Tours in Key West

258 results

Key West Craft Cocktail Crawl

419
Join us on a sip and stroll through Key West's craftiest bars and hidden local gems enjoying 5 local cocktails & 2 food tastings! Discover the iconic stories behind Key West’s signature drinks, like the Hemingway Daiquiri, and explore the sights, sounds, and “intoxicating” flavors of the tiki era, each of it’s 5 stops revealing a new secret. Travel off Duval Street and into neighborhood bars that locals frequent! Sample delectable bites and nibbles between drinks to get a taste of what the island life is all about. Curated with fun-lovers in mind, this upscale bar crawl is ideal for those who are more inclined to mingling and exploring Key West’s vibrant bar scene. Tastings include asian cauliflower bites, taco of your choice, 4 delicious hand crafted cocktails, locally-made beer, and much more. Our group size is limited to 12 people to ensure personal service from the guide.
3 hours
Free Cancellation
From
$93.68

The Original Key West Island Jet Ski Tour from the Casa Marina

304
Billy started his Island Jet Ski Tour in 1992. There are many imitators, but only one Original Island Jet Ski tour! Our guides are licensed and local, so they know the waters surrounding our island like their backyard - because it is! Our tour route changes dependant on the weather & waves of the day - we modify our tour to be comfortable and give you the longest Freeplay time possible, so you can drive it like you stole it!
1 hour 30 minutes
Free Cancellation
From
$150.00

Private Sunset Cruise around Key West

26
Embark on a tour around the island of Key West. Your guide will be talking you through many points of interest around the island. Make sure to keep an eye out for wildlife throughout the tour. About 20 minutes before the sunset, your captain will find a quiet and private spot to watch the sun drop into the water uninterrupted by other boats, people, or land!
2 hours
Free Cancellation
From
$300.00

Key West Historic District Small-Group Walking Tour

232
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 ground up with an intimate walking tour. Whether you want to learn more about the island’s first industries such as shipwrecking and cigarmaking, are curious about local history, or are looking for a fun-filled walk, Key West’s Historic Districts are waiting for you! This small-group walking tour offers both an educational experience and unparalleled delight for the lovers of history and culture. Our experienced local tour guides will lead you on an impressive stroll through the scenic streets of the Old Town where you can connect with the culture of a historic city. This unique experience is enjoyed by visitors from across the world and is a must-do while in Key West! What to bring and to wear: Comfortable clothing and shoes, sunscreen, hat, sunglasses, water.
2 hours
Free Cancellation
From
$46.99

Key West Photo Shoot at Your Resort or the Beach

25
Whether you are visiting Key West for a special occasion - Anniversary - Romantic Getaway - Family Reunion - - we can meet you at your Resort or one of Key West beaches to have a personal photo shoot - We are at times available for Sunset timeframe and on weekends - so please email me for availability directly
45 minutes
Free Cancellation
From
$350.00

Key West: Dolphin Watching cruise & Snorkeling unlimited beer & soda

11
Dolphins are widespread in the Florida waters especially Key West as they prefer the warm waters of the tropical ocean. As we visit the Dolphin pod in the Key West Waters don't be surprised to hear their vocals in the form of clicks and whistles. Dolphins are some of Earth's most intelligent animals and very social. At times we can see pods of dolphins in the 1000's. Dolphins love to play and often we can see them Jumping out of the water. When we finish the Dolphin watch we will cruise and enjoy one of the largest reefs in the world for a fun filled snorkeling adventure. On the way back enjoy an open bar serving unlimited cold draft beer and soft drinks. We offer this trip daily in the Morning and in sunset.
3 hours
Free Cancellation
From
$89.99

Key West Shore Excursion: Conch Tour Train

19
When you arrive in port in Key West, take a Conch Tour Train shore excursion on your own; you’ll see the best of Key West on the tour that's been entertaining visitors to the Island City since 1958. You’ll hear legends and lore of this charming tropical paradise like stories about Henry Flagler's railroad, which arrived in Key West September 22, 1912, and forever changed the Island City. FREE ADMISSION TO THE SAILS TO RAILS MUSEUM INCLUDED WITH TICKET.
1 hour 30 minutes
Free Cancellation
From
$45.10

Golf Cart Rentals in Key West

Make the most of your Key West vacation by exploring the island with Fury’s golf cart rentals. Forget the long walks and drive straight into the adventure! Cruise through the Conch Republic like a local with our gas-powered golf cart rentals. Feel the refreshing sea breeze as you effortlessly navigate Key West’s charming streets in our high-quality street-legal golf cart rentals. Experience the thrill of driving down Duval Street with friends or family in our comfortable four- to six-passenger golf carts. Our top priority is your safety and enjoyment, so each golf cart rental is carefully maintained to ensure a smooth ride. Experience Key West in a fun, convenient and unforgettable way with Fury’s golf cart rentals!
1 day to 7 days
Free Cancellation
From
$206.25

1 Hour Key West Jet Ski Freestyle Adventure

11
Short on time and want to do your own thing? Our supervised Freestyle Adventure is perfect for you. Our guide will take you to a secluded area where you can let loose and get your jet ski on. This jet ski rental is a great way to let loose and get your adrenaline fixed, or you just relax and chill if you prefer. It’s completely up to you. Some people don’t care for structured, guided tours. That’s why we came up with this freestyle alternative. Book yours today!
1 hour
Free Cancellation
From
$154.95

Harry S Truman Little White House Admission

366
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 public as a museum. Listen to fascinating stories told by informative guides about the history of the house, which was built at the beginning of the 20th century. Learn what Thomas Edison and Dwight D. Eisenhower did during their stays, and, of course, about Harry Truman’s long love affair with this gem of a property.
1 hour to 2 hours
Free Cancellation
From
$24.67

Key West Ghost and Mysteries Guided Tour

1,031
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 and storyteller. Walk down hidden lanes and discover Key West's often bizarre history and hear tales of our most colorful ghosts. You will listen to the strange tale of Count Von Cosel, see where the enchanted Robert the Doll lived and hear his story, and be captivated by the strange tale about The Watcher, and the ghost at La Concha. You will go inside the former residence of a prominent Key West family, now turned restaurant, and hear the chilling tale of the spirit that now inhabits that space. You will learn terminology used for various ghost forms and how to take pictures on your camera. Interactive and spooky fun for the whole family!
1 hour 30 minutes
Free Cancellation
From
$32.26

Ft. Lauderdale to Key West Day Trip Quality Day Tours

12
This is the ONLY Key West tour company with actual bus stops departing from Fort Lauderdale! Cruise in a luxurious 55 passenger motor coach with great views, comfortable seats, and a restroom. During the bus ride, passengers will receive information about the Florida Keys from a knowledgeable tour guide who will also point out all the fascinating locations as you travel to Key West. There will be a rest-stop break during your drive there. You will arrive in Key West at the perfect time, lunch time. Once you arrive, you will have 6 hours of free time to party like it's 1999! At 7:00 pm, the bus departs Key West and drives back to Fort Lauderdale with a rest-stop in between. Our pick-up times range from 7:00 am-8:25 am depending on your location. The tour start time and narration begins at 8:30 am once all the passengers have boarded the bus.
15 hours 30 minutes
Free Cancellation
From
$225.00

Parasail Adventure in Marathon

52
Our tours bring your parasailing three hundred feet above the crystal blue water of the Florida Keys. There isn't a better view anywhere in the world, if you ask us. While parasailing may seem like an adventure sport, once you're in the air you will find a unique peacefulness. It's quiet and smooth, and you feel like you're gliding through the air (because you are). You get a bird's eye view of the most beautiful place on earth and you can see the Keys' natural beauty in all its splendor. You might even see a sea turtle from the air!
1 hour
Free Cancellation
From
$120.00

Key West Ultimate Beach Pass with Parasailing

18
Join Sunset Watersports, Key West's Original Watersports Company for a day at Smathers Beach. We are the only company offering the Key West Beach Pass.
8 hours
Free Cancellation
From
$109.95

Key West with Glass Bottom Boat Cruise

1
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.
5 hours
Free Cancellation
From
$298.00

Small Group Key West Snorkel Adventure

13
Experience the ultimate in personalized water adventures with our exclusive snorkeling excursions! Dive into the crystal-clear waters for a full two hours of exploration at not just one, but two incredible underwater destinations. Immerse yourself in the captivating world of vibrant sea life like never before!
4 hours
Free Cancellation
From
$65.00

Smaller Groups = Better Experience! Key West Jet Ski Adventure

49
Smaller Groups = Better Experience! **1 Booking is 1 Jet Ski that can accommodate up to 2 riders. Ages 4+ For all you thrill-seekers and explorers, our guided Jet Ski Tours are a great way to experience Key West. Let our guide take you on a 90-minute adventure around the entire island. This 27-mile exploration is a feast for the eyes and senses. We'll make several stops along the way, checking out all of the best-known attractions the island has to offer. AND unlike other companies, our tour groups are small making for a better experience!
1 hour 30 minutes
Free Cancellation
From
$164.95

Half-Day Morning Trip from Key West with Kayaking and Snorkeling

25
Start your day with the ultimate Sail, Snorkel, and Kayak Excursion, a 4.5-hour journey on our shallow draft schooners! Glide through mangrove-shaded channels on user-friendly kayaks, snorkel in crystal-clear waters, and unwind on deck with the refreshing Florida breeze. Our tours include top-notch gear, ensuring a seamless experience for beginners and experts alike. Plus, our trip is limited to 20 guests for ample space to lounge and adventure! Worried about trying kayaking or snorkeling for the first time? Fear not! Our friendly, experienced crew members will guide you. A quick briefing will set you up for success. As you explore prime ecotourism destinations, enjoy healthy snacks, soft drinks, and water on board. After watersports, treat yourself to wine and beer, capping off a perfect morning filled with unforgettable experiences. Join us for a journey where fun meets expert guidance, creating lasting memories! Snacks, beer, wine, and use of equipment are included!
4 hours 30 minutes
Free Cancellation
From
$122.07

Key West Int Airport EYW to Key West Hotels Arrival Transfer

Book your private arrival transfer from Key West Int Airport (EYW) to Key West hotels. Avoid the hassle of waiting in long taxi 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. • We track your flight. • Our driver greets you with a name plate. • We provide door-to-door service. • There are no hidden charges. • We use clean cars and professional drivers.
25 minutes
Free Cancellation
From
$63.45

Key West hotels to Key West Int Airport (EYW) Departure Transfer

Book your private departure transfer from Key West hotels to Key West Int Airport (EYW). Avoid the hassle of waiting in long taxi 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. We track your flight. Our driver greets you with a name plate. We provide door-to-door service. There are no hidden charges. We use clean cars and professional drivers.
25 minutes
Free Cancellation
From
$63.45

Guided Snorkel + Morning Sail - Small Groups with Honest Eco

5
Guided Snorkel + Morning Sail • Winter Only with Small Groups on an Honest Eco Tour. What Makes this Eco Tour different? • Guided Snorkeling Your mate hops in the water with you and points out animals and shows you the best spots, ensuring you and your loved ones get the best experience on your tour. • Small Groups With a max group size of 20 guests and the warm calm weather of summer, you will see what makes an Honest Eco tour great for your group. Who is this trip for? We are a small family owned business, started by a biologist to offer authentic experiences that we would want to book. • We cater to Couples and Families who want a nature experience and would prefer to avoid the packed party boats. What is the Boat? The boat is a wide open 42' sailing catamaran that immerses you in the nature experience. It has a head on board, and we offer Fresh Organic Fruit and Filtered Water, Safety equipment and really good snorkeling gear.
3 hours 30 minutes
Free Cancellation
From
$93.41

Dolphin Morning Watching & Snorkeling + open bar + 1 day Hop-On Hop-Off Fun

1
This is the best 1 day combo where you will enjoy the water and land in Key West. Get to Hop On Hop off the conch train, one of Florida's most popular attractions, going to Truval Village: Steps away from the Ernest Hemingway Home and Museum, the Key West Lighthouse, the Southernmost Point and Key West Butterfly and Nature Conservatory. Start the day with a Catamaran adventure going Delphine watching and then snorkeling in 1 of the worlds largest reefs. We may even see sea turtle and other exotic fish. On the return enjoy and open bar that includes well mixed drinks, draft beer, margaritas, rum runners and a great selection of wine & champagne. As an added benefit join us at the Sails and rails museum to learn our history.
1 day
Free Cancellation
From
$149.99

Key West Parasailing: Ideal For Cruise Ship & Downtown Guests

13
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 port, our spot eliminates the hassle of shuttles and allows you to maximize your time for adventure. Imagine stepping directly off your ship and onto our parasail boat, ready and waiting to whisk you away to exhilarating heights as soon as the cruise ships dock. Say goodbye to wasted time and hello to instant thrills with us!
45 minutes
Free Cancellation
From
$79.95

Hemingway Tour

8
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 Hemingway's haunts around Old Town where he worked and played. You'll hear incredible stories of history and lore about Hemingway and Key West. ​
1 hour 5 minutes
Free Cancellation
From
$69.00