Tours in Key West

258 results

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

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 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

Island Adventure Eco Tour – Explore Key West’s Hidden Backcountry

592
Fury's Island Adventure Eco Tour is the perfect blend of relaxation and adventure, all in a crowd-free, serene environment. The tour takes you to hidden sandbars and crystal-clear waters, offering a rare chance to explore secluded spots in the Florida Keys that are known only to locals. You can unwind on a pristine sandbar, enjoy water activities like paddleboarding and kayaking, or take a guided tour through lush mangroves, where expert naturalists share insights into the area's unique ecosystem. A custom-built catamaran ensures comfort and speed, making your journey as enjoyable as the destinations. Whether you’re looking for adventure or just a peaceful retreat, this eco-tour offers the ideal mix of both, allowing you to experience Key West's untouched beauty in a truly unforgettable way.
3 hours 30 minutes
Free Cancellation
From
$119.95

Dolphin Watching and Snorkeling Adventure in Key West

162
Watch bottlenose dolphins frolicking in their natural habitat on a dolphin watching tour from Key West. Then cruise to the backcountry waters for some snorkeling fun of your own. Look for marine life and sea flora, such as coral formations and more. We're locals so our captains know the waters surrounding Key West like it was their own backyard. We will always take you to the best snorkel spot of the day, and provide expert instruction on how to best use our equipment. We even have towels covered for you - all you need to do is show up in your bathing suit!
3 hours 30 minutes
Free Cancellation
From
$89.00

Custom Charters with a Local Captain

44
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

Private Key West Sandbar and Paddle by Boat

35
Enjoy a private half day adventure for up to 6 guests aboard our late model pontoon boat. Guests may discover and observe diverse marine habitats and wildlife refuges as well as spot an abundance of marine birds and sea life. Paddle on your own via kayak or paddleboard through natural, winding, mangrove lined tidal creeks and then relax on a sandbar or island on one of our floats. Bring your own snacks and drinks and your dog!
3 hours 30 minutes
Free Cancellation
From
$600.00

Key West's Happy Hour Sandbar & Sunset Cruise - Unlimited Drinks

25
Key West’s ONLY Happy Hour Sandbar Party & Sunset Cruise! Get ready for the ultimate Key West experience—the only Happy Hour at the Sandbar & Sunset Cruise! This exclusive trip takes you to a beautiful sandbar, where you can lounge on our floating lily pads while our crew turns into your personal bartenders, serving up unlimited draft beer, mimosas, wine, and champagne. For those looking to explore, grab a snorkel and discover the underwater world teeming with tropical fish, stingrays, and other marine life. As the sun starts to set, we’ll cruise through the Florida Marine Sanctuary, giving you a front-row seat to Key West’s famous sunset—keep an eye out for dolphins, sea turtles & more! Savor a taste of Key West at the sandbar! Enjoy Cuban sandwiches, veggie wraps, fresh fruit, cheese & crackers, pita with hummus & more—all paired with unlimited beer, wine, mimosas & champagne. The perfect happy hour on a boat! Whether you’re here to relax, party, or explore, this trip has it all.
5 hours
Free Cancellation
From
$149.95

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

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
$109.95

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

Key West Photo Shoot at Your Resort or Beach

29
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

3 Hour Private Snorkeling in Marathon Florida

35
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

Private Boat Tour to Sand Bar Snorkel Dolphins and Sunset

24
Join me, a true seventh-generation local captain for a personalized Key West adventure on my private boat. Spend the day exploring the stunning turquoise waters and hidden islands of the Florida Keys, with opportunities to snorkel, search for dolphins, visit a sandbar, enjoy light fishing, or simply relax and take in one of Key West’s world-famous sunsets. Every trip is fully private and tailored to what you want to experience — whether it’s adventure, leisure, or a bit of both. Departing conveniently from Garrison Bight Marina, your journey promises incredible views, local insight, and unforgettable memories on the water.
3 hours 30 minutes
Free Cancellation
From
$600.00

Key West: Sunset Sail + Reef Snorkel & Sandbar

29
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

91
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

38' 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 38’ 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

Key West Sandbar Excursion & Island Adventure Cruise

30
Hey there, I’m Captain Zak; just a guy with a boat who loves showing off Key West and sharing good times on the water. Whether you’re into sandbar hopping, diving, fishing, or soaking up one of those legendary Key West sunsets, I’m all about creating the perfect day for you and your crew. Let me know what you’d love to do while you’re here, and together we’ll design a sandbar cruise that’s completely personalized, relaxed, and unforgettable. From hidden sandbars to vibrant reefs, it’s all about seeing my backyard playground—The Fabulous Florida Keys—like a local. Climb aboard the Casual Monday and let’s make some memories in paradise. See you on the water! Captain Zak From somewhere warm —and yet really cool— aboard the Casual Monday
4 hours
Free Cancellation
From
$1,200.00

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

Private 90-Minute Harbor Sailing Charter in Key West

18
Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-minute adventure around the Florida Keys and view the city from the water in peace and tranquility. You may even get to see some friendly dolphins off the bow!
1 hour 30 minutes
Free Cancellation
From
$395.00

PRIVATE Welcome to Key West Walking Tour

20
Welcome to Key West! Stroll through Old Town Key West with a long-time local, see & learn about the unique places you can visit during your vacation. This is private tour is customizable, meaning you can request to adjust the meeting point to better suit your day, and even request what kind of stories you'd like to hear. Perfect for wedding party, couples, family & friends, bachelor/bachelorette, birthdays, reunion, corporate groups, and more! **If it's too far or too hot to walk, you can hop on the Duval Loop bus with your guide** It's air-conditioned with several convenient stops throughout Old Town. The best part about your own private tour is you can ask questions and customize the tour to your interests! Feel free to include notes in your booking about: - what you want to know about Key West - points of interest you'd like to include - if you're celebrating an event - mobility challenges or other needs we can accommodate Total distance about 1 1/2 miles.
1 hour 30 minutes to 3 hours
Free Cancellation
From
$137.50

Key West Island Jetski Tour: Double Passenger Jetski

11
27 Miles and 90 Minutes of pure exhilarating watersports bliss. Your Key West Island Jet-ski Tour starts in the shallow cove, The Ibis Bay Resort dock area. From the Gulf of Mexico to the Atlantic Ocean.....and back to the Gulf of Mexico. From sea to Ocean and back again. After your exhilarating 90-minute adventure, many guests celebrate their experience with a drink and the freshest seafood at the Stoned Crab Restaurant.
1 hour 30 minutes
Free Cancellation
From
$180.00