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Top Key West Tours by Duration

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28 results | All Key West Tours

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Key West Southernmost Food and Cultural Walking Tour

Key West Southernmost Food and Cultural Walking Tour

star-5
419
Eat your way around Key West on this food tour with a guide who introduces you to 'mom and pop' eateries in the Old Town historic district. Taste seafood, Cuban cuisine, and, of course, key lime pie. The walking tour route takes you off typical touristy streets so you can see Key West like a local, listening to insights about the city's food, architecture, and history along the way. Tastings are enough for a hearty lunch.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$88.68
From
$88.68
Taking safety measures

Half Day Florida Keys Tour from Key West

Half Day Florida Keys Tour from Key West

star-5
33
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 includes private audio headsets to ensure you can hear your driver's commentary along the way.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$95.00
From
$95.00
Taking safety measures

Key West Historic Seaport Food Tasting and Cultural Walking Tour

Key West Historic Seaport Food Tasting and Cultural Walking Tour

star-5
180
Taste your way through Key West's Historic Seaport on a gourmet walking tour with a local guide. You'll stroll from the beach and docks into some of the most colorful neighborhoods in Key West, pausing to sample locally-caught fish tacos, Key West pink shrimp, conch ceviche, spiny lobster, or other just-as-delicious non-seafood options, learning about Key West history along the way. Don't forget to save room for homemade sangria and our famous key lime pie! Exploring Key West on foot is an ideal way to soak up the vibrant atmosphere, and group size is limited to 10 people to ensure personal service from your guide.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$88.68
From
$88.68
Taking safety measures

Guided Bicycle Tour of Old Town Key West

Guided Bicycle Tour of Old Town Key West

star-5
1066
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

Dinghy Drinking Tour through Key West Waters

Dinghy Drinking Tour through Key West Waters

star-5
21
On this tour, you will see the beautiful crystal clear waters around Key West from a dinghy, a small motor boat that seats up to 5. An experienced licensed boat captain who knows the waters will drive your boat. Dinghies can go through narrow tunnels in the mangrove trees that bigger boats cannot get through. Be ready to duck under branches. We will stop at waterfront bars. 2 or 3 stops depending on your preferences. If your group is larger, we will take additional boats. You can get in the water to swim or wade at any time. You will see lots of fish and sea creatures. Most of our guests bring beer, water or other beverages along for the tour. We have coolers to keep them chilled.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$65.00
From
$65.00
Taking safety measures

Key West Morning Boat Charter

Key West Morning Boat Charter

star-5
48
Enjoy a morning in the crystal clear water of The Florida Keys National Marine Sanctuary. This private custom charter will take you on an adventure snorkeling at the reef. See marine life in their natural habitat. Sea Turtles, Tropical Fish, Starfish and a living coral reef abound. Your Captain is knowledgeable and will guide you through the experience. You will stop at a tropical sandbar to splash around and see the home for many bird species while encircling the mangroves on your tour. You will also be welcome to Kayak or use the stand-up paddle board! This will help you navigate the sand-bar and have some fun. If fishing is on your bucket list, we can cast the rod and enjoy some near shore fishing. It's your day and you design the activities that you are interested in. No two trips are alike and we can't wait to help you make wonderful memories!
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  • 3 hours
  • Free Cancellation
From
$248.00
Price varies by group size
From
$248.00
Price varies by group size

Key West Craft Cocktail Crawl

Key West Craft Cocktail Crawl

star-5
80
Explore Key West through the eyes of a local on a craft cocktail tour that stops at five off–the–beaten–path establishments, from a historic mansion to a boutique hotel that was once a hospital. In addition to navigating for you, your guide uses the city’s bar scene to give you an overview of its history and culture. The tour includes five craft cocktails and three gourmet food tastings.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$88.68
From
$88.68
Taking safety measures

Key West Mangrove Ecosystem Paddleboard Tour

Key West Mangrove Ecosystem Paddleboard Tour

star-5
46
Satisfy your appetite for adventure on this paddleboarding 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.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$50.00
From
$50.00
Taking safety measures

Key West Fishing Day Trip

Key West Fishing Day Trip

star-4.5
132
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
$71.42
From
$71.42
Taking safety measures

Key West Scavenger Hunt Adventure Mobile Experience

Key West Scavenger Hunt Adventure Mobile Experience

star-3.5
6
Discover Key West in a fun new way on this 3-hour scavenger hunt. Jump into the middle of an exciting adventure from the Historic Seaport at Key West Bight to Duval Street, Mallory Square and other real-life locations around town. Discover both well-known and overlooked locations, solving clues and completing challenges via smartphone while learning the local history of this popular island city. Teams of 2- to 5-people are welcome.
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  • 3 hours
  • Free Cancellation
From
$20.84
Price varies by group size
From
$20.84
Price varies by group size

Kayak Tour of Mangrove Maze from Key West

Kayak Tour of Mangrove Maze from Key West

star-5
9
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 Tour of Florida Keys from Marathon to Key West

Private Tour of Florida Keys from Marathon to Key West

star-5
2
Visit the one-and-only island city of KEY WEST! Enjoy a narrated tour on the way down, and island music on the way back. HIGHLIGHTS • See the sights in Key West • Stay for the Key West sunset • Plenty of Free Time • Designated Driver • Narrated Tour Do what you want in Key West! We're doing the driving! Choose to sightsee, enjoy a happy hour, eat a nice dinner, check out Mallory Square at sunset, take a sunset sail, and more! Sit back & enjoy the scenery as we drive down to Key West. We're licensed like a limousine, so you can enjoy your favorite beverages en route. Learn the history, culture, and ecology of the Florida Keys & Key West from your friendly local guide. See the Southernmost Point, Hemingway's House, Mile Marker Zero, Sloppy Joe's, and Mallory Square It's more like a road trip than a tour - ask questions, point out wildlife, make new friends.
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  • 7 hours
  • Free Cancellation
  • Taking safety measures
From
$200.00
Price varies by group size
From
$200.00
Price varies by group size
Taking safety measures

Private Looe Key Snorkel from Big Pine Key

Private Looe Key Snorkel from Big Pine Key

star-5
287
Looe Key Marine Sanctuary is part of the Great Florida Reef, the only coral reef in the continental USA, and the third largest barrier reef system after the Great Barrier Reef in Australia, and the Palancar Reef in Mexico and Belize. It is a special place for snorkeling.
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  • 3 hours
  • Taking safety measures
From
$495.00
per group
From
$495.00
per group
Taking safety measures

Private Tour of Florida Keys from Key West: 7-Mile Bridge, Beach, and Key Deer

Private Tour of Florida Keys from Key West: 7-Mile Bridge, Beach, and Key Deer

star-5
6
Private, exclusive tour of the islands near Key West. The only land-based tour in the Florida Keys, operating from Key West. Small groups of up to 12 travel in a comfortable customized air-conditioned vehicle along the Overseas Highway. Drivers are professional tour guides who share fun and interesting information about the Florida Keys and the islands we traverse. Experience the iconic 7-Mile Bridge, relax on the world-famous Bahia Honda Beach, and photograph endangered Key Deer on Big Pine Key. Children are welcome. This tour is customizable. You'll love this tour so much, you'll book it again next year!
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  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$294.00
Price varies by group size
From
$294.00
Price varies by group size
Taking safety measures

Key West Day Sail Aboard Schooner

Key West Day Sail Aboard Schooner

star-5
57
Experience a slice of sailing history while soaking up fantastic Key West views on a cruise aboard the America 2.0, a replica of the schooner that won the very first America’s Cup. Relax on padded benches and teak decks as your captain navigates the island coastline past landmarks like Fort Zachary Taylor and Sand Key Light Tower, and sip unlimited drinks from the full onboard bar.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$60.20
From
$60.20
Taking safety measures

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

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

star-5
2
Party like a local at one of the Florida Keys Back Country sand bars. Your captain will pick the best location based on weather and tides. The turquoise waters and deep blue skies are intoxicating.There is a good chance you'll see rays, turtles, fish, and even dolphins. Once at the sand bar, you will have time to swim or just relax in paradise. Bring your swimsuit, towel, sunscreen, snacks & alcohol. 4-hour trip for up to 6 passengers. 11am til 3pm daily.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$564.90
per group
From
$564.90
per group
Taking safety measures

Booze Cruise Key West Private Charter

Booze Cruise Key West Private Charter

star-5
1
This is the only private guided booze cruise in Key West. We provide you with dockside access to three different watering holes on three different keys in Key West. First stop is at The Geiger Key Marina Restaurant. This is a Tiki bar and restaurant located approx. 5 miles north of the City of Key West. Access is through a beautiful mangrove inlet. Second stop is located at The Boat House restaurant located on Cow Key Channel and in the city of Key West. See the sites while enjoying a cold beverage. Third and final stop is The Hogfish Bar located in the "Old Florida" fishing village of Stock Island. This is the quintessential locals experience that you don't want to miss. Book it today!
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  • 3 hours
  • Free Cancellation
From
$248.00
Price varies by group size
From
$248.00
Price varies by group size

Cultural Walking Tour of Key West with Food and Drink Tastings

Cultural Walking Tour of Key West with Food and Drink Tastings

Discover the cuisine and culture of historic old Key West. Tastings of authentic dishes like Cuban pork and Key lime pie. Stops at local haunts like Mangoes, Blue Heaven and Rum Bar. Guided historical and cultural walking tour. Chance to navigate the city's charming streets like a local
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  • 3 hours
  • Free Cancellation
From
$120.00
From
$120.00

Rum Runner Experience: See Key West Like a Pirate

Rum Runner Experience: See Key West Like a Pirate

Bring your pirate fantasies to life on a 4.5-hour rum and shooting range tour. Round-trip transportation from your hotel spares you the task of drawing straws for a designated driver. After pickup, spend an hour a Big Coppitt Gun Club (rentals at own expense). Then enjoy a tour with tastings at Key West First Legal Rum Distillery. Don't forget to grab your free Cuban leaf cigars and salt scrubs before drop-off.
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  • 4 hours 30 minutes
  • Free Cancellation
From
$135.00
From
$135.00

Private Cruise in Florida Keys with Snorkeling Experience

Private Cruise in Florida Keys with Snorkeling Experience

We are the exclusive operator on the quiet tropical island of Duck Key. Our US Coast Guard licensed captains have over 50 years combined excursion experience in the Middle Keys and look forward to sharing our lovely paradise with you! New to snorkeling? No problem, your captain will provide all the tips to have you exploring our local sea-life in no time. We hold ourselves to a high standard and run a quality operation. With your enjoyment in mind, the private boats are clean, comfortable offering multiple seating options, and maintained regularly. After your 3 hour excursion, you’ll fall in love with the Keys!
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$622.57
per group
From
$622.57
per group
Taking safety measures

Sunset Booze Cruise Key West Private Charter

Sunset Booze Cruise Key West Private Charter

This is the only private guided booze cruise in Key West. We provide you with dockside access to three different watering holes on three different keys in Key West. First stop is at The Geiger Key Marina Restaurant. This is a Tiki bar and restaurant located approx. 5 miles north of the City of Key West. Access is gained through a beautiful mangrove inlet. Second stop is located at The Boat House Bar located on Cow Key Channel in the City of Key West. See the sites while enjoying a cold beverage. The third and final stop is The Hogfish Bar & Grill located in the "Old Florida" fishing village of Stock Island. This is the quintessential locals experience that you don't want to miss. Book it today!
More
  • 3 hours
  • Free Cancellation
From
$258.34
Price varies by group size
From
$258.34
Price varies by group size

Marathon Tarpon Fishing Charter

Marathon Tarpon Fishing Charter

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.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$717.52
per group
From
$717.52
per group
Taking safety measures

Marathon Offshore Fishing Charter

Marathon Offshore Fishing Charter

star-3
2
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.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$987.00
per group
From
$987.00
per group
Taking safety measures

Marathon Backcountry Fishing Charter

Marathon Backcountry Fishing Charter

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.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$579.54
per group
From
$579.54
per group
Taking safety measures

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