Go at your own pace and schedule. You'll see Key West's most haunted spots and hear their ghostly stories on spooky solo walking tour on the WalknTours App. 1 purchase works on 2 smartphones. BOGO! Avoid large tour groups. Hea... More

This three-hour private Key West dolphin safari combines wildlife searching with the flexibility of a private boat charter. Rather than following a fixed group-tour route, your captain adjusts the trip to current conditions and re... More

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 live band and celebrate the holidays and Christmas in Key West. E... More

2 Hr. Private charter sailing from downtown Key West onboard Key West's First sailing charter boat, the pretty green sloop "High Tide" USCG Certified for up to 12 passengers, the Sloop High Tide and Sunset Sail Key West make for t... More

Discover the unparalleled joy of exploring Key West waters aboard this center console! Our fleet boasts the newest, most luxurious vessels, fully equipped with top-tier upgrades for your comfort and convenience. Nestled within our... More

The main goal is to keep you safe with a SOBER driver. Let us take you on a guided golf cart tour around Key West with a seasoned and sober driver to stay out of trouble! Not only will you likely not know where you're going, but t... More

Private Offshore Fishing on Sanctuary – 47 ft Hatteras Experience the thrill of offshore fishing in Key West aboard Sanctuary, our 47 ft Hatteras. Led by an expert Captain and mate, we’ll take you to the best deep-sea fishing ... More

Have a blast on the half day boat rental a Premier 22 foot Pontoon 115 HorsePower. The boat holds up to 10 passengers. You can cruise in the the ocean or the bay at key west, it is only 90 miles from Cuba. Tan in the sun, dock at ... More

Experience the best of both worlds with our Island Fishing Tour, exclusively offered by Cowboy Cowgirl Sportfishing Charters. Unlike typical fishing charters, this unique excursion combines thrilling fishing action with serene isl... More

We invite you to take an exclusive cocktail & food taste tour on the Waterfront in Downtown Key West! Our seasoned local guide will dive into the history of Old Fisherman’s Wharf & how it has transformed into Yacht Harbor! L... More

Visit the only Breadfruit Grove in Continental United States! While here, discover the rich history of Grimal Grove and its legendary founder, Adolf Grimal, on a 75–90-minute tropical fruit hunting tour. This engaging experienc... More

This is the closest Six Fins alternative to renting a jet ski and riding independently. Your guide leads you safely to appropriate freeriding areas and then supervises while you enjoy the water at your own pace. It is similar to h... More

This private patch reef charter offers accessible Key West fishing without requiring a long offshore run. The trip can accommodate up to six passengers, with a maximum of three people fishing simultaneously. Captain Dustin’s cha... More

Head out to sea or stay close to land around Key West and the various other island. Led by your experienced captain and owner this charter offers a chance to catch a variety of fish while soaking up the sun and enjoying the stunni... More

This private eco boat tour focuses on the Key West National Wildlife Refuge and its mangroves, islands, flats, and coastal habitats. Your group can prioritize wildlife viewing, photography, snorkeling, swimming, or relaxed explora... More

The 21' Hurricane Sundeck is the perfect blend of comfort, versatility, and performance, making it a top choice for adventurers and families alike. Whether you’re fishing, snorkeling, or cruising, this boat delivers an exception... More

This 90-minute guided tour covers 26 miles around Key West, offering a longer and more complete riding experience than a one-hour freestyle ride while requiring less time than the two-hour flagship tour. Groups are limited to a ma... More

Explore the beautiful waters of Key West with us, where the adventure includes snorkeling in crystal blue waters, lounging on secluded beaches, and witnessing stunning sunsets. This intimate charter accommodates up to 6 guests, en... More

Enjoy a private Sunset Sail on a Classic 60 ft Schooner Serenity and get a front-row seat with just your family and friends to watch Key West's Famous sunsets. View Dolphins, Turtles, and all kinds of Marine Life. Take the helm, l... More

Turn your trip into something unforgettable with a Polaris Slingshot rental from Keys Vacation Supply Rentals. This open-air ride lets you feel the ocean breeze, soak in panoramic views, and enjoy the road like never before—all ... More