Best Things to Do in Key West, Florida: Top Attractions, Activities & Hidden Gems

Key West, Florida, is the southernmost city in the continental United States, offering a laid-back Caribbean atmosphere without ever having to leave the country. With its turquoise waters, colorful streets, beautiful sunsets, fresh seafood, and island-inspired charm, Key West is the perfect destination for a tropical getaway.

Whether you're looking for outdoor adventures, historic landmarks, great restaurants, or simply a place to relax and soak up the sunshine, you'll find plenty of wonderful things to do in Key West.

Downtown Key West is filled with vintage shops, local boutiques, waterfront restaurants, and lively watering holes. Beyond the historic streets, the island's stunning coastline offers beautiful turquoise waters, spectacular views, and plenty of opportunities to enjoy the sunshine.

It's easy to understand why Key West continues to attract cruise passengers and vacationers alike. Whether you're visiting for a few hours on a cruise or spending several days exploring the island, there is something for everyone.

If Key West is a port of call on your next cruise, you'll be happy to know that many of the island's most popular attractions are within walking distance of the cruise terminals. Most cruise ships dock near Mallory Square or the Truman Waterfront area, both offering convenient access to Old Town. Duval Street, the heart of Key West's shopping, dining, and entertainment district, is just a short walk away.

Here are some of our favorite things to do in Key West while visiting by cruise ship or enjoying a longer island getaway.

Tip: Click on the map below for a printable version to help plan your day in Key West.

Getting Around Key West: Transportation Options

One of the best things about visiting Key West is how easy it is to get around, especially if you're arriving by cruise ship. Many popular attractions, restaurants, shops, and historic landmarks are within walking distance of the cruise terminals. If you'd rather save your steps, the Duval Loop is a convenient way to explore downtown and the surrounding areas.

Duval Loop

The Duval Loop is a free public transportation service that makes getting around Old Town Key West easy and convenient. The bus travels from the City's Park and Ride on Grinnell Street, along Caroline Street, down Simonton Street, around Front Street, and up Whitehead Street. It also serves the Truman Waterfront area before returning through downtown.

The Duval Loop provides convenient access to many popular attractions, restaurants, art galleries, gift shops, and theaters throughout Key West. It's a great option for cruise passengers who want to explore more of the island without walking everywhere.

Operating Hours and Days

The Duval Loop operates year-round, seven days a week, with service suspended only on Thanksgiving, Christmas Day, and New Year's Day. The service makes approximately 28 loops daily and stops at 18 designated locations along the route.

Fares

The Duval Loop is free to ride, making it a budget-friendly transportation option for visitors.For additional public transportation information, visit the Key West Bus Fares and Information page.

Explore Key West on a Hop-On Hop-Off Trolley Tour

One of the easiest ways to see the best of Key West is aboard a hop-on hop-off trolley tour. This is a particularly good option for cruise passengers who want to explore several attractions without spending the entire day walking.

The tour begins at Mallory Square, near the famous Key West Aquarium. Just across the street, you'll find the Key West Shipwreck Treasure Museum. Both are worth exploring, so consider spending some time in this area before boarding the trolley and heading out to discover more of the island.

With 13 stops throughout Key West, you can hop off whenever something catches your eye and rejoin the tour when you're ready to continue exploring.

Tour Inclusions

Tour Schedule

Important Information

Ticket Prices

Prices and available discounts may vary by date. You can purchase tickets in advance to secure your spot.

Book your tour: Key West Hop-On Hop-Off Trolley Tour

Cruise tip: Check the tour schedule against your ship's all-aboard time before purchasing. Allow plenty of time to return to the pier.

Duval Street: The Heart of Key West

No visit to Key West is complete without spending some time on Duval Street. Known as the heart of the island, this lively stretch is lined with fantastic restaurants, colorful bars, art galleries, and unique shops selling everything from souvenirs and clothing to locally made art and hand-rolled cigars.

Duval Street is the perfect place to experience the fun, laid-back personality that makes Key West so special. Stop in for a little shopping, enjoy a refreshing cocktail, or grab a bite to eat at one of the many restaurants. In the evening, the street really comes alive. Enjoy an al fresco dinner, sip on a margarita, listen to live music, or join a haunted pub crawl and ghost tour to discover some of the island's more mysterious stories.

Visit the Famous Sloppy Joe's Bar

If you're looking for a little Key West history with your cocktail, make sure to stop at Sloppy Joe's Bar, one of the island's most famous watering holes.

A favorite gathering spot of legendary author Ernest Hemingway, Sloppy Joe's officially opened on December 5, 1933, the same day Prohibition was repealed. The bar went through two name changes and a location change before becoming the iconic Key West landmark visitors know today.

Whether you stop in for a drink, enjoy the live entertainment, or simply want to soak up a little Hemingway history, Sloppy Joe's is a classic Key West experience.

Cruise tip: Duval Street is within easy walking distance of the cruise terminals, making it an easy addition to your day in port. Even if you only have a few hours in Key West, take time to stroll this famous street and enjoy the island atmosphere.

Rent a Bike and Explore Key West

One of the best ways to explore Old Town Key West is by bicycle. The island is relatively flat, easy to navigate, and full of charming streets and hidden gems that are fun to discover on two wheels.

Rent a bike and spend the day exploring Key West's beautiful beaches, historic landmarks, colorful neighborhoods, and waterfront views. It's also a fun way to hop between local restaurants and bars without worrying about finding a parking spot.

You can rent bicycles right near the cruise pier through Island Bike Rental, making this a convenient option for cruise passengers looking to explore independently.

And don't worry about tackling any major hills! Key West is famously flat. In fact, the highest elevation you'll encounter is around 18 feet above sea level, so biking around the island is generally easy and enjoyable.

Cruise tip: Biking is a great way to see more of Key West when you have limited time in port. Just remember to allow enough time to return your bike and get back to the ship before all aboard.

Visit the Southernmost Point Monument

No trip to Key West is complete without a photo at the famous Southernmost Point Monument. After all, how else are you going to prove you made it to the southernmost city in the continental United States?

The colorful concrete buoy is one of Key West's most recognizable landmarks. Installed in 1983, the monument marks a point just 90 miles from Cuba and has become one of the island's most photographed attractions.

Located at the corner of South Street and Whitehead Street, the monument is an easy stop while exploring Old Town. Be prepared for a little wait, though! This is one of Key West's most popular photo opportunities, and lines can get quite long during the day, especially when cruise ships are in port.

Photo tip: If you want that perfect picture without a crowd of tourists in the background, try visiting early in the morning before the island gets busy. It's worth setting the alarm for this iconic Key West photo!

Take a Ride on the Famous Conch Tour Train

One of the most popular ways to explore Key West is aboard the famous Conch Tour Train. This iconic sightseeing experience has been introducing visitors to the island since 1958 and remains a favorite with both cruise passengers and vacationers.

The narrated tour takes you through the charming streets of Old Town while sharing interesting stories about Key West's history, famous residents, and unique island culture. Along the way, you'll see some of the city's most popular attractions, including Mallory Square, the Sails to Rails Museum, the Key West Aquarium, and other historic landmarks.

The Conch Tour Train is a wonderful option if you want to see many of Key West's highlights without doing all the walking. It's also a great way to get your bearings before heading out to explore on your own.

Cruise tip: If you're visiting Key West for just a few hours, the Conch Tour Train is an easy and entertaining way to experience the island's highlights.

Book your ride: Conch Tour Train – Key West Sightseeing Tour

Explore the Historic Key West Cemetery

For a fascinating look into Key West's past, take some time to visit the Key West Cemetery. Located in the heart of Old Town, this historic cemetery offers a unique glimpse into the lives, stories, and personalities of the people who helped shape the island.

The cemetery is the final resting place of soldiers, longtime residents, and notable local figures. As you wander among the historic headstones and monuments, you'll discover some surprisingly humorous epitaphs. One of the most famous reads, "I told you I was sick!" It's a little unusual, a little spooky, and a perfect example of the quirky personality that makes Key West so memorable.

The cemetery is more than just an interesting place to explore. Its monuments and gravestones tell stories of Key West's history, including its military connections, maritime heritage, and early residents.

Visiting Information

If you are lucky enough to be in town overnight, book a haunted tours walk, where you will learn about the most outrageous stories of Key West, Florida.

Take a Rum Tour in Key West

You can't visit the Florida Keys without experiencing a little of the local rum culture! Key West has a long connection to rum, and several local distilleries offer visitors a chance to learn about the history and craft of this popular island spirit.

One place worth visiting is Key West Legal Rum Distillery. They offer complimentary guided tours every 30 minutes, daily from 12:00 PM to 5:00 PM. Tours typically last 15–20 minutes, and children are welcome when accompanied by an adult.

During your visit, you'll learn about the rum-making process and the distillery's local history.

Don't Leave Without Trying a Rum Runner!

While you're exploring Key West, you'll likely come across the island's famous Rum Runner cocktail. This fruity tropical drink can be found on menus throughout the Florida Keys and is a favorite with visitors.

The drink's origins are traced to John Ebert, better known as "Tiki John," at the Holiday Isle Tiki Bar in Islamorada (now the Postcard Inn) more than 40 years ago. According to local legend, the bar had an abundance of rum and various liqueurs that needed to be used before a new shipment arrived. Rather than let the inventory go to waste, Tiki John mixed them together, and the Rum Runner was born!

Whether you enjoy a distillery tour or simply order a Rum Runner at a waterfront bar, it's a fun way to experience a little more of the Florida Keys' island spirit.

Climb to the Top of the Key West Lighthouse

For some of the best views in Key West, make your way to the historic Key West Lighthouse. This iconic landmark offers visitors a chance to step back in time while enjoying beautiful panoramic views of the island.

Climb the 88 steps to the top of the lighthouse, where you'll be rewarded with sweeping views of Key West's colorful rooftops, lush tropical landscape, and the gorgeous turquoise waters surrounding the island. It's a wonderful opportunity to capture some memorable vacation photos.

Along the way, explore the lighthouse museum and learn about its fascinating history, including the important role it played in helping ships safely navigate the waters around the Florida Keys.

Whether you're a history enthusiast or simply looking for a beautiful view, the Key West Lighthouse is well worth adding to your itinerary.

Photo tip: Bring your camera! The views from the top are some of the prettiest you'll find in Key West.

Explore the Historic Bahama Village

For a different perspective on Key West, take a stroll through Bahama Village, one of the island's most historic and culturally rich neighborhoods. This charming area has deep Bahamian roots and offers a fascinating look at the people and traditions that helped shape Key West.

Bahama Village was once a landing area for Bahamian immigrants who came to the Florida Keys to work in the fishing, sponge, and maritime industries. Today, the neighborhood is known for its colorful homes, narrow streets, and collection of historic 19th-century buildings.

As you wander through the neighborhood, you'll discover a wonderful mix of local history, Caribbean influences, independent shops, and authentic island cuisine. It's also a great place to experience a quieter, more traditional side of Key West away from the busiest tourist areas.

Take your time exploring the streets, stop for something delicious to eat, and enjoy the unique atmosphere that makes Bahama Village such a special part of the island.

Visit the Ernest Hemingway Home & Museum

One of Key West's most famous historic attractions is the Ernest Hemingway Home & Museum. This beautiful Spanish Colonial-style home, built in 1851, was once the residence of legendary American author Ernest Hemingway. He lived here with his family from 1931 to 1939, and the home is where he wrote some of his most celebrated works.

But there's another attraction that makes this visit especially memorable: the cats! The property is home to descendants of Hemingway's beloved six-toed cat, Snow White. These famous polydactyl cats roam the grounds and have become a favorite with visitors.

Whether you're a fan of Hemingway's writing, enjoy historic homes, or simply love cats, this is one Key West attraction worth adding to your itinerary.

Travel tip: The Hemingway Home is located in Old Town, making it easy to combine your visit with a stroll along Duval Street or a stop at the nearby Southernmost Point Monument.

Visit the Harry S. Truman Little White House

History enthusiasts will want to add the Harry S. Truman Little White House to their Key West itinerary. This historic home served as a naval station command headquarters during both World War I and World War II before becoming a presidential retreat.

President Harry S. Truman, the 33rd President of the United States, visited Key West 11 times during his presidency and spent a total of 175 days at the Little White House. He used the home as a place to relax, work, and conduct presidential business away from Washington, D.C.

Today, the property is a museum featuring historical artifacts, photographs, and exhibits that offer a fascinating look into Truman's presidency and the many notable visitors who spent time here.

Located in the Truman Waterfront area, the Little White House is a wonderful stop for anyone interested in American history. Guided tours provide an opportunity to explore the home and learn more about its role in presidential history.'

Travel tip: Combine your visit with a walk around Truman Waterfront and nearby Mallory Square for a little history and sightseeing during your day in Key West.

Best Key Lime Pie in Key West: Where to Find This Florida Favorite

No visit to Key West, Florida, is complete without sampling a slice of authentic Key lime pie! This iconic Florida dessert is a must-try, featuring the tart, refreshing flavor of Key limes nestled in a buttery graham cracker crust. Every restaurant seems to have its own version, and you'll quickly discover why this sweet treat is such a beloved part of the Florida Keys.

One of the most popular stops for Key lime pie lovers is Kermit's Key Lime Pie Shoppe, a Key West favorite known for its delicious selection of Key lime treats. Enjoy a traditional slice of pie or try something a little different with their famous frozen, chocolate-covered Key lime pie on a stick. It's a fun and delicious way to enjoy this Florida classic!

Another local favorite worth visiting is Old Town Bakery, where you can satisfy your Key lime pie craving while exploring the charming streets of Old Town.

My advice? Don't leave Key West without trying a slice. You might just find yourself wanting another!

Watersports & Water Adventures in Key West

With its crystal-clear turquoise waters, beautiful coastline, and vibrant coral reefs, Key West is a paradise for anyone who loves being on the water. After exploring the island's charming streets and historic attractions, it's time to enjoy some of the area's most popular outdoor adventures!

There are plenty of ways to experience the waters surrounding Key West. Charter a boat for a leisurely cruise along the coastline, or get out and explore with snorkeling, scuba diving, kayaking, paddleboarding, or even parasailing.

One of the highlights is visiting the Florida Reef, the only living coral barrier reef in the continental United States. A snorkeling or diving excursion gives you the opportunity to discover colorful marine life and experience this remarkable underwater ecosystem up close.

Prefer something a little more relaxing? Book a catamaran cruise and enjoy the stunning Key West coastline, warm breezes, and beautiful blue water. Whether you're looking for adventure or simply want to spend a few hours soaking up the sunshine, Key West offers a water experience you'll remember long after your vacation ends.

Enjoy Your Visit to Key West!

I hope this guide has given you some great ideas for making the most of your time in Key West! Whether you're exploring the island's history, sampling delicious Key lime pie, strolling Duval Street, or enjoying the beautiful turquoise waters, there's something for everyone to enjoy.

Have another favorite Key West attraction, restaurant, or hidden gem? We'd love to hear your suggestions! Share them in the comments so other travelers can discover them, too.

Until then, enjoy your visit, soak up the sunshine, and as always… Happy Cruising! 🚢🌴

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