Key West Florida: 1st Time Visitor Guide
If you’re dreaming of a tropical getaway filled with turquoise waters, rich history, and laid-back island vibes, Key West Florida is the perfect destination. As the southernmost point in the continental U.S., Key West is known for its vibrant sunsets, lively Old Town, and quirky charm that draws in visitors from all walks of life. This first-time visitor guide will help you make the most of your time in this island paradise.
Overview
Key West is part of the Florida Keys, a string of tropical islands stretching about 120 miles off Florida’s southern tip. It’s a small island, only about 4 miles long and 1 mile wide but it’s packed with character, color, and Caribbean-inspired culture. From Ernest Hemingway’s former home to snorkeling adventures in crystal-clear waters, Key West offers a unique blend of relaxation and adventure.
Photos
How to Get There
- By car: The most scenic way to reach Key West is by driving the Overseas Highway (US 1), a 113-mile stretch from mainland Florida that includes 42 bridges.
- By plane: Fly directly into Key West International Airport (EYW), with connections from Miami, Fort Lauderdale, Atlanta, and more.
- By ferry: Daily high-speed ferry services are available from Fort Myers and Marco Island via the Key West Express.
- By cruise: Key West is a popular stop on many Caribbean cruise itineraries. See cruise options.
Best Times to Visit
- Winter (Dec–Feb): Peak season, ideal weather (70s–80s °F), lively atmosphere.
- Spring (Mar–May): Warm temps and fewer crowds.
- Summer (Jun–Aug): Hot and humid with fewer tourists; great for deals.
- Fall (Sep–Nov): Risk of hurricanes but still a peaceful and scenic time to visit.
Best overall time: March to May offers a sweet spot with great weather and manageable crowds.
10 Best Things to Do
- Watch the Sunset at Mallory Square: Join the nightly celebration with street performers, food carts, and spectacular sunset views.
- Tour the Ernest Hemingway Home: Explore the famous writer’s residence and meet the six-toed cats that still live there.
- Visit the Southernmost Point Buoy: Snap a photo at the iconic landmark just 90 miles from Cuba.
- Snorkel or Dive at Dry Tortugas National Park: Take a ferry or seaplane to this remote park for coral reefs, shipwrecks, and Fort Jefferson.
- Bike Around Old Town: The best way to experience Key West’s historic district is on two wheels.
- Explore Duval Street: Lined with bars, shops, galleries, and restaurants, it’s the heart of Key West nightlife.
- Climb the Key West Lighthouse: For panoramic island views and a peek into maritime history.
- Go on a Sunset Sail: Relax on a catamaran or schooner as you glide into the horizon.
- Visit Fort Zachary Taylor Historic State Park: Enjoy a mix of history, beach time, and nature trails in one scenic spot.
- Try Key Lime Pie at Kermit’s: No visit is complete without tasting the island’s signature dessert.
- Bonus: See top visitor recommendations
Best Hikes (Beginner–Advanced)
While Key West is more about strolling and biking than traditional hiking, here are a few walking and light hiking opportunities:
- Fort Zachary Taylor Nature Trails (Beginner) – Short shaded trails through coastal hammock ecosystems near the beach.
- Key West Garden Club at West Martello Tower (Beginner) – Serene walking paths with native plants and ocean views.
- Little Hamaca Park Nature Trails (Easy) – A hidden gem with boardwalks and birdwatching opportunities.
For a bit more adventure, take a ferry to Dry Tortugas National Park for light hiking and exploring along historic fort walls and white sand beaches.
Similar Sights
Packing List
- My Amazon gear list
- Lightweight clothing (shorts, T-shirts, sundresses)
- Swimsuits and cover-ups
- Reef-safe sunscreen
- Water shoes or flip flops
- Sunglasses and sunhat
- Insect repellent (especially in summer)
- Waterproof phone case or dry bag
- Snorkel gear (or rent locally)
- Reusable water bottle
- Light rain jacket (especially in summer/fall)
Where to Stay
Things to Know Before You Go
- Parking is limited: If driving, be prepared for pricey or limited parking options.
- It’s very walkable: You won’t need a car once you’re in Old Town—bikes or scooters are ideal.
- Tropical weather: Stay hydrated, wear sunscreen, and prepare for pop-up rain showers.
- Local etiquette: Relaxed island vibes rule, but be respectful of local rules and wildlife.
- Plan in advance: Key West books up fast in high season! Reservations for tours and accommodations are recommended
Plan Your Trip
Final Thoughts
Key West Florida is one of those rare places where time slows down and life feels lighter. Whether you’re sipping margaritas by the water, diving into shipwrecks, or watching the sun melt into the Gulf, this quirky, colorful island will stay with you long after you leave. Use this guide to plan a memorable first-time trip, and don’t be surprised if you find yourself already dreaming about coming back.
