Halloween in Key West (Updated 2026)

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...
$99

Key West 4 Seater Electric Car Rental
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...
$99

Key West Wind & Wine Sunset Sail
Wind & Wine has been the #1 rated sunset sail on Cool Shore Excursions for over a decade. In our opinion, this is the best...
$99

Economical, safe Key West fishing fun. Great inshore fishing with only 9 other guests onboard on our Premium Key West Party Head Boat Fishing Experience....
$99

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...
$99

The morning two tank Key West Dive Trips are great because this includes a double dive in a Vandenberg wreck dive....
$99

Shark and Wildlife Viewing Adventure in Key West
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...
$99

Board the Dolphin Watch & Snorkel Cruise Key West for a journey to observe the beauty of Key West dolphins....
$99

Go where other tours can’t. Enter historic Fort East Martello after dark, meet Robert the Doll, then stay behind for an extended paranormal investigation inside...
$99

Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern...
$99

Hemingway Food and Walking Tour
This guided walking tour will take you to the real places that Hemingway lived, worked and played, including where he watched and refereed boxing matches,...
$99

Ready for the most beautiful 2 hours of your Florida Keys vacation? Forget crowded piers and noise—imagine yourself drifting peacefully as the sun melts into...
$99

Florida Keys Jet Ski Rental
Unleash your adventurous spirit with a jet ski rental from Seahorse Water Adventures in Marathon, Florida. Explore stunning coastal views and encounter native wildlife at...
$99

Key West Craft Cocktail Crawl
Join us on a sip and stroll through Key West's craftiest bars and hidden local gems enjoying 5 local cocktails & 2 food tastings! Discover the...
$99

Join us for a family-friendly holiday sail aboard Schooner America 2.0 decorated with festive Christmas lights! Sing along to your favorite Christmas music with our...
$98

Start your day with a soothing adventure aboard Island Girls Excursions' 53-foot catamaran. The Summertime Morning Swim is a family-friendly experience designed to immerse you...
$96

Discover the vibrant underwater ecosystem of the Florida Keys on a Reef Snorkel Adventure to the renowned Sombrero Key Light Reef. Aboard the luxurious Marathon...
$96

Go where other tours can’t. Step inside Key West’s historic firehouse after dark for a two-hour paranormal experience combining immersive history with hands-on investigation. Begin...
$95

Discover the flavors of the ocean on this locally guided 3-hour food tour of Key West. Savor maritime history through delicious seafood (or tasty non-seafood...
$94

Enjoy a taste of Key West on this 3-hour food walking tour, led by an expert guide. Along the way visit 5 locally-run “mom and pop” establishments in...
$94

