Key West Walking Tour: Discovering the Best of the Island on Foot

Key West, Florida is a popular destination for tourists from all over the world. With its warm climate, beautiful beaches, and vibrant culture, there is plenty to see and do in this small island city. One of the best ways to explore Key West is on foot, and there are many walking tours available that offer visitors the chance to experience the city's unique history and culture.

Walking tours in Key West are a great way to see the city's sights and learn about its rich history. These tours are led by knowledgeable guides who are passionate about the city and its culture. They take visitors on a journey through the city's streets, pointing out landmarks and sharing stories about the people and events that have shaped the city's history. Whether you're interested in architecture, art, or history, there is a walking tour in Key West that will cater to your interests.

There are many different walking tours available in Key West, each with its own unique focus. Some tours focus on the city's architecture, while others highlight its art and culture. There are also tours that focus on the city's history, taking visitors on a journey through time to learn about the people and events that have shaped Key West into the vibrant city it is today. Whatever your interests, there is a walking tour in Key West that will provide you with an unforgettable experience.

History of Key West

Key West has a rich history that dates back to the early 1800s. The city was originally inhabited by Native Americans, but it was later discovered by Spanish explorers in 1513. In 1822, the United States established a naval base on the island, which helped to spur development in the area.

Over the years, Key West has been home to many notable figures, including Ernest Hemingway and Harry S. Truman. Hemingway lived in Key West for more than a decade, and his former home is now a popular tourist attraction. Truman also spent a significant amount of time in Key West during his presidency, and his Little White House is now a museum.

In addition to its famous residents, Key West has a long history of shipwrecks and piracy. The island was a popular spot for pirates in the 17th and 18th centuries, and many ships were wrecked on the surrounding reefs. Today, visitors can explore the Key West Shipwreck Museum to learn more about this fascinating history.

Throughout the years, Key West has also been a hub for the cigar-making industry, sponge harvesting, and fishing. These industries helped to shape the city's culture and economy, and visitors can still see evidence of their impact today.

Overall, Key West's history is a fascinating mix of Native American culture, Spanish exploration, piracy, and industry. Visitors to the area can explore this rich history through a variety of walking tours and museums, making it a must-visit destination for anyone interested in Florida or Florida Keys history.

Exploring Old Town

Key West's Old Town is a charming area that is best explored on foot. The area is approximately one by 1.25 miles, and it's filled with historic homes, unique architecture, and plenty of hot spots. Visitors can take a leisurely stroll down Duval Street, the main thoroughfare of Old Town, and discover the many treasures that the area has to offer.

Ernest Hemingway Home

One of the most popular attractions in Old Town is the Ernest Hemingway Home. The house was the residence of the famous writer from 1931 to 1940, and it's now a museum that is open to the public. Visitors can take a guided tour of the home and see where Hemingway wrote some of his most famous works, including "For Whom the Bell Tolls" and "The Snows of Kilimanjaro." The house is also famous for its six-toed cats, which are descendants of Hemingway's own cats.

Truman Little White House

Another must-see attraction in Old Town is the Truman Little White House. The house was the winter residence of President Harry S. Truman, and it's now a museum that is open to the public. Visitors can take a guided tour of the home and learn about Truman's presidency, as well as his love for Key West. The house is also famous for hosting several important meetings, including the Key West Summit, which was held in 1947 and was attended by Truman and British Prime Minister Winston Churchill.

Audubon House

The Audubon House is another historic home that is worth a visit. The house was built in the 1840s by Captain John Huling Geiger, and it's now a museum that is open to the public. Visitors can take a guided tour of the home and see the many beautiful works of art that are on display, including several original paintings by John James Audubon. The house is also famous for its lush gardens, which are filled with exotic plants and flowers.

Overall, Old Town Key West is a fascinating area that is filled with history and charm. Visitors can spend hours exploring the many historic homes, unique architecture, and hot spots that the area has to offer.

Key West Architecture

Key West is home to a unique blend of architectural styles, influenced by its diverse cultural heritage and location at the southernmost tip of the United States. From historic homes to modern buildings, the city boasts a rich architectural legacy that is worth exploring.

One of the most iconic architectural styles in Key West is the "Conch" style, which is characterized by wooden houses with high ceilings, large porches, and steep roofs. Many of these homes were built in the late 19th and early 20th centuries, and some of them have been preserved as historic landmarks, such as the Oldest House Museum on Duval Street.

In addition to the Conch style, Key West also features a variety of other architectural styles, including Victorian, Colonial, and Art Deco. Visitors can take a guided walking tour to explore the city's architectural treasures, or simply wander around the streets and admire the colorful buildings and intricate details.

One of the most popular architectural attractions in Key West is the Hemingway Home and Museum, which was built in 1851 and served as the residence of the famous writer Ernest Hemingway from 1931 to 1961. The house is a prime example of the Spanish Colonial style, with its white stucco walls, red tile roof, and lush tropical gardens.

Another must-see attraction for architecture enthusiasts is the Audubon House and Tropical Gardens, a beautifully restored 19th-century home that features stunning examples of classic Greek Revival architecture and exquisite furnishings.

Whether you are a history buff or simply appreciate beautiful architecture, Key West has something to offer. From the charming Conch houses to the grand historic mansions, the city's architectural heritage is a testament to its rich cultural and social history.

Cultural Highlights

Key West is a melting pot of cultures and has a rich history that has shaped its unique identity. Visitors can explore the island's cultural highlights on a walking tour that covers the city's most significant landmarks.

One of the most notable cultural influences in Key West is Cuban culture. The city's proximity to Cuba has made it a popular destination for Cuban immigrants, and their influence can be seen throughout the city. Visitors can explore the Cuban cultural highlights by visiting the Cuban Coffee Queen on Margaret Street, where they can enjoy a traditional Cuban coffee or a Cuban sandwich. The Key West Cemetery is also a must-visit spot, where visitors can see the Cuban section of the cemetery and learn about the Cuban influence on the city's history.

Another significant cultural highlight in Key West is its association with Margaritaville. The city's connection with Jimmy Buffett's famous song has made it a popular destination for tourists seeking a laid-back, tropical vibe. Visitors can experience the Margaritaville culture by visiting the Margaritaville Resort, where they can enjoy a drink at the poolside bar or listen to live music at the resort's restaurant.

In addition to Cuban and Margaritaville culture, Key West is home to a thriving arts community. Visitors can explore the city's artistic highlights by visiting the Studios of Key West, a non-profit organization that provides studio space for local artists. The Key West Art and Historical Society is also a must-visit spot, where visitors can learn about the city's artistic history and view exhibits by local artists.

Overall, Key West's cultural highlights offer visitors a unique glimpse into the city's rich history and diverse identity.

Key West Attractions

Key West is a popular tourist destination with numerous attractions that cater to different interests. From historical landmarks to beautiful beaches, the island city has something for everyone. Below are some of the top Key West attractions that visitors should consider adding to their itinerary.

Mallory Square Sunset Celebration

One of the most popular things to do in Key West is attending the Mallory Square Sunset Celebration. Every evening, locals and tourists gather at Mallory Square to watch the sun dip below the horizon. The event features street performers, food vendors, and live music, making it a fun and lively experience for all ages. Visitors can also take part in the Sunset Celebration Champagne and Appetizer Cruise, which offers stunning views of the sunset from the water.

Key West Attractions for Families

Families with children will find plenty of things to do in Key West. The Key West Butterfly and Nature Conservatory is a must-visit attraction, featuring a climate-controlled habitat with hundreds of colorful butterflies and exotic birds. The Key West Aquarium is another family-friendly attraction, offering interactive experiences with sea creatures such as sharks, turtles, and stingrays. For a fun outdoor activity, families can visit the Southernmost Point Buoy, which marks the southernmost point of the continental United States and provides a great photo opportunity.

Key West Attractions for Couples

Couples looking for a romantic getaway will find plenty of options in Key West. The Ernest Hemingway Home and Museum is a must-visit attraction, offering a glimpse into the life of the famous writer and his wife. The property features lush gardens and a swimming pool, as well as the descendants of Hemingway's six-toed cats. For a romantic sunset sail, couples can book a private charter with Danger Charters, which offers a peaceful and intimate experience on the water. The Little White House, once a naval station and now a museum, is another popular attraction for couples, showcasing the history of the island and its role in American politics.

Overall, Key West has a diverse range of attractions that cater to different interests and age groups. Visitors can explore the island's rich history, enjoy its natural beauty, or simply relax on its sandy beaches.

Culinary Delights

When it comes to culinary delights, Key West has plenty to offer. From fresh seafood to the famous Key Lime Pie, there is something for everyone. In this section, we will explore two must-visit spots for foodies in Key West.

Sloppy Joes Key West

Sloppy Joes Key West is a historic bar and restaurant located in the heart of Old Town. It has been a favorite spot for locals and tourists alike since it first opened in 1933. The bar is known for its lively atmosphere, live music, and of course, the famous Sloppy Joe sandwich. This sandwich is made with ground beef, onions, and spices, served on a toasted bun. It is a must-try for anyone visiting Key West.

Key West Restaurants on the Water

Key West is surrounded by water, and there are plenty of restaurants that take advantage of this. One of the best ways to experience the island's culinary scene is to dine at one of the many waterfront restaurants. Some of the most popular options include:

  • Latitudes: Located on Sunset Key, Latitudes is a fine-dining restaurant that offers stunning views of the ocean. The menu features fresh seafood, steaks, and other American classics.

  • Blue Heaven: This restaurant is located in a charming, tropical garden and offers a laid-back atmosphere. The menu features Caribbean-inspired dishes, such as conch fritters, jerk chicken, and fish tacos.

  • Half Shell Raw Bar: This casual seafood spot is located on the historic seaport and is known for its raw bar offerings. It is the perfect spot to grab a cold beer and some oysters after a day of exploring.

No visit to Key West would be complete without trying some of the local specialties. Be sure to try the Key Lime Pie, a tangy dessert made with fresh lime juice, sweetened condensed milk, and a graham cracker crust. And for those looking for a pub crawl experience, there are plenty of options available, including the Key West Food Tours' Bar Crawl - Cocktails tour.

The Key West Atmosphere

Key West is a unique and vibrant city that offers visitors a laid-back atmosphere, tropical climate, and stunning views of the Gulf of Mexico. The city's atmosphere is relaxed, and visitors can enjoy the sights and sounds of the island at their own pace. The city is known for its colorful architecture, rich history, and lively bar scene.

Visitors can take a walking tour of the city to see some of the most famous landmarks, including the Ernest Hemingway Home and Museum, the Key West Lighthouse, and the Southernmost Point Buoy. The walking tour is a great way to explore the city's history and learn about the island's past.

One of the best ways to experience the atmosphere of Key West is to visit one of the many bars on the island. The city is known for its lively bar scene, and visitors can find a variety of bars to suit their tastes. From beach bars to rooftop bars, there is something for everyone.

The Gulf of Mexico is a major part of the Key West atmosphere, and visitors can enjoy a variety of water activities, including snorkeling, diving, and fishing. The clear waters of the Gulf offer visitors a unique view of the island's marine life, including colorful fish, sea turtles, and even dolphins.

Overall, the Key West atmosphere is one of relaxation, history, and fun. Visitors can take a walking tour of the city, visit the island's famous bars, and enjoy the stunning views of the Gulf of Mexico.

Adventurous Activities

Key West is known for its lively atmosphere and adventurous activities. One of the best ways to explore the island is by taking a walking tour. Visitors can choose from a variety of tours that cater to different interests and preferences.

For those who love to snorkel, the Key West Walking Tour with Snorkeling is a great choice. This tour takes visitors to some of the best snorkeling spots in Key West, where they can explore the stunning coral reefs and see a variety of marine life. The tour also includes a walking tour of the historic Old Town, where visitors can learn about the island's fascinating history and architecture.

For those who are interested in the paranormal, the Haunted Key West Walking Tour is a must-try. This tour takes visitors to some of the most haunted places in Key West, including the haunted doll at the Fort East Martello Museum and the haunted Robert the Doll. The tour is led by knowledgeable guides who share fascinating stories about the island's haunted past.

Visitors who are looking for an interactive experience can try the Key West Pub Crawl Walking Tour. This tour takes visitors on a walking tour of the island's best bars and pubs, where they can sample some of the island's best drinks and food. The tour is led by fun and knowledgeable guides who share interesting stories about the island's history and culture.

Overall, there are plenty of adventurous activities to enjoy in Key West, and taking a walking tour is a great way to explore the island and learn about its fascinating history and culture. Whether visitors are interested in snorkeling, the paranormal, or just having a good time, there is a walking tour that caters to their interests and preferences.

Key West Express

For those who want to reach Key West quickly and comfortably, the Key West Express is an excellent option. This high-speed ferry service runs from multiple locations in Florida, including Fort Myers Beach, Marco Island, and Naples, directly to Key West. The journey takes around three and a half hours, making it a great choice for those who want to avoid the long drive to Key West.

The Key West Express offers a comfortable and convenient way to travel to Key West. The air-conditioned catamarans are equipped with comfortable seats, restrooms, and a snack bar. Passengers can relax on the sundeck and enjoy the beautiful views of the Gulf of Mexico during the journey.

The ferry service runs daily, year-round, and passengers can choose from a range of departure times. Tickets can be purchased online, by phone, or at the ticket booth at the departure point. Prices vary depending on the departure location and the time of year, but fares start at around $120 round-trip.

Overall, the Key West Express is a stress-free and enjoyable way to get to Key West. With comfortable seating, stunning views, and a convenient schedule, it's an excellent choice for those who want to avoid the hassle of driving or flying.

Frequently Asked Questions

Are there any self-guided walking tours in Key West?

Yes, there are several self-guided walking tours available in Key West. Visitors can download free maps and guides online or pick them up at the Key West Visitor Center. Some popular self-guided tours include the Historic Marker Tour, the Hemingway Walking Tour, and the Key West Cemetery Tour.

What are some popular Key West walking tours?

There are many popular walking tours in Key West, including the Key West Pub Crawl, the Ghosts & Gravestones Tour, the Conch Tour Train, and the Old Town Trolley Tour. Visitors can also find specialized tours such as the Key West Food Tours and the Key West Art & History Tour.

What are some must-see sights on a Key West walking tour?

Some must-see sights on a Key West walking tour include the Ernest Hemingway Home and Museum, the Key West Lighthouse, the Southernmost Point Buoy, and the historic Bahama Village neighborhood. Visitors can also explore the colorful architecture and tropical gardens of the Old Town Historic District.

What is the best time of day to take a walking tour in Key West?

The best time of day to take a walking tour in Key West is in the morning or late afternoon to avoid the heat of the midday sun. Many tours also offer evening options for a cooler and more atmospheric experience.

Are there any walking tours in Key West that focus on food or drinks?

Yes, there are several walking tours in Key West that focus on food and drinks. Visitors can sample local cuisine on the Key West Food Tours, enjoy a pub crawl on the Key West Pub Crawl, or try the island's famous key lime pie on the Key West Key Lime Pie Co. Tour.

Can you walk from one end of Key West to the other in a day?

Yes, it is possible to walk from one end of Key West to the other in a day, but it may require a significant amount of walking depending on the route. Visitors can follow the island's main thoroughfare, Duval Street, or explore the quieter side streets and neighborhoods for a more leisurely pace.