Key West Deals & Special Offers

Exclusive deals and special offers on Tours & Activities from Cool Key West. Here are some of Key West's best trips offered at special rates just for visitors of the Cool Key West website.

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Key West Original Island Jet Ski Tour
Likely to Sell Out
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out
4.9 (3,013)

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...

1.5 Hours • Free Cancellation
1.5 Hours • Free Cancellation
1.5 Hours • Free Cancellation
4.9 (3,013)
$169.95
$119.95
Key West Wind & Wine Sunset Sail
Likely to Sell Out
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out
5.0 (1,681)

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...

2 hours (approx.) • Free Cancellation
2 hours (approx.) • Free Cancellation
2 hours (approx.) • Free Cancellation
5.0 (1,681)
$109
$99
Key West Split Fishing Charter
Likely to Sell Out
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out
4.8 (500)

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....

4 or 6 hours (approx.) • Free Cancellation
4 or 6 hours (approx.) • Free Cancellation
4 or 6 hours (approx.) • Free Cancellation
4.8 (500)
$350
$200
Miami to Key West Day Trip
Likely to Sell Out
Likely to Sell Out
4.6 (3,201)

Miami to Key West Day Trip

Ride the scenic Overseas Highway all the way to the island of Key West on a1-day tour of the Florida Keys with an exciting Cool...

6 hours in Key West (approx.) • Hotel pickup offered • Free Cancellation
6 hours in Key West (approx.) • Hotel pickup offered • Free Cancellation
6 hours in Key West (approx.) • Hotel pickup offered • Free Cancellation
4.6 (3,201)
$109
$59
Miami to Key West Day Trip & Glass Bottom Boat Cruise Combo
Likely to Sell Out
Likely to Sell Out
4.6 (3,201)

Miami to Key West Day Trip & Glass Bottom Boat Cruise Combo

Experience a scenic drive on the Overseas Highway then explore Key West’s coral reefs aboard a modern glass-bottom boat on this great Miami to Key...

6 hours in Key West (approx.) • Hotel pickup offered • Free Cancellation
6 hours in Key West (approx.) • Hotel pickup offered • Free Cancellation
6 hours in Key West (approx.) • Hotel pickup offered • Free Cancellation
4.6 (3,201)
$159
$119
Miami to Key West Day Trip with Snorkeling
Likely to Sell Out
Likely to Sell Out
4.6 (3,201)

Miami to Key West Day Trip with Snorkeling

Take a luxury coach southbound on a Miami to Key West Day Trip to experience a Key West snorkeling safari and some play time in...

6 hours in Key West (approx.) • Hotel pickup offered • Free Cancellation
6 hours in Key West (approx.) • Hotel pickup offered • Free Cancellation
6 hours in Key West (approx.) • Hotel pickup offered • Free Cancellation
4.6 (3,201)
$169
$119
Key West Sail, Snorkel, Kayak with Sunset Option
Likely to Sell Out
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out
4.9 (2,674)

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....

4.5 or 6.5 hours (approx.) • Free Cancellation
4.5 or 6.5 hours (approx.) • Free Cancellation
4.5 or 6.5 hours (approx.) • Free Cancellation
4.9 (2,674)
$99
$90
Key West Backcountry Safari
Likely to Sell Out
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out
4.9 (2,674)

Key West Backcountry Safari

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
4.5 or 6.5 hours (approx.) • Free Cancellation
4.5 or 6.5 hours (approx.) • Free Cancellation
4.9 (2,674)
$120
$99
Key West Deep Sea Fishing Charter
Likely to Sell Out
Likely to Sell Out
4.9 (266)

Key West Deep Sea Fishing Charter

Cool Key West takes you on a Key West Deep Sea Fishing Charter for high adventure and big fish on the deep blue waters that...

4, 6 or 8 hours (approx.) • Free Cancellation
4, 6 or 8 hours (approx.) • Free Cancellation
4, 6 or 8 hours (approx.) • Free Cancellation
4.9 (266)
$1,000
$900
Key West Dive in a Day Scuba Resort Course
Likely to Sell Out
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out
4.9 (144)

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....

9 hours (approx.) • Free Cancellation
9 hours (approx.) • Free Cancellation
9 hours (approx.) • Free Cancellation
4.9 (144)
$269
$229
Miami to Key West Day Trip with Trolley Tour
Special Offer
Special Offer
4.6 (3,201)

Miami to Key West Day Trip with Trolley Tour

Experience 125 miles of amazing scenery on a tour down the Overseas Highway then spend an exciting afternoon riding a fun open-air trolley car around...

6 hours in Key West (approx.) • Hotel pickup offered • Free Cancellation
6 hours in Key West (approx.) • Hotel pickup offered • Free Cancellation
6 hours in Key West (approx.) • Hotel pickup offered • Free Cancellation
4.6 (3,201)
$169
$129
Miami to Key West Day Trip with Parasailing
Special Offer
Special Offer
4.6 (3,201)

Miami to Key West Day Trip with Parasailing

This great Key West Day Trip includes a narrated tour of the scenic Overseas Highway and a thrilling parasailing flight above the blue waters of...

6 hours in Key West (approx.) • Hotel pickup offered • Free Cancellation
6 hours in Key West (approx.) • Hotel pickup offered • Free Cancellation
6 hours in Key West (approx.) • Hotel pickup offered • Free Cancellation
4.6 (3,201)
$169
$129
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Lowest Price Guarantee

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We guarantee the lowest price on all the activities available to book on our site. We'll refund the difference if you find the exact activity cheaper online until 48 hours before your activity starts.

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Gather your information

Locate your Cool Key West Booking Number and the proof of the lower price you found.

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Email [email protected] with the documents, your name, and your home address.

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We'll review your materials and get in touch as soon as possible.

Receive your refund

If everything checks out, we'll refund you the price difference.

Refund Terms & Conditions

The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
  • Cool Key West promotions cannot be combined with the lowest price guarantee.
  • If you find a lower retail or prepaid rate for the same activity, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on Cool Key West and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased activity into one or more parts sold separately.
  • Cool Key West reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of Cool Key West.

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Cool Key West wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Key West over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

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