Halloween in Key West (Updated 2026)

Hey there, I’m Captain Zak; just a guy with a boat who loves showing off Key West and sharing good times on the water. Whether...
$1,200

Snorkeling in Key West is a must-do on any vacation. The Florida Keys are home to the only living coral reef in the continental United...
$1,200

Our beach elopement package is designed for couples who want a meaningful wedding experience without the stress an expense of planning a large celebration. Our...
$1,350

The Key West Private Gulf Shrimp Boat Charter fishing trip delivers the ultimate action fishing as you battle mobs of gamefish feeding behind the shrimp...
$1,500

Explore the stunning Dry Tortugas National Park with a private boat charter tailored just for you. Departing from Key West, enjoy a full-day offshore adventure...
$1,699

Cool Shore Excursions brings you the ultimate Private Deep Sea Fishing Charter experience with a classic 63-foot sportfishing boat that can show 41 day-trip guests...
$1,700

Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge....
$2,270

Key West Private Wind & Wine Charter
The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Cool Shore Excursions three years running. See the sunset...
$3,499

