Things to Do in Key West and the Lower Keys: 10 Must-Try Activities for a Fun Getaway
Key West and the Lower Keys are popular spots that attract visitors with their laid-back vibe and scenic beauty.
People come here looking for a mix of relaxation and unique local experiences on the southernmost tip of the continental United States.
Exploring this area offers travelers a variety of things to do, from outdoor adventures to cultural discoveries.
With its coastal atmosphere and welcoming charm, the region offers something for everyone, whether they’re seeking excitement or a quiet getaway.
1) Visit Ernest Hemingway Home and Museum
The Ernest Hemingway Home and Museum is a popular spot in Key West. Visitors can walk through the writer’s house and see his personal things. The rooms and gardens are well preserved.
Six-toed cats, descendants of Hemingway’s pets, roam the property. Guided tours share stories about Hemingway’s life and writing.
Many visitors enjoy the peaceful gardens and shady spots outside. The house is located in the historic Old Town area, making it easy to find during any trip to Key West.
2) Snorkel at Looe Key Reef
Looe Key Reef sits about seven miles offshore and is part of the Florida Keys National Marine Sanctuary. The reef’s waters are known for excellent visibility and a wide range of marine life. It’s a popular spot for both first-time and experienced snorkelers.
Visitors can book a boat tour from nearby marinas in Big Pine Key and Ramrod Key. Most tours provide gear and basic instructions. The underwater scenery often includes colorful fish, corals, and sometimes sea turtles.
Trips usually last a few hours, making it easy to fit into a day’s schedule. For those interested in underwater photography, Looe Key offers plenty of photo opportunities.
3) Watch sunset at Mallory Square
Mallory Square is the spot people head for when the sun starts to go down in Key West. The sunset celebration is a laid-back gathering with street performers, local artists, and small food stalls lining the waterfront.
Visitors grab a spot along the edge, watch boats drift by, and take in the view as the sun sinks below the horizon. It’s a simple but memorable experience that happens every evening, weather permitting.
4) Explore Dry Tortugas National Park
Dry Tortugas National Park is about 70 miles west of Key West. Visitors can reach the park by ferry or seaplane, both offering scenic views along the way.
The park is mostly water, with crystal clear seas perfect for snorkeling. Fort Jefferson, a historic Civil War–era fortress, is the centerpiece of the main island.
Swim at the beaches, explore coral reefs, or walk around the old fort. Many enjoy spotting birds and marine life. The remote location keeps it peaceful and unique among Florida’s national parks.
5) Dine at Blue Heaven
Blue Heaven is a popular restaurant in Key West known for its laid-back atmosphere and unique outdoor setting. Guests dine under tropical trees, often sharing space with roaming chickens and cats.
The menu features Caribbean-inspired dishes, seafood, and their well-known breakfast options like banana pancakes. Many people come just for the key lime pie, which is a local favorite.
Live music often adds to the relaxed vibe. Whether stopping by for brunch or dinner, visitors enjoy the casual setting and friendly service that Blue Heaven consistently offers.
6) Sip cocktails at Sloppy Joe’s Bar
Sloppy Joe’s Bar is a classic spot in Key West known for its casual vibe and live music. Visitors often stop in for a drink after a long day of exploring.
The bar has a long history and was a favorite hangout of Ernest Hemingway. People can try signature cocktails or stick with a cold beer.
The atmosphere is lively, especially on weekends. There’s usually something happening, from trivia to live bands, making it a popular place for both tourists and locals.
7) Take a key lime pie tour
Trying different key lime pies is almost a rite of passage in Key West. Each bakery and café seems to have its own twist on the classic dessert.
Some places serve it in a traditional pie form, while others offer it on a stick and dipped in chocolate. It’s easy to make a day out of sampling at several famous spots.
Many visitors enjoy comparing the tanginess, crusts, and even meringue toppings. For anyone with a sweet tooth, this makes for a fun, laid-back food adventure.
8) Kayak through the mangroves
Kayaking through the mangroves in Key West and the Lower Keys offers a close-up look at the unique coastal ecosystem. The calm, shallow waters make it beginner-friendly.
Paddlers often spot small fish, birds, and crabs among the roots. Guided tours are available for those who want to learn more about local wildlife.
Mangrove tunnels provide shade and a peaceful escape. Most rental shops supply all the gear needed, so travelers just need sun protection and water.
9) Bike the Florida Keys Overseas Heritage Trail
Biking the Overseas Heritage Trail is a laid-back way to explore the Keys. The trail runs alongside the Overseas Highway for over 90 miles, connecting Key Largo to Key West.
Riders pass over historic bridges, through small towns, and beside clear blue water. Many sections offer separate bike paths, though some share the road with traffic.
People can stop at parks, beaches, and viewpoints along the way. Rentals and bike shops are available for those who need gear or repairs. It’s a great option for those who want to see the Keys at a slower pace.
10) Go fishing with a local charter
Fishing is a classic Key West activity, and charter boats make it easy for anyone to join in. Local guides know the best spots for snapper, grouper, tarpon, and more.
Most charters provide bait, gear, and licenses, so guests just need to show up. Options range from quick trips to full-day outings.
The captains are familiar with the changing tides and weather. They can help beginners and seasoned anglers alike have a good time on the water.
Getting Around Key West and the Lower Keys
Getting around Key West and the Lower Keys is straightforward, with several options for both convenience and flexibility. Visitors can choose from popular rental services, public transportation, and some unique local alternatives.
Tips for Navigating the Area
The streets in Key West are compact and can get crowded, especially near Duval Street and Mallory Square. Walking works well for exploring downtown, but parking can be tricky in central areas.
It’s a good idea to avoid driving during peak times. Side streets or parking garages often have more available spots. Some locals prefer bicycles or scooters, which make parking and weaving through traffic much easier.
Maps and navigation apps help with unfamiliar roads, but street names sometimes change mid-route, so double-check destinations. Keep an eye out for marked pedestrian crossings—crosswalks are common, and traffic can be slow in busy areas.
Best Transportation Options
Biking is popular—there are plenty of rental shops, and bike lanes run along several main roads. Scooters are another favorite. They can be rented by the hour or day and help bypass congestion.
Taxis and rideshares (like Uber and Lyft) are available but may be limited late at night or during busy festivals. The Key West Transit bus covers major routes from Old Town to the Lower Keys, offering an affordable choice for longer distances.
Pedicabs and Conch Trains add a classic local feel for sightseeing rides. If traveling between islands, rental cars work best. Keep in mind, U.S. Route 1 is the only major highway through the Lower Keys, and traffic slows during holidays and special events.
Planning Your Visit
Key West’s tropical climate, unique island culture, and relaxed pace appeal to many travelers. Being aware of the weather, local customs, and essential safety measures can help visitors make the most of their trip.
Best Times to Explore
The best months to visit Key West are typically from December to May. During this period, the weather is usually sunny with pleasant breezes and lower humidity. Peak season (mid-December through April) brings more visitors, higher prices, and the most events and festivals.
June through November is hurricane season, with hotter temperatures and daily afternoon showers. However, there are fewer crowds and better rates at hotels and attractions during these months. Off-season visitors should monitor weather forecasts and be prepared for occasional storms.
For those who love quieter experiences, early September and October are less crowded. Key West’s annual events like Fantasy Fest (late October) and Hemingway Days (July) can influence hotel availability, so advance booking is recommended during major festivals.
Local Etiquette and Safety
Key West is informal but friendly, with a strong appreciation for personal space and a casual dress code. Lightweight, breathable clothing is typical, and flip-flops are common. Respect island customs by being patient, saying hello, and tipping service staff—usually 15-20%.
Safety is straightforward but important. Alcohol laws are enforced, and public intoxication is discouraged. Biking and walking are popular, so drivers should watch for pedestrians and cyclists. At the beach, use reef-safe sunscreen and avoid touching wildlife or coral, as both are protected.
Always lock bikes and valuables, as petty theft can occur in crowded areas. In case of emergency, island hospitals and urgent care clinics are available, but for routine issues, local pharmacies offer most supplies.
Chanin
Chanin is a seasoned traveler and digital nomad who has lived in various states across America, immersing herself in diverse cultures and experiences. Her passion for exploration and storytelling makes her an expert in uncovering the unique charm of every destination. As a writer for Wavy Destinations, Chanin shares her firsthand knowledge and insights on the best places to visit, hidden gems, and tips for making the most out of every journey.
Her writing not only inspires wanderlust but also offers practical advice for travelers seeking authentic and memorable experiences.
