Key West
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Best Time to Visit: November–April
Ideal Trip Length: 1–3 days
Parking: Limited; walking recommended
Vibe: Laid‑back, historic, tropical
Overview
Key West is a vibrant island city known for its tropical atmosphere, historic streets, lively nightlife, and colorful Conch culture. Visitors come for the sunsets, the food, the water activities, and the relaxed “come as you are” spirit that makes the island feel like a world of its own. Whether you are exploring Duval Street, visiting historic homes, or enjoying the ocean breeze, Key West offers a carefree and unforgettable Florida experience.
Highlights
- Duval Street dining, bars, and shops
- Southernmost Point landmark
- Ernest Hemingway Home & Museum
- Sunset Celebration at Mallory Square
- Crystal‑clear waters and coral reefs
Things to Do
Historic & Cultural
- Tour the Hemingway Home and meet the six‑toed cats
- Visit the Key West Lighthouse
- Explore the Truman Little White House
Outdoor & Water Activities
- Snorkel or dive at nearby reefs
- Take a sunset sail or dolphin cruise
- Relax at Fort Zachary Taylor Beach
Local Experiences
- Walk Duval Street for food, music, and nightlife
- Enjoy the nightly Sunset Celebration at Mallory Square
- Try Key Lime Pie from a local bakery
Pegasus Insider Tips
- Walking or biking is the easiest way to get around.
- Sunset cruises fill quickly — book early during peak season.
- Visit popular spots early in the day to avoid crowds.