Tours in Key West

258 results

Key West Sunset Buffet Dinner Cruise with Open Bar and Live Music

1
Key West is famous for stunning sunsets, and this dinner cruise offers the perfect way to enjoy them. Savor breathtaking views as the sky transforms, while indulging in a tropical buffet, live music, and incredible vibes. It’s an unforgettable evening on the water. Relax on a luxury catamaran with an open-air sundeck and fully air-conditioned lower cabin. Grab a drink from the open well bar as live tropical music sets the mood. Every moment is filled with beauty, flavor, and celebration as you soak in Key West’s legendary charm. This popular cruise often sells out, so book your spot today! Don’t miss your chance to experience the best of Key West – sunsets, music, and memories await on this unforgettable adventure.
2 hours
Free Cancellation
From
$99.99

Key West’s Old Town Treasures: A Self-Guided Audio Tour

24
See Key West’s top attractions from the Lighthouse to the Little White House at your own pace with this affordable walking tour. • Find out how the town nearly went bankrupt before reinventing itself as ‘The Conch Republic’ in the 1900s • Hear from producer Ed Owen, a seasoned Key West traveller and tour guide • Do it all in 90 minutes or linger at stops along the way with complete control over when you start and finish • Get unlimited use before your booking date and after it • Use the virtual tour option at home • This tour does not enter or include entry to any of the attractions mentioned en route Once you’ve booked, you’ll receive a ticket with instructions and a unique code listed under “Before You Go”. Then simply install the VoiceMap app and enter your code. The app displays directions to the starting point, and when you’re in the right place, just pop in your headphones and tap start. VoiceMap has automatic GPS playback, with turn-by-turn directions. It also works offline.
1 hour 30 minutes to 2 hours
Free Cancellation
From
$14.99

Florida Key West Self-Guided Walking Audio Tour

18
Explore beautiful coastlines, wild history, and fascinating wildlife with this self-guided walking tour of Key West. Get to know famed author Ernest Hemingway and the island’s influence on his work. Hear stories of pirates, shipwrecks, and disasters and marvel at lush tropical gardens and coastline. Then stroll along Duval Street, the bustling heart of Key West, and savor the rich culture of this one-of-a-kind island. 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
$9.99

Sails to Rails Museum Admission

10
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

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
$91.38

Champagne Dolphin Sail and Reef Snorkel

5
Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now licensed for 30 passengers, but with only 17 passengers maximum. Avoid the crowds and enjoy sailing, coral reef snorkeling and the wild dolphins that live, feed and breed right along the south side of Key West. Get that yacht feeling with Champagne Service from your professional crew. Tickets are fully refundable if canceled outside of two weeks in advance!
3 hours
From
$108.91

KeyWest Half-Day Inshore Fishing Private Charter

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These trips are very customizable trips from all skill levels of charter fishing to just kicking it at the sandbar we are here to make this the best part of your vacation.
4 hours
Free Cancellation
From
$750.00

Custom Charters with a Local Captain

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These Tours are unique because they are offered by a seventh generation local who knows the waters and can take you to places other people can’t. This completely custom and private tour so start Band end times are charla e upon guests request. You will have a great day on the water looking at dolphins snorkeling going to sandbars swimming and taking in the beautiful scenery.
3 hours 30 minutes
Free Cancellation
From
$250.00

Key West: Private Sunset Cruise on an Authentic Tiki Bar Boat

67
Key West is famous for it's sunsets and it doesn't get any better then on a private sunset cruise aboard our custom tiki bar boats. You and up to 5 guests will toast the sunset with your favorite libation(BYOB). Tours depart an hour and fifteen minutes prior to sunset so we can get to the perfect place to watch the sunset. Our boats feature a large thatch roof for shade, bluetooth tv and stereo, a walk in bathroom, adjustable padded bar stools and a gorgeous live edge tiki bar. You'll cruise the Key West harbor in style and view the famous sunset on your private 2 hour adventure. Keep your eyes on the horizon for a chance to see the famous Green Flash as the sun goes down.
2 hours
Free Cancellation
From
$456.88

Key West: Private Fishing Charter with Experienced Captain

17
This private fishing charter aims to provide you with the best experience and utmost customer service. You'll be fishing aboard a 2000 29' SeaVee Center Console, a fast, reliable vessel designed for serious offshore performance. Depending on the duration of the trip that you choose and the bite for the day, we will travel around 6–16 miles from shore, and based on the season, the target fish will include Mahi Mahi, Snapper, Grouper, King Mackerel, Wahoo, Sailfish, and many other species. With over 15 years of experience, the Captain will do everything possible to put you on the fish and he is happy to tailor the trip to your preferences. We ensure quality safety and fishing equipment onboard and will provide all necessary gear, lures, bait, and fishing license. Please feel free to bring snacks, drinks, sunscreen, and hats. We look forward to making your fishing trip a memorable experience!
4 hours
Free Cancellation
From
$900.00

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
Key West Ultimate Beach Pass with Parasailing
Special Offer

Key West Ultimate Beach Pass with Parasailing

24
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
$93.45
$109.95
$16.50 savings

Tiki Cocktail Class in Key West, Florida

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Learn the History of Tiki and How to Make Authentic Tiki Cocktails!  Curious about the history of tiki? Want to make authentic tiki cocktails? Our tiki workshop is a two hour intimate learning experience where we guide you through the fundamentals of tiki mixology while teaching you the who, why and when of tiki culture. We'll show you how to do a proper rum tasting and how to light drinks on fire. We also give you the tools and ingredients to make one of the first recorded rum cocktails from the 1800s as well as one of the most famous tiki libations to this day, the Mai Tai. Our price per person includes 1 rum tasting and 4 cocktails! Classes are held every Wednesday and Saturday @ 1pm at Tiki House Key West, 203 Duval Street. Must be 21 years of age to participate.
2 hours
Free Cancellation
From
$80.00

3 Hour Private Snorkeling in Marathon Florida

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We offer a private on the water boating, snorkeling and/or sandbar experience. We stand out from the typical large party snorkeling boats, by offering concierge pick-up and being flexible to the experiences you would like to have on the water. We can pickup at most hotel marinas in the Marathon area or if not convenient, coordinate to pickup at a mutually agreed meeting point on the water. We will work tirelessly to make this a VIP adventurous private experience. The tour is led by a professional licensed captain & guide focused on creating a lifetime experience for you and your family. We’ll explore live coral reefs like - Sombrero Lighthouse or Coffins Patch and other off the beaten path places in a comfortable state-of-the-art 31ft center console boat. Snorkel equipment, water/ice and pick-up is all included for groups up to 4 people.
3 hours
Free Cancellation
From
$720.00

Key West Photo Shoot at Your Resort or Beach

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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 - This is priced for (1) couple or (1) family unit - not group extended family - please ask for pricing for larger groups.
45 minutes
Free Cancellation
From
$350.00

Key West Historic Schooner When And If Sunset Cruise

99
Historic Schooner. Champagne Sunset Toast. Elegant and Exclusive. Step aboard the historic schooner When And If, commissioned by General George Patton in the late 1930s, and sail into a breathtaking Key West sunset. Raise a champagne glass as the sun dips below the horizon, while your experienced crew handles the sails — or try your hand at steering this classic wooden schooner yourself. Glide along turquoise waters, spot playful dolphins and local wildlife, and enjoy an unforgettable evening that blends history, luxury, and adventure. Highlights: Historic schooner experience aboard the When And If, commissioned by General George Patton in 1939. Champagne sunset toast included Elegant and exclusive cruise - Avoid the crowds Hands-on sailing opportunity: take the wheel under guidance from your experienced crew. Spot dolphins, sea birds, and local marine wildlife. Perfect for romantic evenings, family adventures, or history enthusiasts — children sail at a discounted fare.
2 hours
Free Cancellation
From
$109.00

Southernmost Key West History and Culture Small-Group Walking Tour

117
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

Personalized Key West JetSki Tour for Small Groups Nearly Private

47
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

Parasail Adventure in Marathon

62
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

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

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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

Backcountry Half Day Fishing Key West

3
Get out on the water and experience what Key West has to offer away from the bars. Beautiful waters in the backcountry, many types of fish, wildlife, and lasting memories. Shallow water fishing won't get you seasick!
4 hours
Free Cancellation
From
$750.00

The Ghosts of Key West Walking Tour

129
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