
Whitehead Street
A charming street in Key West's Old Town, famed for the Hemingway Home, historic houses, and unique local art.

Highlights
Must-see attractions
Social
From TikTok & Reddit
Best Time
Fewer crowds, perfect for photos

Whitehead Street
Best Time
Fewer crowds, perfect for photos

Highlights
Must-see attractions
A charming street in Key West's Old Town, famed for the Hemingway Home, historic houses, and unique local art.

🚶♀️ Walk the Street
Best explored on foot to appreciate the historic homes and unique art. :athletic_shoe:
📸 Photo Opportunities
Decorated houses and charming architecture make for great photos. :camerawithflash:

Quick Facts
Highlights
Discover the most iconic attractions and experiences

Hemingway Home & Museum
907 Whitehead Street
Step into the world of Ernest Hemingway and meet his famous six-toed cats.

Audubon House & Tropical Gardens
14 Whitehead Street
Explore a beautifully preserved 19th-century home and lush tropical gardens.

Sidewalk Art Cabinet
Whitehead Street
Discover unique Key West-themed cards sold on an honor system from a charming cabinet.

Moondog Bakery & Cafe
823 Whitehead Street
Enjoy craft cocktails, delicious food, and Key West ambiance with a great happy hour.
Plans like a pro.
Thinks like you
Planning Your Visit
Embrace the Stroll
Key West Charm
Best Times
Insider Tips
from TikTok, Instagram & Reddit
🚶♀️ Walk the Street
Best explored on foot to appreciate the historic homes and unique art. :athletic_shoe:
📸 Photo Opportunities
Decorated houses and charming architecture make for great photos. :camerawithflash:
🎨 Discover Local Art
Look for the honor-system art cabinet for unique souvenirs. :moneybag:
🍹 Happy Hour
Moondog Cafe offers great deals from 4:30-6:30 PM daily. :cocktail_glass:
Tips
from all over the internet
🚶♀️ Walk the Street
Best explored on foot to appreciate the historic homes and unique art. :athletic_shoe:
📸 Photo Opportunities
Decorated houses and charming architecture make for great photos. :camerawithflash:
🎨 Discover Local Art
Look for the honor-system art cabinet for unique souvenirs. :moneybag:
🍹 Happy Hour
Moondog Cafe offers great deals from 4:30-6:30 PM daily. :cocktail_glass:
🐾 Dog-Friendly Strolls
A beautiful walk for you and your furry friends. 🐕
What Travellers Say
Reviews Summary
Whitehead Street is celebrated for its charming historic homes, particularly the iconic Hemingway House with its famous cats. Visitors love the unique local art, the relaxed atmosphere, and the opportunity for a beautiful stroll. Some find parking challenging and note that certain attractions can be pricey.
What People Like
What People Dislike
Frequently Asked Questions
🚇 🗺️ Getting There
Whitehead Street is located in the heart of Old Town Key West. If you're already in Key West, it's easily accessible by walking, biking, or a short taxi/rideshare. Many visitors enjoy strolling down from the Mallory Square area.
Parking can be challenging in Old Town Key West. There are some metered street parking spots, but they fill up quickly. Consider parking further away and walking or using a bike rental.
Absolutely! Whitehead Street is centrally located and within walking distance of many popular spots like the Hemingway Home, Mallory Square, and Duval Street.
While Key West doesn't have extensive public bus routes, you can use the local Conch Tour Train or hop-on hop-off trolleys, which often have stops near Whitehead Street.
The most enjoyable way to experience Whitehead Street is by walking. This allows you to appreciate the historic architecture, stop at cafes, and discover unique art installations at your own pace.
🎫 🎫 Tickets & Entry
No, walking along Whitehead Street itself is free and open to the public. However, attractions like the Hemingway Home and Audubon House require separate admission tickets.
Attraction hours vary. The Hemingway Home is typically open daily from 9 AM to 5 PM. The Audubon House hours are also generally daily from 9:30 AM to 4:30 PM. It's always best to check their official websites for the most current information.
Admission to the Hemingway Home and Museum typically costs around $17-$18 for adults. Prices can change, so it's recommended to check their official website for current pricing.
While the main historical homes have admission fees, simply strolling down Whitehead Street, admiring the architecture, and discovering the honor-system art cabinet are free experiences.
For popular attractions like the Hemingway Home, purchasing tickets in advance online can save you time, especially during peak tourist seasons.
📸 📸 Photography
The Hemingway Home with its famous cats, the colorful facades of historic houses, and the unique sidewalk art cabinet are prime photo opportunities. The Audubon House gardens also offer beautiful shots.
Photography is generally allowed inside the Hemingway Home, but often without flash to protect the artifacts. Be sure to check the museum's specific guidelines upon arrival.
Late afternoons offer beautiful golden hour light, casting a warm glow on the historic buildings. Weekday mornings are also great for fewer crowds and softer light.
While general street photography is fine, be mindful of private residences and always ask permission before photographing individuals. Inside museums, follow their specific photography rules.
Yes, the six-toed cats are a major draw, and visitors are encouraged to photograph them. They are often quite relaxed and accustomed to visitors.
🍽️ 🍽️ Food & Dining
Moondog Bakery and Cafe is a popular spot on Whitehead Street known for its food, cocktails, and happy hour. Other cafes and restaurants are also within easy walking distance in Old Town.
Moondog Bakery and Cafe offers a great ambiance and food, likely including coffee and breakfast items. Exploring nearby streets will reveal more charming cafes.
You'll find a variety of options, from casual cafes and bakeries to restaurants offering local Key West cuisine and international flavors.
Yes, Moondog Bakery and Cafe has a daily happy hour from 4:30 PM to 6:30 PM with specials on small plates and drinks.
While some establishments can be pricier, looking for cafes with grab-and-go options or checking out happy hour specials can offer more budget-friendly choices.
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Social
from TikTok, Instagram & Reddit