Top Key West Travel Tips for an Unforgettable Island Getaway

Key West is one of our favorite destinations to visit whenever we get the chance. There’s something magical about the town at the end of the road, and the drive itself is spectacular. Plan extra time for scenic stops along the way—each key has its own character and surprises.

When driving to Key West, keep an eye out for dolphins swimming near the causeways. On every trip we’ve taken, we’ve spotted at least a few dolphins playing in the water alongside the road—it’s a delightful start to the journey.

Key West Travel Tips over kayaks next to palm trees on the beach

TL;DR: Short on time? Here are top recommendations:
🏨 Hotels and vacation rentals
📍 Tours

Key West Travel Tips

If you’re driving from Miami to Key West, don’t rush—there are so many memorable stops along the Overseas Highway. Enjoy the drive, explore the smaller keys, and take advantage of viewpoints and local eateries.

What to buy – Key lime products, conch shell souvenirs, and nautical keepsakes like sunken treasure replicas.

What to eat – Key lime pie in all forms: traditional slices, pie on a stick, and jars of pie filling. Key lime is the local specialty—embrace it.

Exterior of the Hemingway house with palm trees and tropical plants

Places to visit:

Key West offers a wide range of activities and attractions. Consider booking a guided tour to learn about the area’s maritime history, marine life, and local culture.

Visit the Ernest Hemingway Home to see the historic house and meet its famous polydactyl cats—an entertaining and unique stop for animal lovers and literary fans alike.

Walk through the Key West Butterfly and Nature Conservatory to experience a tranquil, colorful environment filled with butterflies and tropical plants.

Explore the Mel Fisher Maritime Museum to see artifacts recovered from shipwrecks and learn about the region’s rich seafaring past.

Sample as much Key lime pie as you can—it’s a must.

Watch the sunset celebration at Mallory Square, where street performers and vendors create a lively evening atmosphere.

Stroll Duval Street to browse shops, galleries, and bars. The street offers everything from casual souvenir shops to sophisticated art galleries.

Visit the Southernmost Point buoy for a classic photo opportunity marking the southernmost point of the continental United States.

There are countless things to do in Key West, and you can easily spend several days exploring the island’s museums, beaches, restaurants, and nightlife.

For outdoor adventure, try kayaking in the Florida Keys. Paddling through clear waters and mangrove channels is a peaceful way to see marine life and coastal scenery.

canon in the square near the maritime museum

Further reading and related articles

Learn more about nearby attractions and experiences to extend your Key West itinerary:

  • Top things to do at Dry Tortugas National Park — an unforgettable day trip by ferry or seaplane.
  • Best beaches in the Florida Keys — find secluded sand and crystal-clear water for swimming and snorkeling.
  • Romantic getaways in Florida — ideas for couples looking to explore beyond Key West.
  • National parks in Florida — other protected natural areas worth visiting during your trip.
  • Bioluminescent kayaking — a magical nighttime paddling experience in the region.

If you need a place to stay in Key West, consider hotels and boutique properties around Old Town or near Duval Street for easy access to dining, nightlife, and attractions.

Key West is easy to explore on foot, bike, or scooter. Whether you’re after relaxation, history, outdoor adventure, or lively evenings, the island delivers a distinct, laid-back Florida vibe that keeps visitors coming back.