United States · Cruise Port Guide

Cruise Deals From Key West, Florida

Key West is a port of call on Caribbean and Bahamas itineraries concentrated in fall and winter, with Holland America, Explora Journeys, and Celebrity among the lines calling there.

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About The Port Of Key West

Key West anchors the far end of the Florida Keys, a coral island archipelago where Caribbean color and American history mingle along breezy, palm-lined streets. Duval Street's shops and taverns sit near the preserved Old Town, walkable from the pier, while the Ernest Hemingway House recalls the decades writers and artists made this island their retreat. Museums throughout town trace a history shaped by sailors, wreckers, and treasure hunters drawn to these waters.

Beyond the harbor, the surrounding waters hold some of the clearest reefs in the region, and Dry Tortugas National Park lies within reach by boat or seaplane for those seeking a fuller day of exploration, its remote fort and abundant birdlife a striking contrast to the town's lively pace. Sunset gatherings along the waterfront remain a local tradition, capping visits with wide Gulf views and easy island rhythm.

Pavlus Recommendations

How our planners would spend a day in Key West.

Tour the Hemingway House

Wander the writer's 1930s Spanish Colonial home and gardens, still roamed by dozens of famous six-toed cats. It's a short walk from Old Town, easily done in under an hour.

Snorkel Dry Tortugas National Park

A boat or seaplane trip reaches this remote park's turquoise waters, coral reefs, and the massive 19th-century Fort Jefferson. Book ahead, as it fills the better part of a day and space is limited.

Stroll Duval Street and Old Town

Wander the pastel conch houses, galleries, and taverns lining this historic quarter, easily reached on foot from the pier. Time it for late day to end at Mallory Square for the harbor's famed sunset gathering.

Last Minute Cruise Deals From Key West

DepartsCruise LineShipItineraryNightsFrom
Nov 20, 2026 Holland America Nieuw Amsterdam 21 $1,604
Nov 29, 2026 Holland America Nieuw Amsterdam 12 $1,149
Nov 29, 2026 Holland America Nieuw Amsterdam 21 $1,558
Dec 11, 2026 Holland America Nieuw Amsterdam 16 $1,224
Dec 12, 2026 Celebrity Celebrity Apex 7 $1,079
Dec 19, 2026 Holland America Zuiderdam 14 $1,299
Dec 19, 2026 Oceania Oceania Insignia 15 $4,399
Dec 20, 2026 Holland America Nieuw Amsterdam 19 $1,959
Dec 21, 2026 Celebrity Celebrity Reflection 7 $1,197
Dec 22, 2026 Holland America Rotterdam 21 $2,049
Dec 22, 2026 Holland America Volendam 14 $1,599
Dec 26, 2026 Celebrity Celebrity Apex 7 $2,424
Dec 26, 2026 Holland America Eurodam 14 $1,259
Dec 27, 2026 Celebrity Celebrity Summit 7 $1,774
Jan 2, 2027 Holland America Rotterdam 21 $2,084
Jan 9, 2027 Celebrity Celebrity Apex 7 $1,105
Jan 11, 2027 Explora Journeys Explora I 18 $9,750
Jan 15, 2027 Royal Caribbean Brilliance of the Seas 3 $1,089
Jan 20, 2027 Explora Journeys Explora I 9 $5,550
Jan 20, 2027 Explora Journeys Explora I 16 $9,185

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