Key West Florida Travel Guide: What to Know Before You Visit

Key West, Florida, is one of the most distinctive destinations in the United States. Located at the southernmost end of the Florida Keys, this island city offers a lifestyle and atmosphere that feels entirely different from mainland Florida. Visitors often describe Key West as relaxed, colorful, and full of character—where history, nature, and culture exist side by side.

Unlike large tourist cities, Key West is compact, easy to explore, and moves at a slower pace. Travelers come to experience the island’s unique lifestyle, from historic streets and clear waters to vibrant sunsets and local cuisine. It offers something meaningful for every type of visitor.

This guide is designed to help readers truly understand Key West. Whether you are planning a trip, researching U.S. destinations, or creating travel-related content, this article focuses on clarity, accuracy, and real value rather than marketing language.

Where Is Key West and Why Its Location Matters

Key West sits at the southernmost point of the continental United States. It lies at the end of the Florida Keys, a chain of coral islands connected by bridges. The island is approximately 90 miles south of Miami and closer to Cuba than to many major Florida cities.

This location strongly influences Key West’s culture and environment. Surrounded by the Gulf of Mexico and the Atlantic Ocean, the island has a tropical climate, rich marine life, and a strong connection to water-based activities. Because of its small size, most attractions are within walking or biking distance.

The famous Southernmost Point marker represents this unique geographic position and is one of the island’s most photographed landmarks. While often busy, it symbolizes how Key West stands apart from the rest of the country—both geographically and culturally.

A Brief History of Key West

Key West has a rich and layered history that adds depth to its modern charm. Before European settlement, Native American tribes used the island as a seasonal fishing area. Over time, Spanish and British forces controlled the region at different points.

During the 1800s, Key West became one of the wealthiest cities in the United States. Its economy was built on shipwreck salvaging, fishing, and cigar manufacturing. Immigrants from Cuba, the Bahamas, and other Caribbean regions shaped the city’s language, cuisine, and architecture.

The island also has strong literary roots. Ernest Hemingway lived in Key West during the 1930s, and his influence continues to shape the city’s cultural identity. Today, preserved historic homes, museums, and streets reflect the island’s diverse past.

Climate and Best Time to Visit Key West

Key West has a tropical climate with warm temperatures year-round. Winters are mild and comfortable, while summers are hot and humid, making the island a destination that can be visited in any season.

The most popular time to visit is from November through April. During these months, the weather is pleasant, rainfall is lower, and outdoor activities are more comfortable. This is also peak tourist season, so accommodation and flight prices tend to be higher.

From May through October, humidity increases and brief rain showers are more common. This period overlaps with hurricane season, though direct storms are relatively rare. Many travelers prefer this time for fewer crowds and more affordable lodging.

Understanding the Culture and Lifestyle of Key West

Key West is known for its relaxed, welcoming lifestyle. Locals value creativity, individuality, and community. The island has a strong artistic spirit, and self-expression is widely accepted.

Visitors will notice colorful homes, street art, live music, and open-air gatherings throughout the city. Conversations are friendly, and many travelers feel like part of the community rather than outsiders.

This lifestyle is one of the main reasons people fall in love with Key West. The experience goes beyond beaches and attractions—it’s about how the island feels.

Top Attractions in Key West

Despite its small size, Key West offers a wide range of attractions that reflect its history, culture, and natural beauty.

Mallory Square

Mallory Square is well known for its evening sunset events. As the sun sets, performers, artists, and food vendors gather, creating a lively and welcoming atmosphere. It is one of the best places to experience the community spirit of Key West.

Duval Street

Duval Street runs through the heart of the island and is lined with shops, restaurants, art galleries, and bars. During the day, it’s ideal for walking and exploring. At night, it becomes the center of entertainment and nightlife.

Ernest Hemingway Home and Museum

This historic home offers insight into the life and work of Ernest Hemingway. Visitors can walk through the rooms and gardens while learning about his life and writing years in Key West.

Beaches and Natural Areas

Key West is surrounded by water, but its beaches are smaller and more natural than those found elsewhere in Florida.

Smathers Beach

Smathers Beach is the island’s biggest public beach and a favorite spot for swimming, relaxing in the sun, and enjoying water sports. Its calm water makes it a good choice for families.

Fort Zachary Taylor Historic State Park

This park combines history with nature. It features shaded picnic areas, walking paths, and some of the best snorkeling spots in Key West. The historic fort adds educational value to the visit.

Water Activities and Outdoor Experiences

Popular outdoor activities in Key West include:

• Snorkeling and scuba diving on coral reefs

• Deep-sea, reef, and flats fishing

• Kayaking through mangroves

• Paddleboarding in calm coastal waters

Many snorkeling and diving tours are beginner-friendly and include equipment and instruction. Fishing trips are also widely available, even for first-time anglers.

Kayaking and paddleboarding offer a quieter way to experience local wildlife and natural surroundings.

Food and Dining in Key West

Key West’s food scene reflects its diverse cultural influences. Fresh seafood plays a central role, often prepared with Caribbean and Southern flavors.

Key lime pie is the island’s most iconic dessert, made with locally grown key limes.

There are many dining choices available, starting from relaxed cafés by the water to high-end restaurants offering a more premium experience. Many establishments focus on fresh, locally sourced ingredients and simple, flavorful dishes.

Arts, Music, and Local Creativity

Art and music are deeply woven into Key West culture. The island is home to numerous galleries featuring paintings, photography, and handmade crafts.

Live music is common throughout the city, especially in the evenings. Performances range from acoustic sets to full bands, often in outdoor or intimate venues.

Festivals and Annual Events

Key West hosts festivals throughout the year that celebrate its creativity and culture.

• Fantasy Fest features costumes, parades, and themed events

• Hemingway Days honors Ernest Hemingway with literary and cultural activities

Smaller local festivals also take place year-round, giving visitors a chance to experience island traditions.

Where to Stay in Key West

Accommodation options suit a wide range of budgets and preferences, including luxury resorts, boutique hotels, historic inns, and vacation rentals.

Many places are located near Duval Street or along the waterfront. Key West enjoys warm weather throughout the year due to its tropical climate.

Getting to and Around Key West

Visitors can reach Key West by car via the scenic Overseas Highway, by plane through Key West International Airport, or by ferry from other Florida cities.

Once on the island, walking and biking are the most popular ways to get around due to the city’s compact layout.

Family-Friendly Activities

Key West offers several family-friendly attractions. The Key West Aquarium provides interactive marine life experiences, while boat tours and wildlife excursions are popular with children.

Parks and beaches offer safe spaces for outdoor play and exploration.

Responsible Travel and Sustainability

Protecting the environment is important in Key West. Visitors are encouraged to respect marine life, coral reefs, and local communities.

Using reef-safe sunscreen, reducing plastic waste, and supporting local businesses help preserve the island for future generations.

Frequently Asked Questions About Key West

Is Key West worth visiting?
Yes. Key West is ideal for travelers who enjoy walkable cities, history, island culture, and water-based activities.

How long should you spend in Key West?
Most visitors find that 3 to 4 days is enough to explore the island comfortably.

Is Key West expensive compared to other Florida destinations?
Yes, especially for accommodations. Traveling during the off-season and choosing local dining options can help reduce costs.

Conclusion

This Key West, Florida travel guide is designed to help travelers make informed decisions. From understanding the best time to visit to exploring attractions and practical tips, this guide offers clear and reliable information.

Key West delivers a rare mix of history, natural beauty, and relaxed island culture. Whether visiting for adventure, relaxation, or inspiration, it offers an experience unlike anywhere else in the United States.

About the Author

This article is written by a U.S.-based travel content writer who researches American destinations using official tourism sources, local insights, and firsthand observation. The author specializes in practical travel guides focused on clarity, accuracy, and real traveler needs.