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Top Key West Adventure Tours

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15 results | All Key West Tours

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Private Looe Key Snorkel from Big Pine Key

Private Looe Key Snorkel from Big Pine Key

star-5
381
Discover the Great Florida Reef while visiting the Florida Keys on this private snorkel excursion. Board a private boat and depart from Big Pine Key towards Looe Key, where you can jump in the water and explore the extensive coral reef system. Snorkel alongside your captain and learn about the various species you encounter such as barracuda, parrotfish, and rays.
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  • 3 hours
  • Free Cancellation
From
$575.00
per group
From
$575.00
per group

Kayak Tour of Mangrove Maze from Key West

Kayak Tour of Mangrove Maze from Key West

star-5
77
Paddle through the mangroves, located at the southwest corner of the island, before reaching the salt ponds on this guided kayaking tour. Learn about the history of Key West and South Florida, as well as the local flora and fauna along the way. You also paddle through the Gulf of Mexico and Cow Key Channel as you head to the mangroves.
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  • 3 hours
  • Free Cancellation
From
$75.00
From
$75.00

Southernmost Key West History and Culture Small-Group Walking Tour

Southernmost Key West History and Culture Small-Group Walking Tour

star-5
66
Explore the streets of Key West on this guided small-group walking tour. As you wander through Old Town, discover the history and culture of the island, which includes tales of shipwrecks, cigar manufacturing, and treasure hunting. Stop at popular attractions such as the Ernest Hemingway Home and Museum, the Southernmost Point, and Audubon House & Tropical Gardens.
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  • 1 hour 45 minutes
  • Free Cancellation
From
$39.99
From
$39.99

Half Day Private Boat Tour! See Key West the way the locals do
Likely to Sell OutLikely to Sell Out

Half Day Private Boat Tour! See Key West the way the locals do

star-5
56
Tales of the sea, visits to local hotspots, and marine life viewing are all on the agenda during this half-day private boat tour launching from Key West. Hop aboard your guide’s boat and cruise out into the waters surrounding Key West. Spend the day fishing or snorkeling using the captain’s gear and equipment. You’ll explore sandbars while keeping an eye out for dolphins, turtles, seabirds, and the other wildlife on this custom trip.
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  • 4 hours
  • Free Cancellation
From
$695.00
per group
From
$695.00
per group

Private Key West Sunset Cruise
Likely to Sell OutLikely to Sell Out

Private Key West Sunset Cruise

star-5
21
While the crowds wait together on Mallory Square, you’ll savor the sunset with no obstruction on this private cruise. Sail over to quiet waters with your captain, drinking soda and munching on snacks. After passing a working harbor, you’ll get a photo op in the backcountry mangroves. Break out the fishing gear if you so choose or kick back and relax as you’re sailing into the sunset.
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  • 2 hours
  • Free Cancellation
From
$400.00
per group
From
$400.00
per group

90 Minute Tour of Key West Jet Ski Adventure

90 Minute Tour of Key West Jet Ski Adventure

star-4.5
13
For all you thrill-seekers and explorers, our guided Jet Ski tours are a great way to experience Key West. Let our guide take you on a 90 minute adventure around the entire island. This 27-mile exploration is a feast for the eyes and senses. We'll make several stops along the way, checking out all of the best known attractions the island has to offer. And hopefully, we will encounter our local dolphins and sea turtles along the way!
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  • 1 hour 30 minutes
  • Free Cancellation
From
$175.00
per group
From
$175.00
per group

Boat Excursion in Florida Keys with Snorkeling Equipment
Likely to Sell OutLikely to Sell Out

Boat Excursion in Florida Keys with Snorkeling Equipment

star-5
9
Some big boat tours in the Florida Keys can feel crowded and impersonal. This private tour instead offers a personalized and customizable experience of the Lower Keys. Where you go and what you do is largely up to you, whether it's snorkeling, kayaking, dolphin-watching or simply chilling out on the water.
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  • 4 hours
  • Free Cancellation
From
$700.00
per group
From
$700.00
per group

Full Day Boat Tour- Local experience, do it all!

Full Day Boat Tour- Local experience, do it all!

star-5
7
Key West is yours to explore on this full-day boat charter with an experienced captain. Hop aboard and get ready to discover the island’s waterways on this fully customizable tour. You can tailor this experience to your interests. Whether you want an eco-tour where you explore mangroves and go on a dolphin-watching adventure or if you’d like to fish and snorkel using the captain’s gear, it’s all possible on this packed experience.
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  • 6 hours
  • Free Cancellation
From
$985.00
per group
From
$985.00
per group

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

LIVE Music Crawl

LIVE Music Crawl

star-5
6
You will begin this 2 hour guided walking tour by meeting your tour guide in the parking lot next to Hanks Hair of the Dog Saloon ( 409 Caroline Street). You will then be taken to some of the best live music venues in Key West. Every tour is unique and different. You will be able to buy drinks, and you can take your drink from one venue to another venue. Venue stop times will vary. Several different venues are visited. If you love live music- this is a one-of-a-kind experience. ​
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  • 2 hours
  • Free Cancellation
From
$49.00
From
$49.00

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
From
$987.00
per group
From
$987.00
per group

5-Hours Morning Reef Snorkeling, Sandbars & Waterslide Key West Tour

5-Hours Morning Reef Snorkeling, Sandbars & Waterslide Key West Tour

Key West Snorkeling is the sister snorkeling business of Maui Snorkeling in Maui, Hawaii. We offer all-inclusive snorkeling tours to Florida coral reefs, sandbar tours, private charters and an amazing 25-foot inflatable waterslide. We offer the only large attached waterslide in the Florida Keys and it's a must see! We provide everything our guests need for an amazing experience with food and drinks included.
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  • 5 hours
  • Free Cancellation
From
$134.00
From
$134.00

Key West: Sunset Catamaran Trip with Finger Food and Open Bar

Key West: Sunset Catamaran Trip with Finger Food and Open Bar

Enjoy a sunset catamaran trip on the amazing tropical waters. With live music, finger food and unlimited open bar including rum-runners, margaritas, mixed drinks, draft beer, wine, champagne & soft drinks. Grab a tropical mixed drink and dance to a live performance from one of Key West’s best entertainers while enjoying the legendary Key West Sunset.
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  • 2 hours
  • Free Cancellation
From
$75.99
From
$75.99

Marathon Inshore Fishing Charter

Marathon Inshore Fishing Charter

The Florida Keys are one of the best places in the US to fish, with yellowtail, snapper, tarpon, grouper, barracuda, and sharks just waiting to be caught. Prebook this Florida Keys Marathon Inshore Fishing Charter Experience and go with a guide who knows exactly where to fish to have the best time on the water. You can book this experience for two to four people in a variety of different duration times.
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  • 4 to 8 hours
  • Free Cancellation
From
$579.54
per group
From
$579.54
per group

Custom Charters with a Local Captain

Custom Charters with a Local Captain

star-5
1
These Tours are unique because they are offered by a seventh generation local who knows the waters and can take you to places other people can’t. They’re completely custom and private so you choose what you like to do. And you have a great day on the water looking at dolphins snorkeling going to sandbars swimming and watching beautiful scenery.
More
  • 3 hours
  • Free Cancellation
From
$150.00
From
$150.00

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