Colorful streets, historic homes, waterfront dining, famous sunsets, and plenty of island personality await at the southern end of the Florida Keys. Located about an hour from Marathon, Key West makes an unforgettable day trip during your Middle Keys vacation.
Find Your Marathon Home BaseStaying in Marathon puts you in a great position to explore more of the Florida Keys. Follow the Overseas Highway south, cross iconic bridges and islands, and spend the day discovering Key West. Walk the historic streets, browse local shops, grab lunch by the water, explore a few landmarks, and stick around for one of the island’s famous sunsets before heading back to your Marathon rental.
History, beaches, colorful architecture, waterfront fun, and some seriously good people-watching make Key West unlike anywhere else in the Florida Keys.
One of Key West’s most famous gathering spots, Mallory Square comes alive around sunset with performers, local vendors, and unforgettable views over the Gulf.
Learn More →Step inside the former Key West home of legendary author Ernest Hemingway and explore the property, gardens, history, and its famously six-toed feline residents.
Learn More →Wander through a tropical environment filled with butterflies, colorful birds, lush plants, and peaceful waterfalls in the heart of Key West.
Learn More →Mix beach time with a little history at this waterfront state park, where you can swim, snorkel, picnic, explore the historic fort, and enjoy one of Key West’s favorite beaches.
Learn More →Snap the classic Key West vacation photo at one of the island’s most recognizable landmarks and enjoy a walk through the colorful streets surrounding the southern end of town.
Learn More →Stroll the Harborwalk and discover waterfront restaurants, shopping, museums, live music, boating excursions, and plenty of classic Key West atmosphere.
Learn More →You can fit a lot into one Key West day. Whether you want history, shopping, food, beaches, or time on the water, there’s something around nearly every corner.
Browse shops, galleries, restaurants, historic buildings, and lively local spots along Key West’s best-known street.
Wander beneath palms and past colorful historic homes while discovering some of Key West’s most charming neighborhoods.
Add a sunset sail, snorkeling trip, parasailing adventure, or other water excursion to your Key West day.
Pick up local art, island-inspired finds, souvenirs, and unique gifts throughout Old Town and the Historic Seaport.
You don’t need to see everything in one trip. Pick a few favorites, slow down, and enjoy the island.
Stop by one of Key West’s most recognizable landmarks for the classic vacation photo.
Shops, galleries, food, drinks, and colorful Key West character all in one walkable stretch.
You’re in the Keys. Consider this one a vacation requirement.
Walk the harbor, grab something to eat, and watch the boats come and go.
End the day with a famous Key West sunset before making your way back up the Keys.
You don’t have to stay in Key West to experience it. One of the benefits of choosing Marathon as your home base is being able to enjoy the relaxed Middle Keys lifestyle while still having Key West close enough for an easy day trip.
Spend the day sightseeing, shopping, dining, and exploring Key West, then head back up the Overseas Highway to your private vacation home, pool, dock, or waterfront retreat in Marathon.
Browse Marathon Vacation RentalsA few quick answers for planning a Key West adventure during your stay in Marathon.
Absolutely. Key West is an easy day-trip destination from Marathon, making it possible to explore the island while still enjoying your vacation rental in the quieter Middle Keys.
The drive is roughly an hour under normal conditions, although traffic can add time. Give yourself some flexibility, especially on busy weekends and holidays.
A great first visit could include walking Old Town and Duval Street, seeing the Southernmost Point, visiting a historic attraction, having lunch near the waterfront, exploring the Historic Seaport, and staying for sunset.
Our vacation rentals are focused in Marathon and the Middle Florida Keys rather than Key West. That makes Marathon a comfortable home base where you can relax between day trips throughout the Keys.
Enjoy the best of both worlds: a relaxing vacation home in the heart of the Middle Keys and an unforgettable Key West adventure just a scenic drive away.
Browse Marathon Rentals Contact Lindsey
