Tours in Key West

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!

We promise unforgettable wedding experiences and a luxurious, personalized wedding experience that stands out. Customers will gain insider knowledge and memorable encounters with local traditions. This is great for all wedding party events of all ages, including Exclusive Yacht Experiences. The Jeanneau NC Weekender 895 boasts luxury and safety. Personalized Service: We tailor every detail to your vision, ensuring a unique and memorable event from planning to the final toast. Luxurious Amenities: Enjoy plush seating, optional catering, and prime locations. Our yacht provides ultimate comfort and style. Exceptional Crew: Our friendly, experienced crew ensures a smooth, stress-free event with attentive service. Seamless Execution: We handle all details, ensuring a flawless, stress-free experience so you can focus on celebrating.

Only the best! Owner operated, you have a luxurious yacht all to yourself with a captain and first mate! Snorkel, dolphin watch, and sunset with Bimini Charters! We cater the day to your desires, and our guests always say that their trip with us is the highlight of their vacation!

We are owner-operated and ensure every detail of your trip is perfect! We work with you ahead of time to determine your goals for the day and make them happen. Our guests almost always say that their trip with us was the highlight of their vacation! We can offer guided snorkeling (we have gear for you), sailing, and almost always see dolphins and sea turtles. Please contact us for groups over 6 people. Let's go sailing!

You will be cruising the near shore waters of Key West and the Florida Keys on a custom Tiki Bar Boat. Your US Coast Guard Certified Captain is extremely knowledgeable and will point out all the amazing sights. Be sure to bring a camera and a polarized lens for the best photos.

Enjoy the day hanging out on our 30 ft Double Deck Slide Boat. Have full access to all of our water toys. Relax and listen to music in the shade. Barbecue lunch or dinner and watch the sunset. Swim off the Slide Boat or relax on our large floating mat.

Robert the Doll is a Key West mystery and a worldwide phenomenon. Paranormal investigators call him "the world's most haunted doll." For many people, meeting Robert the Doll is a once-in-a-lifetime opportunity. This private encounter ensures it is an intimate and exclusive experience that lasts a lifetime. Ideal for families, couples, and small groups looking for an exclusive, unique, and memorable Key West activity. This experience combines the island’s best paranormal history and mystery in a private, crowd-free setting. This twilight tour starts after the museum closes. We'll lock the doors behind you, and it will be just you, your ghost host, and Robert the Doll inside one of Key West's most notoriously haunted locations.

There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, complete with a full open bar. This enchanting journey blends the timeless elegance of traditional sailing with the lively spirit of Key West, promising an unforgettable experience for all. As you sail further into the sunset, the full open bar comes to life, offering an enticing array of cocktails, wines, and spirits to complement the evening's splendor. Sip on our signature Schooner Bloody Mary or Dark & Stormy as you watch the sky ignite with color. The skilled bartenders are on hand to craft your favorite drinks, ensuring that your glass is never empty as you drink in the sights and sounds of the sea. As the schooner begins its journey back to Key West, you find yourself lost in the timeless rhythm of the sea, grateful for the opportunity to witness the beauty of a Key West sunset from the deck of a historic schooner.

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.

This day typically lasts about eight hours (or can be 4) from the time you leave the marina to the time you get back and may include fueling time. There is no chance to forget anything as you will go out on the same yacht for the ocean excursion as you stay on at the marina. The most popular activity on this charter is to sail or motor to the coral reef system (45-60 mins one way), grab a mooring ball, and snorkel. You can learn how to sail or drive the yacht. Fishing is also a popular activity on charters. Please consult the captain you hire and follow all local and federal laws. It is common to have dolphin encounters as well as sea turtle sightings. Most charter customers take in a sunset sail or motor cruise back to the marina to close out their day. Charter customers find that it is nearly impossible to take in all these activities in a half day yacht charter.

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.

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

Join us for the best walking tour in Key West! You will be amazed by how much history and culture our small island has! Local Guide will take you on a time travel adventure. As you stroll through the scenic streets of the Old Town, you will learn how the island was discovered and became one of the richest cities in the USA! Hear the stories of the first industries on the island, such as shipwrecking, sponge harvesting and cigarmaking. Also, learn what key role Key West played in the Cuban fight for its independence and find out why Key West declared the war against the United States. The private tour is the best way to explore Key West and have fun with your own group of friends or family! Book Now and call us to schedule the time that is convenient for you! This tour includes a slice of Kermit's Key Lime Pie for each traveler & a bottle of water. What to bring and to wear: Comfortable clothing and shoes, sunscreen, hat, sunglasses, water.

We are able to meet your vision - whether your vision is romantic, motherly, excitement or studio art. This activity can be upgraded to studio.

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"!

Smaller Groups = Better Experience | Get out of the bars and get on the water! Our customizable 6-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 $300 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**

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.

The Reef & Back Flats Fishing charter in Key West, Florida, offers an unforgettable adventure into crystal-clear waters, where the early morning sun hints at the day's potential. Joining this tour provides customers with immersive cultural experiences, insider knowledge from seasoned guides, and memorable encounters with local traditions. Heading to vibrant reefs, anglers find ecosystems teeming with fish like snapper and barracuda, offering excitement and significant catches. Alternatively, the serene flats provide tranquil sight fishing for bonefish and tarpon, challenging anglers to spot and stalk. This experience is perfect for adventure seekers, families with children, and anyone looking to create lasting memories on the water.

This day typically lasts about four hours (or can be 8) from the time you leave the marina to the time you get back and may include fueling time. There is no chance to forget anything as you will go out on the same yacht for the ocean excursion as you stay on at the marina. The most popular activity on this charter is to sail or motor to the coral reef system (45-60 mins one way), grab a mooring ball, and snorkel. You can learn how to sail or drive the yacht. Fishing is also a popular activity on charters. Please consult the captain you hire and follow all local and federal laws. It is common to have dolphin encounters as well as sea turtle sightings. Most charter customers take in a sunset sail or motor cruise back to the marina to close out their day. Charter customers find that it is nearly impossible to take in all these activities in a half day yacht charter.

Book your Private Transfer from Key West Int Airport (EYW) to Key West Cruise Port. Don't go through all the hassle of waiting in a long taxi or shared shuttle queues and use our private, door-to-door airport/port 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 a voyage of discovery with our Eco Adventure Charter in Key West. Immerse yourself in the pristine beauty of our marine ecosystem as we explore secluded mangrove forests, vibrant coral reefs, and hidden coves teeming with life. Our knowledgeable guides will enlighten you about the delicate balance of this unique environment, highlighting the importance of conservation and sustainability.

This day typically lasts about four hours (or can be 8) from the time you leave the marina to the time you get back and may include fueling time. There is no chance to forget anything as you will go out on the same yacht for the ocean excursion as you stay on at the marina. The most popular activity on this charter is to sail or motor to the coral reef system (45-60 mins one way), grab a mooring ball, and snorkel. You can learn how to sail or drive the yacht. Fishing is also a popular activity on charters. Please consult the captain you hire and follow all local and federal laws. It is common to have dolphin encounters as well as sea turtle sightings. Most charter customers take in a sunset sail or motor cruise back to the marina to close out their day. Charter customers find that it is nearly impossible to take in all these activities in a half day yacht charter.

Departing from Key West’s Historic Seaport, the Appledore Star’s sails are raised for an authentic sail experience on the way to Key West’s backcountry. Your day is spent exploring Key West’s uninhabited mangrove islands in the Key West National Wildlife Refuge. Keep an eye out for dolphins, sea turtles, manta rays and many other wildlife that call the Refuge home. Your captain knows where dolphins are frequently seen and will let you know if he spots any. Upon reaching the mangrove islands, the schooner anchors and your exploration begins. Your day is divided between guided kayaking tours and guided snorkeling tours. The warm, shallow water is calm, sheltered by the uninhabited mangroves, making kayaking a breeze. After your tours, come back aboard and wash off with our fresh water rinse, and relax on deck. Choose from plenty of complimentary cold drinks – frosty cold beer, wine, homemade sangria, chilled sodas and filtered water. This is the best of laid-back island living.

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.