Tours in Key West

On our Secret Food Tour: Key West Old Town, we'll walk far from the tourist traps of Duval to show you the real city and its best food. You'll gain insight into how the diverse cultural influences of Key West have shaped the island into a unique destination that's globally renowned for its exceptional gastronomic experiences. Our local guides will take you on a journey to explore the history and culture of "The Key to the Caribbean," sharing their passion and passing down stories that have been told from generation to generation. You'll discover the oral history of Key West's prosperity and how treasures transformed this small island into a worldwide attraction. Enjoy traditional Key West bites, taste the freshness of ingredients that only a coastal city can offer, and uncover flavors you won't find anywhere else in the world. Plus there’s our amazing secret dish that you can only find about it on the day!

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.

A minimum number of passengers is required; if not met, our team will contact you and a small fee may apply to ensure your trip departs as a Private charter; cancelled, or rescheduled. We offer comfortable Four Winns( 25 ft), or Robalo (27 ft) boats for the tour with maximum of 6 people, ensuring an intimate and fun-filled adventure for all. Our trips depart daily from The Perry Hotel. Tour times may vary throughout the year. For our guests who would like the extra shade, we have a full rooftop! Plenty of shade or plenty of sun! The front is open for sunbathers. We offer a lot of storage on the boat and restroom facilities as well! Sightings are based on dolphin behaviors and are not guaranteed.

The Aqua Drag Show offers the best nighttime entertainment in Key West. Sip on the Island's best cocktails while you enjoy the fun tunes, costumes, and best drag performers. Take home a story of hilarity and a truly unique Key West must-do experience.

Florida Keys Fishing Experience for the entire family. Serious fishing serious fun! Located in Marathon Key Florida, Wet Tails Charter will give you the charter fishing experience of a lifetime. It doesn’t matter if you are looking for a sunset cruise or to land the fish of a lifetime, Wet Tails Charters is here to make it happen. We offer 4,6,8 and 10hr fishing trips. Please remember if you had a great time to take care of your deck hand who works solely for tips.

Enjoy a beautiful Key West sunset while sailing on our 42' Sailing Catamaran. It has over 1000 feet of deck space. We will make sure that you will enjoy this catamaran sailing in Florida. Our crew are biologists or trained by one! They are full of local knowledge.

Private 2-Hour Key West Sunset Cruise | Luxury Manitou Pontoon | Up to 10 Guests Leave the crowds behind and experience the magic of a Key West sunset from the water on your own private 2-hour cruise aboard a brand-new Manitou luxury pontoon. Departing from the tranquil Cow Key Channel, you'll enjoy a relaxed and intimate journey through hidden backchannels and open waters — all with a front-row seat to one of nature’s most unforgettable shows. Cruise in comfort with up to 10 guests, guided by a licensed local captain, and take in stunning views of the sunset-drenched coastline, including iconic sights near Mallory Square — without ever getting caught in the crowd. Whether you're planning a romantic evening, a family outing, or a fun get-together with friends, this cruise offers the perfect mix of laid-back luxury and scenic beauty. Reserve your sunset escape now — and experience Key West the way locals love it: peaceful, personal, and absolutely stunning.

I founded and own HONEST ECO. With Kentucky bluegrass roots and a B.S. in Biology, I found a world with a blue sea too alluring to ignore. I arrived to Key West in 2005. Now I have 10+ years of experience studying Biology and being on the water in Key West. I now own a small business with my wife and 2 young kids. We are trying to make a big impact by educating and leading by example. I'm very passionate about being respectful to the wildlife and the environment

Discover the intriguing world of the ocean with a visit to the Key West Aquarium. Explore the different sections of the aquarium and gain a thorough understanding of our planet’s alluring oceans. The aquarium features a wide variety of sea life, including eels, parrotfish, groupers, sharks, alligators and much more.

If you’re looking for some of the best fishing that money can buy out of Key West, Florida, you can’t go wrong with Corsair 2 Sportfishing. With over 3 decades of local fishing experience under his belt, Captain Russ McKinley is your man if you want to get the best out of these deep blue waters. His boat is a 50’ Hatteras saltwater fishing boat that can take up to 6 anglers fishing at the same time. Powered by twin 550 HP Detroit Diesel‎ engines, this fishing machine is unstoppable on the water. The vessel comes rigged with state-of-the-art navigational electronics and safety equipment, outriggers, a fighting chair, a live bait tank, and ice-boxes. It’s also very comfortable and features 2 private restrooms, a kitchen, a flybridge, beds, and AC. This beauty can take you for some amazing deep sea and reef fishing up to 18 miles offshore on full day trips. This trip will also provide higher chances of catching Marlin!

Our tours bring your parasailing three hundred feet above the crystal blue water of the Florida Keys. There isn't a better view anywhere in the world, if you ask us. While parasailing may seem like an adventure sport, once you're in the air you will find a unique peacefulness. It's quiet and smooth, and you feel like you're gliding through the air (because you are). You get a bird's eye view of the most beautiful place on earth and you can see the Keys' natural beauty in all its splendor. You might even see a sea turtle from the air!

We are Key West's largest boat rental service and have been helping travelers explore our local waterways for over 39 years. Our boats are located at a full service marina with ice, gas, snacks, drinks, beer, fishing equipment, bait and so much more. We are your one stop shop for everything you need to enjoy your time on the water. Our expert staff will guide you through the boat and give directions to local hotspots. Book with Sunset Watersports and see the difference.

Whether you are visiting Key West for a special occasion, Anniversary, Romantic Getaway, Family Reunion. We can meet you at your Resort or one of Key West beaches to have a personal photo shoot We are at times available for Sunset timeframe and on weekends, so please email me for availability directly - This is priced for (1) couple or (1) family unit - not group extended family - please ask for pricing for larger groups.

On our Secret Food Tour: Key West Old Town, we'll walk far from the tourist traps of Duval to show you the real city and its best food. You'll gain insight into how the diverse cultural influences of Key West have shaped the island into a unique destination that's globally renowned for its exceptional gastronomic experiences. Our local guides will take you on a journey to explore the history and culture of "The Key to the Caribbean," sharing their passion and passing down stories that have been told from generation to generation. You'll discover the oral history of Key West's prosperity and how treasures transformed this small island into a worldwide attraction. 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. No need to shout over other tourists, you will have every question answered, and leave feeling like a native yourself!

Dare to walk the haunted heart of Key West—where the veil between the living and the dead is razor-thin. Your journey begins sweetly enough at River Street Sweets… but don’t let your guard down. From the cursed corridors of The Artist House—once home to the infamous Robert the Doll—to the haunted grounds of St. Paul’s Episcopal Church, something watches from the shadows. At Dean-Lopez Funeral Home, the air grows heavier with every step, while La Concha Hotel and Marrero’s Guest Mansion echo with screams that never made it into the history books. You'll pass on to the ghost-infested Oldest House, and the lush but sinister Audubon House, where spirits cling to the past. Your final stop? Captain Tony’s Saloon—built on bones, soaked in legend, and still home to the dead. This is not just a tour... it’s a test of courage.

Embark on a tour around the island of Key West. Your guide will be talking you through many points of interest around the island. Make sure to keep an eye out for wildlife throughout the tour. About 20 minutes before the sunset, your captain will find a quiet and private spot to watch the sun drop into the water uninterrupted by other boats, people, or land!

Smaller Groups = Better Experience! **1 Booking is 1 Jet Ski that can accommodate up to 2 riders. Ages 4+ For all you thrill-seekers and explorers, our guided Jet Ski Tours are a great way to experience Key West. Let our guide take you on a 90-minute adventure around the entire island. This 27-mile exploration is a feast for the eyes and senses. We'll make several stops along the way, checking out all of the best-known attractions the island has to offer. AND unlike other companies, our tour groups are small making for a better experience!

Visit the one-and-only island city of KEY WEST! Enjoy a narrated tour on the way down, and island music on the way back. HIGHLIGHTS • See the sights in Key West • Stay for the Key West sunset • Plenty of Free Time • Designated Driver • Narrated Tour Do what you want in Key West! We're doing the driving! Sightsee, enjoy a happy hour, eat a nice dinner, check out Mallory Square at sunset, take a sunset sail, and more! Sit back & enjoy the scenery as we drive down to Key West. Learn the history, culture, and ecology of the Florida Keys & Key West from your friendly local guide. See the Southernmost Point, Hemingway's House, Mile Marker Zero, Sloppy Joe's, and Mallory Square It's more like a road trip than a tour - ask questions, point out wildlife, make new friends.

27 Miles and 90 Minutes of pure exhilarating watersports bliss. Your Key West Island Jet-ski Tour starts in the shallow cove, The Ibis Bay Resort dock area. From the Gulf of Mexico to the Atlantic Ocean.....and back to the Gulf of Mexico. From sea to Ocean and back again. After your exhilarating 90-minute adventure, many guests celebrate their experience with a drink and the freshest seafood at the Stoned Crab Restaurant.

Fury's Island Adventure Eco Tour is the perfect blend of relaxation and adventure, all in a crowd-free, serene environment. The tour takes you to hidden sandbars and crystal-clear waters, offering a rare chance to explore secluded spots in the Florida Keys that are known only to locals. You can unwind on a pristine sandbar, enjoy water activities like paddleboarding and kayaking, or take a guided tour through lush mangroves, where expert naturalists share insights into the area's unique ecosystem. A custom-built catamaran ensures comfort and speed, making your journey as enjoyable as the destinations. Whether you’re looking for adventure or just a peaceful retreat, this eco-tour offers the ideal mix of both, allowing you to experience Key West's untouched beauty in a truly unforgettable way.

Learn about an important part of Florida’s history at the Key West Shipwreck Treasure Museum. Explore the wreckage of Spanish galleons and the remnants of cargo ships. Go back in time to the 19th century, when excavating shipwrecks off Key West was a thriving industry. You’ll learn from interactive displays, watch informative video presentations and see real artifacts salvaged from these vessels.

Key West is famous for it's sunsets and it doesn't get any better then on a private sunset cruise aboard our custom tiki bar boats. You and up to 5 guests will toast the sunset with your favorite libation(BYOB). Tours depart an hour and fifteen minutes prior to sunset so we can get to the perfect place to watch the sunset. Our boats feature a large thatch roof for shade, bluetooth tv and stereo, a walk in bathroom, adjustable padded bar stools and a gorgeous live edge tiki bar. You'll cruise the Key West harbor in style and view the famous sunset on your private 2 hour adventure. Keep your eyes on the horizon for a chance to see the famous Green Flash as the sun goes down.

Tour the historic Harry S. Truman Little White House in Key West and learn about a fascinating period of American history. What was once a private compound on a U.S. Navy base is today open to the public as a museum. Listen to fascinating stories told by informative guides about the history of the house, which was built at the beginning of the 20th century. Learn what Thomas Edison and Dwight D. Eisenhower did during their stays, and, of course, about Harry Truman’s long love affair with this gem of a property.

Embark on an eerie adventure through Key West's Old Town in a cozy pedicab, where the island's haunted past comes to life. As we roll through the narrow, historic streets, you'll hear chilling tales of ghostly encounters, from restless spirits who never left to eerie legends passed down through generations. We’ll pass by the famous haunted landmarks, including the Key West Cemetery, where some say the dead still walk at night, and the eerie corners of Old Town, known for their strange, unexplainable occurrences. With the breeze in your hair and the moonlight casting long shadows, prepare for a spine-tingling ride into the heart of Key West’s most mysterious and supernatural stories. Buckle up, it's going to be a night you won't forget!