the Truman Waterfront Market has paid parking, and reviewers warn that the signage can be easy to miss. Check for pay-to-park signs as soon as you pull in to avoid a ticket.
Where can I find local art and artisans at Key West flea markets?
The Truman Waterfront Market features local artisan vendors, and at least one reviewer specifically highlighted local artist Jean-Paul as worth seeking out. Inventory varies week to week, so selection isn't guaranteed.
Are Key West flea markets indoors or outdoors?
The Truman Waterfront Market is an outdoor market, so it's weather-dependent. If rain is in the forecast on a Thursday, it's worth checking the market's current status before making the trip.