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102 results | All Key West Tours

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Key West Mangrove Kayak Eco Tour

Key West Mangrove Kayak Eco Tour

star-5
657
Paddle a kayak through mangrove creeks and shallow water on a Key West kayaking tour that offers an up-close look that this unique coastal environment. This guided tour is the perfect way to spot Florida wildlife in a natural habitat.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$50.00
From
$50.00
Taking safety measures

Shark and Wildlife Viewing Adventure in Key West
Likely to Sell OutLikely to Sell Out

Shark and Wildlife Viewing Adventure in Key West

star-5
721
Get up close with sharks and other marine wildlife on this boat tour from Key West. Travel on board an eco-friendly, 34-foot catamaran just a few miles off the coast of Key West. See dolphins, stingrays, turtles and birds and learn about Key West’s waters, and then watch as the pilot drops bait to draw a variety of sharks right to the edge of the boat. Bring a camera to capture the excitement as these super predators swarm. Cold drinks, snacks and polarized sunglasses are included on this Key West shark cruise.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$84.27
From
$84.27
Taking safety measures

Gulfstream Fishing - Key West

Gulfstream Fishing - Key West

star-4.5
184
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.
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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$76.97
From
$76.97
Taking safety measures

Dry Tortugas National Park Day Trip by Catamaran from Key West
Likely to Sell OutLikely to Sell Out

Dry Tortugas National Park Day Trip by Catamaran from Key West

star-4.5
265
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.
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  • 10 hours
  • Taking safety measures
From
$190.00
From
$190.00
Taking safety measures

Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres
Likely to Sell OutLikely to Sell Out

Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres

star-4.5
1098
Watch the sun set and the moon rise off the coast of Key West on this sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 70-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset as the sun glistens and gently settles into the water. Hearty appetizers plus champagne, wine, full liquor bar, ice-cold beer and soft drinks are included.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$89.95
From
$89.95
Taking safety measures

Parasailing in Key West with Professional Guide

Parasailing in Key West with Professional Guide

star-4.5
143
Get a bird’s-eye view of Key West from high above the crystal blue waters of the Atlantic Ocean on this parasailing tour. Experience the thrill of flying while watching the bustling activity along the coastline and the abundance of marine life below. See dolphins, turtles, fish, and more from 300 feet in the air. Enjoy gentle, dry takeoffs and landings.
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$89.95
From
$89.95
Taking safety measures

Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar
Likely to Sell OutLikely to Sell Out

Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar

star-5
226
Enjoy the sunset from the water on this Key West cruise aboard a classic schooner. As you stand on the deck of the tall ship, pass by sights such as Mallory Square with its Sunset Celebration and the Navy Mole, where big ships dock. Hors d'oeuvres and unlimited drinks are included onboard. Take your pick of beer, wine, sparkling wine, cocktails, soda, and homemade tropical sangria.
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  • 2 hours
  • Free Cancellation
From
$99.95
From
$99.95

Key West Living Coral Reef Snorkel Adventure

Key West Living Coral Reef Snorkel Adventure

star-4
281
Explore the only living coral reef in North America during this snorkeling adventure from Key West. Sail aboard a state-of-the-art catamaran as you voyage toward the reef. Receive snorkeling guidance from your knowledgeable crew, making this experience perfect for first-time snorkelers. Use of sanitized snorkel gear and beer, water, and champagne on the morning trip or margaritas on the afternoon trip provided.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$46.92
From
$46.92
Taking safety measures

Key West Hop-On Hop-Off Trolley Tour

Key West Hop-On Hop-Off Trolley Tour

star-4.5
520
Explore the best that Key West has to offer on this narrated, hop-on hop-off trolley tour. Visit more than 100 points of interest among Key West’s top attractions, with an expert guide who takes you through the history of the city. Select from an unlimited 1- or 2-day pass to suit your schedule.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$50.35
From
$50.35
Taking safety measures

Key West Conch Tour Train

Key West Conch Tour Train

star-4
196
Explore the best that Key West has to offer on this narrated, Conch Train Tour. See Key West’s top attractions and learn about the Conch Republic’s history and residents, past and present. See where Ernest Hemingway used to hang out and find out why Harry Truman used to spend so much time here. Get to know Old Town Key West, from the Front Street Depot to Mallory Square and everything in between, including live onboard commentary from a professional tour conductor. It’s Key West’s original, and most iconic, sightseeing tour.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$39.85
From
$39.85
Taking safety measures

Key West Sunset Champagne Catamaran Cruise
Likely to Sell OutLikely to Sell Out

Key West Sunset Champagne Catamaran Cruise

star-4.5
331
Experience a sunset you’ll never forget on this 2-hour catamaran cruise in Key West. Sip on your choice of wine, champagne, beer or sangria as you watch the sun go down over the water. As you sail you’ll catch glimpses of the island and marvel at the views from the turquoise water. Cocktails are also available at a cash bar on board.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$51.95
From
$51.95
Taking safety measures

Half-Day Cruise from Key West with Kayaking and Snorkeling
Likely to Sell OutLikely to Sell Out

Half-Day Cruise from Key West with Kayaking and Snorkeling

star-5
688
Get ready for fun in the sun on this half-day sailing, kayaking and snorkeling adventure off the coast of Key West. Choose from a morning or afternoon excursion and set sail. Kayak through a maze of mangrove-canopied canals and streams, home to a tropical array of birds, rays, sharks, sport fish and more. Then jump into the water for a snorkeling session above a coral reef with 600 different species of marine life. Relax, feel the warm sea breeze and enjoy the day. Snacks, beer, wine, sodas and water included.
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  • 4 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$96.75
From
$96.75
Taking safety measures

Key West Ghosts and Gravestones Trolley Tour

Key West Ghosts and Gravestones Trolley Tour

star-4
277
Discover some of Key West’s deepest, darkest secrets on a 60-minute ghost-themed trolley tour. The Trolley of the Doomed explores the darker side of one of the most haunted cities in the country. Experience Key West’s frightening past while traveling down the narrow, dark streets of Old Town, lined with 19th-century wooden houses that still bear the secrets of their former inhabitants. This tour is narrated by a 17th-century gravedigger guide who’s almost as scary as the stories being shared.
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$38.80
From
$38.80
Taking safety measures

Ultimate Jet Ski Tour of Key West

Ultimate Jet Ski Tour of Key West

star-4.5
297
Experience Key West’s tropical blue waterways on this Jet Ski tour along the Atlantic Ocean and/or the Gulf of Mexico. Enjoy panoramic island views and watch for dolphins, stingrays, sea turtles, manatees and more while gliding over warm ocean water. Bring a waterproof camera to capture this southernmost point in the continental United States.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$166.57
per group
From
$166.57
per group
Taking safety measures

Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included

star-5
265
Leave behind the crowds of Key West and catch a quintessential Florida sunset while enjoying drinks on a sailboat. There is no better vantage point for watching the sunset over the water than from the water itself. And, while larger sunset cruises can get overcrowded, this small group experience ensures you have a spot at the rail when it comes time to capture photos of the setting sun.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$61.46
From
$61.46
Taking safety measures

Guided Bicycle Tour of Old Town Key West

Guided Bicycle Tour of Old Town Key West

star-5
1217
Ride through the streets of Old Town Key West during a leisurely bicycle tour—a perfect introduction for first-time visitors. Learn about the island's history and see highlights such as Mallory Square, Mile Marker Zero, and White Street Pier. Pedal out to the Southernmost Point Buoy and enjoy panoramic ocean views. Plus, choose from morning or afternoon times to easily fit this tour into your schedule.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$49.81
From
$49.81
Taking safety measures

Key West Jet Ski Tour: Free 2nd Rider

Key West Jet Ski Tour: Free 2nd Rider

star-5
351
Discover 28 miles (45 kms) of the Floridian coast on a 1.5-hour jet ski tour. With four daily tours, you can easily find a time that fits with your schedule. The tour is priced per jet ski, so you can ride tandem with a friend at no additional cost. Your guide is on hand at all times to lead the way on your aquatic adventure.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$173.27
From
$173.27
Taking safety measures

Key West Dolphin Watch and Snorkel Cruise
Likely to Sell OutLikely to Sell Out

Key West Dolphin Watch and Snorkel Cruise

star-4.5
535
Get ready for fun in the sun on this dolphin watch and snorkeling adventure off the coast of Key West. Cruise away from the island city of Key West and see dolphins swimming alongside the boat, then jump in for a shallow-water snorkel at the Key West National Wildlife Refuge with many different species of marine life. Relax, feel the warm sea breeze and select from a variety of refreshing beverages on board the boat.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$75.20
From
$75.20
Taking safety measures

Parasailing in Key West Seaport

Parasailing in Key West Seaport

star-4.5
95
Try something new in Key West: parasailing. Adventure seekers who've booked this trip will love soaring over the Key West Seaport. The experience is available for singles, doubles, and even triples so it's a fantastic activity for a group of friends or a family. You'll board a state-of-the-art boat, get briefed by the crew, and then fly over the city—free as a bird.
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$89.95
From
$89.95
Taking safety measures

Corsair 2 Sportfishing Key West
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Corsair 2 Sportfishing Key West

star-5
61
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 Corsair 2 Sportfishing. With over 3 decades of local fishing experience under his belt, Captain Russ McKinley is your man if you want to get the best out of these deep blue waters. His boat is a 50’ Hatteras saltwater fishing boat that can take up to 6 anglers fishing at the same time. Powered by twin 550 HP Detroit Diesel‎ engines, this fishing machine is unstoppable on the water. 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 very comfortable and features 2 private restrooms, a kitchen, a flybridge, beds, and AC. This beauty can take you for some amazing deep sea and reef fishing up to 18 miles offshore on full day trips. This trip will also provide higher chances of catching Marlin!
More
  • 1 day 4 hours
  • Free Cancellation
From
$850.00
per group
From
$850.00
per group

Kayak Tour of Mangrove Maze from Key West

Kayak Tour of Mangrove Maze from Key West

star-5
33
On this Tour you will paddle through three different bodies of water; The Gulf of Mexico, Cow Key Channel and into the Mangrove Mazes to get into the Salt ponds of Key West. Our Tour guides will share the History of Key West and South Florida, educate you on the flora and fauna that you may encounter and see throughout the tour and discuss how to become more sustainable in today's world.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$75.00
From
$75.00
Taking safety measures

Private Fishing Charter from Ramrod Key
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Private Fishing Charter from Ramrod Key

star-5
19
Escape the Florida Keys crowds by heading into the backcountry on this private fishing tour. In the company of just your party and the crew, you'll enjoy your guide's undivided attention as you fish for a variety of species such as tarpon, bonefish, permit, barracuda, snapper and sea trout in the shallows and flats. Most likely, you'll be fishing depths of two to eight feet.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$450.00
per group
From
$450.00
per group
Taking safety measures

4-Hour Private Sand Bar Cruise on a Tiki Bar Boat in Key West
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4-Hour Private Sand Bar Cruise on a Tiki Bar Boat in Key West

star-4.5
9
Getting out on the water is one of the best ways to explore Key West, but many big tours cram their boats with passengers. This private tour promises an un-crowded experience. Head out onto turquoise water aboard a unique tiki bar boat and look out for marine life such as turtles and dolphins as you cruise to a sandbar where you can swim or just soak up the sun.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$564.90
per group
From
$564.90
per group
Taking safety measures

Private Fishing Charter from Key West
Likely to Sell OutLikely to Sell Out

Private Fishing Charter from Key West

star-4.5
25
We offer a trip of a lifetime. We do our best to catch you the trophy fish. We have some of the best fishing gear and one of the fastest fishing boats Key West has to offer. We love fishing and enjoy teaching customers and can accommodate everyone from beginners to expert level fisherman. We provide a huge amount of value and service at Fish Inc. We specialize in Offshore Trolling, Reef Fishing, Wreck Fishing, and many other types of fishing. We are the obvious choice. Many of our customers come year after year to fish with us.
More
  • 4 hours
  • Free Cancellation
From
$950.00
per group
From
$950.00
per group

Filters

What people are saying about Outdoor Activities in Key West

star-5
Key West Mangrove Kayak Eco Tour
"It was a fun excursion! Our guide was Payton and she was really cute- very funny and relaxed and knowledgeable. I can’t swim, but at no point did I feel in danger. The sites were cool. Would do again for sure!!"..."
star-5
Shark and Wildlife Viewing Adventure in Key West
"Awesome experience! Very educational. They news everything about wildlife. I will remember recommend them."..."
star-5
Gulfstream Fishing - Key West
"Had great time. First on fishing boat. Everything was well worth the money. Will do again next time in key west. Thank you to crew."..."
star-5
Dry Tortugas National Park Day Trip by Catamaran from Key West
"Snorkeling around the old structures and touring the fort. The ride to and from the fort was amazing."..."
star-5
Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres
"Beautiful views, great fun, very cool staff, delicious apps, nice choice of bar items. Perfect end to a wonderful day!"..."
star-5
Parasailing in Key West with Professional Guide
"Great guide and captain. It was my kids’ first time. They had a blast and I felt it was very safe. I appreciated the guide joking and connecting with the passengers. Kids want to go back and I am going up next time!"..."
star-5
Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar
"The sunset was spectacular. The crew did and excellent job keeping everyone safe and beverages plenty."..."
star-5
Key West Living Coral Reef Snorkel Adventure
"Great first time experience and very helpful crew. The coral reef was amazing to see. Lots of fish and it’s basically right there when stop"..."
star-5
Key West Hop-On Hop-Off Trolley Tour
"The knowledge of the drivers excellent! Very enjoyable . Great way to see all sights then decide Done"..."
star-5
Key West Conch Tour Train
"We had Grace as our guide. She was funny. Very knowledgeable and made the experience worthwhile. Lots to see. We are definately riding again."..."
star-5
Key West Sunset Champagne Catamaran Cruise
"The sunset was beautiful. Very tranquil and relaxing. The crew was wonderful. We thoroughly enjoyed our experience. M"..."
star-5
Half-Day Cruise from Key West with Kayaking and Snorkeling
"Wonderful! Crews were so knowledgable and helpful. Enjoyed this half day trip so much. Definitely will recommend this tour!"..."
star-5
Key West Ghosts and Gravestones Trolley Tour
"Enjoyed the stories and spooky history of Key West...a lot of fun! Perfect tour length and great guide."..."
star-5
Ultimate Jet Ski Tour of Key West
"Gary was a knowledgeable guide With a great sense of humor. He was good about making sure everyone was safe and comfortable. The water was choppy and it was extra fun"..."
star-5
Sunset Sail in Key West with Beverages Included
"Relaxing, comfortable and very enjoyable. The crew was welcoming and friendly. The experience was worth the cost"..."
star-5
Guided Bicycle Tour of Old Town Key West
"Yvonne was amazing very knowledgeable in the history of the Keys and in keeping a timely tour and the key lime pie was amazing!!!!"..."
star-5
Key West Jet Ski Tour: Free 2nd Rider
"Awesome ride with Jake and BJ.. Tour was a blast and they were very patient. Smooth sailing. Highly recommend."..."
star-5
Key West Dolphin Watch and Snorkel Cruise
"We enjoyed seeing many dolphins on our trip! The crew, Capt Nicole and Amanda, were fantastic! Knowledgeable, friendly and fun. Couldn’t have asked for a better day on the water. We’re so glad we did this during our short trip to Key West!!"..."
star-5
Parasailing in Key West Seaport
"The day was beautiful for parasailing. Our 2 Captains were super nice and very knowledgeable. So much fun also. Great way to spend my birthday. Would absolutely recommend this company for any of your water activities!!!!"..."
star-5
Corsair 2 Sportfishing Key West
"Beautiful day for fishing! Great staff and we each caught a fish! We enjoyed our first fishing excursion!"..."
star-5
Kayak Tour of Mangrove Maze from Key West
"Going through the mangroves was amazing! Phil was a great tour guide. I would highly recommend this tour!!"..."
star-5
Private Fishing Charter from Ramrod Key
"The fishing was great. My son and I caught about 12 fish each. Jim was on time, got us on the fish, his boat is nice and he is very personable. I highly recommend this to anyone looking to go fishing in the Keys."..."
star-5
4-Hour Private Sand Bar Cruise on a Tiki Bar Boat in Key West
"Robert was INCREDIBLE!!!!! We had so so much fun. Recommending to everyone!!!! The sandbar was unreal. We felt like we were in Tahiti!!"..."

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
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What are the best Outdoor Activities in Key West?
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What Outdoor Activities in Key West are 1 hour or less?
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What Outdoor Activities in Key West are taking additional safety precautions?
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What Outdoor Activities in Key West are good for avoiding crowds?