Skip to primary navigation Skip to content Skip to footer

Check Out Our Holiday Specials!

Back to Blog

Vacation Guide: How To Spend The Perfect Day In Key West Including Restaurants, Activities & Sights

vacation planner how to spend the perfect day in Key west

A Perfect Day in Key West: Your Ultimate Guide to Making the Most of 24 Hours

Key West is a vibrant and eclectic island, full of unique experiences and breathtaking views. If you only have one day to explore, here’s a comprehensive guide to make the most of your time in this tropical paradise.

Breakfast: Cuban Coffee Queen

Head over to the historic seaport and find Cuban Coffee Queen at 201 William Street. This beloved local spot is known for its delicious Cuban coffee and mouthwatering breakfast sandwiches. Don’t forget to take a picture with the iconic Key West postcard mural attached to their building – it’s another must-see photo opportunity!

Morning: Stroll Down Duval Street

After capturing your photo, take a leisurely walk down Duval Street, the heart of Key West. This bustling street is lined with legendary shops, charming cafes, and vibrant restaurants. Enjoy the sights, sounds, and colors of this iconic thoroughfare as you make your way to your next stop.

Early Morning: Capture the Iconic Southernmost Point

Start your day early to beat the crowds at the Southernmost Point Buoy, an iconic landmark marking the southernmost point in the continental United States. Arriving early ensures you avoid the long lines that can sometimes take up to an hour. Snap a picture at this famous spot to kick off your Key West adventure.

Mid-Morning: Watersports Adventure with Sunset Watersports

By 10:00 AM, make your way to Sunset Watersports at 201 William Street for their all-inclusive watersports adventure. This thrilling excursion is perfect for those looking to experience all of the most popular water activities at once. The package includes snorkeling, jet skiing, parasailing, banana boat rides, and unlimited access to an inflatable waterpark. Enjoy a grilled lunch and unlimited draft beer and wine after your water adventures. This is the best way to experience Key West’s watersports on a budget.

Afternoon: Visit the Hemingway Home

Next, make your way to the Ernest Hemingway Home and Museum. Located at 907 Whitehead Street, this historic house was once the residence of the acclaimed author Ernest Hemingway. Explore the beautiful grounds, meet the famous six-toed cats, and learn about Hemingway’s life and work in Key West.

Late Afternoon: Happy Hour at Alonzo’s Oyster House

After your watersports adventure, head over to Alonzo’s Oyster House for a well-deserved happy hour. Located at the historic seaport, Alonzo’s offers a fantastic selection of fresh oysters and a great view of the marina. Relax, enjoy some seafood, and recharge for the rest of your day.

Evening: Relax at Smathers Beach

After your visit to the Hemingway Home, head over to Smathers Beach, the largest and most beautiful beach in the Florida Keys. Take a leisurely stroll along the shore, enjoy the soft sand and crystal-clear water, and soak up the relaxing atmosphere. It’s the perfect spot to unwind after a busy day of exploring.

vacation guide how to spend one day in key west florida

Vacation guide how to spend one day in key west florida

Sunset: Experience Mallory Square or A Legendary Sunset Cruise

To finish off your day, make your way to Mallory Square for the sunset celebration. This vibrant area comes alive in the evening with street vendors, performers, and a lively crowd. It’s the best place on land to watch the stunning Key West sunset. Enjoy the festive atmosphere and the breathtaking views as the sun dips below the horizon. The only better place to view the sunset celebration would be on one of the island’s sunset cruises. These trips include food, open bar and live entertainment. The perfect way to end the day in Key West.

Other Recommendations:


With this itinerary, you’ll experience the best of Key West in just one day. From iconic landmarks and delicious local food to thrilling watersports and beautiful beaches, Key West offers something for everyone. Make the most of your 24 hours and create unforgettable memories in this tropical paradise.


Next Key West Tip: Kids Go Free Program In Key West

top free things to do for kids in key west