Things to do in Key West
Key West Snorkeling Tour21 optionsFishing Tour Key West7 optionsBoat Tour Key West39 optionsKey West Kayaking Tour13 optionsCatamaran Cruises10 optionsSunset Cruises16 optionsEco Tour Key West9 optionsFood Tour Key West12 optionsKey West Airport Shuttle5 optionsKey West Walking Tour14 optionsDolphin Watching Tour Key West9 options
The unmissables
Most booked
Key West Sunset Sail with Open Bar and Live Music★ 4.69 (3,848) · 2h
Top rated
Shark and Wildlife Viewing Tour Key West: No-Water Sharks★ 4.95 (3,400) · 2h
Best value
Key West Bike Tour: Old Town & Southernmost Point in 2 Hours★ 4.94 (2,740) · 2h
Recommended (7)
Key West Mangrove Kayak Tour: Paddle Shallow Creeks with a Guide★ 4.91 (2,378) · 2hUS$ 80View ›
Key West: Old Town Food Walking Tour & Cuban Lunch★ 4.89 (1,933) · 3hUS$ 94View ›
Key West: Kayak, Snorkel & Schooner Sunset Small Group Tour★ 4.90 (1,828) · 4h 30mUS$ 125View ›
Key West Sunset Sail with Wine Tasting: Small-Group Schooner★ 4.92 (1,480) · 2hUS$ 135View ›
Key West: 28-Mile Jet Ski Tour & Free Second Rider★ 4.78 (1,463) · 1h 30mUS$ 156View ›
Key West: Dolphin Watch & Snorkel Tour with Drinks★ 4.67 (1,243) · 3hUS$ 73View ›
Key West Catamaran Sunset Sail: Live band on the water★ 4.64 (1,043) · 2hUS$ 73View ›Top rated (10)
Looe Key Snorkel from Big Pine Key: Private Reef TourYou board a private boat from Big Pine Key and motor out to Looe Key, where your captain leads you through a living coral reef system. You snorkel among barracuda, rays, and parrotfish in channels carved through the only continental US coral reef. Equipment and water are included; the captain stays with you the entire time. You return to Big Pine Key the same afternoon.Is it for me?Book this if you want to see a real coral reef without arranging your own boat or equipment—the captain's presence in the water and knowledge of the reef conditions are what make a safe, guided snorkel possible in a marine sanctuary.
Key West: Small-Group Walking Tour to Southernmost PointYou’ll wander Key West’s lively streets with a local guide, starting at Kino Sandals and ending at the famous Southernmost Point marker. Along the way you’ll hear wild shipwreck tales, peek at Hemingway’s cats, and catch those little details—like coconut oil or distant gulls—that make this island feel alive beneath your feet.
Key West Sunset Sail Aboard Schooner AppledoreSail Key West aboard the Appledore, a 2-masted schooner that carries just 36 passengers, where you help raise the sails and take a turn at the wheel while the sun sets over the Gulf. Premium wine, beer, champagne and appetizers are included; the voyage lasts 2 hours and passes the Historic Seaport, Mallory Square's Sunset Celebration, the Navy Mole and Fort Zachary Taylor. Infants sit on an adult's lap; service animals are welcome.Is it for me?Book this if you want to actively help raise the sails and steer the boat yourself—not just watch from a seat.
Florida Keys: Marathon Sunset Cruise & Seven Mile BridgeYou’ll watch the sky shift over Seven Mile Bridge on this Marathon sunset cruise, sipping champagne as you glide through Boot Key Harbor with music playing softly. Expect local stories from your guide, snacks along the way, and time to just soak up those Florida Keys colors before heading back.
Key West: Kayak, Snorkel & Morning Sail Eco TourYou’ll start your day sailing from Key West’s Historic Seaport on a roomy catamaran, kayak through quiet mangrove islands with a local guide, then snorkel clear waters over Sand Key Reef. Fresh organic snacks are served onboard. Expect laughter, salty breezes, and moments you’ll keep replaying long after you’ve rinsed off the salt.
Key West: Bahama Village & Hemingway Walking TourYou’ll wander Key West’s Bahama Village with a local guide who knows every story behind those pastel streets. Step inside Hemingway’s house (watch for cats), climb the old lighthouse for wild island views, and pause outside legendary bars where music spills onto the sidewalk. It’s not just facts—it’s laughter, salt air, and small surprises that linger long after your walk ends.
Key West: Sunset Sail Cruise on Schooner Jolly II RoverYou’ll join a small group aboard Key West’s famous schooner for a true sunset sail cruise—helping raise sails, steering if you want, firing real cannons (seriously!), and gliding past mansions and historic forts with snacks and water included. The sea breeze and those changing colors will probably stay with you longer than you expect.
Key West: Island Jet Ski Tour & Southernmost Point RideYou’ll skim across turquoise water circling Key West by jet ski with a local guide, stopping at famous spots like Mallory Square and the Southernmost Point marker. There’s time to play or relax at an empty sandbar before heading back salty and grinning—bring your sense of adventure (and maybe an old towel).
Marathon FL: Sandbar Cruise & Water Sports with DrinksYou’ll step onto a boat in Marathon FL and let go of schedules for four hours—swimming at the sandbar, trying paddleboards or kayaks if you want, snacking as you float under the sun. Friendly crew keeps things easy with drinks and laughs. It’s relaxed fun—the kind where you remember how saltwater feels on your skin long after you’re home.
Key West: Craft Cocktail Crawl & Food Tastings Off DuvalYou’ll sip five unique cocktails in real Key West bars (not just tourist spots), taste spicy bites and fresh tacos between stops, and hear stories from a guide who knows everyone by name. Expect laughter, new friends, and maybe a recipe or two you’ll want to steal for home.
Lowest price (10)
Key Largo to Key West Self-Guided Driving Tour: 7 Mile BridgeA self-guided audio driving tour covers 100 miles from Key Largo to Key West, with GPS-triggered audio stories, route maps and scenic stops included. Download the app before you go, and the tour works offline using your phone's GPS. One purchase covers everyone in your car; start anytime and pause for photos, hikes or meals whenever you want.Is it for me?Choose this tour if you want to explore the Keys on your own schedule without a guide or a group. The self-guided format and offline GPS mean you drive at your own pace, stop whenever something catches your eye, and don't depend on a tour bus or a set departure time — ideal for a first-time visit where you want flexibility, or a return trip where you already know what you want to see.
Florida Keys self-guided audio tour: Drive at your own paceA self-guided audio driving tour of the Florida Keys that plays commentary automatically based on your GPS location as you drive the Overseas Highway. Download the tour to your phone once and use it forever with no expiry date; you control the pace, choose which stops to visit, and can tour offline without cell service. Suggested itineraries cover half-day, full-day or multi-day routes, and one purchase works for everyone in the vehicle.Is it for me?Choose this if you're driving the Overseas Highway and want audio commentary that plays only at each stop—you control the pace, so you can linger at beaches or rush through viewpoints without a guide or group waiting.
Key West: Mel Fisher Museum Ticket & Audio Tour StoriesYou’ll walk through Key West’s Mel Fisher Maritime Museum with an included audio tour, seeing real shipwreck treasures and learning about Spanish galleons and local history. Expect powerful moments at exhibits like the Henrietta Marie slave ship and live conservation labs — it’s not just gold coins but true stories that stay with you long after.
Key West: Harry S. Truman Little White House Tour & EntryYou get admission and a guided tour of the Harry S. Truman Little White House, the historic presidential retreat built in the early 1900s. Your guide walks you through the main rooms and grounds, sharing stories about Truman's time here and visits from Eisenhower and Edison. The tour lasts around an hour and includes access to all public areas of the house and property.Is it for me?This works well if you want to understand a specific piece of American Cold War history without arranging your own research or timing — the guide handles the context and the stories, leaving you to absorb the place itself.
Key West Haunted Pub Crawl: Ghost Stories & Historic SitesA 2-hour haunted walking tour through Key West's Old Town led by a local guide in English, with a commemorative T-shirt included. You'll visit the historic morgue, the Porter Mansion (one of Key West's most haunted locations), the home of Robert the Doll, and other sites tied to local legends and Key West's darker history. At each haunted pub stop along the way, you can order a drink if you wish.Is it for me?The guide speaks English and delivers the stories in person, so you hear the tales as they unfold at each location — this works for anyone who wants the full local context and doesn't mind a 2-hour walk through Old Town. If you prefer a quieter pace or have cardiovascular concerns, this particular tour's walking route and evening timing may not suit you.
Key West Kayak Rental: Mangrove Tunnels & Marine WildlifeYou get a 2-hour self-guided paddle through Key West's mangrove creeks and shallow sea grass beds, with all equipment, a map and a pre-paddle lesson included. The operator briefs you on the best wildlife-spotting routes before you launch, then you explore on your own at your own pace, looking for fish, rays, sharks and manatees in water clear enough to see the bottom. Everything you need is provided — kayak, paddle, life vest — and the rental includes access to onsite facilities like restrooms and a restaurant for before or after.Is it for me?This works well if you want to explore on your own schedule without a guide's pace or fixed stops — the 2-hour window and self-guided format mean you can linger over wildlife or cover more distance depending on what interests you, and the calm shallow water keeps the paddling manageable for most swimmers.
Key West Pub Crawl on Duval Street: Five drinks includedThe original Key West Pub Crawl is a guided tour of five bars on Duval Street in the Key West Historic District, running 2.5 hours with five included drinks, live music and comedy at multiple stops, and a free souvenir T-shirt. The tour operates with a live English-speaking guide and requires a minimum age of 21 with photo ID. Hotel pickup is not included; public transportation options are available nearby.Is it for me?Your guide steers you through five bars with drinks already covered, so you're actually experiencing Duval Street's nightlife instead of managing transactions at each stop.
Key West: Sunset Catamaran Cruise with Drinks & Harbor ViewsYou’ll board a spacious catamaran in Key West Harbor, sip Champagne or sangria as you sail past island views, and watch locals gather along Mallory Square for sunset. The drinks are included, the breeze is real, and there’s something about that golden hour silence that stays with you long after you’re back on land.
Key West Ghost Hunt: Haunted Locations & EquipmentYou arrive at a microbrewery, get trained on ghost hunting gear, then walk Old Town Key West with a local expert who knows the haunted history. The tour ends with exclusive access into a former Masonic temple where you use the equipment yourself. Nightly departures, ages 16 and up only.Is it for me?Book this if you want to actually use ghost hunting gear instead of just hearing about it, and you're comfortable walking Old Town Key West at night with a group that knows the local haunted history.
Key West Schooner Sail & Full Bar: 2-Hour Tall ShipYou board at the Key West Historic Seaport, help the crew raise the sails on a traditional tall ship, and take a turn steering. The two-hour sail includes a full open bar, water, and guidance from an English-speaking crew member. No stops, no transfers — just the boat, the water, and the thing you came for.Is it for me?Book this if you want to actually do something on the water rather than watch from a seat — the hands-on part is what makes the difference, and the bar means you can relax between turns at the wheel.
