Tours & Activities in Key West

Do you like to venture further and stay off the beaten path and out of your comfort zone? This is one adventure packed experience we have for you! (you might need a vacation after this one ;-).

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'

Experience a 2-hour walking tour through the dark and untold stories of Key West. Explore the dark secrets and listen to stories of the haunted past and the intriguing legend of Robert the Doll.

Explore the vibrant & diverse underwater world of the Florida Keys with Salty Paws' Reef Snorkel Trip! Our experienced & knowledgeable crew will take you on a journey to the best snorkeling sites in the area, where you will witness breathtaking views of colorful coral reefs, tropical fish, and other marine life all of which call the reef home. Our Reef Snorkel Trip is perfect for both beginners & experienced snorkelers. Our crew will provide you with snorkeling gear and give you a safety briefing before entering the water. You'll be amazed at the sights you'll see and the memories you'll make during this once in a lifetime experience. During the trip, our experienced captains will take you to some of the most stunning locations around the reef where you can snorkel among the vibrant coral formations and observe an incredible range of marine creatures, including colorful fish, sea turtles, and even dolphins. All of which call the reef home.

Explore Key West's landmarks and hear of it's legends on this entertaining self-guided audio tour. Experience the magic of GPS-playback on this immersive stroll.

Sandbar is a perfect beachside retreat located in the middle of the ocean. With its crystal clear water and white sand, you'll be able to enjoy an ultimate beach escape. Plus, it's a great place for kinds because it is shallow enough to swim safely and explore marine life!

Swan Charters is a unique experience where we always offer a customized fishing trip to match your dreams. Captain Nick will talk to you about what’s biting and what you would like to experience on your unique Key West fishing adventure and get you there fast and safe.

A haunted adventure that is unusual and off the beaten path! The historic Key West Firehouse has a reputation as one of the more active haunted locations in the Florida Keys. Our historically accurate audio tours are researched and narrated by Ghosts of Key West author David L. Sloan and deliver a great mix of hauntings, strange crimes, history, and mystery. Our ghost tour explores hauntings on the grounds and inside the 4000-square-foot firehouse, still furnished with original artifacts. Both floors of the firehouse are air-conditioned, too, though often it's the ghosts providing the chills. This is one of the few family-operated ghost tours in Key West. Take a walk off the beaten path and see why this is the least-known and best-loved ghost tour in Old Town. The ghosts are dying to meet you.

Discover Key West’s best live music with a local guide. Visit 4 music venues in two hours. The Ticket includes, drink discounts, digital guide for upcoming events, digital download of local artists music, and historical overviews of the venues and artists who have left their mark on the island. Learn from a local about the diverse music scene and creative island life that continues to inspire so many.

Short on time and want to do your own thing? Our supervised Freestyle Adventure is perfect for you. Our guide will take you to a secluded area where you can let loose and get your jet ski on. This jet ski rental is a great way to let loose and get your adrenaline fixed, or you just relax and chill if you prefer. It’s completely up to you. Some people don’t care for structured, guided tours. That’s why we came up with this freestyle alternative. Book yours today!

This 1-hour boat ride/loop starts at the Spanish Harbor Bridge and goes up to the Bahia Honda Bridge and the Seven Mile Bridge. We’ll cruise up the bay side and back down the ocean side (or vice versa). Learn the history of the bridges and the Flagler Railway, and see mangroves and beaches. A great way to see the keys!

This 1 Hour Guided Scenic Tour is not only packed with Key West’s main sights but also takes you off the beaten path. We'll go through unique and eclectic neighborhoods, from the Historic Seaport to Bahama Village, crossing along all the touristic areas. Sit back and enjoy the ride on a comfortable E-pedicab with Your Private Driver and Tour Guide! A wonderful way to relax and soak in the island vibe while learning about the history and culture of Key West. This tour Includes four stops for photo opportunities: the Little White House, Southernmost Point, Lighthouse, and Mile Marker 0. But if you wish to stop at other locations, we'll make it work for you!

You will begin this 65 minute nighttime guided walking tour by meeting your tour guide at Capt. Tony's Saloon outside front doors (428 Greene Street). You will then be taken to several of Ernest Hemingway's haunts around Old Town where he worked and played. You'll hear incredible stories of history and lore about Hemingway and Key West. ​

Tours are private, and include only your travel party of up to 6 people. We customize the stops to what interests your group. We can make more, or less stops. Spend more, or less time at sights. It's YOUR day! We will make lots of suggestions, but want you to have the best experience possible so try to cater to your interests. You'll learn about many aspects of our unique history and unique eco-system. The Florida Keys is located in the middle of a National Marine Sanctuary! We have many unique and endangered animals, both on land and in our waters. And, at one point, Key West was the richest city in the state of Florida! How was THAT possible?? Want to beach hop all the way to Key West? Maybe jump off a bridge? Ya know...cause your friends are doing it! For real! Just want to get to Key West and be pointed in the direction of the best bars? We can do that too! Adventurous enough to check out a clothing optional bar? Key West has those too! Admission NOT included to any venue.

This 6 hour adventure is designed to deliver a full-day of thrills on and in the beautiful waters surrounding Key West? You can do it all during this 6 hour adventure and have complimentary lunch onboard! Our experienced local captain and crew will deliver you an unforgettable adventure!

Your Friends & Family Tour. When you book a Vitamin Sea tour, you get the experience of doing things your way. Whether you want to see dolphins, go snorkeling, chill on a sandbar, glide through mangroves to find birds, all of it is possible with our experienced Captains. The ideal place for a family or friends’ fun to create that “I’m in a paradise!” moment.

Our afternoon dolphin watch is limited to an intimate number of passengers to optimize your views! Enjoy sailing aboard a 60' catamaran to the dolphin playground to view wild dolphins play and frolic in their natural habitat. Atlantic bottlenose dolphins are the most common dolphins found around Key West. Enjoy an up-close view of dolphin pods as they swin and jump around the boat.

Choose your adventure! Castaway, Mermaid, or Conch Quest !! Each charter is four (4) hours, with the escape game being one hour of the adventure (Conch Quest adventure is several hours). You will board a large, comfortable deck boat with an experienced captain who will take you to a few beautiful locations for snorkeling, playing the escape adventure, and relaxing and eating/drinking for the remaining time. We provide all safety gear, snorkel gear, ice, bottled water. You provide your own food/drink/towels. Book today!

This 1/2 Hour Guided Scenic Tour is packed with Key West’s main sights. Sit back and enjoy the ride on a comfortable E-pedicab with Your Private Driver and Tour Guide! A wonderful way to relax and soak in the island vibe while learning about the history and the culture of Key West. This tour Includes two stops for photo opportunities: one at the Southernmost Point and one at the Mile Marker 0. But if you wish to stop at other locations, we'll make it work for you!

Sail around Key West on a romantic, nighttime sailing experience aboard Schooner America 2.0! This 1.5-hour sail by moonlight is perfect for date night or an evening out with family and friends. Departing in the evening as the moon comes up over Key West, enjoy star gazing opportunities and a moonlit sky as the boat glides through the majestic waters at night. Lights snacks and one alcoholic beverages is included with your ticket. Additional beverages are available for purchase.

Small groups as always with Honest Eco. We only go to the reef when the visibility is just right. That means we limit this trip to run only for part of the year May through September. These are our best months to receive calm clear waters in the keys. This is the time of year to see the amazing different ecosystems and wildlife we have living at our reef just a short sail away from Key West. The most unique part of our trip is your biologist guide. They will get into the water with you and guide you around or allow you to freely go on your own but meet you back at the boat to answer any of your questions. The boat is a roomy comfortable fun to sail catamaran. It has over 1000 sq ft of deck space to spread out and enjoy.

This private fishing charter aims to provide you with the best experience and utmost customer service. Depending on the duration of the trip that you choose and the bite for the day, we will travel around 6-16 miles from shore, and based on the season, the target fish will include Mahi Mahi, Snapper, Grouper, King Mackerel, Wahoo, Sailfish, and many other species. With over 15 years of commercial fishing experience, the Captain will do everything possible to put you on the fish. He is happy to tailor the trip to your preferences. We will gladly clean and filet the fish you wish to keep and help you with everything you need during your time with us. We ensure quality safety and fishing equipment onboard and will provide all necessary gear, lures, bait, and fishing license. Please feel free to bring any snacks and drinks to be stored in the cooler, as well as sunscreen and hats. We look forward to making your fishing trip a memorable experience!

Smaller Groups = Better Experience | Get out of the bars and get on the water! Our customizable 4-Hour Key West Boat Adventure allows you to experience the best of Key West! Mix and match to make your day. Options Include- Dolphin Tour, Snorkeling, and Sandbar Experience All charters include a choice of licensed captain. Use may also bring beverages and food to complete your day! **Please note captain fee of $250 are not included in the above price and must be paid to captain direct via cash / cash app on site** **A choice of captain list will be provided on checkout**

Explore beautiful coastlines, wild history, and fascinating wildlife with this self-guided walking tour of Key West. Get to know famed author Ernest Hemingway and the island’s influence on his work. Hear stories of pirates, shipwrecks, and disasters and marvel at lush tropical gardens and coastline. Then stroll along Duval Street, the bustling heart of Key West, and savor the rich culture of this one-of-a-kind island. After booking, you can check your email before downloading the Tour Guide App by Action, enter your unique password, and access your tour. The preceding steps require good internet/wifi access. Simply follow the audio instructions and the route from there. New, extra validity — now, it’s yours for an entire year! Use multiple times over multiple trips! This is not an entrance ticket to the Keys or attractions in the Keys. Check pandemic rules and opening hours before your visit.

Deep sea, reef, & wreck at its finest! We use various techniques to catch all different species of fish with total guest participation. We have an amazing multi media system onboard to keep guest entertained while catching fish and having fun.

Ready to explore Sunset Charter with drinks and Music? aboard a luxurious private boat charter, accommodating up to 13 guests. Sailing aboard a 37’ private charter a smoother ride with plenty of deck space, and you’ll see 20s of things do from boat can do photography and get a explanation from caption cum guide

Captain Ben Covan, a Florida Keys native, has spent his life fishing and diving the waters around Key West. He offers a unique insight and experience for a wide variety of activities including spearfishing, freediving, rod and reel fishing, kitesurfing, ecotours, and relaxation at sandbars or islands. Let us turn your fantasies into reality!

Embark on an adventure off the shores of Key West, where the turquiose waters of the Gulf of Mexico and the Atlantic Ocean meet in a symphony of beauty and tranquility. Your day begins as you board a luxurious catamaran, your vessel for a day of exploration and relaxation. Sailing away from the bustling Key West harbor, feel the gentle breeze on your skin and the warmth of the tropical sun overhead. As the catamaran glides smoothly over the crystal-clear waters, you'll have the opportunity to soak in panoramic views of Key West's picturesque coastline, dotted with palm-fringed beaches and vibrant coral reefs. Keep your eyes peeled for playful dolphins frolicking in the waves or graceful seabirds soaring overhead. After a leisurely sail, stop at a secluded snorkeling spot, where the underwater world awaits exploration. After working up an appetite, indulge in a delicious picnic lunch and unlimited mimosas. All while enjoying the stunning views and the company of fellow travelers.

Get out on the water and experience what Key West has to offer away from the bars. Beautiful waters in the backcountry, many types of fish, wildlife, and lasting memories. Shallow water fishing won't get you seasick!

Velocity Sportfishing Charters offers exhilarating fishing adventures in the beautiful waters of Key West, Florida. Join Captain Andy Velo and his professional crew aboard the Misty, a meticulously maintained 1988 Jersey Dawn Convertible Sport Fish. With our state-of-the-art equipment, comfortable amenities, and our crew’s commitment to your safety and enjoyment, we guarantee a first-class fishing experience like no other. Whether you're a seasoned angler or a beginner, our charters cater to all skill levels. Explore the abundant fishing grounds of Key West, reel in exciting catches, and create memories that will last a lifetime. Get ready to embark on an unforgettable journey with Velocity Sportfishing Charters, your gateway to the thrilling world of sportfishing in Key West. We offer half day to extended full day fishing trips and sunset cruises for Family Adventures, Corporate Trips, or Friends Vacationing in Paradise.