Top 10 Key West Tours in 2026

The Cool Key West 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 on the island. When you book a Top 10 Key West tour, you can be sure you are choosing from the very Best Things To Do in Key West. The only hard part is choosing which Top 10 Tour to go out on!

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10 Results
Key West Original Island Jet Ski Tour

Get into some wet & wild watersports excitement on the best Key West jet ski tour around – a 90-minute adventure featuring 28 miles of …More

Likely to Sell Out
1Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out

Get into some wet & wild watersports excitement on the best Key West jet ski tour around – a 90-minute adventure featuring 28 miles of...

1.5 Hours • Free Cancellation
4.9 (3,088)
$170
$120
Key West Sail, Snorkel, Kayak with Sunset Option

Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge. …More

Likely to Sell Out
2Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out

Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge....

4.5 or 6.5 hours (approx.) • Free Cancellation
4.9 (2,729)
from
$105
Key West Backcountry Safari

Spend an unforgettable day sailing emerald waters, kayaking mangrove-shaded channels and snorkeling coral gardens in an unspoiled marine wilderness. …More

Likely to Sell Out
3Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out

Spend an unforgettable day sailing emerald waters, kayaking mangrove-shaded channels and snorkeling coral gardens in an unspoiled marine wilderness....

4.5 or 6.5 hours (approx.) • Free Cancellation
4.9 (2,729)
from
$105
Key West Wind & Wine Sunset Sail

Wind & Wine has been the #1 rated sunset sail on Cool Key West for over a decade. In our opinion, this is the best …More

Likely to Sell Out
4Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out

Wind & Wine has been the #1 rated sunset sail on Cool Key West for over a decade. In our opinion, this is the best...

2 hours (approx.) • Free Cancellation
5.0 (1,704)
$115
$99
Key West 4 Seater EZGO Golf Cart Rental

Considering a golf cart rental in Key West? Four adults can zip around the island in style on a 4-seater gas-powered EZGO golf cart, and …More

Likely to Sell Out
5Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out

Considering a golf cart rental in Key West? Four adults can zip around the island in style on a 4-seater gas-powered EZGO golf cart, and...

3 hours and up • Free Cancellation
4.9 (1,362)
$100
$99
Key West 6 Seater Electric Car Rental

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 …More

Likely to Sell Out
6Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out

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...

3 hours and up • Free Cancellation
4.9 (1,110)
from
$180
Key West Split Fishing Charter

Cool Key West presents the Key West Split Fishing Charter: the most cost-effective and convenient way to get offshore and enjoy some Key West sportfishing. …More

Likely to Sell Out
7Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out

Cool Key West presents the Key West Split Fishing Charter: the most cost-effective and convenient way to get offshore and enjoy some Key West sportfishing....

4 or 6 hours (approx.) • Free Cancellation
4.8 (503)
$350
$200
Key West Ultimate Adventure

Experience all the best Key West watersports on one great adventure tour that takes you offshore to try some of the most popular Key West …More

Special Offer
8Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Special Offer

Experience all the best Key West watersports on one great adventure tour that takes you offshore to try some of the most popular Key West...

3.5 or 6 Hours (approx.) • Free Cancellation
4.9 (423)
$190
$180
Key West Dive in a Day Scuba Resort Course

The is the absolute best way for a person to experience diving. Great for those who want to try scuba diving in Key West. …More

Likely to Sell Out
9Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out

The is the absolute best way for a person to experience diving. Great for those who want to try scuba diving in Key West....

9 hours (approx.) • Free Cancellation
4.9 (146)
$269
$229
Key West Dolphin Watch & Snorkel Tour with FREE shuttle to location

Board the Dolphin Watch & Snorkel Cruise Key West for a journey to observe the beauty of Key West dolphins. …More

10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.

Board the Dolphin Watch & Snorkel Cruise Key West for a journey to observe the beauty of Key West dolphins....

3 hours 30 minutes (approx.) • Hotel pickup offered • Free Cancellation
4.9 (25)
from
$99