89 Activities in Key West, United States (with Map and Images)

This location was carefully selected to offer convenience to all guests arriving on cruise ships or those looking to parasail downtown. Situated a mere 5-minute walk from the bustling cruise ship...

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...

The Guided Sunset Bicycle tour is a unique experience that blends the rich history and iconic landmarks of Key West with a fun-filled exploration of the city's popular bars, making it a...

Meet The Locals, On Foot, At Eye Level If you’re like us, you think of travel as more than just “going places.” You crave experience and discovery, not just monuments and museums. You want to...

Experience Historic Key West With A Small-Group Walking Tour Ever wondered how the island of Key West was discovered and became so rich? Explore Key West’s history, lore, and legends from the...

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...

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...

Key West is famous as mainland America's Caribbean resort town. Here, time slows down as the island vibes take over. But there is more to this island than umbrella drinks and warm breezes. Key...

Key West Highlights and Stories- 2020, 2021, 2022, and 2023 WINNER "Best Key West Walking Tour". Join our award-winning guides for a wonderful, fun, and informative 2.5 hour walk through the...

Historic Homes & Island History of Key West- 2020, 2021, 2022, and 2023 WINNER- "Best Key West History Tour" TripAdvisor ranked top 10 history tours in North America. Join our award-winning guides...

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...

Go beyond all of the Bars and drunk people to learn the “WHY” on how Key West became the home to many counter culture icons! Papa Hemingway, Jimmy Buffett, Tennessee Williams and more! This is Key...

You may have heard the island of Key West called many different things – America’s Caribbean Island, Margaritaville or The Conch Republic. But you know what we locals call it? Paradise!! And I bet...

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...

Along with your experienced guide you will paddle at a relaxing pace and explore the shallow, calm, blue-green waters of the back country of Key West. You will glide through the winding mangrove...

A half day kayak rental will allow you to explore the calm, clear waters between Stock Island and Key West on your own from the comfort of your single or double kayak (book per person not per...

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...

“The Key West Cocktail Cruise is the best thing to happen to Sunsets since cameras and sunglasses!” This is not your average Key West pleasure cruise. Our 2 hour Key West Cocktail Cruise is what...

Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that won the first America's Cup Race in 1851. Admire her...

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...

Ride with us for a truly unique and unforgettable Key West experience! See the islands top attractions with your own local guide! Cruise Old Town, visit iconic landmarks, and hear stories about...

Key West is famous for fabulous sunsets and Floridays is famous for our spectacular uncrowded champagne sunset cruise. Our reputation for personal service and attention to detail on our sunset...

On this tour, you will see the beautiful crystal clear waters around Key West from a dinghy, a small motor boat that seats up to 5. An experienced licensed boat captain who knows the waters will...

Looking for the perfect way to end your day? Join us on the Seabreeze and ride in comfort with this relaxing, catered cruise into the horizon on Key West’s gentle seas. Relax in the shade under...

Turn your phone or tablet into a local tour guide! Download this location-aware audio/media tour, then cruise. PLEASE NOTE ELECTRIC CAR, SCOOTER OR BIKE RENTAL IS NOT INCLUDED. Rent from one of...

Exploring the best this island city has to offer and the best way to get to know the city is on an Island Trolley Tours. Island Trolley Tours offers daily tours of Marathon, Florida. All of our...

Sip cocktails and soak in your tropical surroundings. There is no better way to start your day in paradise! While enjoying your sail remember there is plenty to see on the water’s surface or...

Learn the History of Tiki and How to Make Authentic Tiki Cocktails! Curious about the history of tiki? Want to make authentic tiki cocktails? Our tiki workshop is a two hour intimate learning...

100% Clear Kayaks: Unlike traditional kayaks, ours are completely see-through. This unique feature allows travelers to enjoy views below them that they never imagined possible. As you paddle,...

See Key West’s top attractions from the Lighthouse to the Little White House at your own pace with this affordable walking tour. • Find out how the town nearly went bankrupt before reinventing...

Located in the historic Key West Bight, discover this state-of-the-art museum with hands-on exhibits, raw footage, unique artifacts, and the only scale model of Fort Jefferson at Dry Tortugas...

Parasailing at in Key West Fl at Smathers Beach Fly high over the Smathers Beach Key West as you parasail from State of the art parasail boats All crews Licensed and insured

Float high above and parasail the Atlantic waters for a bird’s eye view of Florida’s beautiful Key West, the Southernmost Point in the US. This parasail adventure gives you everything you want...

Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on one of Sebago's modern sailing catamarans while sipping sparkling wine...

Watch the famous Key West sunset on a 1.5-hour catamaran cruise. While you enjoy twilight views of the sea as the sun goes down, enjoy included wine, sparkling wine, beer, sangria or margaritas on...

Enjoy this 3 hour sunset combo trip. We will cruise out to Key West’s best reef location, where you are welcome to jump in and enjoy an evening snorkel. If you do not feel like getting in the...

Parasailing at in Key West Fl at the Key West bight Fly high over the Key West Seaport as you parasail from State of the art parasail boats All crews Licensed and insured

Turn your phone or tablet into a local tour guide with this location-aware audio/multimedia tour! CAR RENTAL/DRIVER ARE NOT INCLUDED. In just 1.5 hours of driving between Key West and Marathon,...

The Dark Side of Key West is our adult’s only option that focuses on Key West’s dark and salacious past. We will discuss pirates, Count Von Cosel, Robert the Doll, and The Hemingway House. We will...

Our Key West Haunted Pub Crawl showcases some of the more unusual and lesser-known histories of Key West. From the island's demonic dolls to one infamous case of necrophilia, not everything is...

We are the only locally owned haunted attraction with exclusive access to two locations. Our local experts provide Ghost Hunting equipment along with personal experience that can't be replicated.

You will begin this 1 hour and 30 minute guided tour by meeting your tour guide, (who will be wearing a neon green shirt) at Margaritaville. Musician Jimmy Buffett arrived in Key West 50 years ago...

One kayak accommodates two people. This is an experience unlike anything else. Experience crystal clear kayaks and paddleboards with led and solar lights. The kayaks and sups are lit up in many...

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...

If you’re looking for the ultimate Key West experience, join the 'Duval Crawl' pub crawl! Key West is famous for its lively bars. Join the original Key West Pub Crawl established in 2002. The only...

Rise and Reef Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start with a Light Breakfast and sail to the Key West living reef where you will see coral...

Dip and Sip Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start a sail to the Key West living reef where you will see coral and tropical fish. All...

Explore the calm, clear waters between Stock Island and Key West with a 2-hour standup paddleboard rental. Glide over sea grass and through mangrove tunnels as you look for fish, birds, sharks,...

Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music • Great Appetizers Welcome aboard Key West's newest catamaran, the "Sandie...

The Sunset Watersports Dolphin watch triple combo is the best way to watch Dolphins, Snorkel the Key West tropical waters, and see the world famous Key West Sunset all in one trip.

Discover why Key West is one of the most haunted locations in the country on this 90 minute walking tour that starts at the corner of Duval and Caroline Streets, and led by your experienced guide...

Turn your phone or tablet into a local tour guide! Download this location-aware audio & multimedia tour to your device. Local knowledge, historic photos, and links to websites and restaurant menus...

The Ghosts of Key West Tour is our family-friendly option and is very rich in Key West’s history, hauntings, and ghost stories. On this tour, you’ll learn about prominent figures of the past....

This Caribbean-themed trip offers two bucket list items that Key West is famous for - a tropical coral reef and amazing sunsets. Rum punch, lively reggae and a vibrant tropical island reef habitat...

Are you ready for some "spirited" fun? Join us on a spine tingling adventure through Bone Island. After receiving your souvenir T-Shirt you will embark on a 2 hour haunted walking tour of Old Town...

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...

Discover the beautiful Florida Keys with a self-guided audio tour! This 100-mile drive stretches from Key Largo, the first island off the Florida coast, all the way out to Key West, the...

Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining visitors to the ‘Island City’ for decades....

Envision yourself swimming freely among the vibrant fish of the Florida Keys during a 3 hour Key West snorkeling tour. This tranquil catamaran cruise provides easy snorkeling among coral reefs and...

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 your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the narrow, dark streets of Old Town and hear stories...

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....

Your sailing and Key West snorkeling adventure begins as you board a state-of-the-art catamaran, part of the largest and most luxurious catamaran fleet in the Florida Keys. Feel the excitement as...

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!

Southernmost Ghosts’ walking ghost tour focuses on the terrifying truth. Each tour stop has been intensively researched, and we provide real accounts of the historical events surrounding the...

Enjoy maximum savings and flexibility in Miami, Key West, Fort Lauderdale and more with the Miami Explorer Pass by Go City. Create your own sightseeing itinerary and gain admission to your choice...

Turn Key West into a giant game board with this fun scavenger hunt adventure! This challenge combines the excitement of the Amazing Race with a 3-hour city walking tour. Guided from any smart...

See the only living coral barrier reef in the continental United States on this two-hour glass-bottom boat tour from Key West! As you relax on the cruise, look down below your feet to see the...

Turn your phone or tablet into a local bike tour guide! Download this location-aware audio/media tour, and as you ride, you'll be alerted to historical and cultural landmarks, ecological facts,...

The warm, crystal-clear waters of Key West provide an ideal setting for snorkeling enthusiasts of all skill levels to marvel at the beauty of the ocean's inhabitants. After two exhilarating...

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...

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....

Travel The Keys is a guided tour and concierge company based in Key West, Florida. We offer unique historical tours in Key West, presented by a 5th generation local. Our tours present a collection...

Welcome to the Overseas Highway, your gateway to the enchanting Florida Keys! As your audio tour guide, we'll whisk you away on a journey of tropical bliss and fascinating history. Picture azure...

Join us on a night fishing adventure with Gulfstream Fishing’s exclusive night trip, where the moonlit waters of Key West unlock a captivating marine playground unlike any other. As the sun sets...

Tours will begin at the corridor of the Southernmost District near the Key West Lighthouse and the home of the infamous author Ernest Hemingway. We will proceed through the Southernmost District...

Our Key West Guided Kayak Eco-Adventure is not just a journey through the water, but a gentle reminder of the delicate wonders that surround us. Our local guides will take you deep into the...

Our Key West guided Night Kayak Tour is not just a journey through the water, but a night time nocturnal adventure! Our local guides will take you deep into the mangrove mazes where you will...

Embark on a self-guided audio adventure through Key West's storied Old Town, where the sun-soaked streets echo with the daring tales of pirates, treasure hunters, and fearless 'wreckers'. Led by...

Slip into Jimmy Buffett and Hemingway’s sandals and see iconic island sights on this self-guided audio tour. Key West’s quirky island lifestyle has attracted larger-than-life characters, including...

Key West is famous as mainland America’s Caribbean resort town. Here, time slows down as the island vibes take over. But, as you’ll soon find out on this walking tour, there’s more to this island...

Since its inaugural ride in 1958, the Conch Tour train has been offering an in-depth view of the city’s most charming, historic and interesting attractions.The train engineers are “Conchs”...

Wrecking and salvage – the recovery of wrecked ships and their cargos (as well as the rescue of their crews & passengers) - was the foundation of Key West’s economy throughout the 1800’s. By the...

It was in Key West that President Truman came in search of a place to rest and relax. When the 33rd President arrived, he discovered much more than a peaceful island hideaway- he found a place he...

Picture yourself swimming in warm tropical seas surrounded by colorful fishes on the only living coral barrier reef in North America. Seven miles off Key West’s coast lies the Florida Keys Reef,...

This intimate tour is limited to a smaller group of passengers, providing you with ample seating and room to spread out. Departing from Key West’s Historic Seaport, your catamaran’s sails are...

Start your morning right on a sailing catamaran with a reef snorkel. Picture yourself swimming in warm tropical waters surrounded by colorful fishes. Seven miles off Key West’s coast lies the...

Eat your way around Key West on this 3-hour food tour with a guide who introduces you to six "mom and pop" eateries in the Old Town historic district. You'll taste seafood, Cuban cuisine, and – of...

Enjoy a full day of adventurous activities at Smathers Beach! This beach pass includes all-day rentals and a parasail ride.You'll have the chance to try different watersports and activities...