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Top Key West Outdoor Activities

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Dry Tortugas National Park Day Trip by Catamaran

Escape to the secluded islands and tropical beaches off the coast of Key West on this guided, full-day adventure to historic Dry Tortugas National Park. History buffs and outdoor enthusiasts alike will love this unique voyage, where getting there is half the fun on board the Yankee Freedom III, a luxurious, state-of-the-art catamaran. Enjoy snorkeling (equipment provided) in the crystal blue waters and take in the military fort, national park, campground, sandy beaches and coral reefs that make this area special. Breakfast and lunch included.
  • Duration: 10 hours
  • Free Cancellation
  • Duration: 10 hours
  • Free Cancellation
From  
$178.99
From  
$178.99
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Key West Day Trip

Kick back in Key West with this island day trip from Miami, and do as little or as much as you like. After an air-conditioned journey by bus that crosses the famous Seven Mile Bridge, enjoy up to six hours of free time. Make the most of the laid-back vibe and explore at your own pace, or upgrade to include an activity such as a conch train ride, trolley tour, parasail ride or snorkel cruise. Want to see the coral reef but don’t want to get in the water? Do the glass-bottom boat cruise instead.
  • Duration: 12 hours
  • Free Cancellation
  • Duration: 12 hours
  • Free Cancellation
From  
$69.00
From  
$69.00
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No Certification Required Guided Scuba Diving Tour

Go scuba diving at a Key West reef without any required certification. Under the supervision of a certified dive instructor, spend your vacation time exploring the underwater world of one of the earth's largest reefs. This is a perfect opportunity to learn the basics of scuba; all instruction and equipment included means even beginners can give it a try.
  • Duration: 90 to 120 minutes
  • Free Cancellation
  • Duration: 90 to 120 minutes
  • Free Cancellation
From  
$115.00
From  
$115.00
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Dolphin Research Center and Florida Keys Tour

Keep your eyes free to roam on this tour of the Lower Keys from Key West. Ride in a comfortable van across the Overseas Highway and more than 20 bridges en route to three islands, including stops at Bahia National Park, Blue Hole, and more. This small-group tour is limited to 13 passengers or fewer, and the driver is equipped with an audio headset to ensure you can hear while driving.
  • Duration: 6 hours 30 minutes
  • Free Cancellation
  • Duration: 6 hours 30 minutes
  • Free Cancellation
From  
$155.88
From  
$155.88
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Key West Fishing Day or Night Trip

Going fishing while in Key West is a must, and this deep-sea fishing tour takes you on a comfortable boat that can fit up to 60 passengers. Whether you’re a beginner or an experienced fisherman, your captain and crew helps you with your skills. Try to catch snapper, grouper, mackerel, or shark. A license and all bait are included, and restrooms are on board for convenience. This tour is offered during the day or at night, depending on your preference.
  • Duration: 6 hours
  • Free Cancellation
  • Duration: 6 hours
  • Free Cancellation
From  
$65.00
From  
$65.00
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All Inclusive Water Adventure Excursion in Key West

Enjoy a day of sailing, snorkeling and kayaking on this 6.5-hour cruise off the coast of Key West. Spend a relaxing time on board a boat headed to the Key West National Wildlife Refuge. Pass some of Key West’s top attractions, then dive into the water to see more than 600 species of colorful fish, coral and other sea life. Then sail deeper into the refuge for some kayaking. This cruise includes a buffet lunch with unlimited beer, wine and soft drinks to sample along the way.
  • Duration: 6 hours 30 minutes
  • Free Cancellation
  • Duration: 6 hours 30 minutes
  • Free Cancellation
From  
$129.00
From  
$129.00
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Kayak or Paddleboard Backcountry Tours

Escape the crowds of Key West for a couple of hours on this Geiger Key kayaking tour that introduces you to the natural environment of the Florida Keys. Just 15 minutes from downtown Key West, Geiger Key is home to winding mangrove trails that you'll explore with a nature guide. Watch for birds and other marine life of the mangrove ecosystem, and enjoy being on the water. When booking, you have your choice of a morning or afternoon departure time as well as your choice of a kayak or stand-up paddleboard (SUP).
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
$69.88
From  
$69.88
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Key West Mangrove Ecosystem Paddleboard Tour

Satisfy your appetite for adventure with this 2-hour paddle boarding tour of Key West’s mangrove ecosystem. Paddle downwind across shallow waters of Key West’s backcountry to learn about the geological structure of the Keys, as well as the species who call it home. Spot some tropical fish, jellyfish, sea cucumbers, and aquatic birds along your way through the winding mangrove creeks.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
$50.00
From  
$50.00
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Island Adventure Snorkel Kayak and Tour

Get access to a remote nature sanctuary, known only to Key West locals, during this 4.5-hour island adventure Choose to paddleboard, kayak, snorkel, or just lounge on the sandbar and take in the natural ambiance. Snack, lunch, and use of snorkel equipment included; wine and beer available after activities.
  • Duration: 4 hours 30 minutes
  • Free Cancellation
  • Duration: 4 hours 30 minutes
  • Free Cancellation
From  
$116.04
From  
$116.04
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Key West Backcountry and Wildlife Refuge Kayak and Snorkel Tour

See the wildlife and wilderness of Key West on a 4-hour kayak and snorkeling tour. With a guide, you'll explore the backcountry environment of the island, learning about the delicate ecosystem. Equipment, water, and a snack are included.
  • Duration: 4 hours
  • Free Cancellation
  • Duration: 4 hours
  • Free Cancellation
From  
$70.00
From  
$70.00
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Small Group Kayak and Snorkel Eco Tour

Head out in to the open waters on this small-group six-passenger kayaking and snorkeling ecotour adventure. Follow your captain through scenic mangrove tunnels and over calm waters as you make your way to one of the area's most-stunning snorkeling destinations. Learn about local wildlife  before taking a dip and get an underwater look. Gear is provided on this tour that's perfect for all levels.
  • Duration: 4 hours 30 minutes
  • Duration: 4 hours 30 minutes
From  
$112.88
From  
$112.88
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Marathon Reef Fishing Charters

Sail across the beautiful waters of the Florida Keys for a day of reef fishing. Charter a private boat for up to six people and cast your line as you try to catch Wahoo, Mahi Mahi, Snapper, Grouper, King Mackeral, and more. Tours are suitable for beginner and experienced anglers so everyone can have a good time catching fish and enjoying a beautiful day out on the water.
  • Duration: 4 to 8 hours
  • Free Cancellation
  • Duration: 4 to 8 hours
  • Free Cancellation
From  
$699.99
From  
$699.99
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Marathon Offshore Fishing Charter

Kick back, drop your line in the water and a enjoy a relaxing day in the Florida Keys, trying your hand at a catch that may include sailfish, wahoo, mahi mahi, tuna, snapper, grouper, king mackerel, and shark. This private charter includes exclusive use of a 31-foot (9.5 meter) open fishing boat with shade, instruction for beginners or advanced tips for the pros, and all the equipment you need.
  • Duration: 4 hours
  • Free Cancellation
  • Duration: 4 hours
  • Free Cancellation
From  
$600.00
From  
$600.00
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NEW TO VIATOR

Sunset Cruise

Key West is famous for fabulous sunsets and Floridays is famous for our spectacular uncrowded champagne sunset cruise. Our reputation for personal service and attention to detail on our sunset cruise are legendary. Don’t forget your camera!
  • Duration: 1 hour 30 minutes
  • Free Cancellation
  • Duration: 1 hour 30 minutes
  • Free Cancellation
From  
$55.00
From  
$55.00
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NEW TO VIATOR

Key West Wreckers Race Aboard Schooner America 2.0

Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse! Back in the day, pirate ships from afar often ran aground on Sand Key Reef, nine miles off the southern coast of Key West. When all the sailors in Key West heard there was booty to be had, they'd get in their boats and race each other out to the reef. The first one there could claim the ship's cargo. Today, we celebrate it with the firing of the canon to start the race, and all of the schooners of Key West are on their way in a one-way race to Sand Key Lighthouse! The boat that gets there first, "wins"! Highlights of the trip:- Complimentary beer, wine, champagne, soft drinks and water- A boxed lunch provided by Key West locals' favorite Harpoon Harry's Restaurant- A fast-paced and exciting race nine miles offshore into open water culminating in the rounding of the famed Sand Key Lighthouse- Iconic 360* views of Mallory Square, Fort Zachary Taylor, and Sunset Pier
  • Duration: 3 hours
  • Duration: 3 hours
From  
$103.20
From  
$103.20
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NEW TO VIATOR

7-Hour PRIVATE Day Sail for Up To 6 Passengers

Avoid the crowded "cattlemarans" in the historic seaport and join us for your own PRIVATE All Day Sailing Trip – Perfect to Play on the Reef or Just Sail and Enjoy the Sunset.Enjoy a traditional sailing charter Key West style, embarking from the Safe Harbour Marina on Stock Island. With a feel of “Old Key West”, the shrimp boats and local craftsmen provide a picturesque beginning to your afternoon. Once aboard you will appreciate the luxury accommodations of our charter catamaran with plenty of room to roam about. Sailing a large modern catamaran is quite easy and involves as little or as much effort as you wish to put into it. Ask to help raise the sails or take a turn at the helm if you like. The destinations for the optional activities are less than one hour away, making this 7 hour trip ideal for 3 of them.This is the ideal sailing trip for a sunset cruise – Let us know if this is what you’re looking for!
  • Duration: 7 hours
  • Free Cancellation
  • Duration: 7 hours
  • Free Cancellation
From  
$1,299.00
From  
$1,299.00
See Details

NEW TO VIATOR

3-Hour PRIVATE Day Sail for Up To 6 Passengers

Avoid the crowded "cattlemarans" in the historic seaport and join us for your own PRIVATE Single Activity Trip – Perfect to Play on the Reef or Just Sail and Enjoy the Sunset.Enjoy a traditional sailing charter Key West style, embarking from the Safe Harbour Marina on Stock Island. With a feel of “Old Key West”, the shrimp boats and local craftsmen provide a picturesque beginning to your afternoon. Once aboard you will appreciate the luxury accommodations of our charter catamaran with plenty of room to roam about. Sailing a large modern catamaran is quite easy and involves as little or as much effort as you wish to put into it. Ask to help raise the sails or take a turn at the helm if you like. The destinations for the optional activities are less than one hour away, making this 3 hour trip ideal for one of them.This is the ideal sailing trip for a sunset cruise – Let us know if this is what you’re looking for!
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
$699.00
From  
$699.00
See Details

Marathon Tarpon Fishing Charters

Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant Tarpon! Marathon the hub for fishing in the Florida Keys, great beaches, shopping, fantastic food and home to the largest Tarpon run. View the beautiful waters, all while experiencing the thrill of a chance to catch the silver king, the myth, the legend of the sea the Florida Keys Tarpon. Your trip is guided by our licensed Captain in a modern fish catching Tarpon catching style boat. All the fishing rods and reels, right and left handed and all the tackle you need, as well as all other necessities including safety equipment. Take a deep breathe and lets do this, the Silver King is waiting! Travelers that have enjoyed our fishing charters also have enjoyed The Turtle Hospital, a tour down Seven Mile Bridge or a beautiful sunset at Sombrero Beach.
  • Duration: 4 hours
  • Free Cancellation
  • Duration: 4 hours
  • Free Cancellation
From  
$649.99
From  
$649.99
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Marathon Backcountry Fishing Charters

Cruise through mangrove forests and along brackish waters on this Florida backcountry fishing trip. In addition to beautiful scenery, a backcountry fishing trip offers calm waters—perfect for those who are prone to seasickness or nervous about heading out on open ocean. This tour includes all of the instruction and equipment you need for a successful trip looking for bonefish, tarpon, and more.
  • Duration: 4 hours
  • Free Cancellation
  • Duration: 4 hours
  • Free Cancellation
From  
$524.99
From  
$524.99
See Details

NEW TO VIATOR

5-Hour PRIVATE Day Sail for Up To 6 Passengers

Avoid the crowded "cattlemarans" in the historic seaport and join us for your own PRIVATE Single Activity Trip – Perfect to Play on the Reef or Just Sail and Enjoy the Sunset.Enjoy a traditional sailing charter Key West style, embarking from the Safe Harbour Marina on Stock Island. With a feel of “Old Key West”, the shrimp boats and local craftsmen provide a picturesque beginning to your afternoon. Once aboard you will appreciate the luxury accommodations of our charter catamaran with plenty of room to roam about. Sailing a large modern catamaran is quite easy and involves as little or as much effort as you wish to put into it. Ask to help raise the sails or take a turn at the helm if you like. The destinations for the optional activities are less than one hour away, making this 5 hour trip ideal for two of them.This is the ideal sailing trip for a sunset cruise – Let us know if this is what you’re looking for!
  • Duration: 5 hours
  • Free Cancellation
  • Duration: 5 hours
  • Free Cancellation
From  
$999.00
From  
$999.00
See Details

Marathon Inshore Fishing Charter

Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish! Marathon the hub for fishing in the Keys, great beaches, shopping and fantastic food. View the beautiful scenery, while experiencing the thrill of a chance to catch species such as Yellowtail, Snapper, Permit, Tarpon, Grouper, Barracuda, and Shark. Your tour is guided by a licensed Captain in a modern open fishing style boat with t-top for shade. All the fishing rods and reels, right and left handed and all the tackle you need, as well as all other necessities including safety equipment.Booking with confidence on TripAdvisor, it makes this charter an easy, reliable and enjoyable decision. Reserve Today to get hooked up! Travelers that have enjoyed our fishing charters also have enjoyed The Turtle Hospital, a tour down Seven Mile Bridge or a beautiful sunset at Sombrero Beach.
  • Duration: 4 to 8 hours
  • Free Cancellation
  • Duration: 4 to 8 hours
  • Free Cancellation
From  
$524.99
From  
$524.99
See Details

NEW TO VIATOR

Fishing for Big Tropheys in Key West

Full quality fishing equipment Big Trophey Fishing Large comfortable boat Catch Guaranteed Experienced Crew If you’re looking for some of the best fishing that money can buy out of Key West, Florida, you can’t go wrong with our charter. Our saltwater fishing boat that can take up to 6 anglers fishing at the same time. The vessel comes rigged with state-of-the-art navigational electronics and safety equipment, outriggers, a fighting chair, a live bait tank, and ice-boxes. It’s also features 2 private restrooms, a kitchen, a flybridge, beds, and AC. This beauty can take you for deep sea and reef fishing up to 18 miles offshore on full day trips. These trips will also provide higher chances of catching Marlin! Depending on the package and the bite, your target list will include Mahi Mahi, Sailfish, Marlin, Snapper, Grouper, and many other attractive species.Feel free to bring any snacks and drinks to be stored in the onboard cooler. Also, bring sunscreen and hats.
  • Duration: 4 to 8 hours
  • Duration: 4 to 8 hours
From  
$900.00
From  
$900.00
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NEW TO VIATOR

Party Boat Family Fishing

Amazing idea to spend your weekend with your kids! Guaranteed Catch, Fishing gear, Safe and well-equipped boat.Enjoy your fishing trip aboard The Party Boat. The vessel’s wheelchair accessible and is equipped with modern navigational electronics, which include a VHF radio, a GPS, a radar, and a fish finder. It is fully rigged to provide a comfortable fishing space for all the anglers keep them comfortable between casts. Inside, the boat is air-conditioned, there are separate restrooms for men and women, and an ice-box to keep the catch fresh during the day.Key West Fishing Charter will help you get the fish you want to put on your table. The crew will show you every step of the way since a successful fishing starts with a knowledgeable team.Whether it’s chasing Yellowtail Snapper when fishing over reefs, bottom fishing for Mutton Snapper and Mangrove Snapper, or fishing for Grouper and others – the crew know all the best spots for the many different species that call the area home.
  • Duration: 6 hours
  • Duration: 6 hours
From  
$75.00
From  
$75.00
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Key West Private Charter

Planning an activity for a large group of people can be a challenge, but this Key West private fishing charter tour makes things easy. With a charter boat that can accommodate up to 70 people, as well as a crew, hostess, and all fishing gear included, you’re sure to have a great time out in Florida. Please note: Pricing is per boat, please choose "1 adult" at booking for boat reservation.
  • Duration: 5 hours
  • Duration: 5 hours
From  
$2,200.00
From  
$2,200.00
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Book online or call
(888) 651-9785
(888) 651-9785