Tours in Key West

Experience the best of Key West on our guided walking and boat tour, where you'll delve into the island's rich history and explore its stunning coastline. Begin your journey by strolling through the charming streets, learning about the indigenous peoples, Spanish settlers, and famous residents who shaped the island's identity. Visit iconic landmarks like the Truman Little White House and Hemingway's former home, soaking in their stories and architectural splendor. Then, step aboard our boat to cruise along the crystal-clear waters, where you'll enjoy panoramic views and spot vibrant marine life through the glass bottom. Whether you're captivated by history, mesmerized by nature, or simply seeking adventure, our walking and boat tour offers an immersive and unforgettable Key West experience.

Dive into an underwater wonderland with our Reef Snorkel Charter in Key West. Explore the vibrant coral reefs with tropical fish, colorful marine life, and fascinating sea creatures. Our expert guides will lead you to the best snorkeling spots, ensuring an unforgettable experience for beginners and seasoned snorkelers. Feel the exhilaration as you glide through the crystal-clear waters, marveling at the kaleidoscope of colors beneath the surface.

Cruise the iridescent waters of Florida Keys coast on a romantic 2-hour sailing trip at sunset. Enjoy the intimate atmosphere of this private sailing trip as you admire Florida Keys sparkling skyline at dusk . Allow your expert skipper to ensure a smooth sail as you enjoy each other. Absorb the amorous ambience and feel the warm ocean breeze caress your skin as you explore the Atlantic Ocean. 2-hour private sailing trip skyline as you sail with a professional skipper on sail boat. Enjoy the warm sea breeze and enjoy each other. Choose a sunset tour for the ultimate romantic experience!

Your tour/shuttle can go anywhere between For Lauderdale Florida and Key West! As you check out you'll have the chance to let us know where you're hoping to travel to. We'll come and pick you up and drop you off wherever is convenient for you. Reach out to us if you want us to supply a cooler with any beverages on your tour. Must have at least one adult in your party. The van holds a Maximum of 14 passenger.( Price includes up to 14 Passengers)

Have a blast on the half day boat rental a 21ft Nautic Star speed boat. The boat holds up to 6 passengers. You can cruise in the the ocean or the bay at key west, it is only 90 miles from Cuba. Tan in the sun, dock at a sand bar. The boat is equipped with 60 horse power, a Bimini Top, Radio and Comfortable Seats. Remember to bring your bathing suits, sun glasses, sunscreen, towel, hats and favorite beverages.

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 the eccentric Captain William Shade, the ghost of an 1800s pirate, you'll navigate from Mallory Square to the Key West Shipwreck Museum. Duck into El Meson de Pepe's for rum-fueled revelry (drinks are not included in the price of the tour), explore Capt Tony's Saloon's ghostly history, visit the Oldest House Museum, and dive into Mel Fisher's Maritime Museum for tales of daring underwater heists. Encounter the wild past at Audubon House, and stand before the Custom House where customs agents once tamed the Key West tides. This is no ordinary stroll; it's a spirited awakening of history, where every step reveals the legends that shaped this island city. Best times for the tour are either early mornings or just before sunset, where the temperature can be a bit more pleasant.

This trip takes you and your party, (Up to 26 Guests), on a private sunset sail to enjoy wines from around the world and a variety of beers. You will be sailing on a 65-foot schooner while watching the sunset into the ocean. There will be hors d'oeuvres passed around throughout the trip. A great way to have a private sail with your friends, family, or co-workers.

Rent your own private yacht and savor the beautiful Key West sunset away from the crowds. Do it all on a luxury catamaran reserved just for you! Dolphin watch, jump off of the bows of the boat, sail along the Key West coastline, and enjoy cocktails with friends on your own private yacht! If the big, crowded boats are not for you, we're the perfect option for a more private sail catered specifically to your needs. Our boat is the cleanest you will find, with a spotless bathroom and an electric flush toilet. We are owner operated so every detail of your sail is important to us. We also allow you to bring your own food and cocktails on the boat to create your own perfect experience. The S/V Liberty is a luxurious 44-ft cat, offering 5 different seating areas, so you can spread out and savor the coastline as we sail by. Bigger groups and longer charter times available upon request. Let's go sailing!

Experience the charm of Key West from a unique perspective with our Harbor Cruise. About Set sail from historic seaports and meander through picturesque harbors, where colorful sailboats and historic landmarks line the waterfront. Take in the sights and sounds of this vibrant coastal town as our experienced captain regales you with tales of its storied past. Whether you're enjoying a romantic sunset cruise or a leisurely daytime excursion, our Harbor Cruise offers a front-row seat to the beauty and charm of Key West – a true maritime adventure not to be missed.

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!

Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that special someone! Soak up the afternoon sun and cool off in the bright aqua waters of the Keys as you snorkel and explore Florida's amazing natural wildlife with up to five others, before sailing back to shore at sunset.

Book your Private Departure Transfer from Marathon / Islamorada /Key Largo to Fort Lauderdale Airport (FLL). Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, door to door airport transfer. Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination. • Meeting with a Nameplate • We track your Flight • Door-to-door Service • No Hidden Charges • Clean cars & Professional drivers

Book your Private Transfer from Key West Cruise Port to Key West city hotels or any address. Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, door-to-door port/city transfer. Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination. • Meeting with a Nameplate • Door-to-door Service • No Hidden Charges • Clean cars & Professional drivers

This trip is a full-day activity in the Marquesas, with multiple water activities available to you and your group. These could include light tackle patch reef, wreck, rock fishing and trolling, swimming, snorkeling, stand-up paddleboarding, sunbathing, beaches, hiking, and more. We will leave from the Perry Hotel & Marina, traveling on the gulf or Atlantic side, past Key West Harbor toward Boca Chica and the Marquesas.

Rent your own private yacht and savor the beautiful Key West waters away from the crowds. Do it all on a luxury catamaran reserved just for you! Snorkel a pristine reef, dolphin watch, jump off of the bows of the boat, sail along the Key West coastline, and enjoy cocktails with friends on your own private yacht! If the big, crowded boats are not for you, we're the perfect option for a more private sail catered specifically to your needs. Our boat is the cleanest you will find, with a spotless bathroom and an electric flush toilet. We are owner-operated so every detail of your sail is important to us. We also allow you to bring your own food and cocktails on the boat to create your own perfect experience. The S/V Liberty is a luxurious 44-ft cat, offering 5 different seating areas, so you can spread out and savor the coastline as we sail by. Bigger groups and longer charter times are available upon request. Let's go sailing!

OPEN ITINERARY & CUSTOMIZABLE you can create your dream adventure with our Local Charter Captains in Key West. Whether celebrating a special occasion or simply seeking a personalized experience tailored to your interests, combine our fixed itinerary experiences. The possibilities are endless, from romantic sunsets, harbor trips, snorkeling, sandbar and dolphin cruises, reef fishing, and thrilling backwater eco excursions. Start times are flexible. so you can pick and chose your most preferred time.

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.

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!

Experience the best of both worlds with our Island Fishing Tour, exclusively offered by Cowboy Cowgirl Sportfishing Charters. Unlike typical fishing charters, this unique excursion combines thrilling fishing action with serene island exploration. Cast your line in prime fishing spots, then hop between picturesque islands where you can take a break and enjoy your own picnic. Perfect for those who love both adventure and relaxation, this tour offers an unparalleled opportunity to catch the big one and discover the hidden gems of our beautiful coastline. Whether you're an avid angler or simply looking to enjoy a day on the water, our Island Fishing Tour promises an unforgettable experience.

Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse aboard Schooner America 2.0! Back in the day, pirate ships from afar often ran aground on Sand Key Reef, nine miles off the southern coast of Key West. When all the sailors in Key West heard there was booty to be had, they'd get in their boats and race each other out to the reef. The first one there could claim the ship's cargo. Today, we celebrate it with the firing of the canon to start the race, and all of the schooners of Key West are on their way in a one-way race to Sand Key Lighthouse! The boat that gets there first, "wins"!

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. As you approach the sandbar, the boat glides over shallow waters, revealing stretches of soft, white sand inviting you to explore. Once you anchor, the fun begins! You can jump off the boat and wade into the warm, shallow waters, where the gentle waves lap at your feet. The atmosphere is relaxed, with laughter and conversation floating through the air. Some folks might set up beach games, while others enjoy swimming or soaking in the sun. Time seems to slow down as you enjoy this little slice of paradise, surrounded by friends or newfound acquaintances. Whether you’re collecting seashells, taking a dip, or simply lounging in the sun, a sandbar trip on a tiki boat is a perfect blend of relaxation and adventure.

Book your Private Transfer from Key West Cruise Port to Key West Int Airport (EYW). Don't go through all the hassle of waiting in a long taxi or shared shuttle queues and use our private, door-to-door port/airport transfer. Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination. • Meeting with a Nameplate • We track your Flight • Door-to-door Service • No Hidden Charges • Clean cars & Professional drivers

Embark on an unforgettable journey in Key West, where laid-back vibes meet vibrant culture. Explore the island's storied past, from its indigenous roots to its role in pivotal historic events like the Civil War and the Spanish-American War. Discover iconic landmarks like the Southernmost Point Buoy and the Ernest Hemingway Home and Museum, where literary legends once roamed. Dive into the marine wonderland of the Florida Keys with a glass bottom boat tour, marveling at colorful coral reefs and tropical fish without getting wet. Soak in stunning sunset views at Mallory Square, where street performers entertain as the sun dips below the horizon. With its blend of history, natural beauty, and endless charm, Key West offers a slice of paradise at the southernmost point of the United States.

Come experience the Crystal clear waters and sandbar island surrounding the Florida Keys. This tour can be completely tailored to whatever you have in mind. From drinking and relaxing on the sandbars to a full eco-tour through the Florida Keys marine sanctuary.