
A Key West cruise offers the perfect opportunity to explore one of the most vibrant and exciting ports in the Florida Keys. Whether you’re cruising through the Caribbean or taking a cruise to Key West for a quick getaway, this charming island is packed with unforgettable experiences. On our recent visit to Key West, we discovered an array of activities that made our stop here truly special. From lively streets to breathtaking sunsets, here are our top recommendations for things to do when you visit the Key West cruise port.
Take a stroll down Duval Street

No cruise to Key West is complete without a leisurely stroll along Duval Street. This bustling strip is the heart of the island’s vibrant culture, offering a mix of unique shops, bars, and restaurants. Stop by a key lime shop for some tangy treats, or grab a bite at must-visit spots like Sloppy Joe’s Bar, Nine One Five or the original Jimmy Buffet’s Margaritaville. If you’re in the mood to unwind, sip on a refreshing drink at Fat Tuesday. Duval Street truly has something for everyone, making it the perfect start to your island adventure.
Enjoy happy hour at its finest in the Key West cruise port

Key West takes happy hour to another level, with deals to be found just about any time of day. From brunch specials to late-night happy hours, almost every bar and restaurant on the island offers a distinct spin on this tradition. For an upscale experience, we highly recommend visiting Bagatelle, where the elegant atmosphere meets exceptional drink and appetizer specials. Whether you’re after craft cocktails or island brews, happy hour on your cruise to Key West is not to be missed.
Sail away on a catamaran adventure

Get out on the turquoise waters of the Florida Keys with a catamaran ride. Whether you choose to snorkel at the Florida Reef, visit a secluded sandbar, or simply enjoy the open seas, these excursions promise unforgettable memories. Many tours include an open bar, adding an extra layer of relaxation while you cruise through paradise. It’s an excellent way to take in the stunning beauty of Key West from the water.
Immerse yourself in the Key West cruise port’s landmarks

For history buffs and sightseers, a cruise to Key West offers treasure trove of landmarks. Snap a picture at the iconic Southernmost Point Buoy, explore the fascinating Hemingway House, or climb the spiral staircase at the Key West Lighthouse for incredible island views. If you love nature, Fort Zachary Taylor Historic State Park combines history with outdoor fun, or head to the Key West Butterfly and Nature Conservatory for a magical experience.
Relish fresh key lime pie

No cruise to Key West is complete without indulging in its most famous dessert – key lime pie. The island is filled with bakeries and eateries offering their rendition of this tart treat. While every spot has its charms, we fell in love with the fresh, homemade pie at Two Friends Patio Restaurant. Don’t stop there, though. Sample slices from different shops to find your personal favorite.
Watch the sunset in Mallory Square on your Key West cruise

Mallory Square is the ultimate spot to end your day in Key West – and it’s a pretty close walk to get you back to the ship! The vibrant sunset celebration, complete with street performers and local artisans, sets the stage for breathtaking views as the sun dips below the horizon. If you’d like to enjoy some snacks or drinks while you wait for the main event, head over to Sunset Pier. We couldn’t get enough of their pretzel bites paired with a Key Lime Colada – a match made in tropical heaven!
Escape to Sunset Key

For a quieter and more secluded experience, take the boat to Sunset Key (dining reservation required.) While much of the island is exclusive to private cottages, you can treat yourself to a meal at Latitudes, the fine dining restaurant located right by the water. We recommend booking a reservation at least 30 days in advance to secure your spot. Whether you go for breakfast, lunch, or dinner, the stunning views and expertly crafted dishes make this an unforgettable experience.
A Key West cruise offers an incredible mix of activities, making it a dream destination for travelers. Ready to check out all the island has to offer for yourself? Visit Cruises.com to check out all of the cruises to Key West.
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