Top Key West Outdoor Activities

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  • Key West Party Boat Fishing Charter

    Key West Party Boat Fishing Charter

    99

    Our Key West Party Boat Fishing Charter is great for an affordable day on the water with friends and family enjoying the best Key West...
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     6 Hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $66.95
    Details
    Best Rate
    $66.95
    Details
  • Key West Private Deep Sea Fishing Charter (up to 41 passengers)

    Key West Private Deep Sea Fishing Charter (up to 41 passengers)

    7

    Cool Destinations brings you the ultimate Private Deep Sea Fishing Charter experience with a classic 63-foot sportfishing boat that can show 41 day-trip guests a...
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     4 - 12 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $1,700
    Details
    Best Rate
    $1,700
    Details
  • Key West Mangrove Kayak Eco Tour
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Key West Mangrove Kayak Eco Tour

    699

    Along with your experienced guide you will paddle at a relaxing pace and explore the shallow, calm, blue-green waters of the back country of Key...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $60
    Details
    from
    $60
    Details
  • Shark and Wildlife Viewing Adventure in Key West
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Shark and Wildlife Viewing Adventure in Key West

    728

    This is the only shark tour in the USA and to our knowledge the only tour where guests do not get in the water to...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $89
    Details
    from
    $89
    Details
  • Half-Day Fishing Tour in Key West
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Half-Day Fishing Tour in Key West

    102

    Fish like never before! Our custom build 64' catamaran is perfect for a more stable, relaxing ride. You'll fish for a wide variety of the...
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     5 hours  Free Cancellation  Instant Confirmation
    from
    $60
    Details
    from
    $60
    Details
  • Florida Keys Nature & History Tour from Key West
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Florida Keys Nature & History Tour from Key West

    46

    With your friendly & knowledgeable tour guide, this 4 Hour VIP Tour of the South Keys promises to amaze you. En route, you’ll learn the...
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     4 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $102
    Details
    from
    $102
    Details
  • Sunset Sail Cruise in Key West
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Sunset Sail Cruise in Key West

    91

    Sailing on the Rover is an exciting, traditional sailing experience with a Hint of Piracy! Yes - We have cannons! Come sail on Key West's...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $91.38
    Details
    from
    $91.38
    Details
  • Dolphin Watch & Snorkel- Small Group- 4 Hours
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Dolphin Watch & Snorkel- Small Group- 4 Hours

    164

    Introducing Squid! The first USCG approved Lithium-Ion battery Electric Passenger boat in the USA. The quietest experience you will have on a boat while watching...
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     4 hours  Free Cancellation  Instant Confirmation
    from
    $134.45
    Details
    from
    $134.45
    Details
  • Private Half-Day Key West Boat Trip
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Private Half-Day Key West Boat Trip

    155

    You get to plan your special day on the water! It’s your time and you get to choose how you spend it! Your captain will...
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     4 hours  Free Cancellation  Instant Confirmation
    from
    $725
    Details
    from
    $725
    Details
  • Epic Sandbar Safari With Dolphin Playground Encounter In Key West
    Likely to Sell Out

    Epic Sandbar Safari With Dolphin Playground Encounter In Key West

    2

    Embark on a journey like no other. This tour takes guests on an amazing journey from Key West to a secluded sandbar & then to...
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     5 hours  Free Cancellation  Instant Confirmation
    from
    $103.96
    Details
    from
    $103.96
    Details
  • KeyWest Half-Day Inshore Fishing Private Charter

    KeyWest Half-Day Inshore Fishing Private Charter

    26

    These trips are very customizable trips from all skill levels of charter fishing to just kicking it at the sandbar we are here to make...
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     4 hours  Free Cancellation
    from
    $800
    Details
    from
    $800
    Details
  • Fishing Charters in Key West Florida

    Fishing Charters in Key West Florida

    3

    We provide some of the best inshore and offshore fishing key west has to offer. All of our excursions are specialized to our customers satisfaction....
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     4 hours  Free Cancellation  Instant Confirmation
    from
    $500
    Details
    from
    $500
    Details
  • Marquesas Party Boat Fishing in Key West

    Marquesas Party Boat Fishing in Key West

    1

    The only party boat to fish the Marquesas in Key West! Come spend the day on the fully remodeled FishMonster Max, a 64' catamaran made...
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     10 hours  Free Cancellation  Instant Confirmation
    from
    $110
    Details
    from
    $110
    Details
  • Cruise Through Key West's Black History Audio Tour

    Cruise Through Key West's Black History Audio Tour

    5

    Turn your phone or tablet into a local tour guide! Download this location-aware audio/media tour, then cruise. PLEASE NOTE ELECTRIC CAR, SCOOTER OR BIKE RENTAL...
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     1 to 4 hours  Instant Confirmation
    from
    $10.99
    Details
    from
    $10.99
    Details
  • Private Fishing Charter from Ramrod Key

    Private Fishing Charter from Ramrod Key

    21

    you'll be able to fish the Atlantic side of the Florida Keys and the Gulf side in the same outing if you so desire....
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     4 hours  Free Cancellation  Instant Confirmation
    from
    $500
    Details
    from
    $500
    Details
  • Private Extreme Fun Filled Deep Sea Charter Fishing Activity in Marathon, FL.

    Private Extreme Fun Filled Deep Sea Charter Fishing Activity in Marathon, FL.

    2

    Deep sea, reef, & wreck at its finest! We use various techniques to catch all different species of fish with total guest participation. We have...
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     4 hours  Free Cancellation  Instant Confirmation
    from
    $1,450
    Details
    from
    $1,450
    Details
  • Boat Excursion in Florida Keys with Snorkeling Equipment
    Likely to Sell Out

    Boat Excursion in Florida Keys with Snorkeling Equipment

    10

    Trips are customizable - to a point. Your friendly, knowledgeable guide has experience with all sorts of ocean activities and knows the waters around the...
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     4 hours  Free Cancellation
    from
    $700
    Details
    from
    $700
    Details
  • Marathon Reef Fishing Charters

    Marathon Reef Fishing Charters

    Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish. Marathon the hub for fishing in the Florida Keys, great beaches, shopping,...
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     4 hours  Free Cancellation  Instant Confirmation
    from
    $1,100
    Details
    from
    $1,100
    Details
  • Sail, Snorkel, Kayak, Dolphins, and Lunch - Small Group ~ 6 hours

    Sail, Snorkel, Kayak, Dolphins, and Lunch - Small Group ~ 6 hours

    113

    I founded and own HONEST ECO. With Kentucky bluegrass roots and a B.S. in Biology, I found a world with a blue sea too alluring...
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     6 hours  Free Cancellation  Instant Confirmation
    from
    $212
    Details
    from
    $212
    Details
  • Marathon Inshore Fishing Charter

    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...
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     4 to 8 hours  Free Cancellation  Instant Confirmation
    from
    $724.99
    Details
    from
    $724.99
    Details
  • Dolphin Watching & Snorkeling
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Dolphin Watching & Snorkeling

    53

    We offer new Four Winns boats for the tour with maximum of 6 people, ensuring an intimate and fun-filled adventure for all. Our trips depart...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $102
    Details
    from
    $102
    Details
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Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for Key West Outdoor Activities?

A: According to verified reviews on Cool Destinations and TripAdvisor, the best Key West Outdoor Activities are:

Q: What are the best kid-friendly options for Key West Outdoor Activities Tours?

A: According to verified reviews on Cool Destinations and TripAdvisor, the best kid-friendly Key West Outdoor Activities are:

View all kid-friendly Tours →

Q: Which Key West Outdoor Activities have Instant Confirmation?

A: Key West Outdoor Activities with Instant Confirmation include:

View all Tours with Instant Confirmation →

Q: Which Key West Outdoor Activities have Free Cancellation?

A: Key West Outdoor Activities with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

Q: I need a ride! Which Key West Outdoor Activities include Hotel Pickup?

A: No problem. These Key West Outdoor Activities include Hotel Pickup:

View all Tours with Hotel Pickup →

Q: Got any more Key West trip ideas?

A: We sure do. Check out our curated lists of hand-picked Key West Tours.

View all Key West Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Key West?

A: Based on our sales data over the past year, the most popular styles of tours and activities in Key West are:

View all tour styles in Key West →