easy
2–3 hours
Suitable for all fitness levels; moderate walking on paved streets.
Step into the lives of Ernest Hemingway and Jimmy Buffett with walking tours that reveal Key West’s rich literary and musical heritage. Discover authentic stories, iconic stops, and local flavors that make these tours a unique island experience.
These tours involve extensive walking on city streets and uneven sidewalks, so sturdy footwear is essential.
Florida’s sun can be intense; a hat, sunscreen, and sunglasses will keep you comfortable throughout the tour.
Carry water, especially during summer months when heat and humidity rise significantly.
Food stops are part of some tours, so notify guides ahead of time if you have dietary restrictions.
Key West’s layered history includes Cuban influences, literary heritage, and a vibrant music scene, all key elements shaping these tours’ narratives.
Tour operators encourage minimizing plastic use and respecting local flora, helping maintain Key West’s ecological and cultural integrity.
Provides support for extended walking through city streets and diverse terrain.
Protects your head and face from strong Florida sun during daytime tours.
summer specific
Keeps you hydrated throughout the tour, especially under warmer conditions.
all specific
Useful for sudden rain showers common during the warmer, wetter months.
summer|fall specific