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29 results | All Key West Tours

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Key West Southernmost Food and Cultural Walking Tour
Likely to Sell OutLikely to Sell Out

Key West Southernmost Food and Cultural Walking Tour

star-5
507
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
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Half Day Florida Keys Tour from Key West

star-5
37
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
Likely to Sell OutLikely to Sell Out

Key West Historic Seaport Food Tasting and Cultural Walking Tour

star-5
227
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, 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 a refreshing glass of white wine 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

Private Day Trip - A Self-Guided Drive Through the Lower Keys

Private Day Trip - A Self-Guided Drive Through the Lower Keys

star-5
4
It's like having your own local tour guide at your fingertips! Download this GPS-driven audio & multimedia tour, and as you drive between Key West and Marathon (CAR RENTAL/DRIVER NOT INCLUDED) your phone or device alerts you to great places to stop. Enable audio narration to hear about each point of interest as you approach the area. You’ll have historic photos, a map linked to your GPS, and websites and restaurant menus at your fingertips. There’s so much to see and do in just one-and-a-half hours of driving from Key West to Marathon (South to North), or Marathon to Key West (North to South.) Visit the Keys’ most beautiful natural sand beach, tan on a secret nude beach, check out a limestone quarry inhabited by American alligators, spot rare Key deer, find the Keys’ best shrimp pizza, and jump off an abandoned bridge into a cool-water canal. After purchasing, check your confirmation emails for instructions on how to download your tour.
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  • 2 to 5 hours
From
$6.50
From
$6.50

Guided Bicycle Tour of Old Town Key West

Guided Bicycle Tour of Old Town Key West

star-5
1204
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

ConchTales and Dreams: Food, Drink and Fun Tour of Key West

ConchTales and Dreams: Food, Drink and Fun Tour of Key West

star-4.5
45
Get to know the sights, sounds and tastes of Key West on this guided, 3-hour, small-group tour. Enjoy three drinks and three food tastings at some of the best pubs, dives and diners in Old Town and the Historic Seaport at Key West Bight Marina. Also, visit the Key West Legal Rum Distillery for a tour and tasting. Along the way, learn about the rich history and traditions of this island city, whose visitors have included fortune hunters, wreckers, spongers, pirates, tobacconists, artists, poets and writers.
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  • 3 hours
  • Free Cancellation
From
$93.75
From
$93.75

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
8
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

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

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

star-5
7
Our private cruise to the sandbars will allow you to choose from two different Sandbar experiences. With 2 hours on the sandbars you can visit each if you like.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$475.00
per group
From
$475.00
per group
Taking safety measures

Key West Craft Cocktail Crawl
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Key West Craft Cocktail Crawl

star-5
116
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 two gourmet food tastings.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$88.68
From
$88.68
Taking safety measures

Dinghy Drinking Tour through Key West Waters

Dinghy Drinking Tour through Key West Waters

star-5
34
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
$75.00
From
$75.00
Taking safety measures

Key West Fishing 10am-4pm Daily

Key West Fishing 10am-4pm Daily

star-4.5
177
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
$74.62
From
$74.62
Taking safety measures

Kayak Tour of Mangrove Maze from Key West

Kayak Tour of Mangrove Maze from Key West

star-5
31
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

Half-Day Cruise from Key West with Kayaking and Snorkeling
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Half-Day Cruise from Key West with Kayaking and Snorkeling

star-5
662
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

Glass Bottom Boat Island Eco Adventure
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Glass Bottom Boat Island Eco Adventure

star-5
15
Explore the waters around Key West in the Looking Glass, our 28' glass bottom boat. This versatile boat let's you plan your own adventure. Snorkel the reef, explore an offshore island, look for dolphin and other marine life or simply relax on a sandbar with your toes in the sand!
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  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$645.00
per group
From
$645.00
per group
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

Florida Keys Tour and Private Shuttle service

Florida Keys Tour and Private Shuttle service

star-5
1
Florida Keys Shuttle is your private transportation service,See the Keys with us Family owned and operated, we know the islands, we’re from the islands, and our goal is to make your travel throughout the Keys as stress free as possible
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  • 6 to 8 hours
  • Free Cancellation
  • Taking safety measures
From
$120.00
From
$120.00
Taking safety measures

Private Looe Key Snorkel from Big Pine Key

Private Looe Key Snorkel from Big Pine Key

star-5
339
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
$545.00
per group
From
$545.00
per group
Taking safety measures

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

star-5
8
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

8-Hour Private Sandbar Charter for 5 Islands in Florida Keys

8-Hour Private Sandbar Charter for 5 Islands in Florida Keys

star-5
1
Our Sandbar Seafari’s take place on the waters of the Gulf of Mexico along the lower Florida Keys. We will explore many hidden and popular islands surrounded by sandbars and crystal clear water. These charters can be as adventurous or as laid back as you desire. We bring along all of the snorkeling equipment to explore the waters below as well as a paddle board to paddle along the mangroves and shallow areas near shore. Expect to enjoy the day listening to your favorite music on your private boat cruising along the Caribbean like waters. 50 Miles, 5 Islands Seafari, Sunset Watching Carpe Diem! Seize the Keys with our favorite sandbar excursion. We will spend 8 hours exploring what is known to locals as the backcountry. Our route for this excursion includes all of the popular sandbars and islands in the Florida Keys. Each stop has a perfect photo opportunity to capture a memory to treasure for a lifetime.
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  • 8 hours
  • Taking safety measures
From
$1,100.00
per group
From
$1,100.00
per group
Taking safety measures

Key West Day Sail Aboard Schooner

Key West Day Sail Aboard Schooner

star-5
71
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

Private Tour of Florida Keys from Marathon to Key West
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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 Sunset Booze Cruise in Key West

Private Sunset Booze Cruise in Key West

star-1
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 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!
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$258.34
Price varies by group size
From
$258.34
Price varies by group size
Taking safety measures

Marathon Tarpon Fishing Charter

Marathon Tarpon Fishing Charter

star-1
1
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

Private Afternoon Booze Cruise in Key West
Likely to Sell OutLikely to Sell Out

Private Afternoon Booze Cruise in Key West

star-5
2
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!
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$248.00
Price varies by group size
From
$248.00
Price varies by group size
Taking safety measures

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