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 Sandbar Tour with Kayaking and PaddleboardingFury's Island Adventure Eco Tour is a 3.5-hour catamaran and water-sports tour from Key West to hidden sandbars and shallow waters in the Marine Sanctuary. You board a custom-built catamaran, kayak or paddleboard through crystal waters to spot wildlife, then relax on the sandbar with a lunch buffet and complimentary drinks. The late-afternoon departure times the sunset cruise back to Key West.Is it for me?Book this tour if you want to paddle and relax without arranging your own boat, guide, or food—the catamaran, the sandbar route, and the lunch are all set before you arrive, so the afternoon is just execution instead of planning.
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: 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: Dolphin Watching & Snorkeling on Quiet CatamaranYou board a catamaran designed for silent wildlife viewing, spend under an hour finding wild dolphins in their home waters, then snorkel a reef spot chosen for that day's best visibility with an educated guide and full gear provided. Plan to arrive early—parking fills fast, and the boat leaves on time.Is it for me?Right for travelers who want to see wild dolphins without the noise and crowds of a standard tour boat, and who value learning from a biologist-trained crew. Expect a full morning or afternoon on the water—the quiet engine and small groups are what make close dolphin observation possible.
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.
Key West Reef Snorkel & Sail: North America's Only Living CoralYou board a sailing yacht in Key West, spend an hour traveling to the only living coral reef in North America, snorkel for an hour with provided gear and instruction, then sail back while enjoying complimentary drinks. The whole experience takes three hours, groups stay small, and you see the reef the way locals do—without the crowds or the rush.Is it for me?Book this if you want to see the only living coral reef in North America without arranging your own boat or gear—the small group size and included instruction mean you spend your time looking at the reef, not figuring out logistics.
Dry Tortugas National Park: Catamaran Day Trip & Fort JeffersonYou board the Yankee Freedom III in Key West and spend the day at Dry Tortugas National Park: a guided tour of Fort Jefferson with a naturalist, snorkeling in clear tropical water, and meals included. The 30+ mph catamaran gets you there and back in one day, and the National Park entry fee is already in the price.Is it for me?Book this if you want to see Fort Jefferson and the Dry Tortugas islands in a single day without arranging your own boat or managing the logistics — the catamaran's speed and included meals mean you spend your time on the water and the islands, not waiting or planning.
Key West: SNUBA Dive Adventure & Coral Reef ExperienceYou’ll slip beneath the waves on a guided SNUBA dive off Key West—no certification needed—and float among colorful coral and schools of tropical fish. A local instructor helps you get comfortable with the gear before leading you through underwater scenes you won’t forget soon. All equipment is included, plus filtered water when you resurface—just bring your curiosity.
Key West: Half-Day Fishing Charter on 64' CatamaranYou’ll board a roomy catamaran in Key West for a half-day fishing charter with local crew ready to help—whether you’re new or experienced. Cast your line over tropical reefs, enjoy snacks and drinks from the galley, and let someone else handle filleting your catch back at the dock. Expect laughter, salt air, and maybe even a little pride when you reel something in.
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: Catamaran Dolphin Watching & Shallow Snorkeling TourYou’ll sail Key West’s turquoise waters on a roomy catamaran with only about 14 guests, spot wild dolphins up close as they play and teach their young, then snorkel shallow reefs with all equipment provided. Enjoy fresh fruit snacks and premium drinks as salty air dries on your skin—this is low-key adventure at its best.
Key West: Parasailing, Jet Ski & Snorkeling Full DayYou board a 65-foot catamaran and move through four water activities — parasailing, jet ski, banana boat, and an inflatable obstacle park — in one morning or full day. The full-day option adds a reef snorkel and lunch. You get unlimited drinks, snacks, and reef-safe sunscreen included; the boat handles timing and logistics so you just show up and go. Arrive 45–60 minutes early with photo ID and a credit card.Is it for me?Book this if you want multiple water activities in one outing without arranging them separately — the catamaran schedule and paired jet skis mean you show up, check in early, and the crew handles the rest. Swimming ability and moderate fitness are needed for the full experience.
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 Parasailing: 8-10 Minutes Airborne Over WaterFury's Key West Parasailing is a 50-minute activity where you fly tandem or triple (at the captain's discretion) 600 feet above the water for 8-10 minutes of airtime, with the option to be lowered for a dip in the ocean before climbing back skyward. Check-in is 30 minutes before departure; all guests 18+ must bring government-issued photo ID, and minors 6-17 require a parent present at check-in to sign waivers. Digital photos are available for purchase at the end of your flight.Is it for me?Soar tandem or triple above Key West's turquoise waters, then dip into the ocean without leaving the sky.
Kayaking in Key West: Mangroves, Sandbar & Marine SanctuaryA guided kayak eco tour in Key West combines paddling through The Mud Keys and Jewfish Basin in the Florida Marine Sanctuary with a full afternoon on a secluded sandbar. The trip includes a master captain and two crew members, a guided kayak tour through mangrove isles where you might spot any of over 500 marine species, lunch with Cuban sandwiches and wraps, unlimited draft beer and wine, paddle boards, snorkeling gear, and water toys. Check in at 201 William Street 30 minutes before departure; the full outing runs about five hours and returns around 4 p.m.Is it for me?Book this trip if you're staying in Key West without a car or want to skip arranging your own boat and guide—the crew picks up the navigation and the wildlife spotting, so you paddle when you want to and relax on the sandbar when you don't.
Key West Sunset Sail with Open Bar, Live Music & Hors d'oeuvresYou board the Sandie Cat, grab a drink from the unlimited bar, and settle in for two hours as the sun drops over the water with live music playing and appetizers circulating. No planning the drinks, no choosing a restaurant, no worrying about timing—just sail, sip, and watch the famous Key West sunset happen in front of you.Is it for me?Right for travelers in Key West who want the sunset without arranging dinner or a bar—the open bar and appetizers mean you're not hunting for another spot after. Plan to arrive 30 minutes early for check-in, and know that this is a social cruise, so the boat will have other people on it.
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: All-Inclusive Watersports Combo with Lunch & BeerYou’ll jump from jet skis to snorkeling gear in Key West’s warm waters before catching your breath over a grilled lunch and cold draft beer. Try paddleboarding or bounce on inflatables while a local guide keeps things light and easy. By sunset you’ll feel sun-kissed, salty-haired—and probably not ready to leave.
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).
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.
