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
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Key West Sunset Sail with Open Bar and Live MusicA sunset sailing tour in Key West aboard Marquesa, a modern 70-foot catamaran, where you board at the Historic Harbor, sail to prime viewing waters, and watch the famous Key West sunset while sipping from an open bar and enjoying live music from local musicians. The boat departs 30 minutes after your arrival, and the sail runs about two hours. Champagne, wine, beer, cocktails and soft drinks are included, along with a chef's selection of shrimp cocktail, toasted crostini, antipasti skewers and seasonal tarts.Is it for me?Book this sail if you want to watch the Key West sunset from the water with a drink in hand and live music playing, rather than from a crowded bar or a beach. The catamaran's timing and route are built around the moment the sun drops, so the sunset is the event, not something that happens while you're doing something else.
Shark and Wildlife Viewing Tour Key West: No-Water SharksA shark and wildlife viewing tour in Key West operates on an eco-friendly catamaran that travels about 4 miles offshore to shallow waters where bait attracts lemon, nurse, bull, black tip and hammerhead sharks to the boat's side. You observe them from deck in safety and comfort, spotting dolphins, stingrays, barracudas, sea turtles, tarpon and native birds along the way. The tour includes a professional English-speaking guide, polarized sunglasses, bottled water, soda and juice. You must call to confirm your departure time before the tour date.Is it for me?Book this tour if you want close-up shark viewing without entering the water—the catamaran keeps you on deck while bait brings the sharks alongside, so families with younger children and anyone uncomfortable swimming can still get the full experience.
Key West Bike Tour: Old Town & Southernmost Point in 2 HoursYou ride a bike through Old Town Key West with a local guide for two hours, hitting the Southernmost Point, major landmarks, and the best photo spots. Water and Key Lime pie are included. The fixed route means you see the highlights without planning the day yourself, and you cover more ground than you'd manage walking.Is it for me?Book this if you want to see Key West's main attractions and get solid photos without spending a full day planning routes and stops—the two-hour pace and fixed itinerary pack the highlights into one ride.
Key West Mangrove Kayak Tour: Paddle Shallow Creeks with a GuideA guided kayak tour through Key West's back country mangrove creeks, where you paddle at a relaxed pace through inches of water and learn about the geological structure of the Keys and its marine life from your kayak. The tour runs two hours; single and double kayaks are available, and all guests must know how to swim. Morning and afternoon departures are offered; check in 30 minutes early.Is it for me?Start your day on the water with the morning departure, or join the afternoon paddle if you're exploring Key West first—either way, your guide leads you through mangrove creeks at a relaxing pace where tropical fish, birds, and the Keys' geology reveal themselves from your kayak.
Key West: Old Town Food Walking Tour & Cuban LunchYou’ll walk through Key West’s Old Town with a local guide, tasting Cuban dishes at El Siboney, sipping rum at The Speakeasy Inn, and ending with real Key Lime Pie. Expect stories about the city’s history between bites, plenty of laughter, and enough food for lunch—plus those little moments you’ll remember later when you catch a whiff of lime or hear Spanish on the breeze.
Key West: Kayak, Snorkel & Schooner Sunset Small Group TourYou’ll sail from Key West into calm waters for kayaking through mangroves and snorkeling above seagrass beds with a local guide nearby. Small group means no crowds—just quiet moments spotting wildlife, sharing fruit and drinks on deck, and catching that famous sunset if you pick the afternoon trip.
Key West Sunset Sail with Wine Tasting: Small-Group SchoonerThe Wind & Wine Sunset Sail is a small-group sailing tour in Key West aboard a historic schooner, where you taste fine wines from around the world, sample craft and domestic beers, and eat light hors d'oeuvres while watching the sunset over the water. The crew handles everything—wine service, stories, timing—so you show up 30 minutes before departure and spend two hours on the water without arranging a thing. Minimum age is 13; you must be 21 to drink alcohol.Is it for me?Book this sail if you want a real sunset over water without the noise and crush of a party boat. The small group size and the crew's focus on the experience—not the headcount—make the difference for anyone looking for an evening that feels intentional instead of generic.
Key West: 28-Mile Jet Ski Tour & Free Second RiderYou ride a jet ski 28 miles around Key West with a guide, stopping at the Southernmost Point, a sandbar, and the Florida Keys Marine Sanctuary. A second rider on your machine is free, shuttle pickup is included, and the tour lasts 1.5 hours. You'll need to pass a quick online boaters safety test if you were born after 1988, and then you're ready to go.Is it for me?Book this if you want to see the whole island from the water without renting a boat or navigating yourself, and you're bringing someone along—the free second rider and included pickup take two logistics off your plate.
Key West: Dolphin Watch & Snorkel Tour with DrinksYou board a 45-foot catamaran and cruise the Gulf of Mexico to watch bottlenose dolphins in their natural habitat, guided by the only Dolphin SMART-certified operator in the Keys. Then you snorkel the Key West Wildlife Refuge, spotting stingrays and corals with full gear and instruction included. The return includes complimentary beer, wine, and sodas. Arrive 30 minutes early; you must be able to swim to participate in snorkeling.Is it for me?Book this if you want to see wild dolphins and snorkel a refuge in one morning without arranging your own boat or gear—the SMART certification and small-group format mean you're watching real behavior, not a performance, and the included drinks and instruction remove the logistics so you just show up and swim.
Key West Catamaran Sunset Sail: Live band on the waterYou board a 65-foot catamaran at sunset on Key West's waterfront, spend two hours watching the sky change color while a live band plays, and drink your way through complimentary margaritas, champagne, beer, and wine with appetizers. The boat passes Mallory Square and Fort Zachary Taylor. Check in is 45 minutes early; bring a valid ID if you're 18 or older.Is it for me?Right for anyone in Key West who wants a sunset without arranging their own boat or worrying about what to drink—the live band and included drinks are what turn an evening on the water into something you'll actually remember.
Key West: Adult Sunset Sail with Moët Champagne & CheeseYou’ll sip bottomless Moët champagne as you sail Key West’s calm waters at sunset, sharing gourmet cheeses and local smoked fish dip with fellow adults—no kids allowed. With plenty of space on board and an easygoing crew, there’s time to relax into the colors and flavors as daylight fades. It’s quietly special in ways you might not expect.
Key West: Sunset Sail with Champagne & Harbor ViewsYou’ll sail through Key West Harbor with a small group as evening falls, sipping champagne or local craft beer while your guide points out historic sights and passing boats. Watch Mallory Square’s Sunset Celebration from a peaceful spot on the water, and maybe catch that legendary green flash if you’re lucky.
Key West: Schooner Sunset Sail with Drinks & AppetizersYou board at Key West Bight Marina, sail for two hours past Fort Zachary Taylor and Sunset Pier aboard America 2.0, and drink complimentary wine, beer or Champagne with individually plated appetizers as the sun drops into the water. The captain handles the sailing; you handle the moment.Is it for me?Right for travelers staying in Key West who want the sunset without fighting the Mallory Square crowds. Expect a slower pace and actual conversation—this is a sailing experience, not a party boat, and the two hours are built around watching the light change.
Key West: Schooner Sailing, Kayak & Snorkel Small-Group TourYou’ll board a classic schooner in Key West for a day spent sailing quiet waters, kayaking shaded mangrove channels with your guide, snorkeling coral reefs teeming with life, and relaxing at a shallow sandbar. With fresh local lunch and drinks included, every moment feels easygoing—just you, new friends, and wild Florida beauty all around.
Key West Sunset Sail: Dolphins, Wine & TapasYou board at the Historic Seaport and sail past Key West landmarks toward open water, where your captain positions the catamaran to track dolphin pods up close. After the dolphins move on, the boat holds steady for the sunset while you eat tapas and drink wine—all included—and watch the Gulf turn gold. The whole thing takes 2.5 hours and keeps to small groups, so it never feels crowded.Is it for me?Book this if you want the famous Key West sunset without arranging a separate dinner reservation or drink—the wine, food, and timing are all built in, and the small-group limit means you're not competing for space or the captain's attention.
Key West: Clear Kayak Eco-Tour Mangroves & Marine LifeYou paddle a transparent kayak through mangrove channels in the Florida Keys National Marine Sanctuary for 2 hours, watching starfish, sharks, stingrays, and tropical fish move beneath you in real time. A local guide leads the route (adjusted for tide), shares marine ecology facts, and handles all safety gear. The marina is 25 minutes from Key West, parking is included, and you're back on land by early afternoon.Is it for me?Book this if you want to see marine life up close without scuba certification or a boat—the transparent kayak does the work. It's ideal for anyone with moderate fitness who's curious about the Florida Keys ecosystem and doesn't want to spend time arranging transport, gear, or a guide separately.
Key West: Morning Reef Snorkeling Tour with Breakfast & MimosasYou’ll sail from Key West on a roomy catamaran for a morning of reef snorkeling with all gear included. Enjoy light breakfast onboard before exploring coral and tropical fish with help from friendly guides, then relax with mimosas or beer as you cruise back in the sun.
Dolphin watching & sandbar tour from Key West: Unlimited drinksThis five-hour tour from Key West's Historic Seaport takes you to a secluded sandbar in Jewfish Basin and then into the Florida Keys National Marine Sanctuary to watch wild dolphins. The boat includes unlimited draft beer, wine and mimosas; lunch (Cuban sandwiches, fried chicken, wraps and platters); water toys and snorkel gear; and a lily pad float. A live English-speaking guide explains the local marine life and ecosystems as you move between stops.Is it for me?At five hours, this tour fits a half-day outing and leaves your morning or evening free—ideal if you're arriving in Key West with a few hours to spare or want to combine it with another activity. The fixed schedule and all-inclusive drinks and food mean you're not managing logistics or budgets once you're on the water.
Key West: Historic Seaport Food Tour & Local TastingsYou’ll wander Key West’s historic seaport with a local guide, tasting fresh pink shrimp with wine, rich lobster mac upstairs in an old house, and classic Cuban sandwiches straight from the source. End with key lime pie so good you’ll remember it later. Small group size means you’ll hear real stories—and maybe laugh at yourself along the way.
Key West: Sea Doo Jet Ski Tour & Wildlife SightingYou’ll feel your heart race as you speed around Key West’s coastline on a Sea Doo jet ski tour with a local guide. Glide past famous spots like Mallory Square and Fort Zachary Taylor, stop to swim in turquoise waters, and maybe spot dolphins or sea turtles along the way. It’s equal parts excitement and pure Florida sunshine.
