Ultimate List of Things to Do on Duval Street in Key West

Duval Street in Key West is a vibrant and bustling street that is the perfect place to explore, with plenty of attractions and activities to keep you entertained for days. Whether you’re looking for a relaxing day at the beach or a night out on the town, Duval Street has something for everyone.

One of the top attractions on Duval Street is the nightlife. With a variety of bars, clubs, and restaurants, there’s always something going on. Some of the most popular spots include Sloppy Joe’s, Captain Tony’s Saloon, and the Key West First Legal Rum Distillery. Whether you’re in the mood for a cold beer or a fancy cocktail, you’re sure to find something to suit your tastes.

If you’re looking for something a little more laid-back, there are plenty of other things to do on Duval Street as well. Take a stroll down the street and explore the many art galleries, coffee shops, and small shops. You can also check out some of the local attractions, such as the Key West Butterfly & Nature Conservatory or the Red Barn Theatre. Whatever your interests, you’re sure to have a great time on Duval Street in Key West.

Ernest Hemingway Home

If you’re a literature lover, you cannot miss visiting the Ernest Hemingway Home in Key West. This beautiful house was where the famous American author lived and wrote for over 10 years.

The house was built in the Spanish Colonial style and is now a museum open to the public. You can take a guided tour of the house and see the rooms where Hemingway wrote some of his most famous works, such as “For Whom the Bell Tolls” and “The Old Man and the Sea”.

You might also understand where the inspiration for Hemingway cocktail came from.

One of the highlights of the tour is seeing the famous six-toed cats that roam the property. Hemingway was a lover of cats and even had a six-toed cat named Snowball. Today, there are over 40 cats living on the property, all of which are descendants of Snowball.

The museum also has a beautiful garden with a pool, which was built by Hemingway himself. The pool was the first in-ground pool in Key West and is surrounded by lush greenery, making it a perfect spot for taking photos.

Harry S. Truman Little White House

If you are interested in history, then you must visit the Harry S. Truman Little White House. This house was the winter White House for the 33rd President of the United States, Harry S. Truman. The house is located at 111 Front Street, Key West, Florida.

The house has been impeccably restored and is a sight to behold during the holidays. It’s decorated exactly as it was in World War II. You will be able to see and touch the original furnishings and memorabilia from Truman’s days. Presidents Taft, Eisenhower, Kennedy, Carter, and Clinton also used the house.

The Harry S. Truman Little White House is a living museum that offers guided tours. During the tour, you will be able to see where Truman lived, worked, played, and held important government meetings. You will also learn about Truman’s life and presidency.

Information	Details
Address	111 Front Street, Key West, Florida
Hours	Open daily from 9:00 AM to 4:30 PM
Admission	$22 for adults, $11 for children (ages 5-12)
Website	https://www.trumanlittlewhitehouse.org/

Southernmost Point

One of the most iconic landmarks in Key West is the Southernmost Point. Located at the southern end of Duval Street, this concrete buoy marks the southernmost point of the continental United States. It’s a must-visit spot for any tourist visiting Key West.

The colorful landmark buoy is a popular spot for taking photos, so make sure to bring your camera or smartphone. You can also find street vendors selling souvenirs and snacks nearby. The area can get crowded, especially during peak tourist season, so plan accordingly.

Aside from taking photos, you can also enjoy the beautiful views of the ocean and watch the sunset from the Southernmost Point. It’s a great spot to relax and take in the scenery.

If you’re feeling adventurous, you can also rent a bike or scooter and explore the surrounding area. There are plenty of restaurants, bars, and shops within walking distance of the Southernmost Point, so you can easily spend a few hours in the area.

Mallory Square

If you’re looking for a place to catch the famous Key West sunset, look no further than Mallory Square. This historic waterfront square is one of the most popular attractions in Key West, and for good reason. From street performers to food vendors, there’s always something going on at Mallory Square.

One of the most popular activities at Mallory Square is watching the sunset. As the sun begins to dip below the horizon, the square comes alive with music, street performers, and crowds of people eager to witness the spectacle. It’s a great place to take some photos or just relax and soak up the atmosphere.

In addition to the sunset, there are plenty of other things to see and do at Mallory Square. You can explore the shops and boutiques, grab a bite to eat at one of the many restaurants, or just take a stroll along the waterfront. There’s even a nightly Sunset Celebration, where you can enjoy live music, street performers, and other entertainment.

Key West Aquarium

Key West Aquarium has been entertaining visitors since 1935 and is home to over 100 species of marine life, including sea turtles, sharks, and tropical fish.

One of the highlights of the Key West Aquarium is the Touch Tank, where you can get up close and personal with various sea creatures. Kids and adults alike will love the opportunity to touch a starfish or pet a stingray.

In addition to the Touch Tank, the Key West Aquarium also features the Atlantic Shores exhibit, which showcases the unique ecosystem of the Florida Keys. This exhibit features a near-shore mangrove environment and allows visitors to see a variety of marine life up close, including nurse sharks and eels.

If you’re interested in learning more about marine life, the Key West Aquarium also offers daily educational programs and interactive exhibits. You can watch a feeding demonstration, learn about the importance of coral reefs, or even participate in a shark feeding.

The Key West Aquarium is a fun and educational attraction that the whole family will enjoy. With its convenient location on Duval Street and affordable admission prices, it is one of the more popular aquariums in Florida.

Red Barn Theatre

The Red Barn Theatre is a must-visit spot on Duval Street. This cultural cornerstone of Key West has been hailed as “one of the best professional theaters in South Florida” by the Miami Herald.

The Red Barn Theatre has been entertaining visitors and locals alike for over 40 seasons and continues to build a national reputation for creating big things in a small space. The theater is located behind the Key West Woman’s Club on Duval Street.

The theater has a diverse range of productions, including dramas, comedies, and musicals. You can check their website for the latest shows and ticket information. The Red Barn Theatre is also known for its talented cast of local actors.

Kermit’s Key West Key Lime Shoppe

If you’re a fan of Key Lime Pie, then Kermit’s Key West Key Lime Shoppe is a must-visit destination on Duval Street. With three locations in Key West, Kermit’s offers a variety of key lime products, including pies, candies, sauces, and beverages.

One of the most popular items at Kermit’s is their award-winning Key Lime Pie. Made with fresh, natural ingredients, this pie is a perfect balance of sweet and tart flavors. It’s no wonder that Kermit’s Key Lime Pie has been featured in National Geographic’s “Food Journeys of a Lifetime.”

In addition to their famous pie, Kermit’s also offers a variety of other key lime treats. You can try their Key Lime Salsa, Key Lime Mustard, or Key Lime Jelly. If you’re feeling thirsty, you can grab a Key Lime Cooler or a Key Lime Margarita mix.

If you’re looking for a unique souvenir to bring home, Kermit’s also has a gift shop with a variety of key lime-themed items. From t-shirts and hats to keychains and shot glasses, there’s something for everyone.

Key West Cemetery

The Key West Cemetery is located at the corner of Angela and Frances Streets, and it is free to enter.

As you wander through the cemetery, you’ll find yourself surrounded by some of the most interesting and colorful characters in Key West’s history. The cemetery is the final resting place for many of the island’s most prominent citizens, including shipwreck salvagers, cigar makers, and even a few pirates.

One of the most well-known graves in the cemetery is that of Sloppy Joe Russell, the owner of the famous Sloppy Joe’s Bar, which was a favorite haunt of Ernest Hemingway. You’ll also find the grave of B.P. “Pearl” Roberts, a notorious smuggler who was known as the “Queen of the Rum Runners.”

If you want to learn more about the cemetery and its inhabitants, you can take a self-guided tour using the Key West Cemetery Map, which is available online or at the cemetery’s entrance. The map highlights some of the most interesting graves and provides information about the people buried there.

Fury Water Adventures

If you’re looking to experience the thrill of water sports in Key West, Fury Water Adventures is a must-visit destination. Located on Duval Street, this attraction offers a variety of activities for visitors of all ages.

Some of the popular activities offered by Fury Water Adventures include snorkeling, parasailing, jet skiing, sunset sails, sunset cruises, glass bottom boat tours, dolphin watches, kayaking, and paddleboarding. Whether you’re looking for an adrenaline rush or a relaxing day out on the water, Fury Water Adventures has something for everyone.

One of the most popular excursions offered by Fury Water Adventures is the Ultimate Adventure H2.0. This all-day excursion includes reef snorkeling, parasailing, jet skiing, a banana boat ride, and Key West’s largest ocean water park. Breakfast, lunch, and unlimited refreshments are included, making it a once-in-a-lifetime experience.

Fury Water Adventures is committed to animal welfare and meets animal welfare guidelines. The attraction has also won the Travelers’ Choice award in 2023. So, if you’re looking for a fun and safe water adventure in Key West, Fury Water Adventures is the perfect choice.

Key West Historic Memorial Sculpture Garden

The Key West Historic Memorial Sculpture Garden, located on Wall Street, is a sculpture garden that is a home to 36 bronze busts representing important and notable people from the history of Key West.

The garden is a tribute to the island’s rich cultural heritage and features sculptures of famous writers, artists, politicians, and other individuals who have contributed to the island’s history. You can take a leisurely stroll through the garden and admire the beautiful sculptures while learning about the island’s past.

One of the most impressive things about the Key West Historic Memorial Sculpture Garden is the attention to detail in each sculpture. The early wreckers are captured engaging in their work of saving lives and cargo in the seas. The sculptures of famous writers like Ernest Hemingway and Robert Frost are incredibly lifelike, making you feel like you’re in the presence of these literary giants.

The best part about the Key West Historic Memorial Sculpture Garden is that admission is completely free. Just walk through the gate and explore this unique place that honors those that came before. The Garden is open from 7:30am to 9pm every day, so you can visit at your convenience.

Location	Hours of Operation	Admission
Wall Street	7:30am – 9pm daily	Free

Fort Zachary Taylor Historic State Park

Fort Zachary Taylor Historic State Park is located at the southern tip of Key West and offers a variety of activities for visitors to enjoy.

One of the main attractions at Fort Zachary Taylor Historic State Park is the beach. This is a beautiful stretch of sand that is perfect for swimming, sunbathing, and relaxing. The water is clear and warm, making it a great spot for snorkeling and other water activities.

In addition to the beach, Fort Zachary Taylor Historic State Park is also home to a historic fort. This fort played an important role in the Civil War and is now open to visitors who want to learn more about its history. You can take a guided tour of the fort or explore it on your own.

If you’re looking for a more active experience, Fort Zachary Taylor Historic State Park has plenty of hiking and biking trails to explore. These trails wind through the park’s lush vegetation and offer stunning views of the ocean and surrounding landscape.

Green Parrot Bar

The Green Parrot Bar is an iconic bar that has been around since 1890 and is located on Southard Street in Key West. The Green Parrot Bar is known for its live music, casual atmosphere, and great drinks. It has been voted the Best Bar in Key West by locals and visitors alike.

The Green Parrot Bar is open daily from 10:00 AM to 4:00 AM. It is a popular spot for locals and tourists alike, so it can get crowded at times. However, the friendly staff and patrons make it a welcoming place to be.

One of the highlights of the Green Parrot Bar is its live music. The bar features local and national musicians playing a variety of music genres, including blues, rock, and country. You can check out their website or Facebook page to see the schedule of upcoming performances.

In addition to the live music, the Green Parrot Bar has a great selection of drinks. They offer a variety of beers, wines, and cocktails. They also have a daily happy hour from 4:00 PM to 7:00 PM with discounted drinks.

Key West Art & Historical Society Custom House Annex

If you’re interested in history and art, the Key West Art & Historical Society Custom House Annex is a must-visit destination on Duval Street. This museum is housed in the historic Custom House building, which dates back to 1891. The building itself is a work of art, with its distinctive architectural style and beautiful gardens.

Inside the museum, you’ll find a fascinating collection of exhibits that explore the rich history of Key West and the surrounding area. From the island’s early days as a pirate haven to its role in the Civil War and beyond, there’s plenty to learn about here. The museum also features a variety of art exhibits, showcasing the work of local artists as well as pieces from around the world.

One of the highlights of the Key West Art & Historical Society Custom House Annex is the impressive collection of ship models on display. These intricate models offer a glimpse into the world of sailing and shipbuilding, and are sure to delight anyone with an interest in maritime history.

If you’re planning a visit to the Key West Art & Historical Society Custom House Annex, be sure to check the museum’s website for information on current exhibits and events. The museum is open daily from 10am to 5pm, and admission prices are reasonable.

Audubon House and Tropical Gardens

The Audubon House and Tropical Gardens offers a peaceful escape from the hustle and bustle of Duval Street. Located just a few blocks away from the main strip, this historic house and lush garden is a serene oasis in the heart of Old Town.

The house was built by Captain John Huling Geiger in the 1840s as a residence for his family, who lived there for over a century. Today, the house is open to the public and offers a glimpse into the life of a wealthy 19th-century family in Key West.

Inside the house, you’ll find a collection of original Audubon prints, as well as period furnishings and decor. The house is beautifully preserved and offers a fascinating look at life in Key West during the mid-1800s.

Outside, the tropical gardens are a true delight. The lush foliage and colorful blooms create a peaceful atmosphere that is perfect for a relaxing stroll. Be sure to keep an eye out for the resident cats, who are known to lounge in the sun and greet visitors.

Custom House Museum

The Custom House Museum is housed in a beautiful red-brick building that dates back to 1891 and served as the Customs House for the island.

As you enter the museum, you’ll be greeted by friendly staff who will provide you with a map and guide you through the exhibits. The museum features a wide range of exhibits that cover the island’s history, from the early days of the Native Americans to the present day. You’ll learn about the island’s maritime history, the impact of the cigar industry, and the role of the military in shaping the island’s history.

One of the highlights of the museum is the impressive collection of artwork on display. The museum features works by local artists, as well as pieces from around the world. You’ll see paintings, sculptures, and other works of art that showcase the island’s rich cultural heritage.

In addition to the exhibits, the museum also hosts a variety of events throughout the year. From lectures and workshops to concerts and film screenings, there’s always something going on at the Custom House Museum. Be sure to check the museum’s website for a list of upcoming events.

Conch Tour Train

The charming, Conch Tour, open-air train takes you on a 90-minute tour of the island, highlighting its rich history and culture.

During the tour, you’ll pass by some of Duval Street’s most iconic landmarks, including the Ernest Hemingway Home and Museum, the Southernmost Point Buoy, and Mallory Square. You’ll also learn about the island’s fascinating history, from its early days as a pirate haven to its role in the Civil War and beyond.

One of the great things about the Conch Tour Train is that it’s suitable for all ages. The tour is narrated, so you won’t miss any of the interesting facts and stories that make Key West so special. Plus, the train is comfortable and shaded, so you can sit back and enjoy the ride without worrying about the hot Florida sun.

If you’re interested in taking the Conch Tour Train, you can book your tickets online or at the train station on Duval Street. The train runs daily, with departures every half hour, so it’s easy to fit into your schedule. And with prices starting at just $39.85 for adults and $20.95 for kids, it’s an affordable way to see the sights and learn about the history of Key West.

Tropic Cinema

The Tropic Cinema theater is located in Old Town Key West and has a cozy and intimate atmosphere with two screens. The seating is comfortable and the sound quality is excellent. You can also grab some snacks and drinks from their concession stand to enjoy during the movie.

One of the unique features of Tropic Cinema is their “Movies Under the Stars” program. During certain nights, they set up an outdoor cinema in a beautiful garden setting where you can watch classic movies on a big screen under the stars. It’s a must-try experience for movie lovers.

Tropic Cinema also hosts special events and film festivals throughout the year. They have a Key West Film Festival in November that showcases independent films from around the world. It’s a great opportunity to discover new and exciting films that you might not see in mainstream theaters.

Key West Shipwreck Treasure Museum

If you are interested in maritime history, then the Key West Shipwreck Treasure Museum is a must-visit attraction on Duval Street. The museum is housed in a recreated 19th-century warehouse, which was once used by wreckers to store their salvaged treasures.

Inside the museum, you can explore the fascinating world of shipwrecking and learn about the history of this important industry in Key West. You can also see a wide variety of shipwreck artifacts, including silver bars, gold coins, and other treasures recovered from the depths of the ocean.

One of the highlights of the museum is the lookout tower, where you can climb to the top and get a bird’s eye view of the surrounding area. From here, you can see some of the historic buildings and landmarks that make Key West such a unique and charming destination.

Duval Street Nightlife

When the sun goes down, Duval Street comes alive with a vibrant nightlife scene that caters to all tastes. From bars and nightclubs to live music venues and street performers, there’s always something happening on Duval Street after dark.

One of the most popular spots for nightlife on Duval Street is the 801 Bourbon Bar. This lively bar features nightly drag shows, great drink specials, and a mixed crowd that makes for a magical night out on the town. Check out the World Famous 801 Girls perform and put your dancing shoes on.

Another must-visit spot on Duval Street is the Green Parrot, which has been a local favorite for over 100 years. This iconic bar features live music every night of the week, with a focus on blues, jazz, and rock ‘n’ roll. The Green Parrot is also known for its laid-back atmosphere and friendly staff, making it a great place to unwind after a long day of exploring Key West.

For a more upscale experience, head to the Little Room Jazz Club, located inside the historic Speakeasy Inn. This intimate venue features live jazz music every night, as well as a full bar and small plates menu. The cozy atmosphere and top-notch entertainment make it the perfect spot for a romantic date night or a night out with friends.

Key West Ghost Tour

The Key West Ghost Tour is the place for a unique and spooky experience on Duval Street. This 90-minute walking tour takes you through the haunted and historic streets of Key West, where you’ll learn about the city’s eerie past and the ghosts that still linger today.

Led by an experienced guide and storyteller, you’ll walk down hidden lanes and hear tales of the city’s most colorful ghosts. From the haunted mansions of the rich and famous to the eerie cemeteries, you’ll explore the darker side of Key West’s history.

During the tour, you’ll visit some of the most haunted locations in the city, including the Oldest House Museum, the Hard Rock Cafe, and the Key West Cemetery. You’ll hear stories about the ghosts that haunt these places and the history behind their spooky reputations.

If you’re brave enough, you can even participate in a ghost hunt and try to capture evidence of the paranormal on camera. Whether you’re a believer or a skeptic, the Key West Ghost Tour is a fun and fascinating way to explore the city’s history and get a little spooked in the process.

Margaritaville Key West

Margaritaville Key West is the perfect place to relax and have a good time. Located at 500 Duval St, this lively restaurant and bar offers a variety of food and drinks that will satisfy your cravings.

At Margaritaville Key West, you can enjoy a variety of seafood dishes, including shrimp, crab, and lobster. If you are not a fan of seafood, there are plenty of other options available, including burgers, salads, and sandwiches. You can also try their famous margaritas, which are made with fresh ingredients and come in a variety of flavors.

The atmosphere at Margaritaville Key West is friendly and welcoming, with live music playing throughout the day and night. You can sit back and relax on the outdoor patio, or enjoy the air-conditioned interior. The staff is friendly and attentive, making sure you have everything you need to enjoy your time at the restaurant.

If you are looking for a souvenir to remember your time in Key West, Margaritaville Key West has a gift shop where you can purchase t-shirts, hats, and other items. You can also take a photo with the giant flip-flop outside the restaurant, which is a popular spot for tourists.

Key West Lighthouse and Keeper’s Quarters Museum

If you are looking for a unique experience in Key West, you should definitely visit the Key West Lighthouse and Keeper’s Quarters Museum. The museum is located on Whitehead Street and is operated by the Key West Art and Historical Society.

The museum offers visitors a chance to learn about the history of the lighthouse and the keepers who worked there. You can climb the 88 steps to the top of the lighthouse and enjoy the stunning views of the island. Along the way, you will learn about the history of the lighthouse and the role it played in the community.

In addition to the lighthouse, the museum also features the Keeper’s Quarters. The quarters have been restored to their original condition and give visitors a glimpse into what life was like for the keepers and their families. You can see the original furniture and personal belongings of the keepers, as well as exhibits on the history of the lighthouse.

Sloppy Joe’s Bar

Sloppy Joe’s Bar has been a staple of the Duval Street scene since its opening in 1933, and it’s still going strong today. With daily and nightly live music, an extensive bar selection, and American cuisine, Sloppy Joe’s has something for everyone.

One of the most famous patrons of Sloppy Joe’s was the legendary writer Ernest Hemingway, who was a regular at the bar during his time in Key West. Today, the bar still honors Hemingway with an annual Hemingway Look-Alike Contest, which draws visitors from all over the world.

At Sloppy Joe’s, you can enjoy live music every day from noon to 2:00 am, and dancing every night. If you can’t be there in person, you can still experience the atmosphere through their live stage, bar, and crowd cams. Sloppy Joe’s is also known for its special events, so be sure to check their calendar to stay up to date.

Key West Butterfly & Nature Conservatory

If you love nature and want to experience the beauty of butterflies up close, then the Key West Butterfly & Nature Conservatory is a must-visit attraction on Duval Street. This indoor conservatory is home to hundreds of living butterflies, colorful birds, and lush tropical plants that will leave you in awe.

As you stroll through the conservatory, you will feel like you are walking through a tropical paradise. The environment is inviting, and the butterflies are everywhere. You can watch them flutter by or even land on you. It’s a magical experience that you won’t forget.

The conservatory is open daily from 9:00 AM to 4:30 PM, and it’s a great place to visit with family or friends. Admission prices are reasonable, and children under three years old get in for free. Seniors and military personnel also receive a discount.

Don’t forget to stop by the gift shop before you leave. You can find all sorts of butterfly-themed souvenirs, such as jewelry, books, and clothing. It’s the perfect way to remember your visit to this enchanting conservatory.

Key West Butterfly & Nature Conservatory
Location: 1316 Duval St, Key West, FL 33040
Hours: 9:00 AM – 4:30 PM
Admission: Adults: $12, Children: $8.50