Tours in Key West

258 results

Smaller Groups = Better Experience! Key West Jet Ski Adventure

58
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
$174.95

Adult Only Sandbar Escape with Drinks in Key West

14
One of the only Adult Only experiences offered in Key West, our excursions are top-notch, with the vessel, all equipment, food and beverage service being set to premium standards! We offer a more intimate experience with less crowded excursions for the comfort of all of our guests.
4 hours
Free Cancellation
From
$154.00

Ultimate Sea Doo Jet Ski Tour of Key West-Additional Rider Free!

631
Experience Key West like never before on Fury’s 90-Minute Jet Ski Tour! Perfect for adrenaline junkies, this thrilling 28-mile adventure takes you around the island’s stunning coastline, and scenic backcountry. Ride solo or with friends and enjoy the speed and beauty this tour has to offer. You'll hop aboard our brand-new Sea-Doo Jet Skis- the most advanced in Key West, known for their unmatched performance and smooth ride. Guided by our expert team, you may cruise past iconic sights such as Mallory Square, the Southernmost Point or Ft. Zachary Taylor with the wind in your hair, you may even spot wildlife like bottlenose dolphins and sea turtles. The tour includes several stops at points of interest, often including a sandbar, and a chance to cool off in the water while soaking in the breathtaking views. Whether you're a seasoned rider or a first-timer, this action-packed tour promises an unforgettable Key West experience filled with fun, adventure, and natural beauty!
1 hour 30 minutes
Free Cancellation
From
$169.95

Classic Key West Schooner Sunset Sail with Full Open Bar

192
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.
2 hours
Free Cancellation
From
$109.00

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres

730
Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key West, as you sail by Mallory Square, Sunset Pier, Sand Key Light Tower and more. Enjoy complimentary beverages throughout your sail along with individually plated hors d'oeuvres. Sit back and relax as your captain sails you effortlessly through the emerald green Key West waters and off toward the horizon for a quintessential Florida sunset experience.
2 hours
Free Cancellation
From
$116.10

Key West SNUBA Experience

487
Go Beyond Snorkeling is the closest you can get to scuba diving without being Dive Certified! Go Beyond Snorkeling into new depths for greater durations where you can easily and safely breathe underwater without heavy, cumbersome dive gear. Discover amazing coral formations, schools of tropical fish, and swim alongside colorful creatures as you glide effortlessly beneath the waves.
3 hours 30 minutes
From
$145.00

Key West Haunted Pub Crawl Walking Tour

90
Drink with the dead on this spine-chilling Key West pub crawl, where every sip comes with a story from beyond the grave. Start with spirits of both kinds, then wander past haunted landmarks like St. Paul’s Episcopal Church and the Dean-Lopez Funeral Home, where whispers follow your every step. Visit the Artist House, home of the infamous Robert the Doll, and feel the chill in the air of shipwreck storms near the ghostly La Concha. Cap it all off with a drink at Captain Tony’s—where the walls hold the names of the dead and the bar sits above a former morgue. Cheers... if you dare.
2 hours
Free Cancellation
From
$34.99

Shallow Water Snorkeling and Dolphin Watching in Key West

460
All while avoiding the crowded big boats, spend part of your Florida vacation day out on the tropical waters of Key West on Catamaran Echo - making vacation memories since 1991. Enjoy a premium shallow snorkeling and dolphin-watching sailing excursion. Cruise on a roomy catamaran that books only to half their passenger limit for quality control. Be ready to spot wild dolphins being WILD - hunting, playing, teaching their babies how to hunt, feed and socialize with their dolphin friends. Then to a shallow water snorkel stop at coral reefs, wrecks or the wildlife refuge - wherever the best conditions are from Mother Nature that day. The spacious catamaran offers plenty of room to relax in comfortable seats, and on a soft trampoline sundeck forward. Feel the sea breeze in your hair, and enjoy light snacks and premium drinks, all while having fun on the sparkling waters of Key West.
4 hours
From
$108.91

Key West Cooking Show Chef Demonstration with Meal

26
Looking for an unforgettable culinary experience? The expert chefs are passionate about sharing the unique flavors of Key West while keeping you entertained. Watch as they bring fresh, local ingredients to life with traditional cooking techniques and island flair. From savory entrees to irresistible tropical desserts, you’ll enjoy an interactive and delicious experience—topped off with a taste of paradise!
2 hours
Free Cancellation
From
$64.50

Key West Historic Seaport Food & Walking Tour

628
Discover the flavors of the ocean on this locally guided 3-hour food tour of Key West. Savor maritime history through delicious seafood (or tasty non-seafood options) cuban sandwich & key lime pie tastings. Sample classic ingredients like Key West pink shrimp, Caribbean warm-water lobster, and fresh fish. Sip white wine after walking through the tropical neighborhood streets. This small-group tour is limited to 12 people, and you'll leave with a greater understanding of the industries that shaped our island and culture. Joining a fish lover, but not one yourself? No problem, we’ve got you covered with equally delicious substitutions.
3 hours
Free Cancellation
From
$93.41

Key West Ghost and Mysteries Guided Tour

1,055
This isn’t your average ghost tour. Key West Ghost and Mysteries is a locally owned and operated family business offering a small, intimate experience that lets you hear every story, ask questions, and truly connect with your guide. Along the way, you’ll not only hear eerie ghost tales but also discover fascinating Key West history and colorful local lore that bring the island’s haunted past to life.
1 hour 30 minutes
Free Cancellation
From
$33.00

Six Fins Jet Ski Adventure – The Only 2-Hour Tour in Key West

28
The only 2-hour jet ski tour in Key West, covering an action-packed 28-mile loop with stops at 5–6 scenic locations. Ride the newest 2024 Yamaha VX jet skis, built for speed and stability, while our expert guides share history, insider tips, and point out wildlife along the way. Unlike short group rides, Six Fins offers a longer, more immersive adventure with small-group and private options. ✅ The longest jet ski tour in Key West — a full 2 hours and 28 miles on the water ✅ Brand-new 2024 Yamaha VX jet skis — fast, stable, and comfortable ✅ Stops at 5–6 prime locations, from the Southernmost Point to sandbars and wildlife areas ✅ Private & semi-private tour options for a personalized adventure ✅ Expert local guides who share island history and insider tips Whether you want high-speed thrills, wildlife encounters, or the best way to see Key West from the water, this tour delivers it all.
2 hours
Free Cancellation
From
$209.00

Key West Tiki Bar Boat to Popular Sand Bar with Turquoise Waters

130
Experience the Florida Keys like a true Conch! Our 4-hour Backcountry Sandbar Excursion takes you to a stunning location chosen by your captain based on the day's weather and tides. Immerse yourself in the intoxicating beauty of turquoise waters and deep blue skies. Keep an eye out for the incredible local wildlife – you might spot rays, turtles, fish, and even playful dolphins! Once we arrive at the sandbar, you'll have ample time to swim, soak up the sun, and simply unwind in this island paradise. Just bring your swimsuit, towel, sunscreen, and any snacks and drinks (including alcohol) you'd like to enjoy. This private trip is perfect for up to 6 passengers and runs daily from noon to 4 pm.
4 hours
Free Cancellation
From
$564.90

Key West Ragin' Cajun Seafood Two Stop Snorkel Adventure

28
Step onto our one-of-a-kind catamaran for an all-you-can-eat seafood boil and premium open bar! This trip promises a perfect blend of adventure, relaxation and excitement. Our catamaran is designed for comfort with speacious decks, plenty of seating and shaded areas. Ideal for lounging and enjoying the scenic views of Key West's iconic turquiose waters. Snorkel at two of Key West's prime snorkeling locations, such as Sand Key or another nearby location known for its vibrant coral and diverse marine life. Premium snorkel gear is provided and experienced guides are available for instructions perfect for all levels of experience. After snorkeling, lounge on deck and enjoy a classic Low Country boil, a classic Southern dish. Our menu typically includes shrimp, corn on the cob, potatoes, all seasoned with a magic blend of spices, cooked together. Expect a laid-back and enjoyable trip while unwinding with a cocktail served from our premium open bar.
4 hours
Free Cancellation
From
$79.00

Sunset Cruise

34
Come see for yourself why Marathon Mermaid is voted the #1 thing to do in Marathon! Watching the sunset by water is a must-do when visiting the Keys!
2 hours
Free Cancellation
From
$84.69

Key West Shore Excursion: Conch Tour Train

31
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

Small Group Key West Snorkel Adventure

22
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! Please call Lost Reef Adventures 24 hours prior to tour date to confirm your reservation.
4 hours
Free Cancellation
From
$75.00

Key West Kayak Rental

115
A 2 hour kayak rental will allow you to explore the calm, clear waters between Stock Island and Key West on your own from the comfort of your single or double kayak (book per person not per kayak) Glide over sea grass and through mangrove tunnels as you look for fish, birds, sharks, rays and maybe even a manatee. Great for paddlers of all experience levels though all guests must know how to swim.
2 hours
Free Cancellation
From
$40.00

Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West

27
Depart the island of Key West & enjoy a full day of sightseeing along the iconic Overseas Highway! You'll travel halfway up the keys to Marathon and stop along the way to explore the natural splendor and man-made wonders of the Florida Keys. Such stops will include the Florida Keys Aquarium Encounters, Bahia Honda State Park, and the Blue Hole on the National Key Deer Refuge. Your driver will provide fun and interesting commentary along the way. This tour will have a maximum group size of 12, with filtered water, lunch, and entry fees included. Customizable for private tours, call to make your tour private!
7 hours
Free Cancellation
From
$169.00

Harry S Truman Little White House Admission

423
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
$25.75

Key West: 3hr Snorkeling Experience with Unlimited Drinks

1
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

Tropical Drift - A Key West Sunset Cruise

Private 2-Hour Key West Sunset Cruise | Luxury Manitou Pontoon | Up to 10 Guests Leave the crowds behind and experience the magic of a Key West sunset from the water on your own private 2-hour cruise aboard a brand-new Manitou luxury pontoon. Departing from the tranquil Cow Key Channel, you'll enjoy a relaxed and intimate journey through hidden backchannels and open waters — all with a front-row seat to one of nature’s most unforgettable shows. Cruise in comfort with up to 10 guests, guided by a licensed local captain, and take in stunning views of the sunset-drenched coastline, including iconic sights near Mallory Square — without ever getting caught in the crowd. Whether you're planning a romantic evening, a family outing, or a fun get-together with friends, this cruise offers the perfect mix of laid-back luxury and scenic beauty. Reserve your sunset escape now — and experience Key West the way locals love it: peaceful, personal, and absolutely stunning.
2 hours
Free Cancellation
From
$349.95

Key West Historic Bahama Village & Hemingway Heritage

247
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.
1 hour 30 minutes
Free Cancellation
From
$46.99

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

43
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