Key West, Florida Cruise Port Guide - Maps, Beaches, Things To Do, & More

Key West, Florida, is a popular stop on many Caribbean cruise itineraries, offering visitors a mix of history, outdoor activities, and shopping. The island's compact size makes it easy to explore in just a few hours, and the cruise port's location at Mallory Square places passengers right in the heart of the action. Whether you're interested in historic sites, beaches, or local cuisine, there's plenty to see and do within a short distance of the port.

About Key West

Key West is the southernmost city in the continental United States and is known for its laid-back atmosphere, colorful architecture, and rich history. It has long been a hub for artists, writers, and adventurers, attracting famous residents like Ernest Hemingway and President Harry S. Truman. The island has a tropical climate, making it a year-round destination, and its location in the Florida Keys provides access to some of the clearest waters in the region.

Click here to download the full Key West PDF Map.

Getting Around Key West

Key West is a very walkable city, and most of the main attractions are within a mile or two of Mallory Square. Many visitors choose to explore on foot, but other options include the Hop On Hop Off Trolley Tour and the Conch Tour Train, both of which provide narrated rides around the island with multiple stops. Rideshare services are available for those who prefer a quicker option, and bike and scooter rentals are also popular choices for getting around.

How to Get to the Southernmost Point in Key West

One of Key West's most famous landmarks, the Southernmost Point Monument, is located about 1.2 miles from Mallory Square. Walking takes around 30 minutes, and along the way, visitors pass by Duval Street, which is lined with shops, restaurants, and bars. The Hop On Hop Off Trolley Tour and Conch Tour Train both stop near the monument for those who prefer not to walk. Since this is a popular photo spot, expect a line if you want to take a picture with the buoy marking the southernmost point of the continental United States.

Beaches in Key West

Key West is not known for large beaches, but there are several options for those looking to enjoy the sand and water. The beaches here are smaller compared to other Florida destinations, but they still offer a nice spot to relax or take a swim.

Simonton Beach is the closest beach to the cruise port, located just a 10-minute walk from Mallory Square. This small beach is tucked away at the end of Simonton Street and offers calm waters, a boat ramp, and limited seating. It's a convenient option if you're short on time.

Fort Zachary Taylor Historic State Park is about a mile from Mallory Square, or a 25-minute walk. It features a rocky shoreline but has some of the clearest water for snorkeling. The park also includes a historic fort, and there is a $2.50 entry fee for pedestrians. If arriving by Uber or Lyft, it’s best to get dropped off before the entrance.

Smathers Beach is the largest beach in Key West, located about three miles from the port. It has soft sand and calm waters, making it a popular spot for sunbathing and water activities like paddleboarding and jet skiing.

Higgs Beach is about two miles from Mallory Square and features a sandy shoreline, a pier, and picnic tables. It’s a quieter option compared to Smathers Beach and has a pier that extends into the ocean for scenic views.

While Key West’s beaches are not as expansive as those in other parts of Florida, they still provide a great place to unwind and enjoy the island’s tropical surroundings.

Things to Do

Key West offers a mix of history, outdoor activities, and local culture, making it an ideal destination for visitors looking to explore. Here are some of the top things to do during your time in port.

Click here to view shore excursions available in Key West, Florida.

Hop On Hop Off Trolley Tour

This narrated tour allows you to explore Key West at your own pace, with stops at major landmarks including Mallory Square, the Southernmost Point, and Duval Street.

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Conch Tour Train

A fun and informative way to see the island, this train ride takes you through Key West’s historic districts, sharing stories of pirates, shipwrecks, and famous residents.

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Fort Zachary Taylor Historic State Park

This state park features a Civil War-era fort, a scenic beach, and some of the best snorkeling in Key West. There is a small entrance fee for visitors.

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Ernest Hemingway Home & Museum

Visit the historic home of Ernest Hemingway, where you can see the famous six-toed cats, explore the lush gardens, and learn about the author’s time in Key West.

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Truman Little White House

Once used as a retreat for President Harry S. Truman, this historic home offers guided tours that provide insight into its role in U.S. history.

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Food Tasting and Cultural Walking Tour

Sample local flavors such as conch fritters and Key lime pie while learning about Key West’s history and diverse culinary influences.

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Key West Jet Ski Tour

Explore Key West’s coastline from the water on a guided jet ski tour, where you’ll ride past sandbars, wildlife, and historic landmarks.

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Conclusion

Key West is a small but vibrant island that offers plenty to see and do, even on a short cruise stop. With its convenient port location at Mallory Square, visitors can easily explore the town’s shops, landmarks, and beaches within a few hours. While cruise passengers won’t have time to experience Key West’s famous nightlife, there is still plenty to enjoy during the day. Whether you choose to walk, take a tour, or relax at the beach, Key West provides a memorable and enjoyable stop on any cruise itinerary.

Freestyle Travelers

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