Key West Tours

Key West’s Most Secluded Kayak & Sandbar Adventure Escape the crowds and explore Key West’s most secluded kayak tour in the Florida Marine Sanctuary...

Enjoy the freedom and flexibility we offer—whether you want to paddle for just an hour or spend a full four hours exploring, you can do it all at your own pace. No guided schedule, no rushing—just you, the water, and the wildlife....

Welcome to Key West Boat & Jet Ski Adventures! Enjoy a fully customizable 6-hour private boat charter exploring Key West’s stunning backcountry. Begin with a scenic cruise past iconic landmarks like Mallory Square and the Southernmost Point. ...

Enjoy the Thrill of the open sea and the comfort of top class amenities, ideal for sunbathing, sightseeing or simply relaxing with your group exploring with stops like Fort Zachary Taylor Historic State Park, U.S....

Dive into adventure, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next...

Uncover the secrets of Key West through a thrilling pirate-themed adventure! Step into the shoes of a clever detective on a sun-soaked island full of hidden clues, local legends, and centuries-old mysteries. You’ll be chasing down stolen pirate booty—but in a light-hearted, family-friendly adventure...

Imagine gliding over gentle waves aboard the Lazy Lady, a 53-foot, one of a kind tiki boat. Soak in the vibrant colors of an iconic Key West sunset - hues of orange, pink and purple. The atmosphere is relaxed and festive, perfect for making new friends or sharing moments with loved ones. ...

Our US Coast Guard licensed captains have decades of combined excursion experience in the Middle Keys and look forward to sharing our lovely paradise with you! Your captain will provide all the tips to have you exploring our local sea-life in no time...

Picture yourself aboard our unique tiki boat, the Lazy Lady, cruising through the crystal-clear waters toward a secluded sandbar. The sun is shining bright, and the air is filled with the scent of salt and sunshine. The atmosphere is relaxed, with laughter and conversation floating through the air....

Explore the lively world of craft cocktails in a unique 1.5-hour session at Key West's oldest brick building. Get your hands on authentic bar tools to create two cocktails, while also sampling three others. Plus, take home some fun SWAG as a memento....

This is the only private charter that focuses exclusively on the Marquesas Keys, offering a rare combination of history, remoteness, and adventure....

This is the only private yacht charter in Key West that blends multi-day luxury with personalized adventure, offering comfort and exploration across the entire Florida Keys....

Unlike crowded party boats, this is a private Key West sunset cruise reserved exclusively for your group. You’ll enjoy personalized service, spacious seating, and the flexibility to customize your evening — whether you want music, quiet conversation, or just the peaceful rhythm of the waves...

This is a private Key West fishing charter focused on accessibility, fun, and variety. Unlike specialized sportfishing trips, Six Fins Patch Reef Fishing offers a welcoming experience for beginners and seasoned anglers alike...

This is the only tiki bar crawl in Key West done entirely by private boat, giving you a stylish, scenic, and hassle-free way to experience the island’s nightlife. Instead of walking from bar to bar, you’ll arrive by water — skipping the crowds and creating an adventure you won’t find anywhere else...

Experience Key West’s waterfront the way locals do—by private boat. This harbor cruise offers a more comfortable experience, complete with narration and flexibility. Choose golden-hour glow or bright daytime views, customize pace and photo stops, and savor a quiet, upscale alternative to mass tours....

This is the only private eco boat trip that focuses exclusively on the Key West National Wildlife Refuge in such depth. Rather than hitting common tourist spots, you’ll venture into parts of the Refuge that most tours skip — winding mangrove fingers, quiet flats, and hidden inlets...

This is the only clothing-optional boat charter in Key West, offering a full day of sandbar relaxation, snorkeling, and wildlife encounters in complete privacy. Unlike group tours, this charter is exclusively for your party — with freedom to choose your comfort level, activities, and pace...

Unlike fixed tours, this is your custom charter—open itinerary, flexible schedule, and unlimited possibilities. Your captain is a local expert who will recommend the best spots based on the weather, tides, and your interests. Every trip is one-of-a-kind, designed exclusively for you....

Private luxury bachelorette boat in Key West – sandbar, sunset & unforgettable memories with your bride tribe We promise unforgettable wedding experiences and a luxurious, personalized wedding experience that stands out. The Jeanneau NC Weekender 895 boasts luxury and safety....