Tours in Key West

258 results

Marathon Key: 3-hour Snorkeling adventure on a Pontoon at Sombrero Reef

40
Enjoy a 3-hour snorkeling adventure in Marathon Key at one of the world's most incredible reefs. Sombrero Reef is alive. It is a place where parrotfish feed on the living coral while trumpetfish try to blend in among its branches. The reef is protected, so you can expect to see large schools of grunts and snappers swimming among large groupers hiding in the crags and looking for a meal. The great barrier reefs on our planet are precious. Like underwater rainforests, they teem with wildlife and colorful corals. You are welcome to bring food and drinks with you.
3 hours
Free Cancellation
From
$129.00

Key West Ghost and Mysteries Guided Tour

1,049
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.
1 hour 30 minutes
Free Cancellation
From
$40.00

Key West Shore Excursion: Conch Tour Train

28
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

Personalized Key West JetSki Tour for Small Groups Nearly Private

42
Almost Private Jet Ski Tour: Key West's Best This tour offers an intimate experience with only 2-3 jet skis per outing, making it the closest you can get to a private tour. Voted Key West's Best with over 5,000 5-star reviews, our jet ski tour around Key West has no hidden fees and includes everything you need. Enjoy a free second rider and free shuttle pickup (subject to availability). Important Information: Please check in one hour before your tour with your photo ID and credit card. If you were born on or after January 1, 1988, and are at least 18 years old, you must take a Florida Boaters Safety test to drive the waverunners.
1 hour 30 minutes
Free Cancellation
From
$169.00

Southernmost Key West History and Culture Small-Group Walking Tour

111
Meet The Locals, On Foot, At Eye Level If you’re like us, you think of travel as more than just “going places.” You crave experience and discovery, not just monuments and museums. You want to understand what’s behind the touristic façade that most people never penetrate. That’s why the Southernmost Walking Tour is the best way to immerse you into the history and culture of Key West! When you’re on foot, the world can’t slide past you faster than you can absorb it. You’ll have time – and proximity – to get up close to the region’s culture and natural history. Start your tour at the famous Cuban sandal factory - Kino Sandals before heading off toward the Southernmost Point of the continental United States. Along the way, our incredibly knowledgeable and well-connected local guides will show you the most popular landmarks and introduce you to local culture. By the time you’re finished, you’ll have a uniquely fun perspective of our tiny island!
1 hour 45 minutes
Free Cancellation
From
$39.99

Private Tour of Florida Keys from Marathon to Key West

20
Visit the one-and-only island city of KEY WEST! Enjoy a narrated tour on the way down, and island music on the way back. HIGHLIGHTS • See the sights in Key West • Stay for the Key West sunset • Plenty of Free Time • Designated Driver • Narrated Tour Do what you want in Key West! We're doing the driving! Sightsee, enjoy a happy hour, eat a nice dinner, check out Mallory Square at sunset, take a sunset sail, and more! Sit back & enjoy the scenery as we drive down to Key West. Learn the history, culture, and ecology of the Florida Keys & Key West from your friendly local guide. See the Southernmost Point, Hemingway's House, Mile Marker Zero, Sloppy Joe's, and Mallory Square It's more like a road trip than a tour - ask questions, point out wildlife, make new friends.
8 hours
Free Cancellation
From
$137.00

Key West Hidden Sanctuary Mangrove Kayak Tour With Drinks

Key West’s Most Secluded Kayak & Sandbar Adventure Escape the crowds and explore Key West’s most secluded kayak tour in the Florida Marine Sanctuary. Unlike roadside rentals, this tour transports you by boat to the untouched Mud Keys, a hidden paradise of mangrove tunnels, crystal-clear waters, and diverse marine life. What to Expect: Boat Ride to a Remote Kayaking Spot – No roads, no noise, just backcountry beauty Guided Kayak Tour – Paddle through winding mangroves and spot stingrays, tropical fish, and sea turtles Wildlife Sightings – Keep an eye out for dolphins, sharks, and exotic birds ️ Sandbar Stop – Relax in pristine waters after kayaking Drinks & Lunch Included – Enjoy unlimited drinks and a delicious meal Why This Tour is Unique: Exclusive Location – No other company goes here No Crowds, No Roads – A peaceful, off-the-grid experience Perfect for All Skill Levels – Easy and enjoyable for everyone
5 hours
Free Cancellation
From
$149.95

Key West's Morning Jet Ski Tour Special

84
The 9:30 am Jet Ski Tour is 1 1/2 hours around Key West Includes Free Gas, NO CHARGE for 2nd Rider, Fresh water Showers Follow a guide on this 28 mile tour around Key West as you see the coast line of Key West You will see the Naval Air Station, Southern most point Key West Harbor and much more. If you are born after January 1st, 1988 must take a Florida Boaters Safety. Test has a cost (check Exclusions section) and you must arrive 1 hour early Must Have Credit Card for Deposit and I.D. you can take the test on line at Click Here The only cost is mentioned under Exclusions section and you can take it as many times as you want and the license is good for 1 year.We offer this 15 minute exam 1 hour before each tour, license is good for one year
1 hour 30 minutes
Free Cancellation
From
$169.95

The Original Key West Island Jet Ski Tour from the Reach Resort

110
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

Key West Shore Excursion: Hop-On Hop-Off Trolley Tour

65
When you arrive in port in Key West, take an independent, hop-on hop-off trolley tour shore excursion for the best way to explore the island. While you’re off your cruise ship, simply sit back and relax while your expert tour guide turns back the pages of history to the days of Indians, pirates, wreckers and the Civil War. You’ll get a full picture of Key West during your limited time ashore. FREE ADMISSION TO THE SAILS TO RAILS MUSEUM INCLUDED WITH TICKET!
1 hour 30 minutes
Free Cancellation
From
$55.60

Key West Private Luxury Charter Rental: Boat Tour with Captain

18
At SeaEO Luxury Boat Charters, our meticulous attention to detail, expert captains, and premium vessels set us apart, transforming every trip into your perfect day on the water and why we dominate other charter companies. There is a reason people stay at the Ritz-Carlton, though there is a Motel 6 right up the road, and that's the type of experience we aim to provide, at a value that can't be touched. Discover the magic of Florida Keys aboard our private boat charter, accommodating up to 13 guests. Perfect for a range of activities—snorkeling, exploring local sandbars, island-hopping, or even a special proposal—our boat offers something for everyone. Features: ⇛ Air Condition ⇛ Bathroom ⇛ Bluetooth / AUX audio ⇛ Children's & Infant Life Jackets ⇛ Cooler / Ice Chest ⇛ Deck / Washdown Shower ⇛ Depth & Fish Finder ⇛ Enclosed Cabin to escape the sun, weather, or take a break ⇛ Large Sunpad to Sunbathe ⇛ Refrigerator ⇛ Stateroom for Infants & Children to Lay Down ⇛ Sunroof ⇛ Swim ladder
2 hours to 8 hours
Free Cancellation
From
$899.00

Day Sailing Adventure in the Florida Marine Sanctuary

15
Escape the ordinary and embark on an unforgettable journey aboard our 50 foot sailboat, “Chao Lay”. Choose our popular 3-hour Day Sail through the Florida Keys Marine Sanctuary in Marathon, Florida. Our sailboat rides feature the perfect blend of natural beauty, maritime history, and the thrill of the open sea. Don't forget your camera – this is a photo opportunity you won't want to miss! Book your spot now and get ready to create memories that will last a lifetime.
3 hours
Free Cancellation
From
$99.00

Hemingway Food and Walking Tour

97
This guided walking tour will take you to the real places that Hemingway lived, worked and played, including where he watched and refereed boxing matches, where he kept his boat the Pilar, the bookstore where his books were sold, his first apartment in Key West where he finished writing “A Farewell to Arms”. Along the way you will have three food samplings, before visiting where he took the train, fished and charted boats in the Key West Harbor, and finally where he spent a lot of time drinking- Sloppy Joe's. Numerous other historical sites that Hemingway frequented while he lived in Key West will also be visited on this incredibly authentic tour.
2 hours
Free Cancellation
From
$99.00

Key Lime Pie Walking Tour of Key West Historic Seaport

24
Where is the Best Key Lime Pie? YOU decide! Experience the allure of the finest Key Lime Pie in Key West as you embark on a flavorful stroll along the historic waterfront harbor in Old Town Key West. Delight your palate with three enticing variations of Key Lime Pie at select local establishments, complemented by a refreshing Key Lime Cocktail of the Day. Immerse yourself in the vibrant history of Key West and its signature dessert as we wander through the charming streets, absorbing tales of the city's colorful past.
1 hour 30 minutes
Free Cancellation
From
$63.43

Key West Fishing Party Boat Charter with Experienced Captains

306
Our Key West party boat fishing is the longest running deep sea fishing charter in Key West, Florida, catching payloads of fish since 1947.Great for kids. The 58-foot Key West party boat fishing charter that's inspected twice a year by the US Coast Guard motors up to 60 passengers swiftly out to deep-sea fishing spots thanks to twin Detroit 8v92 turbo engines. Once anchored, the ship's amenities-which range from men's and women's restrooms to a galley serving snacks-keep anglers comfortable between casts. Our Captains and mates will assist first-time fishermen and even seasoned professionals make the most of their fishing experience. They'll even bait your hook! The Key West party boat fishing charter gets the fish you want to put on your table! Of course you may keep your fish or throw them back. Fish cleaning is available for an extra cost per fish or you can take them whole. Coolers are allowed. We have a limited snack & beverage selection onboard. You can pack your own lunch.
6 hours
Free Cancellation
From
$85.00

Key West: Snorkel, Sandbar & Dolphin Excursion

24
Max 6 people. Explore the waters around Key West. This versatile boat let's you plan your own adventure. Snorkel the reef, explore an offshore island, look for dolphin and other marine life or simply relax on a sandbar with your toes in the sand! A favorite for families!
3 hours 30 minutes
Free Cancellation
From
$800.00

Dark Corners of Key West Walking Tour

Join us on a 2-hour 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
$193.87

Boat Excursion in Florida Keys with Snorkeling Equipment

20
Trips are customizable - to a point. Your friendly, knowledgeable guide has experience with all sorts of ocean activities and knows the waters around the Lower Keys really well. So there are a few different areas to choose from on where to go and we can decide based on weather, wind, etc. There is the option to bring up to 2 kayaks ($25 rental fee per kayak). Snorkel equipment available (just let us know in advance sizes). The guide would be glad to hop in and point things out just let him know ahead of time. Possibility of seeing dolphins. We love the ocean and have a passion for being on or under the water! Also we are kid friendly!
4 hours
Free Cancellation
From
$700.00

Key West: 3hr Snorkeling Experience with Unlimited Drinks

Highlights:  Explore the world's 3rd largest coral reef, teaming with life Receive expert snorkel instruction, with all gear provided Perfect for beginners and experienced snorkelers Morning trip includes breakfast and unlimited mimosas Afternoon trip features unlimited beer, margaritas, wine and mixed drinks
3 hours
Free Cancellation
From
$65.99

Full Day Premium 24ft Pontoon Boat With Cozy Lounge Upgrades

2
We are Key West's largest boat rental service and have been helping travelers explore our local waterways for over 39 years. Our boats are located at a full-service marina with ice, gas, snacks, drinks, beer, fishing equipment, bait, and so much more. We are your one-stop shop for everything you need to enjoy your time on the water. Our expert staff will guide you through the boat and give directions to local hotspots. Book with Sunset Watersports and see the difference.
8 hours
Free Cancellation
From
$550.00

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

12
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

Private Guided Mangrove Eco-Tour Adventure

Paddle through the serene waters of Geiger Key at your own pace, with a private guided kayak/Paddleboard tour that immerses you in the natural beauty of the Florida Keys. Paddle through tranquil mangroves where your expert guide highlights local wildlife and ecological wonders, from tropical bird habitats to vibrant sea turtles. This eco-friendly adventure is suitable for all skill levels, ensuring a relaxing time as you navigate the peaceful waterways. Discover hidden gems and soak in the lush surroundings, all while enjoying small group sizes for a personalized experience.
2 hours
Free Cancellation
From
$395.00

Key West Stand Up Paddleboard Rental

29
Explore the calm, clear waters between Stock Island and Key West with a 2-hour standup paddleboard rental. Glide over sea grass and through mangrove tunnels as you look for fish, birds, sharks, rays, and manatees. This is a great activity for paddlers of all experience levels. Enjoy a brief lesson before you leave the dock for your 2-hour rental
2 hours
Free Cancellation
From
$40.00

6 Passenger Golf Cart Rental in Key West

5
Fun Rentals has been servicing Key West for over 20 years, we are known for our polite service and new carts. Our 6 Passenger Carts are the latest Quiet Tech Fuel Injected models from major manufacturers such as Yamaha And EZGO. You can be sure you'll be riding in style in a nice new cart. You're going to love the Key West vibe in our open-air carts. They're permitted on all the roads on the island and offer an awesome way to experience all our great parks, beaches, shopping, and eateries. Please book in advance to make sure yours is waiting for you when you arrive in Key West. Top Reasons To Choose A Golf Cart Rental In Key West; Convenience: Renting a golf cart allows you to easily explore Key West without having to worry about navigating through narrow streets Accessibility: Golf carts are a great option for people with mobility issues or disabilities as they are easy to get in and out of and provide a comfortable and convenient way to get around the city.
1 day to 30 days
Free Cancellation
From
$249.00