Key West Walking Tours with Up The Keys
Difficulty
easy
Duration
2–3 hours
Fitness Level
Suitable for all fitness levels; walking on paved surfaces with minimal elevation changes.
Overview
Step off the beaten path and get to know Key West’s rich history through private walking tours that reveal both its sunny heritage and shadowed secrets with Up The Keys.
Adventure Tips
Wear Comfortable Walking Shoes
Surfaces vary from brick sidewalks to uneven cobblestones; good footwear keeps you steady.
Bring Water and Sun Protection
Florida sun can be intense even on shorter walks, so stay hydrated and use sunscreen.
Plan for Evening Tours Accordingly
Haunted History tours often take place after dark; dress for cooling temperatures and bring a flashlight if allowed.
Reserve Your Private Tour in Advance
Private tours fill quickly, especially in high season—book early to secure your preferred time.
Local Insights
Wildlife
- Key West’s famous roaming chickens
- Occasional sightings of herons and ibis in nearby parks
History
Key West’s rise as a shipwreck salvage hub and naval base during the 19th century deeply shaped its unique culture and ghost stories.
Conservation
Efforts around Key West focus on protecting coastal wetlands and marine life, encouraging sustainable tourism to preserve the island’s fragile environments.
Frequently Asked Questions
Recommended Gear
Comfortable Walking Shoes
Necessary for steady footing on varied pavement and cobblestone streets.
Lightweight Rain Jacket
Useful for sudden Florida rain showers common in these seasons.
spring|summer|fall specific
Sunscreen
Protects skin during daytime tours year-round.
spring|summer|fall|winter specific
Small Flashlight
Handy for night tours on the Haunted History Walk if flashlight use is permitted.
all specific