
easy
1.5–3 hours
Suitable for all fitness levels, including those with mobility challenges
Step beyond the tourist trail on a private walking tour through Old Town Key West. Discover historic landmarks, colorful streets, and insider stories led by a lifelong local guide.
In the heat-dappled streets of Old Town Key West, you step into a living mosaic where history, culture, and ocean breeze converge. This private walking tour invites you to move at your own pace through the island’s timeworn lanes, guided by a long-time local who knows the ebb and flow of the town like the tides themselves.

Carry water and plan your walk early or late in the day to avoid the strongest sun and stay comfortable.
Flat, supportive shoes are best for walking paved streets and uneven sidewalks around Old Town.
Communicate your preferred topics or must-see spots with your guide when booking for a tailored experience.
When the heat peaks or walking becomes tiring, hop on the air-conditioned Duval Loop bus with your guide to continue comfortably.
Key West thrived as a salvage port in the 19th century, with shipwrecks playing a central role in its economy and culture.
Local efforts focus on preserving coral reefs offshore and maintaining the historic fabric of Old Town through strict building codes.
Ensures comfort on paved streets and during humid conditions.
summer specific
Protects skin during outdoor walking under Florida’s strong sun.
summer specific
Keeps you hydrated throughout the tour in Key West’s warm climate.
summer specific
Useful during unexpected brief showers common in tropical weather.
summer specific