Things to do in Key West, FL
Read moreTop Key West Attractions, Tours & Rentals
Featured Key West Activities
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May 27 - Jun 2
113
Key West: Beach Pass Watersports Package with Beach Chairs and Umbrella
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8 Hrs.
Enjoy everything Smathers Beach has to offer with this Beach Pass Watersports Package with Beach Chairs and Umbrella. Capture the magic of Smathers Beach with this all-day Ultimate Beach Pass. This amazing pass offers something for everyone and includes volleyball, paddleboard, windsurfing, kayaking, Hobie Cat Sailboat, beach chair rentals, umbrella rentals, and float rentals. A tremendous value and a great idea for groups, get your Beach Pass and get out on the water today!
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90
Key West: Party Boat Fishing Aboard 64-Foot Catamaran FishMonster Max
4.8(13)
5 Hrs.
Get out on the water and enjoy Key West, Florida with a FishMonster Max Party Boat Fishing experience. Cruise on this completely remodeled 64-foot twin engine catamaran, relax in the cool air-conditioned galley, or head up top for incredible 360 degree views of the ocean. Take your fish home to be enjoyed later or walk them over to any one of the numerous restaurants located along the dock and have it cooked just the way you like it! Spend your morning fishing and your evening enjoying your fresh caught dinner. Book today!
Read moreBooked 3 times in last 48 hrs
45
Key West: Morning Reef Snorkel and Sail with Unlimited Mimosas
5.0(35)
3 Hrs.
Imagine yourself swimming in the warm tropical water of Key West, Florida with swarms of vibrant colorful fish all around you as you begin the day with a Morning Reef Snorkel and Sail with Unlimited Mimosas aboard an expansive 69’ sailing catamaran. Sail seven miles off Key West’s majestic coast to the shallow Caribbean water of the Florida Keys Reef. Set off on this adventure and book your spot today.
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91
Key West: Sunset Dinner Cruise aboard the Party Cat
4.6(290)
2 Hrs.
Enjoy a memorable evening on the water with the Key West Sunset Dinner Cruise. Savor a fresh, tropical-inspired dinner, including roast pork with Cuban bread and fried plantains, all prepared onboard. Relax with drinks from the fully stocked bar and take in the stunning sunset views. The friendly crew ensures a comfortable experience, with indoor seating in a climate-controlled cabin. This is the perfect way to dine, drink, and dance while making unforgettable memories. Reserve your spot today for an unforgettable Key West sunset experience!
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80
Key West: Southernmost Sunset Sail with Live Music & Hors d’oeuvres
4.7(212)
2 Hrs.
Entice yourself with the starburst blaze of colors that is the Key West sunset on a luxurious sunset sail. See local landmarks and sail past Sunset Key and historic Fort Zachary Taylor as you dine on a tasty selection of varied hors d'oeuvres. Watch the sunset with your favorite drink in your hand and your loved ones by your side. Enjoy live music from local musicians! These are moments you’ll savor long after you leave town! Don't miss the boat. Book your spot today!
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60
Key West: Catamaran Champagne Sunset Sail
4.9(101)
1.5 Hrs.
Set sail on a Catamaran Champagne Sunset Sail in Key West for an unforgettable evening. Sip complimentary drinks as the ocean breeze carries you into a breathtaking sunset, fading into a star-filled sky. Whether with family or someone special, relax, unwind, and savor the beauty of Key West. Book your Champagne Sunset Sail today!
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90
Key West: Dolphin Sunset Sail with Premium Wine and Tapas Pairings
4.8(116)
2.5 Hrs.
Embark on an unforgettable sailing adventure through the crystal-clear water of Key West with the Dolphin Watch Sunset Sail. Enjoy superbly crafted tapas like tuna poke and shrimp cocktail along with champagne, select premium wines including LaCrema, beer, and sangria as you journey to view majestic dolphins, landmark sights and the world famous Key West sunset. Get an authentic sailing experience as the captain and crew raise the sails on your luxurious catamaran and set out to find dolphins playing and frolicking in the surf and often near the boat! Book yours today!
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86 80
Key West: Sunset Cruise with Live Music & Cocktails Included
4.9(85)
2 Hrs.
Sail away with an ocean breeze for a night of music, drinks, and dancing on this Live Music Sunset Cruise in Key West, Florida. Experience some of Key West’s best musicians as you dance to the backdrop of a gorgeous, tropical sunset. Eat, drink, and be merry aboard a spacious and comfortable catamaran and take in all of the stunning sights and sounds. For an evening you'll want to last forever, set sail on this Live Music Sunset Cruise! Book your experience today!
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200
Key West: Half Day Split Charter Fishing Aboard a 34-Foot Crusader
4.5(17)
4 Hrs.
Climb aboard a 34-foot Crusader and take to the ocean blue on a deep sea fishing charter for up to 6 guests. Join up to five other anglers in the beautiful waters off Key West, Florida and target seasonal favorites like mahi-mahi, tuna, sailfish, marlin, and snapper on this fishing adventure. All gear is provided, and your catch will be professionally cleaned and filleted. Whether you're a seasoned angler or first-timer, this unforgettable fishing trip delivers thrills, scenic ocean views, and the chance to hook a trophy catch. Reserve your Key West fishing trip now!
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72
Key West: Glass Bottom Boat Reef & Eco Tour
4.5(40)
1.5 - 2.5 Hrs.
Hop aboard for an adventure through the most diverse underwater ecosystem in the United States with the Glass Bottom Boat Reef & Eco Tour. Enjoy traveling the tropical and sun-kissed waters of the Florida Keys on a sleek and comfortable catamaran as you scope stunning seascapes through a glass bottom. Take an underwater adventure in North America’s only living coral reef without even getting wet. See the home to elkhorn, brain coral, and hundreds of diverse fish species. Come along on a fun and informative tour of the Florida Keys on Key West's only window to the sea! Book now!
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52
Key West: Rise & Reef Snorkeling Trip With Breakfast & Unlimited Mimosas
4.5(39)
3 Hrs.
Embark on an unforgettable snorkeling adventure to explore Florida's best reef aboard the Sandie Cat, Key West’s newest and fastest catamaran. Spend less time traveling and more time in the crystal-clear waters. Enjoy a complimentary breakfast, unlimited mimosas (mango, strawberry, and orange), and draft beer during this all-inclusive experience. Join the crew for a true Key West experience with family and friends. Reserve your spot today!
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159
Key West: Do It All Water Sports Adventure Package with Lunch & Drinks Included
4.8(45)
6 Hrs.
Don't miss your chance to “Do it All” with a day-long Watersport Adventure Package in Key West. This all-inclusive experience gives you full access to a variety of awesome activities like kayaks, paddleboards, snorkeling, jet skis, floatables, water trampolines, and banana boat rides. Choose your activities and have your day your way with this Do It All Water Sports Adventure Package. Book today!
Read moreFrequently Asked Questions
1. How many days should I spend in Key West, FL?
Key West is a small island with a wide range of activities and things to do. Five days is a good amount of time to experience Key West without running out of things to do.
2. When is the best time to visit Key West, FL?
Key West temperatures and sea breezes make for an enjoyable vacation any time of year! It is most popular in the Spring between March and May, The moderate year round temperatures make it a wonderful destination on YOUR own time.
3. Is Duval Street safe in Key West?
Duval Street is one of the more popular places to visit in Key West. It draws a good crowd and everyone seems to get along.
4. Do you need a car in Key West?
Key West is a small island. You don't need a car in Key West. Many people rent scooters or bicycles. It is easier to park a bicycle or scooter than it is a car.
