Top 10 Key West (Updated 2021)

The Cool Destinations Top 10 Key West™ is the original Best of Key West list. These tours and activities are hand-selected and fun-tested to provide the most excitement for the best prices in Key West.

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Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Split Fishing Charter
271
On a Key West Split Fishing Charter, you save by dividing the charter cost between several people. Book your Key West split-charter fishing trip now...
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4, 6 or 8 Hours
~~$350~~
$200
Details
~~$350~~
$200
Details
Key West Party Boat Fishing Charter
63
Our Key West Party Boat Fishing Charter is the best option for an affordable day on the water with friends, family. Enjoy the best Key...
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6 Hours (approx.) Instant Confirmation
Best Rate
$66.95
Details
Best Rate
$66.95
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Original Island Jet Ski Tour
471
On our Key West Island Jet Ski Tours you jump on one of our Yamaha Waverunners and cruise around the island on a 28 mile,...
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90 Minutes Instant Confirmation
~~$150~~
$99
Details
~~$150~~
$99
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Private Key West Deep Sea Fishing Charter
80
Experience the thrill of a Key West deep sea fishing adventure on a hunt for trophy game fish with your own Key West fishing charter...
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4, 6 or 8 Hours
~~$1,000~~
$900
Details
~~$1,000~~
$900
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Premium Key West Party Head Boat Fishing Experience (Max 10 Guests)
45
Enjoy our premium Key West Party Head Boat Fishing Experience with only 10 passengers aboard a classic Navy ship tender. It’s the best in safe,...
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4 Hours (approx.)
~~$109~~
$99
Details
~~$109~~
$99
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Private Inshore Light Tackle Fishing Charter (up to 14 passengers)
13
Enjoy a fun-filled day catching lots of fish in the calm and sheltered nearshore waters of Key West with this scenic, Family-Friendly Fishing Tour!...
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4 Hours
~~$1,300~~
$1,200
Details
~~$1,300~~
$1,200
Details
Key West Afternoon 2-Tank Reef SCUBA Dive
35
Afternoon two-tank Key West Scuba dive trips offer divers the chance to explore two different dive sites on the pristine coral reef system of the...
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4.5 Hours (approx.) Instant Confirmation
Best Rate
$89
Details
Best Rate
$89
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West 4 Seater Electric Car Rental
115
Cruise Key West with family or friends! Four people can get around town in comfort and ease with the smooth, silent GEM 4-seater electric car...
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Starting at 3 hours Instant Confirmation
~~$100~~
$69
Details
~~$100~~
$69
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Wind & Wine Sunset Sail
75
The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Trip Advisor three years running....
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2 Hours (approx.) Instant Confirmation
~~$95~~
$90
Details
~~$95~~
$90
Details
Key West Morning 2-Tank Vandenberg Wreck SCUBA Dive
28
The morning two tank Key West Dive Trips are great because this includes a double dive in a Vandenberg wreck dive....
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4.5 Hours Instant Confirmation
Best Rate
$89
Details
Best Rate
$89
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West PADI® Discover Scuba 1-day Resort Course
29
The Dive in a Day Scuba Resort Course is the absolute best way for a person to experience diving. Great for those who want to...
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9 Hours Instant Confirmation
~~$199~~
$185
Details
~~$199~~
$185
Details
Key West Flats Fishing Charter
27
Take your own private boat and personal guide to hunt Bonefish, Permit, Sharks and other game fish in the crystal-clear waters of the Key West...
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4, 6 or 8 Hours Instant Confirmation
Best Rate
$550
Details
Best Rate
$550
Details
Key West Wind & Wine Private Charter
46
The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Trip Advisor three years running. See the sunset on...
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2.5 Hours (approx.)
Best Rate
$2,500
Details
Best Rate
$2,500
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Sail, Snorkel, Kayak with Sunset Option
195
Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge....
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4.5 or 6.5 hours (approx.) Instant Confirmation
~~$99~~
$90
Details
~~$99~~
$90
Details
Key West Light Tackle Fishing Charter
23
Enjoy the excitement of saltwater light tackle fishing as you hunt the reefs and wrecks for a world record catch with your own private boat...
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4, 6 or 8 Hours Instant Confirmation
Best Rate
$950
Details
Best Rate
$950
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Helicopter Tours
28
See beautiful Key West from 500 ft and the surrounding islands with the colorful blue waters....
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Varies Instant Confirmation
Best Rate
$77
Details
Best Rate
$77
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location
40
Looking for the perfect way to end your day? Join us aboard a 45ft Corinthian powercat, and ride in comfort with this relaxing, catered cruise...
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2 Hours (approx.) Hotel pickup offered Instant Confirmation
~~$75~~
$69
Details
~~$75~~
$69
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West 6 Seater Electric Car Rental
115
Our 6-seater GEM electric cars beat any regular rental car hands down when it comes to zipping around Key West with a party of 5...
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Starting at 3 hours Instant Confirmation
~~$170~~
$169
Details
~~$170~~
$169
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Dolphin Watch & Snorkel with FREE shuttle to location
18
Board the Dolphin Watch & Snorkel Cruise Key West for a journey to observe the beauty of Key West dolphins....
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3.5 Hours (approx.) Hotel pickup offered Instant Confirmation
~~$89~~
$86.69
Details
~~$89~~
$86.69
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Backcountry Safari
195
Spend an unforgettable day sailing emerald waters, kayaking mangrove-shaded channels and snorkeling coral gardens in an unspoiled marine wilderness....
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6.5 or 4.5 hours (approx.) Instant Confirmation
~~$120~~
$115
Details
~~$120~~
$115
Details
Key West Island Helicopter Tour
28
See beautiful Key West from 500 ft and the surrounding islands with the colorful blue waters....
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10 mins (approx.) Instant Confirmation
Best Rate
$120
Details
Best Rate
$120
Details

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Key West Split Fishing Charter

Key West Party Boat Fishing Charter

Key West Original Island Jet Ski Tour

Private Key West Deep Sea Fishing Charter

Premium Key West Party Head Boat Fishing Experience (Max 10 Guests)

Key West Private Inshore Light Tackle Fishing Charter (up to 14 passengers)

Key West Afternoon 2-Tank Reef SCUBA Dive

Key West 4 Seater Electric Car Rental

Key West Wind & Wine Sunset Sail

Key West Morning 2-Tank Vandenberg Wreck SCUBA Dive

Key West PADI® Discover Scuba 1-day Resort Course

Key West Flats Fishing Charter

Key West Wind & Wine Private Charter

Key West Sail, Snorkel, Kayak with Sunset Option

Key West Light Tackle Fishing Charter

Key West Helicopter Tours

Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location

Key West 6 Seater Electric Car Rental

Key West Dolphin Watch & Snorkel with FREE shuttle to location

Key West Backcountry Safari

Key West Island Helicopter Tour