Tours in Key West

258 results

Key West Private Fishing Charters- 4 HRS 36 FT HATTERAS COWBOY

5
Experience an Unforgettable Fishing Adventure in Key West! Join us for an exhilarating private deep-sea fishing adventure on the vibrant waters of Key West. Led by a skilled and experienced captain, our charters cater to both seasoned anglers and first-timers, ensuring an unforgettable experience. Reel in magnificent mahi, wahoo, sailfish, and more. Our knowledgeable crew will guide you to prime fishing spots, employing techniques like trolling, reef, or wreck fishing and many more to maximize your chances of landing a trophy catch. Choose from flexible charter options: 1/2-day, 3/4-day, full-day, or extended 10-12 hour trips tailored to your preferences. Our 36-foot Hatteras "Cowboy" offers comfort and safety with clean facilities, restrooms, , a flybridge, and state-of-the-art equipment. Book now and discover why our private charters are the ultimate choice for a thrilling day on the water in Key West.
4 hours to 12 hours
Free Cancellation
From
$850.00

Key West Street Food Private Local Guided Tour

Embark on a personalized gourmet journey through the lively streets of Key West, where you'll savor a diverse range of street foods from succulent shrimp to iconic Key lime pie. This tour not only satisfies your taste buds but also immerses you in the rich cultural and historical backdrop of each dish. Led by expert guides, you'll uncover the fascinating stories behind the flavors and traditions that define Key West. Perfect for food enthusiasts and history buffs, this unique experience promises an unforgettable blend of culinary delights and cultural exploration.
3 hours
Free Cancellation
From
$362.68

Full Day Charter Snorkeling Sandbar and Eco Safari Adventure

4
This 6 hour adventure is designed to deliver a full-day of thrills on and in the beautiful waters surrounding Key West? You can do it all during this 6 hour adventure and have complimentary lunch onboard! Our experienced local captain and crew will deliver you an unforgettable adventure!
6 hours
Free Cancellation
From
$900.00

Tipsy Tiki Sunset Cruise in Key West

2
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

Custom Charters with a Local Captain

38
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

Dry Tortugas National Park Day Trip by Luxury Boat: Axopar 37 XC

2
Enjoy the Thrill of the open sea and the comfort of top class amenities, ideal for sunbathing, sightseeing or simply relaxing with your group. Escape to the secluded islands and tropical beaches off the coast of Key West on this guided, full-day adventure with History buffs and outdoor enthusiasts alike will love this unique voyage.
8 hours
Free Cancellation
From
$1,500.00

Private Sandbar Adventure in Key West Backcountry

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Embark on a tour through the beautiful Florida Keys mangrove back country. Stop at various sandbars to paddle board, snorkel, or just hang out. Watch for wildlife throughout the trip such as dolphins, sea turtles, fish, birds, and much more! A cooler filled with ice and bottled water will be provided. Feel free to bring any food or alcoholic beverages.
3 hours
Free Cancellation
From
$500.00

Tiki Cocktail Class in Key West, Florida

74
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

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

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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
$149.00

Personalized Key West JetSki Tour for Small Groups Nearly Private

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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
$160.00

37' Private Luxury Sunset Charter w. Music & Drinks, up to 13 ppl

2
Ready to explore Sunset Charter with drinks and Music? aboard a luxurious private boat charter, accommodating up to 13 guests. Sailing aboard a 37’ private charter a smoother ride with plenty of deck space, and you’ll see 20s of things do from boat can do photography and get a explanation from caption cum guide
2 hours to 4 hours
Free Cancellation
From
$899.00

Parasail Adventure in Marathon

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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 Sandbar Fishing Snorkel Catch and Cook Excursions

9
Our private sandbar and fishing excursions are a great opportunity to explore the beautiful waters surrounding Key West. On this excursion you'll fish and have the chance at catching your dinner to be cooked at one of Key West's local restaurants! During these trips you'll enjoy secluded beaches, awesome fishing and with any luck a dolphin or two!
4 hours
Free Cancellation
From
$750.00

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

Dolphin Watch + Sunset Sail with Honest Eco

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Enjoy a beautiful Key West sunset while sailing on our 42' Sailing Catamaran. It has over 1000 feet of deck space. We will make sure that you will enjoy this catamaran sailing in Florida. Our crew are biologists or trained by one! They are full of local knowledge.
2 hours
Free Cancellation
From
$117.00

Boat Excursion in Florida Keys with Snorkeling Equipment

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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

The Hemingway Experience in Key West

10
The Hemingway Experience celebrates Key West’s most infamous author, Ernest “Papa” Hemingway, with a historical walking adventure retracing his steps on a "Bucket List" tour of Old Town. Our 4-hour guided experience stops at (6) locations, helping tell Hemingway’s story in Key West & Cuba. Each ticket includes guided entrance into his famed Key West home. Then eat, drink, and explore the island on foot through “Papa’s eyes”, feasting on Cuban cuisine (& 3 boozy beverages) while your knowledgeable local guide impresses with interesting stories & amazing fun facts. The adventure takes you behind the scenes of a 3rd generation family run cigar rolling factory, and into the newly remodeled Social Club at Hemingway Rum Co. for his favorite drink made with his family company’s premium rum. Then finish with a slice of our famous key lime pie! After the tour, you’ll receive a collection of exclusive recipes, recommendations on restaurants, attractions, entertainment, and cultural offerings.
4 hours
Free Cancellation
From
$185.00

Sandbar Excursion in Key West

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I’m just a guy with a boat. I love Key West and having a good time on the water— whether sandbar hopping, diving, fishing, or just enjoying one of those famous Key West sunset cruises. So let me know what you’d like to do during your stay here, and we’ll put together a sandbar cruise in Key West that you and your crew will never forget. So come on down and let me show you my backyard playground — the Fabulous Florida Keys. Captain Zak From somewhere warm —and yet really cool— aboard the Casual Monday
4 hours
Free Cancellation
From
$800.00

Hemingway Tour

12
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

Snorkel, Sandbar & Dolphin Excursion

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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

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