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Explore Key West's Literary Roots with the Old Town Literary Walking Tour - Key West

Explore Key West's Literary Roots with the Old Town Literary Walking Tour

Key Westeasy

Difficulty

easy

Duration

1.5 hours

Fitness Level

Suitable for all fitness levels with minimal walking required

Overview

Discover Key West's rich literary history by following in the footsteps of Hemingway and more on this 90-minute guided walking tour through Old Town’s historic streets. Perfect for literature lovers and curious travelers alike.

Key West, Florida

Old Town Literary Walking Tour

$30 per person | Sunday & Wednesday | 90 minutes

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Adventure Photos

Old Town Literary Walking Tour photo 1

About This Adventure

Rates

General Admission - $30.00 Teachers & Librarians - $24 Students - $20

Need Valid ID at check in for teachers, students, and librarians

Duration

90 minutes

About

Join us every Friday & Sunday for the Old Town Literary Walking Tour, a stroll through downtown Key West, illuminating stories of writers that have called our island home. Inspired by David A. Kaufelt’s original literary walking tour, our new tour features the former homes and favorite haunts of writers, including Tennessee Williams, Shel Silverstein, Elizabeth Bishop, and Robert Frost, and highlights tales of our lesser-known local talent.

Tours commence in front of the Monroe County Public Library, 700 Fleming Street (between Elizabeth and William Streets) in Key West and last approximately 90 minutes. Please be on time and wear comfortable shoes.

Adventure Tips

Wear comfortable walking shoes

The tour covers cobblestone streets in Old Town, so sturdy, comfortable shoes will make your experience more enjoyable.

Bring a water bottle

Florida’s warm climate means staying hydrated during your 90-minute walk is important.

Check tour days in advance

The tour runs only on Sundays and Wednesdays; booking ahead ensures availability.

Arrive early to enjoy surrounding sites

Arrive 10-15 minutes early to explore nearby historic landmarks before the tour begins.

Local Insights

Wildlife

  • Key West’s signature six-toed cats
  • Various native seabirds like the white-crowned pigeon

History

Key West’s literary legacy is closely tied to Ernest Hemingway, who lived on the island during the 1930s, influencing his work and the island’s cultural identity.

Conservation

Key West promotes sustainable tourism by encouraging visitors to respect historical sites and minimize their environmental footprint while exploring Old Town.

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Adventure Hotspots in Key West

Frequently Asked Questions

Recommended Gear

Comfortable walking shoes

Essential

Essential for navigating Old Town’s uneven pavement and cobblestone streets.

Lightweight, breathable clothing

Essential

Stay cool in Key West’s warm, humid climate during the tour.

summer specific

Sun protection (hat, sunscreen)

Essential

Protect yourself from Florida’s strong sun while walking outdoors.

summer specific

Refillable water bottle

Essential

Important to stay hydrated in the subtropical environment.