Tours in Key West

The Experience: Don't miss your chance to experience a luxury charter in the Florida Keys, versatile enough for any on-water activity you can envision. Whether you're interested in snorkeling, light tackle fishing, sandbar hopping, sunset cruises, dolphin watching, sightseeing, trips to the intercostal from key west to miami, we do it all! Fun for the entire family! We also offer poker runs, with our 36 Contender powered by triples give us a whopping 1,050 hp YOUR day, YOUR way: Probably the best thing about our boat service is we don't do cookie-cutter trips. Every trip is personalized to who and what is important to you. As a bareboat/demise charter, this vessel offers ultimate freedom—the itinerary is entirely up to you. With endless possibilities in the Keys, our seasoned team, in conjunction with the captain you choose, will tailor the journey to your dream day's desires. We'll provide you with a curated list of recommended captains, ensuring a seamless, expert-guided adventure.

This private charter is designed for a relaxed, flexible day on the water, perfect for groups who want a casual, unstructured experience. Instead of a formal, guided eco-tour, this trip offers a more laid-back vibe, allowing you to create your own adventure. Connect with Key West's abundant wildlife as you cruise the waters in search of our resident coastal dolphins. From there, we'll head to a secluded sandbar, a pristine shallow-water oasis where you can unwind and enjoy the tranquility. This tour is ideal for those who prefer to relax and socialize. Spend your time floating, swimming, or simply lounging with a cold beverage in hand. While snorkeling is an option, it is not a guided activity on this trip, making it perfect for guests who are more interested in a leisurely day on the water than a structured snorkel excursion. We'll provide a snack of fresh, organic fruit from Date & Thyme, and the trip is BYOB so you can bring your favorite drinks.

Your Day, Your Way! Step aboard our 24’ center console and discover the best of Key West’s stunning waters! Perfect for groups of up to six people, this private, captain-guided adventure takes you through crystal-clear waters to beautiful sandbars and unspoiled beaches that can only be reached by boat. With comfortable seating and a T-top for shade, you’ll have everything you need for a fun and relaxing day exploring the breathtaking beauty of the Florida Keys!

Great for families. Customizable. Not a crusty old fishing charter by any means! Lots of sea life in the Florida keys! We can pull stone crab traps. Or get in and go for a swim or stop in at a sandbar! Captain has almost 20 years fishing experience. Take your catch to a restaurant to be cooked! Snorkel gear is available. Lobster diving charters are available in season (Aug 6-march 31). Pets are welcome

The Key West Museum Culture Pass is an excellent way to explore the rich cultural history of this vibrant city. With the pass, you can access four unique and diverse museums.

This 2 hour Eco Tour will take you by boat to explore the Backcountry of the Florida Keys. We will cruise through the mangrove islands that make up the Backcountry and Great White Heron National Wildlife Refuge. We will slow down and look for marine life and birdlife. Maybe see a turtle or dolphin. We will take you through "Skinny Water" and look for starfish, rays and sharks. It's a fun adventure not to be missed when visiting the Keys.

Early Bird Snorkel gets you to the Worlds 3rd largest living coral reef as we sail towards our destination enjoy breakfast, draft beer & unlimited mimosas. As you return you can jump on the Hop off Hop On bus and doing this tour. Conch Train

Mel Fisher Maritime Museum is the only fully accredited museum in the Florida Keys. That means this is more than just an exciting adventure story - it is also a nationally recognized research institution!

Join us every weekend for the Old Town Literary Walking Tour, a stroll through downtown Key West, illuminating stories of writers that have called our island home. Inspired by David A. Kaufelt’s original literary walking tour, our new tour features the former homes and favorite haunts of writers, including Tennessee Williams, Shel Silverstein, Elizabeth Bishop, and Robert Frost, and highlights tales of our lesser-known local talent.

Enjoy a prix-fixe menu at the Key West Hard Rock Cafe. Classic American cooking comes to the heart of the Keys, where you’ll enjoy a 2- or 3-course meal with your choice of theme. Each option comes with a drink (coffee, tea or soda) and dessert. Expect entrees like the classic cheeseburger, a half-rack of hickory-smoked ribs, salmon, steak and even some vegetarian options. Love All - Serve All!

Experience a private dolphin safari in Key West, exploring the famous Dolphin Playground where wild dolphins are often seen playing in the wake. Unlike large group tours, this charter is tailored just for your group, with a flexible itinerary and a USCG-licensed captain. About Cruise the turquoise waters of the Florida Keys and watch dolphins swimming freely in their natural habitat. Your captain will share local insights into dolphin behavior, island history, and wildlife along the way. Between dolphin sightings, stop at a pristine sandbar to swim, snorkel, or simply relax on deck. Perfect for families, couples, and small groups, this private safari combines adventure, education, and unforgettable moments at sea.

Paddle through the serene waters of Geiger Key at your own pace, with a private guided kayak/Paddleboard tour that immerses you in the natural beauty of the Florida Keys. Paddle through tranquil mangroves where your expert guide highlights local wildlife and ecological wonders, from tropical bird habitats to vibrant sea turtles. This eco-friendly adventure is suitable for all skill levels, ensuring a relaxing time as you navigate the peaceful waterways. Discover hidden gems and soak in the lush surroundings, all while enjoying small group sizes for a personalized experience.

Get ready for an exhilarating adventure on the vibrant waters of Key West with our private deep sea fishing charters. Led by the skilled and experienced Captain, our team is dedicated to making your fishing trip unforgettable. Reel in the fight of a lifetime as you battle magnificent mahi, king mackerel, sailfish, and more. Our knowledgeable captain and mate will guide you to the sharky hotspots and employ various techniques, including trolling and bottom fishing, to maximize your chances of landing a trophy catch. We believe in providing personalized service. Whether you're a seasoned angler or a curious first-timer, we'll tailor the experience to your skill level and preferences. We offer well-equipped vessels, clean facilities, and essential safety gear for a smooth journey

Walk through Old Town Key West with a long-time local, hear the haunted history of Key West, her beautiful historic mansions, and visit a haunted bar or two. This is private tour is customizable, meaning you can request to adjust the meeting point to better suit your day, and even request what kind of stories you'd like to hear. Perfect for wedding party, couples, family & friends, bachelor/bachelorette, birthdays, reunion, corporate groups, and more! We walk past at least 5 haunted mansions and visit two haunted bars. Total distance is around 1 mile. Libations for purchase are available along the way, if you so choose. **The best part about your own private tour is you can ask questions and customize the kinds of stories you want to hear!** Feel free to include notes in your booking about: - what you want to know about the spooky side of Key West - if you're celebrating an event - mobility challenges or other needs we can accommodate - if you have kids, their level of 'spooky'

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 the perfect Key West sunset sail Peaceful, private and exclusive! Your captain and mate will take you out to watch the sunset from your own private classic sailing vessel, with soft drinks, bottled water and coolers stocked with ice provided for any adult beverages you choose to bring. Reserve ahead, there is after all, only one High Tide sunset sail per day! Price is for up to 6 guests, 12 guests max!.

Key West Water Fun with Snorkeling, Sunset Cruise, Dinner, Live Music and open Bar. Enjoy a bright and early morning snorkel Catamaran cruise departing 9 am for a full morning of Snorkeling fun. Return at 12:00pm and have 4 hours of free time before you come join us for an incredible Key West 2 hour Catamaran Sunset happy hour tropical dinner cruise with margaritas, rum runners, wine, beer and live music.

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 full-service marina, we've proudly served our community for 39 years, earning our reputation as the go-to destination for boat rentals in Key West. Join us and embark on an adventure of a lifetime – where every wave carries the promise of unforgettable memories!

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! Learn about the historic wrecking and rum running days of old Key West! Sit at the bar Mel Fisher did while his treasure sat out front, on display, in the trunk of his car! Transition into the sunset where you’ll visit the area where locals have their annual celebration for the succession of our Conch Republic from the United States! Open your ears to live music and island vibes as you cocktail into World Famous Mallory Square’s Sunset Celebration!

Discover the flavors of paradise on our Key West food tour through the colorful streets of Old Town. Guided by locals, you’ll enjoy 5+ tastings that celebrate the island’s unique mix of Cuban, Caribbean, and Floridian influences. Start with a refreshing iced coffee before biting into golden, crispy conch fritters—a true island classic. Savor authentic Cuban cuisine that reflects Key West’s cultural heritage, then indulge in rich chocolate-covered Key lime pie, the city’s most famous dessert. Along the way, your guide will share stories of pirates, poets, and island life, bringing the history and charm of Key West to life. To end, you’ll taste our exclusive Secret Dish, a surprise that makes the experience truly unforgettable. This is Key West beyond the postcard—an authentic taste of its food, culture, and soul. As a private tour, everything works around you! Our start times are much more easy going, dates can open up. It's a much more intimate and cozy experience.

Create your own adventure: fish, snorkel, paddleboard, or just cruise in style! The newest fleet in town! Our spacious pontoons provide plenty of space and shade while you make your way through our beautiful local waterways! What’s Included: 12 Passenger Pontoon Boat Rental (Children and babies count as passengers) Safe, reliable, and well-maintained equipment Includes a 70qt cooler (purchase ice at check-in) Life vests for all passengers Guests are welcome to bring their own snack and drinks, or purchase upon arrival at our fully stocked Marina Store! Alcohol permitted for guests 21+ Optional Add Ons: Paddleboards- A fun and suitable activity for people of all ages and abilities. Lily Pad- This floating foam island allows you to rest, kick-back, tan, run, and play on.

Professional photo shoot in unique Key West locations. The Photo Experience will create amazing photo memories from your visit. You will be able to see undiscovered locations and get the best photo story from your Key West visit. We can tailor each photo shoot to meet your requirements; we can travel to your location or we can suggest a location for the photo shoot. Our Photoshoots are ideal for any Tourists - Solo Traveller - Couples - Groups - Hen/Bachelorette & Stag/Bachelor Parties - Families - Secret proposal/Engagement - Honeymoon - Experienced Influencers and Models - New Influencers and Models What's Included: A Private online viewing gallery - 1 hour = 20 Final photos* - 2 hours =30 Final photos* - 3 hours =40 Final photos* - 4 hours =50 Final photos* * same set of images - A unique location professional shoot experience - DELIVERY - Up to 14 days after photoshoot. What's Excluded: - Transportation - Entry fees

Discover the “backyard” of Key West locals with our Secret Sandbars Charter—hidden gems few visitors ever see. Unlike crowded party boats, this is your private slice of paradise. Imagine stepping off your boat into ankle-deep water, surrounded by endless blue sky and shimmering ocean, with no other boats in sight. Explore uninhabited islands, search for starfish and conch in the tide pools, or relax on a floating mat as the captain takes care of everything. This isn’t just a boat ride—it’s the ultimate Key West daydream, brought to life.

Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish. Marathon the hub for fishing in the Florida Keys, great beaches, shopping, and fantastic food. View the beautiful scenery, while experiencing the thrill of a chance to catch species such as Wahoo, Mahi Mahi, Tuna, Snapper, Grouper, King Mackerel and Shark that all swim around the reefs. Your tour is guided by a licensed Captain in a modern 30' open fishing style boat with t-top for shade. All the fishing rods and reels, right and left-handed and all the tackle you need, as well as all other necessities including safety equipment. Booking with confidence on TripAdvisor, it makes this charter an easy, reliable and enjoyable decision. Reserve Today to get hooked up! Travelers that have enjoyed our fishing charters also have enjoyed The Turtle Hospital, a tour down Seven Mile Bridge or a beautiful sunset at Sombrero Beach.

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. With comfortable reef depths, diverse species, and a flexible approach, this trip is perfect for anyone who wants the excitement of Florida Keys fishing without the intensity of offshore trophy hunts. ✅ Highlights Private patch reef fishing charter in Key West Target snapper, grouper, porgies, hogfish & more Light trolling for mackerel, bonito, or mahi-mahi Flexible for families, beginners & seasoned anglers Fun, relaxed trip with stories — and maybe dinner