Key West Attractions

At Sunset Key Cottages, our guests are just a short boat ride away from the color and variety of all the things to do in Key West. Our Key West travel guide will provide you with vacation ideas, no matter what you are most interested in discovering in Key West.  Explore Key West attractions and discover the island's beauty when you stay at Sunset Key Cottages.

Ernest Hemingway Home & Museum
No trip here would be complete without paying a visit to the Ernest Hemingway Home & Museum, once the home of the island’s most legendary literary resident. Peek into his second-story writing studio and marvel at the manual Royal typewriter where he composed classics including “To Have and Have Not” and “For Whom the Bell Tolls.” The Spanish colonial villa with its lush surroundings and sprawling swimming pool is a registered National Historic Landmark. More than 40 six-toed cats (perhaps descendants of Hemingway’s cats) roam freely about the property, making this house and its gardens their home.

It’s no secret that Hemingway liked to drink, and during his Key West years (1931 to 1939), he was a regular at the original Sloppy Joe’s – a local watering hole that opened in 1851 on Greene Street. The bar was owned by his friend and fishing buddy Joe Russell. In 1937, Russell moved it across the street.

Today, that bar is known as Captain Tony’s Saloon because it was bought in 1958 by the now-deceased boat captain and former Key West Mayor Tony Tarracino, a character known around the island as an avid storyteller. His memory and stories live on within the walls of the saloon.


Southernmost Point
This photo op is a must: Just down the street from the Hemingway House is the Southernmost Point, a massive red, black and yellow concrete buoy erected in 1983 by the City of Key West to mark the southernmost point in the continental U.S. Today, it’s among the most-photographed landmarks on the island. Pose for a photo next to the iconic buoy that proudly stands just 90 miles from Cuba.

Sunset Celebration
“See you at Sunset" has a special significance in Key West. It's an invitation to join the nightly Sunset Celebration, the festive local tradition of watching another perfect sunset while jugglers, island musicians, artists, food vendors and friends provide ample entertainment.

The celebration takes place each evening on the pier located directly behind the Margaritaville Key West Resort & Marina along the waterfront. Enjoy one of our famous mojitos, have dinner on the waterfront during sunset at Bistro 245 or stroll along the vibrant harbor walk where you will discover some of the island’s best shopping. However you decide to celebrate, we will “See you at Sunset!”