Things to do in Key West on the Weekend

Key West is that tropical paradise located at the southernmost end of the continental United States. Along with a very deep and beautiful history, it has beautiful scenery, and a lot of opportunities when it comes to relaxing or offering an adrenaline rush. Romantic getaways, family or solo trips are all perfect here at this distinctive island. Here's your ultimate guide to Key West weekends.

Is Key West a Good Place to Visit on Weekends?

Undoubtedly! For a weekend getaway, this place is ideal. Key West has that nice laid back atmosphere with rich history and all kinds of things to do for anyone who fancies a little adventure with a lot of relaxation. The place is loaded with spots from historical places like the Harry S. Truman Little White House to the spectacular Mallory Square's nightly sunset celebration. Overall Key West is just the right place for a short weekend getaway.

What Can You Do in Key West on a Weekend?

Explore Historical Sites

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Step back in time and immerse yourself in the fascinating history of Key West.

1-Ernest Hemingway Home and Museum: Explore the former residence of one of America’s most iconic writers. Tour the lush gardens, visit the famous six-toed cats, and learn about Hemingway’s literary contributions and adventurous life.

2-Key West Lighthouse and Keeper’s Quarters: Climb the 88 steps to the top of this historic lighthouse for panoramic views of the island. The adjacent Keeper’s Quarters Museum offers intriguing insights into the lives of past lighthouse keepers.

3-Fort Zachary Taylor State Park: This Civil War-era fort is a treasure trove for history lovers. Wander through its well-preserved brick corridors, learn about its strategic military significance, and imagine the soldiers who once guarded these shores.

Enjoy the Natural Wonders

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Key West’s natural beauty is nothing short of mesmerizing, offering unique experiences both on land and at sea.

1-Dry Tortugas National Park: Located 70 miles west of Key West, this remote gem is accessible by ferry or seaplane. Spend a day exploring the majestic Fort Jefferson, snorkeling in crystal-clear waters, and spotting vibrant marine life. This park also offers opportunities for birdwatching and enjoying the tranquility of the open ocean.

2-Coral Reefs and Marine Life: Key West is home to some of the most spectacular coral reefs in the world. Book a snorkeling or diving tour to discover underwater wonders, including colorful fish, sea turtles, and vibrant corals.

Relax at Beaches

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No trip to Key West is complete without spending time on its picturesque beaches.

1-Smathers Beach: Known for its long stretches of soft, white sand, Smathers Beach is perfect for lounging, swimming, or trying out water sports like kayaking and paddleboarding.

2-Fort Zachary Taylor Beach: Nestled within the state park, this beach is a favorite for its calm waters, shaded picnic areas, and excellent snorkeling opportunities. Take a break from the sun and enjoy a picnic under the shade of tall pine trees.

Stroll Duval Street

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Experience the vibrant heart of Key West by taking a leisurely stroll down Duval Street.

1-This bustling thoroughfare is brimming with character, featuring colorful buildings, quirky boutiques, and lively bars. Browse through unique art galleries, pick up handmade souvenirs, or enjoy live music that fills the air.

2-Stop by iconic establishments like Sloppy Joe’s Bar, a favorite hangout spot of Ernest Hemingway, for a drink and live entertainment.

3-Don’t forget to indulge in some delicious treats like key lime pie from local bakeries along the way.

Visit the Key West Butterfly and Nature Conservatory

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For a tranquil escape from the hustle and bustle, head to the Key West Butterfly and Nature Conservatory.

1-This serene sanctuary is home to hundreds of fluttering butterflies, tropical plants, and exotic birds. Walk through the lush indoor garden, where vibrant flowers and cascading waterfalls create a magical atmosphere.

2-Learn about butterfly conservation efforts and get up close with species you might never see elsewhere. It’s a delightful experience for visitors of all ages, offering a moment of peace and wonder amidst nature.

Food Places to Explore in Key West

Kermit’s Key Lime Pie Shop

No trip to Key West is complete without indulging in a slice of authentic key lime pie, and there’s no better place to try it than at Kermit’s Key Lime Pie Shop.

1-This charming spot is famous for its velvety, tart, and sweet pies, made fresh daily with the perfect balance of flavors.

2-Located near the historic seaport, it’s a great stop for dessert after a day of exploring. Don’t miss their chocolate-dipped key lime pie on a stick for a portable, mouthwatering treat.

3-Kermit’s also offers other key lime-infused goodies like candies, jellies, and even sauces, perfect for taking a piece of Key West home with you.

Sloppy Joe’s

A cornerstone of Key West’s nightlife and food scene, Sloppy Joe’s is a must-visit for its lively atmosphere and hearty fare.

1-Established in 1933, this legendary bar and restaurant is steeped in history and was a favorite haunt of Ernest Hemingway.

2-The menu features its namesake sloppy joe sandwiches, along with other classics like burgers, nachos, and fresh seafood dishes.

3-Enjoy live music and a laid-back vibe while sipping on tropical cocktails, making it an ideal spot to unwind after a day of sightseeing.

Blue Heaven

For a quintessential Key West dining experience, head to Blue Heaven, a beloved local gem known for its whimsical charm and Caribbean-inspired cuisine.

1-Set in a colorful outdoor courtyard, the restaurant is surrounded by lush greenery and dotted with roosters and cats roaming freely, adding to its quirky appeal.

2-Their breakfast and brunch are legendary, featuring dishes like lobster Benedict, banana pancakes, and fresh-squeezed mimosas.

3-For dinner, savor specialties like Jamaican jerk chicken, seafood paella, or their signature yellowtail snapper. The live music and laid-back ambiance make it a dining experience you won’t forget.

Latitudes

For those seeking an upscale culinary experience,Latitudes is the epitome of fine dining in Key West.

1-Located on Sunset Key, this elegant restaurant offers breathtaking ocean views, especially during sunset, making it a perfect choice for a romantic dinner or a special celebration.

2-The menu is a refined blend of fresh, locally sourced seafood and contemporary American dishes, with highlights like lobster bisque, grilled grouper, and a decadent chocolate torte for dessert.

3-Reservations are highly recommended, as this exclusive spot is one of the most sought-after dining destinations in Key West.

Family-Friendly Weekend Activities

1-Key West Aquarium: A great spot for kids to learn about marine life, including sharks and sea turtles.

2-Conch Tour Train: Hop aboard this charming train for a narrated tour of Key West’s history and landmarks.

3-Mallory Square Sunset Celebration: Enjoy street performers, food vendors, and breathtaking sunsets.

Weekend Trip to Key West Cost

A weekend in Key West can vary in cost depending on your preferences.

1-Accommodation: Ranges from $150–$500 per night depending on the season and hotel choice.

2-Activities: Entry fees for attractions like the Key West Butterfly and Nature Conservatory or the Ernest Hemingway Home average around $15–$25.

3-Transportation: Driving from Miami to Key West on the scenic Overseas Highway costs about $30 in gas, while flights may range from $100–$300.

Free Things to Do in Key West Over the Weekend

Here is the list of few free things you can enjoy in Key west if you are travelling on a budget. 

1-Visit the Southernmost Point and snap a photo with the iconic buoy marking the southernmost tip of the continental U.S. Arrive early to avoid crowds and enjoy the views of the Atlantic Ocean.

2-Relax on Smathers Beach with its soft white sand and palm-lined shores, perfect for sunbathing and swimming. For a quieter experience, head to Higgs Beach or enjoy the pet-friendly Dog Beach if you’re traveling with a furry friend.

3-Experience the vibrant Sunset Celebration at Mallory Square, featuring street performers, craft stalls, and breathtaking views of the Gulf of Mexico as the sun sets.

4-Wander through the Key West Historic District and admire the charming Conch-style houses, colorful gardens, and the cultural richness of Bahama Village.

5-Explore the intriguing Key West Cemetery, known for its quirky epitaphs and historical significance, offering a unique glimpse into the island's past.

6-Catch stunning sunset views from Fort Zachary Taylor State Park or nearby spots along the coastline. Take a peaceful walk through the historic park grounds for added tranquility.

7-Stroll along Duval Street and soak in the lively atmosphere filled with boutique shops, art galleries, and live music venues. Enjoy window shopping and street performances without spending a dime.

8-Visit the Key West Wildlife Center, where you can see rescued wildlife like birds and turtles. Explore the surrounding wetlands for birdwatching and serene nature walks.

9-Step into local art galleries, such as the Key West Art Center, to admire a variety of artworks created by talented local artists.

10-Take a peaceful walk through Indigenous parks and gardens near the beaches, enjoying the lush tropical flora and wildlife.

A Few Final Tips for Your Weekend in Key West

1-Book Accommodations Early: Key West is a popular weekend destination, so secure your lodging in advance to get the best options.

2-Plan for Parking: Parking can be limited in Key West, especially on weekends. Consider using public transportation, biking, or walking to explore the area.

3-Bring a Reusable Water Bottle: Staying hydrated is essential in the Florida heat. Many locations offer water refill stations.

4-Check Ferry and Tour Schedules: If you plan to visit Dry Tortugas National Park or take a sunset cruise, book your tickets early to ensure availability.

5-Download Offline Maps: Cell service can be spotty in some parts of the Florida Keys, so having a backup map can be helpful.

6-Have Cash on Hand: While most places accept cards, some local vendors and street performers prefer cash, especially at spots like Mallory Square.

7-Research Local Events: Check the local calendar for festivals, live music, and other events happening during your visit.

8-Be Mindful of Wildlife: Respect local wildlife and follow guidelines at nature reserves and beaches, such as avoiding nesting areas for sea turtles.

9-Pack for Water Activities: Bring a swimsuit, towel, and waterproof bag if you plan on snorkeling, kayaking, or spending time at the beach.

10-Charge Your Camera or Phone: Key West’s vibrant colors, stunning sunsets, and historic landmarks make it a photographer’s paradise. Make sure you’re ready to capture it all!

Explore More with See Sight Tours

Want to maximize your Key West experience? Consider booking a guided tour with See Sight Tours. Our itineraries cover the island’s top attractions, allowing you to enjoy a stress-free and enriching trip.

Final Thoughts

A weekend in Key West promises unforgettable moments, from sunset cruises and lively street performances to relaxing on beautiful beaches and exploring historical landmarks. Whether you're indulging in key lime pie, exploring the coral reefs, or soaking in the vibrant culture, Key West is the perfect destination for a weekend to remember.