Tours in Key West

258 results

2 Hour Key West Kayak Rental – Discover Mangroves & Wildlife!

Enjoy the freedom and flexibility we offer—whether you want to paddle for just an hour or spend a full four hours exploring, you can do it all at your own pace. Our launch site gives you direct access to some of Key West’s most stunning and secluded mangrove tunnels, so you're in the heart of the adventure within minutes. No guided schedule, no rushing—just you, the water, and the wildlife. With high-quality gear, easy-to-follow route maps, and a laid-back local vibe, we make it simple to experience the best of Key West’s natural beauty, on your own terms.
2 hours
Free Cancellation
From
$49.95

Key West Southernmost Sweet Treats Tour

12
Discover the sweeter side of paradise on the Key West Sweets Tour! This fun and flavorful walking tour takes you through the heart of Old Town, along the harborfront and seaport, with stops at some of the best local spots for delicious donuts and sweet treats. Along the way, you’ll learn all about Key West’s rich and colorful history, from pirates and pioneers to artists and eccentrics. With plenty of photo-worthy moments, historic sites, and tasty bites, it’s the perfect outing for families, friends, and anyone looking to explore Key West in a unique and memorable way. Come hungry, bring your camera, and get ready to enjoy a one-of-a-kind tour through this tropical island treasure!
1 hour 30 minutes to 2 hours
Free Cancellation
From
$75.00

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

Go City: Miami All-Inclusive Pass with 25+ Attractions and Tours

55
See more and spend less with a Go City All-Inclusive Pass - the best Miami pass for flexibility and savings. Enjoy unlimited access to 25+ popular Miami attractions - all in one digital pass - and save up to 50% compared to buying individual tickets. Simply sync your mobile pass to the Go City app and you're good to go - no voucher redemption required!
1 day to 5 days
From
$119.00
Key Lime Pie Walking Tour of Key West Historic Seaport
Special Offer

Key Lime Pie Walking Tour of Key West Historic Seaport

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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
$57.08
$63.43
$6.35 savings

2-Hour Live Music Guided Tour in Key West

19
Discover Key West’s best live music with a local guide. Visit 4 music venues in two hours. The Ticket includes, drink discounts, digital guide for upcoming events, digital download of local artists music, and historical overviews of the venues and artists who have left their mark on the island. Learn from a local about the diverse music scene and creative island life that continues to inspire so many.
2 hours
Free Cancellation
From
$35.00

Key West Day Sail on Schooner America 2.0 with 2 Drinks

188
Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that won the first America's Cup Race in 1851. Admire her beauty on the clear, calm Caribbean waters while sipping a beverage. Take in views of Key West sights like Fort Zachary Taylor, Mallory Square, Sunset Pier and Sand Key Light Tower. Soda and water are complimentary. Two alcoholic beverages are included with your ticket. Additional beverages are available for purchase.
1 hour 30 minutes
Free Cancellation
From
$73.10

Small Group Key West Snorkel Adventure

21
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 Shore Excursion: Conch Tour Train

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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

Florida Keys Nature & History Tour from Key West

106
With your friendly and knowledgeable tour guide, this 4 Hour VIP Tour of the South Keys promises to amaze you. En route, you’ll learn the history, culture, and ecology of the Keys, listen to island music, and enjoy the breathtaking scenery! Feel free to ask questions, share your experiences, and point out wildlife. * We drive you from island-to-island on the iconic Overseas Highway, about 45 miles from Key West & over 20 bridges * Revel in the scenery as we drive over the iconic 7-Mile Bridge - twice! * Experience world-famous Bahia Honda State Park: dip your toes in the Gulf of Mexico AND the Atlantic Ocean, walk on a historic railroad bridge for spectacular views, and more! * Photograph endangered Key Deer on Big Pine Key on our world-famous Key Deer Safari * Visit the Blue Hole to check for alligators and other native wildlife You'll love this tour so much, you'll book it again next year! We sanitize our tour vehicles before each tour in accordance with CDC recommendations.
4 hours
Free Cancellation
From
$109.00

Personalized Key West JetSki Tour for Small Groups Nearly Private

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Almost Private Jet Ski Tour – Voted Key West’s Best Get ready for the most exclusive jet ski experience in Key West. With only 2 to 3 jet skis per outing, this tour offers the closest thing to a private adventure on the water. It's the perfect way to explore the island without the crowds — just you, your guide, and the open ocean. Voted Key West’s Best Jet Ski Tour and backed by over 15,000 five-star reviews, this small-group tour circles the entire island on a 28-mile guided ride. You'll stop at iconic landmarks like the Southernmost Point, a hidden local sandbar, and scenic spots throughout the Florida Keys Nature Sanctuary. Drivers and riders can switch at the stops, so everyone gets a turn behind the handlebars. There are no hidden fees — everything is included. You’ll enjoy a free second rider, complimentary shuttle pickup (based on availability), and all fuel and safety equipment provided at no extra charge.
1 hour 30 minutes
Free Cancellation
From
$169.00

Reef Snorkel + Sandbar & Sunset Sail-Small Groups with Honest Eco

28
Reef Snorkel + Sandbar & Sunset Sail • Summer 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 24 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.
4 hours 30 minutes
Free Cancellation
From
$143.05

Key West's Morning Jet Ski Tour Special

90
Earlybird Jet Ski Tour – Key West’s Best Deal on the Water Start your day with adrenaline and savings on our Earlybird Jet Ski Tour, the first trip out on the water and the best value of the day. This exclusive morning tour offers all the thrills of our award-winning 28-mile island ride — at a discounted rate. Voted Key West’s Best Jet Ski Tour and backed by over 15,000 5-star reviews, this guided adventure takes you around the entire island with scenic stops at the Southernmost Point, a hidden local sandbar, and inside the protected Florida Keys Nature Sanctuary. It’s the perfect mix of speed, sightseeing, and serenity — all before most visitors have finished breakfast. No hidden fees. No surprise charges. Your tour includes a free second rider, complimentary shuttle pickup (based on availability), and all gear and fuel. Our expert guides ensure a safe, exciting ride while giving you space to explore. Drivers and riders can switch during stops, making it even more fun for both.
1 hour 30 minutes
Free Cancellation
From
$169.95

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

113
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 Guided Mangrove Eco-Tour Adventure

1
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 Ghost Tours: Southernmost Shadows and Ghosts

20
Explore the eerie streets of Key West with Southernmost Ghosts on a captivating hour-long walking tour that uncovers the city’s dark past. Led by passionate storytellers, you’ll wander through historic Old Town, where every corner hides a ghostly tale. As you walk under the moonlight, prepare to be captivated by chilling stories of spirits from Key West’s history. This tour visits nine to thirteen of the most haunted spots in Key West, where you’ll stand on the very ground where ghostly encounters have happened. While the tour doesn’t enter private buildings, just being near these haunted places is thrilling. Picture yourself standing by the historic Curry Mansion or the mysterious Casa Antigua, hearing the true, spine-tingling tales that have been told for generations. Covering a mile of haunted history, this tour is perfect for history lovers, thrill-seekers, and anyone curious about the supernatural. Southernmost Ghosts promises a night of unforgettable stories and lasting chills.
1 hour
Free Cancellation
From
$32.00

Day Sailing Adventure in the Florida Marine Sanctuary

21
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

Parasailing Experience in Key West 

1
Soar up to 300ft above Key West for stunning panoramic views Enjoying a thrilling 10-15 minute parasailing experience Parasail with friends with the double, or triple flight options Safe and fun for ages 6 and up. Choose between two departure locations in Key West
1 hour
Free Cancellation
From
$99.99

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

128
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

Exploring and Walking Food Tour of Cayo Hueso

1
Uncover the hidden gems of Cayo Hueso on our intimate walking tour, where you'll experience the city like a local. Explore charming alleyways, discover secret historical sites, and savor authentic local flavors - all while hearing captivating stories only our knowledgeable guides can share. Book your unique adventure today and see Cayo Hueso through a whole new lens!
2 hours 30 minutes
Free Cancellation
From
$80.00

The Ghosts of Key West Walking Tour

128
Get ready for a fun and fright-filled evening as we explore the haunted history of Key West! Starting at the charming River Street Sweets, we’ll stroll beneath the moonlight to some of the island’s most legendary landmarks. Hear spine-tingling tales at St. Paul’s Episcopal Church and Old Town Manor, then uncover the eerie secrets of The Artist House—home to the famous Robert the Doll. Discover ghostly legends at Casa Antigua and the beautifully haunted Curry Mansion Inn. Explore the shadowy past of the Audubon House, step into history at The Oldest House, and feel the chills at La Concha Hotel and Marrero’s Guest Mansion. Perfect for brave kids and curious adults, this walking tour is a spooky adventure the whole family will never forget! If you have 10 or more guests in one group, please get in touch with the private & group sales coordinator with Ghost City Tours.
1 hour 30 minutes
Free Cancellation
From
$29.99

Florida Key West Self-Guided Driving Tour (7 Mile Bridge)

62
Discover the beautiful Florida Keys with a self-guided audio tour! This 100-mile drive stretches from Key Largo, the first island off the Florida coast, all the way out to Key West, the southernmost point in the continental United States. This self-guided driving audio tour allows you to explore & drive the Keys with maximum flexibility and value. After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. Buy once, use for one year! Ideal for extended visits and return trips over the next 12 months. This isn't an entrance ticket. Check opening hours before your visit.
2 hours to 3 hours
Free Cancellation
From
$16.99

Tipsy Tiki Sunset Cruise in Key West

3
Imagine gliding over gentle waves aboard the Lazy Lady, a 53-foot, one of a kind tiki boat. Soak in the vibrant colors of an iconic Key West sunset - hues of orange, pink and purple. Sip on ice-cold beverages prepared by your friendly crew while the warm sea breeze carries the sounds of island music and laughter. The atmosphere is relaxed and festive, perfect for making new friends or sharing moments with loved ones. Expect a laid-back and enjoyable trip while unwinding with a refreshing beverage from the bar. As the last sliver of sun disappears below the water, watch for the green flash, an enchanting touch of magic. Sail back to Key West Harbor under the star-filled sky, creating a Key West memory to last a lifetime.
1 hour 30 minutes
Free Cancellation
From
$69.00