Curry Mansion
Nestled among the historic homes of Caroline Street, this superb example of Queen Anne-style architecture was once the home of Florida's first millionaire. These days, the mansion is an antique-filled inn that visitors can tour.

Historic Seaport District
Also known as the Key West Bight, the Historic Seaport District was once the place where the shrimp boats docked. The harbor area was renovated and given its "historic" title in the 1990s, though a lot of people still know it as the Bight. Most of the sunset-cruise sailboats and dive boats berth there. A stroll through the small area will uncover a variety of shops, bars and coffeehouses.

Key West Cemetery
This is a must-do: It offers a quirky peek at the city's history. The cemetery is serene and a bit scruffy, with the graves sitting aboveground in stone-encased caskets (the island's geology can't accept anything six feet under). On one headstone, a grieving widow has written of her departed spouse, "At least I know where he's sleeping tonight." But the most famous inscription is "I told you I was sick."

Key West Lighthouse Museum
Built in 1847, the lighthouse was operational until 1969. To get the big picture of the town, you can climb the 88 steps to the top. Inside, you'll find the Fresnel lens, historic photos, navigational charts and vintage nautical memorabilia.

Mallory Square
Mallory is best known as the site of one of Key West's peculiar traditions -- the famous Sunset Celebration. Each evening at dusk a crowd gathers to watch the sun settle below the horizon. Then everyone applauds when it disappears. Of course, honoring the setting sun is certainly not the only thing going on in the square. Before and after sunset, artisans peddle their handmade wares and performers put on a busker show, complete with jugglers, mimes and tightrope-walking cats.

The square also encompasses the Waterfront Playhouse, Cayo Hueso y Habana Museum, Memorial Sculpture Garden, Key West Aquarium, Shipwreck Historeum and a slew of souvenir shops.

Southernmost Point
One of the island's most visited sights, the Southernmost Point marks Key West's geographic position as the most southerly land mass in the continental U.S. It's not a solemn spot: It's marked by a giant striped buoy emblazoned with the words "Ninety Miles to Cuba." Take a picture: That's about all there is to do there. When the seas get rough, the Southernmost Point can see big waves, which sometimes leave water standing in the road.