Tours in Key West

258 results

Guided Mangrove Eco Tours Kayak or Paddleboard Adventure

5
Explore the serene mangrove waterways of Geiger Key on this guided eco-tour. Perfect for all ages and levels of experience. Choose between a single kayak, double kayak, or stand-up paddleboard as you glide through the lush scenery. Your knowledgeable guide will point out the hidden gems of this unique Florida Keys ecosystem, ensuring a memorable and educational experience. With safety gear, paddle instruction, bottled water, and dry bags provided, all you need to bring is your sense of adventure. Enjoy complimentary shuttle pick-up from Key West and immerse yourself in nature for two hours of tranquility.
2 hours
Free Cancellation
From
$75.00
Kooky Key West Scavenger Hunt
Special Offer

Kooky Key West Scavenger Hunt

2
Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!
2 hours
Free Cancellation
From
$23.20
$29.00
$5.80 savings

Key West to Key West Airport (EYW) - Departure Private Transfer

Book your private departure transfer from Key West hotels to Key West Int Airport (EYW). Don't go through all the hassle of waiting in a long taxi or shared shuttle queue 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 and we will track your flight. We offer Door-to-door service. There is no hidden charges and we have clean cars and professional drivers
15 minutes
Free Cancellation
From
$161.77

Dark Corners of Key West Private Walking Tour

1
Join us on a 2-hour private walking tour through the dark and untold stories of Key West. Our tour will begin at St. Paul’s Episcopal Church, where we will share stories of its haunted past and the intriguing legend of Robert the Doll. Next, visit The Artist House, where we will delve into the bizarre true story of Carl and Elena, followed by Dean-Lopez Funeral Home and Crowne Plaza Key West-La Concha, which have a dark and chilling past. At Marrero’s Guest Mansion, explore the eerie story of Enriquetta and other ghostly legends associated with this haunted yet historic mansion. Moving on to 322 Duval St, uncover the mysteries of Captain Watlington’s Haunted House and share bone-chilling stories of the haunted past and present of Key West. Our journey concludes at the Audubon House & Tropical Gardens and the infamous Capt Tony’s Saloon, discovering their dark histories and encounters with the paranormal.
2 hours
From
$660.18

Key West Scavenger Hunt Adventure Mobile Experience

8
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 phone, teams make their way among well known and overlooked gems of the city, solving clues and completing challenges while learning local history.
3 hours
Free Cancellation
From
$49.00

Marathon Backcountry Fishing Charter

Experience the true beauty of the Florida Keys backcountry, gorgeous shallow flats, and abundance of fish. Marathon the hub for fishing in the Keys, great beaches, shopping, and fantastic food. Knowing like the beautiful scenery, while experiencing the thrill of a chance to catch species such as Bonefish, Tarpon, Snook and the hard fighting Permit. Your tour is guided by a licensed Captain in a modern skiff or also called a flats boat. All the fishing rods and reels, right and left-handed and all the tackle you need, as well as all other necessities including safety equipment. Travelers that have enjoyed our fishing charters also have enjoyed The Turtle Hospital, a tour down Seven Mile Bridge or a beautiful sunset at Sombrero Beach.
4 hours
Free Cancellation
From
$667.00

Key West Int Airport (EYW) to Key West - Arrival Private Transfer

Book your Private Arrival Transfer from Key West Int Airport (EYW) to Key West hotels. 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
15 minutes
Free Cancellation
From
$161.77

Key West Scavenger Hunt Walking Tour and Game

1
Embark on an engaging scavenger hunt through the historic streets of Key West, Florida! Explore the quaint and beautiful historic downtown. See the historic sights like The Little White House, Sloppy Joe’s Bar, Southernmost Point of the United States, and much more. Explore and see the many unique shops, restaurants and galleries. Go at your own pace and see the best of what Key West has to offer. Ready to discover Key West in a whole new way? Let the adventure begin!
2 hours
Free Cancellation
From
$24.50

A Self Guided Key West Cemetery Tour

This self-guided audio tour takes you through the Key West Cemetery, a unique graveyard filled with characters that shaped the island's bohemian past. Join Frank Everhart, a nearly 30-year Key West resident, on a walking tour where you'll uncover the secrets of legendary figures, millionaires, and families. As you stroll among crumbling graves, spot descendants of Cuban cockfighting roosters and sun-bleached iguanas. Hear stories of the 1846 hurricane, the Freemasons, and the USS Maine Memorial, whose victims' deaths sparked the Spanish-American War. The 75-minute tour starts at the main entrance, passing through the Jewish B'Nai Zion Cemetery, where you'll learn to decipher gravestone symbols.
1 hour 15 minutes to 1 hour 30 minutes
Free Cancellation
From
$29.99

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

Key West History Audio Guided Walking Tour

2
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 by the end of our tour you will agree with me. Go at your own pace. This is a smartphone guided tour that uses GPS to direct you step by step on a hands free adventure.
1 hour to 1 hour 30 minutes
Free Cancellation
From
$9.75

Key West Craft Cocktail Experience

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

Bahama Village Walking Tour

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 and continue onto the neighborhood where the historic "Bahama Village" remains. Your experience will be provided by a fifth generation native of Key West and will include the history, folklore and architecture of traditional Key West.
1 hour to 2 hours
Free Cancellation
From
$30.00

Florida Audio Tour Bundle 3 Self-Guided Sightseeing Tours

1
Embark on an unforgettable journey through Florida's diverse landscapes with our Florida Self-Guided Audio Tour Bundle! Cruise the iconic Overseas Highway to Key West, uncovering hidden gems and local lore along the way . Explore the vast wetlands of Everglades National Park, encountering unique wildlife and ecosystems . Delve into the rich history and biodiversity of Big Cypress National Preserve . Finally, discover the underwater wonders of Biscayne National Park, from coral reefs to mangrove forests . With GPS-triggered narration, offline maps, and expert storytelling, enjoy the freedom to explore at your own pace without the constraints of group tours. Join thousands of travelers who have transformed their Florida road trips into enriching experiences—download now and let the Sunshine State's natural beauty and history captivate you!
4 days
Free Cancellation
From
$39.99

A Self-Guided Tour of Key West's Legends and Sights

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 author Ernest Hemingway, singer Jimmy Buffet, and treasure hunter Mel Fisher. On this walking tour, you’ll hear about the legendary people the island has attracted over the years and see where they made history. Your guide is none other than Frank Everhart, the Schooner Wharf Bar’s very own comedic magician, whose tales are as captivating as the history they’re woven from. Frank, with his intimate knowledge and personal anecdotes, will show you the museums, bars and often-overlooked corners where treasure hunters, eccentrics, and unforgettable locals left their mark. You’ll even see Jimmy Buffet’s first home and his Key West recording studio, Shrimpboat Sound Studio.
1 hour 10 minutes to 1 hour 30 minutes
Free Cancellation
From
$29.99

Sails to Rails Museum Admission

9
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 National Park. As you travel through this interactive timeline of Key West history, uncover the history of sponging, turtling, fishing, cigar making, and tourism that put Key West on the map. Touch a genuine silver bar from the Spanish Galleon Nuestra Senora de Atocha that sank full of gold, silver, and emeralds during a hurricane off of Key West in 1522. Get to know Henry Flagler, John D. Rockefeller’s partner in Standard Oil, in the original paymaster’s railway car from the Florida East Coast (FEC) Railway. Inside the Maggie Atwell House, see the only remaining wooden structure built by the FEC, learn about the backbreaking work of building the railroad over the open ocean and the mosquito infested mangrove swamps of the Florida Keys.
1 minute to 1 hour
Free Cancellation
From
$10.75

Pirates and Treasure: Self Guided Tour of Key West's Old Town

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.
1 hour to 1 hour 15 minutes
From
$29.99

An Audio Guide of Key West’s Journey From Village to Micro State

1
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 than umbrella drinks and warm breezes. On this tour, travel writer and tour guide Gregg Squeglia will share stories of some of the island’s more famous residents and some lesser-known tales that have given Key West its unique place in American culture and history. He'll tell you about Key West’s incredible history, from its origins as a maritime village that profited heavily from salvaging wrecked ships along the Great Florida Reef to the hilarious creation of the ‘Conch Republic’. You’ll also find out how, soon after its creation, this micro-state declared war on the United States for a full minute. On this self-paced tour, you’ll also visit the island’s major landmarks and lesser-known treasures.
2 hours to 2 hours 30 minutes
Free Cancellation
From
$11.99

Key West Photographer Private Historic Photoshoots

If you want a professional photoshoot, with top photographers, in the most romantic city and beach at sunset?  this is the right place!. Golden Hour, ocean views, old town views, palm trees and more; let us guide you with poses for stunning photos. Our photography style is authentically candid, that reflects a vibrant lifestyle, aiming to inspire others. Let us be your guide, suggesting fantastic poses and activities, like a casual stroll, a dance, etc., to create photos that truly capture the moment.
1 hour
Free Cancellation
From
$499.00

Key West Airport (EYW) to Key West - Round-Trip Private Transfer

Book your private transfer from Key West Int Airport (EYW) to Key West hotels and return. Avoid the hassle of waiting in long taxis or shared shuttle queues and use our private, door-to-door airport transfer. Your driver will be waiting for you at the scheduled time, and you can travel comfortably to your destination. Our transfers will provide you with such services: meeting with a name plate, door-to-door delivery, no hidden fees, clean cars and professional drivers, which will make your trip more comfortable and safe. We guarantee the quality of the services provided.
50 minutes
Free Cancellation
From
$309.27

Travel the Florida Keys Private Adventure

Embark on an unforgettable journey through the stunning Florida Keys, starting from vibrant Key West aboard the Jeanneau NC 895 Weekender. Experience a unique blend of adventure and relaxation as you explore the archipelago chain. Discover hidden treasures like historic wrecks, serene mangroves, and pristine sandbars, all brimming with natural beauty and biodiversity. Visit iconic destinations like Marathon, Islamorada, and Key Largo, each offering charm and allure.
4 days
From
$4,500.00

Florida Keys Kayak And Paddleboard Rentals

8
Explore the stunning waterways of the Florida Keys with our kayak and stand-up paddleboard rentals. Perfect for all ages and skill levels, this self-guided adventure allows you to navigate through beautiful mangrove tunnels and trails at your own pace. Enjoy a 2-hour rental with the option to extend and receive all necessary safety equipment, paddle instruction, and a satellite view map of the area. - Choose from single kayaks, tandem kayaks, or paddleboards - Discover the unique ecosystem of the Florida Keys - Perfect for both beginners and experienced paddlers - All rentals include safety equipment and instructional guidance
2 hours
Free Cancellation
From
$30.00

Marathon Inshore Fishing Charter

Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish! Marathon the hub for fishing in the Keys, great beaches, shopping, and fantastic food. View the beautiful scenery, while experiencing the thrill of a chance to catch species such as Yellowtail, Snapper, Permit, Tarpon, Grouper, Barracuda, and Shark. Your tour is guided by a licensed Captain in a modern open fishing style boat with a t-top for shade. All the fishing rods and reels, right and left-handed and all the tackle you need, as well as all other necessities including safety equipment. Booking with confidence on TripAdvisor, it makes this charter an easy, reliable and enjoyable decision. Reserve Today to get hooked up! Travelers that have enjoyed our fishing charters also have enjoyed The Turtle Hospital, a tour down Seven Mile Bridge or a beautiful sunset at Sombrero Beach.
4 hours to 8 hours
Free Cancellation
From
$724.99

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
$372.32