Tours in Key West

258 results

Private Encounter with Robert the Haunted Doll

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.
1 hour
Free Cancellation
From
$567.50

Private Transfer from Key West hotels to Key West Cruise Port

Book your Private Transfer from Key West city hotels or any address to Key West Cruise Port. Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, door-to-door city/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. Door-to-door Service. No Hidden Charges. Clean cars & Professional drivers.
20 minutes
Free Cancellation
From
$110.39

Private Fishing Trip in Key West Florida, Catch and Cook

Embark on an unforgettable private fishing charter in the stunning waters of Key West, guided by an experienced professional captain. Glide through the tranquil, crystal-clear shallows of the Florida Keys, where breathtaking views and abundant marine life set the stage for your adventure. Cast your line at carefully selected fishing hotspots, reel in your own fresh catch, and take advantage of the unique opportunity to have your dinner prepared to perfection at one of the area's renowned local restaurants. This is more than a fishing trip—it's a true taste of the Key West lifestyle!
4 hours
Free Cancellation
From
$850.00

Key West: Nautic Star 21 Ft Speed Boat 21ft 115 Horse Power Speedboat-6 Pass

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.
4 hours
From
$750.00

Private Patch Reef Fishing

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.
6 hours
Free Cancellation
From
$1,395.00

Private Southernmost Key West History and Culture Walking Tour

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.
2 hours
Free Cancellation
From
$549.00

Private Key West Clothing Optional Charter LBGTQ Friendly

Embrace the naturalist lifestyle. Enjoy intimate Freedom and Relaxation naturalist experience through crystal-clear waters, feeling the breeze on your skin without clothing. Exclusive and Private Experience: Our charters are designed for privacy. Celebrate special occasions, enjoy unique adventures, or unwind with space and freedom. Connect with Nature: Experience the sun, sea, and wind more intimately, deepening your appreciation of the marine environment. Perfect for Groups and Couples This is ideal for romantic getaways or memorable adventures with friends in a safe and respectful environment. What to Expect - Professional and Respectful Crew Ensuring comfort and privacy. - Comfort and Amenities Enjoy refreshments, sunbathing areas, and snorkeling gear. - Stunning Locations Discover the beautiful, secluded spots of the Florida Keys.
6 hours
Free Cancellation
From
$1,670.00

Key West Inshore and Offshore Fishing 34 Ft Contender

Get ready for an exhilarating adventure on the vibrant waters of Key West with our private deep sea fishing charters. Led by the skilled and experienced Captain, our team is dedicated to making your fishing trip unforgettable. Target a Diverse Catch: Reel in the fight of a lifetime as you battle magnificent mahi, king mackerel, sailfish, and more. Our knowledgeable captain and mate will guide you to the sharky hotspots and employ various techniques, including trolling and bottom fishing, to maximize your chances of landing a trophy catch. Personalized for You: We believe in providing personalized service. Whether you're a seasoned angler or a curious first-timer, we'll tailor the experience to your skill level and preferences. Choose from our flexible charter options, with half-day, full-day, and multi-day trips available. Comfort & Safety First: We offer well-equipped vessels, clean facilities, and essential safety gear for a smooth journey
4 hours
Free Cancellation
From
$1,100.00

Private 1/2 day Catamaran Sails - Snorkeling, Dolphins, Sailing!

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!
3 hours
Free Cancellation
From
$750.00

Key West Street Food Private Local Guided Tour

Embark on a personalized gourmet journey through the lively streets of Key West, where you'll savor a diverse range of street foods from succulent shrimp to iconic Key lime pie. This tour not only satisfies your taste buds but also immerses you in the rich cultural and historical backdrop of each dish. Led by expert guides, you'll uncover the fascinating stories behind the flavors and traditions that define Key West. Perfect for food enthusiasts and history buffs, this unique experience promises an unforgettable blend of culinary delights and cultural exploration.
3 hours
Free Cancellation
From
$363.71

Key West Wreckers Race Aboard Schooner America 2.0

9
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"!
3 hours
From
$111.80

Sunset Powerboat Cruise

This private sunset cruise is the perfect way to enjoy a romantic evening or spend quality time with loved ones in the stunning surroundings of Key West. With everything taken care of, you can sit back, enjoy the views, and make lasting memories. Step aboard our 24’ center console for a private, unforgettable Sunset Cruise in Key West! Perfect for up to six guests, this two-hour adventure offers a relaxing and scenic way to experience the beauty of Key West’s waters as the sun sets over the horizon. Cruise through the tranquil waters of the Key West harbor, enjoying sweeping views of the open sea as the sky transforms with the colors of the sunset. Relax and unwind with your friends or family while a professional captain guides your journey. Bring your own drinks (BYOB) or enjoy the bottled water and soda we provide. Set the perfect mood with your favorite tunes via Bluetooth speakers, and make this a truly special evening on the water.
2 hours
Free Cancellation
From
$499.00

Full day tour of The Florida Keys - Key Largo Islamorada Key West

4
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.
8 hours
From
$1,200.00

Private Tiki Bar Crawl by Water

Embark on a tantalizing journey through Key West's culinary and cocktail scene with our Bar & Food Crawl by Boat Charter. About Cruise along the picturesque coastline to a selection of outdoor Tiki establishments nestled along the water's edge, each with its charming boat dock waiting to welcome you. Indulge your taste buds with a curated selection of mouthwatering dishes and creative cocktails inspired by the island's vibrant culture and tropical flavors. Every stop offers a delightful taste of Key West's culinary delights, from fresh seafood to exotic island-inspired libations. With our expert guides leading the way, you'll savor the island's flavors while enjoying its waterfront's scenic beauty – a unique gastronomic adventure that will leave you craving more. So come aboard and let us whisk you away on a culinary odyssey like no other, where every bite and sip is savored against the stunning backdrop of Key West's coastal charm.
4 hours
Free Cancellation
From
$1,295.00

Florida Keys Tour and Private Transportation service

2
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)
10 hours to 12 hours
Free Cancellation
From
$985.00

Bimini Charters - Private Luxury Catamaran 3-hr Sunset Sails

3
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!
3 hours
Free Cancellation
From
$775.00

Private Key West National Wildlife Refuge Eco Trip

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.
3 hours
Free Cancellation
From
$895.00

Private Boat Tour of Flagler's Famous Bridges from Big Pine Key

17
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!
1 hour
Free Cancellation
From
$340.00

Private Afternoon Snorkel with Sunset Sail in Key West

4
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.
4 hours
Free Cancellation
From
$995.00

Private Transfer from Key West Cruise Port to Key West hotels

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
20 minutes
Free Cancellation
From
$110.39

Craft Cocktail Experience with Key West History

Explore the lively world of craft cocktails in a unique 1.5-hour session at Key West's oldest brick building. Get your hands on authentic bar tools to create two cocktails, while also sampling three others. Delight in tasty bites as you soak in tales of local legends like William Curry and the charming history that shaped this island paradise. With expert bartenders guiding you, this hands-on experience is perfect for anyone looking to mix it up while learning about Key West's vibrant past. Plus, take home some fun SWAG as a memento.
1 hour 30 minutes
Free Cancellation
From
$91.32

Key West After Dark, Ghost, Santeria & Voodoo Pedicab Tour

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!
1 hour 30 minutes
Free Cancellation
From
$180.00

Private 2-Hour Wind and Wine Sunset Sail in Key West

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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.
2 hours
Free Cancellation
From
$4,000.00

Key West Haunted Night Sail on Schooner America 2.0

Join us aboard Schooner America 2.0 for a night sail with haunting nautical tales come to life under the Key West night sky. During this night boat ride, we'll cruise through the waters of Key West while listening to mysterious tales and maritime lore by our local tour guide from Haunted Key West. As the wind fills the sails, your expert host will weave chilling stories of haunted ships, lost sailors, and the spectral legends that lurk beneath the waves. Sit back with a drink in hand, feel the ocean breeze, and immerse yourself in the eerie side of nautical history. This haunted ghost stories of Key West cruise is sure to leave you with goosebumps.
1 hour 30 minutes
Free Cancellation
From
$88.15