Tours in Key West

258 results

Private Sandbar Adventure in Key West Backcountry

38
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
$550.00

Kayak + Guided Snorkel & Morning Sail hosted by Honest Eco

169
I founded and own HONEST ECO. With Kentucky bluegrass roots and a B.S. in Biology, I found a world with a blue sea too alluring to ignore. I arrived to Key West in 2005. Now I have 10+ years of experience studying Biology and being on the water in Key West. I now own a small business with my wife and 2 young kids. We are trying to make a big impact by educating and leading by example. I'm very passionate about being respectful to the wildlife and the environment
4 hours 30 minutes
Free Cancellation
From
$156.00

Key West Golf Cart Rental: One-Day Island Exploration

10
Make the most of your Key West vacation by exploring the island with Fury’s golf cart rentals. Forget the long walks and drive straight into the adventure! Cruise through the Conch Republic like a local with our gas-powered golf cart rentals. Feel the refreshing sea breeze as you effortlessly navigate Key West’s charming streets in our high-quality street-legal golf cart rentals. Experience the thrill of driving down Duval Street with friends or family in our comfortable four- to six-passenger golf carts. Our top priority is your safety and enjoyment, so each golf cart rental is carefully maintained to ensure a smooth ride. Experience Key West in a fun, convenient and unforgettable way with Fury’s golf cart rentals!
1 day
Free Cancellation
From
$206.25

The Original Key West Island Jet Ski Tour from the Casa Marina

347
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
Dolphin and Snorkel
Special Offer

Dolphin and Snorkel

106
Minimum 3 passengers are required; if not met, our team will contact you and offer to add one General Admission ticket price to ensure your trip departs as a Private charter; or you may cancel or reschedul. We offer comfortable Four Winns( 25 ft), or Robalo (27 ft) boats for the tour with maximum of 6 people, ensuring an intimate and fun-filled adventure for all. Our trips depart daily from The Perry Hotel. Tour times may vary throughout the year. For our guests who would like the extra shade, we have a full rooftop! Plenty of shade or plenty of sun! The front is open for sunbathers. We offer a lot of storage on the boat and restroom facilities as well! Sightings are based on dolphin behaviors and are not guaranteed.
3 hours 30 minutes
Free Cancellation
From
$121.50
$135.00
$13.50 savings

Guided Clear Kayak Eco-Tour Near Key West

630
100% Clear Kayaks: Unlike traditional kayaks, ours are completely see-through. As you paddle, you'll have a front-row seat to the vibrant marine life beneath the blueish-green waters. Eco-Tours with Marine Viewing: Our eco-tours immerse you in the rich ecosystem of the Florida Keys. Watch for starfish, nurse sharks, jellyfish, stingrays, and many other marine creatures as they go about their daily lives just inches beneath your kayak. Journey through Mangroves: The tour takes you through the pristine mangroves of Sugarloaf Key, offering a scenic and serene experience that's both refreshing and educational. You'll get to witness the delicate balance of life in these important coastal habitats. If the tide is too low or too high, your guide may adjust the route to ensure the best experience. Expert Guides: They're trained to prioritize safety while sharing interesting facts about the area's marine life and ecosystem.
2 hours
Free Cancellation
From
$79.00

Key West Champagne Sunset Catamaran Cruise

580
Watch the famous Key West sunset on a 1.5-hour catamaran cruise. While you enjoy twilight views of the sea as the sun goes down, enjoy included wine, sparkling wine, beer, sangria or margaritas on board the boat. . As you sail through the water, admire views of the island with a cold beverage in hand — the perfect way to end a beautiful day in paradise.
1 hour 30 minutes
Free Cancellation
From
$59.00

Key West Private Luxury Charter Rental: Boat Tour with Captain

19
At SeaEO Luxury Boat Charters, our meticulous attention to detail, expert captains, and premium vessels set us apart, transforming every trip into your perfect day on the water and why we dominate other charter companies. There is a reason people stay at the Ritz-Carlton, though there is a Motel 6 right up the road, and that's the type of experience we aim to provide, at a value that can't be touched. Discover the magic of Florida Keys aboard our private boat charter, accommodating up to 13 guests. Perfect for a range of activities—snorkeling, exploring local sandbars, island-hopping, or even a special proposal—our boat offers something for everyone. Features: ⇛ Air Condition ⇛ Bathroom ⇛ Bluetooth / AUX audio ⇛ Children's & Infant Life Jackets ⇛ Cooler / Ice Chest ⇛ Deck / Washdown Shower ⇛ Depth & Fish Finder ⇛ Enclosed Cabin to escape the sun, weather, or take a break ⇛ Large Sunpad to Sunbathe ⇛ Refrigerator ⇛ Stateroom for Infants & Children to Lay Down ⇛ Sunroof ⇛ Swim ladder
2 hours to 8 hours
Free Cancellation
From
$899.00

Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses

930
Avoid the crowds and Sail on Key West’s beautiful shallow waters on this Adults Only Sunset & Moët cruise, to sip Moët & Chandon champagne and indulge your palate while being washed in the colors of the Key West sunset! Included in the tour price is bottomless house champagne Chandon Brut, 8 premium red and white still wines, ice-cold beers & White Claws, and a champagne-inspired Gourmet Cheese Buffet (naturally gluten free) that includes 4 incredible international cheeses, paired plump berry tray, local smoked fish dip, crunchy crisps and fresh-baked crusty bread. Two other Moët & Chandon champagnes are available for additional purchase - both at wholesale price - only for onboard guests. Key West is famous for its tropical sunset, and there’s no better way to watch it than on this famous Sunset & Moët Cruise. This public trip is always limited to 14 adult passengers on a 28 person sailing catamaran, for guests comfort and quality control. And NO kids!
2 hours
From
$108.91

Key West Deep Sea Fishing: Big Fish

112
If you’re looking for some of the best fishing that money can buy out of Key West, Florida, you can’t go wrong with Corsair 2 Sportfishing. With over 3 decades of local fishing experience under his belt, Captain Russ McKinley is your man if you want to get the best out of these deep blue waters. His boat is a 50’ Hatteras saltwater fishing boat that can take up to 6 anglers fishing at the same time. Powered by twin 550 HP Detroit Diesel‎ engines, this fishing machine is unstoppable on the water. The vessel comes rigged with state-of-the-art navigational electronics and safety equipment, outriggers, a fighting chair, a live bait tank, and ice-boxes. It’s also very comfortable and features 2 private restrooms, a kitchen, a flybridge, beds, and AC. This beauty can take you for some amazing deep sea and reef fishing up to 18 miles offshore on full day trips. This trip will also provide higher chances of catching Marlin!
4 hours
From
$950.00

Key West Tiki Bar Sunset Cruise (by the seat)

158
Key West is famous for it's sunsets and it doesn't get any better then on an intimate 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 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
$80.58

Key West Cocktail Cruise Adults Only Sunset Cruise with Open Bar

162
“The Key West Cocktail Cruise is the best thing to happen to Sunsets since cameras and sunglasses!” This is not your average Key West pleasure cruise.   Our 2 hour Key West Cocktail Cruise is what happens when true Hospitality Professionals take you out for an evening on the water!  You’ll never find Sierra Mist in our Margaritas — just natural ingredients, hand-crafted to perfection and served with precision. "All Inclusive" Craft Beer, Fine Wine and of course Craft Cocktails are featured each night onboard our spacious 47’ catamaran.  We offer a full range of House Specialty Cocktails, California Wines, and South Florida Craft Beer. Our intention is to amaze our guests with 5-star service, and to offer a fresh and unique Sunset Experience every single evening!
2 hours
From
$65.00

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

Marathon Florida Keys Fishing Experience

31
Florida Keys Fishing Experience for the entire family. Serious fishing serious fun! Located in Marathon Key Florida, Wet Tails Charter will give you the charter fishing experience of a lifetime. It doesn’t matter if you are looking for a sunset cruise or to land the fish of a lifetime, Wet Tails Charters is here to make it happen. We offer 4,6,8 and 10hr fishing trips. Please remember if you had a great time to take care of your deck hand who works solely for tips.
4 hours
Free Cancellation
From
$895.00

Key West Double-Dip Snorkel Tour-Two Stops, Twice the Fun!

172
The Fury’s Double Dip Snorkel Tour is unique for its focus on maximizing snorkeling experiences at two distinct locations on North America’s only living coral reef. Highlights include: Dual Snorkeling Locations: Explore two unique areas for a richer experience of the underwater ecosystem. Fast Catamaran: The Reef Express is designed for speed and comfort, maximizing your time in the water. Beginner-Friendly: Expert guides provide top-notch snorkel gear and tips, ensuring all skill levels feel confident. Breathtaking Views: Swim in crystal-clear waters among vibrant coral formations and diverse marine life. Post-Snorkeling Relaxation: Unwind with complimentary beer and wine on the return cruise, blending excitement with relaxation. This combination of diverse snorkeling, expert guidance, and a relaxing finish makes the Double Dip Snorkel Tour a must-do for marine enthusiasts.
3 hours
Free Cancellation
From
$79.95

Key West Sandbar Adventure Cruise for All Ages

19
Wake up and start your day in paradise the right way! We will give you an experience not easily forgotten, starting with a cruise through Key West’s backcountry mangrove channels, you get a chance to escape the hustle and bustle of Downtown and discover the true meaning of bliss. Wade through tropical clear blue waters, explore the sandbar on paddleboard, and soak in the picture-perfect setting that this adventure has to offer!
4 hours
Free Cancellation
From
$139.74

Marathon: Historic 7-Mile Bridge Sunset Cruise

54
The premier watersports operator in Marathon, Florida. Voted Best in Marathon 2023 and 2024. Professional crew, well maintained boats and equipment, fully insured. Florida Mom owned. Only the best for our guests!
1 hour 30 minutes
Free Cancellation
From
$119.00

Aqua Drag Show Key West

102
The Aqua Drag Show offers the best nighttime entertainment in Key West. Sip on the Island's best cocktails while you enjoy the fun tunes, costumes, and best drag performers. Take home a story of hilarity and a truly unique Key West must-do experience.
1 hour to 1 hour 30 minutes
Free Cancellation
From
$25.00

Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast

69
Embark on an adventure off the shores of Key West, where the turquiose waters of the Gulf of Mexico and the Atlantic Ocean meet in a symphony of beauty and tranquility. Your day begins as you board a luxurious catamaran, your vessel for a day of exploration and relaxation. Sailing away from the bustling Key West harbor, feel the gentle breeze on your skin and the warmth of the tropical sun overhead. As the catamaran glides smoothly over the crystal-clear waters, you'll have the opportunity to soak in panoramic views of Key West's picturesque coastline, dotted with palm-fringed beaches and vibrant coral reefs. Keep your eyes peeled for playful dolphins frolicking in the waves or graceful seabirds soaring overhead. After a leisurely sail, stop at a secluded snorkeling spot, where the underwater world awaits exploration. After working up an appetite, indulge in a delicious gourmet breakfast and unlimited mimosas, all while enjoying stunning views and the company of fellow travelers.
3 hours
Free Cancellation
From
$49.00

Key West Fishing Party Boat Charter with Experienced Captains

316
Our Key West party boat fishing is the longest running deep sea fishing charter in Key West, Florida, catching payloads of fish since 1947.Great for kids. The 58-foot Key West party boat fishing charter that's inspected twice a year by the US Coast Guard motors up to 60 passengers swiftly out to deep-sea fishing spots thanks to twin Detroit 8v92 turbo engines. Once anchored, the ship's amenities-which range from men's and women's restrooms to a galley serving snacks-keep anglers comfortable between casts. Our Captains and mates will assist first-time fishermen and even seasoned professionals make the most of their fishing experience. They'll even bait your hook! The Key West party boat fishing charter gets the fish you want to put on your table! Of course you may keep your fish or throw them back. Fish cleaning is available for an extra cost per fish or you can take them whole. Coolers are allowed. We have a limited snack & beverage selection onboard. You can pack your own lunch.
6 hours
Free Cancellation
From
$85.00

Private Sunset Cruise around Key West

54
Embark on a tour around the island of Key West. Your guide will be talking you through many points of interest around the island. Make sure to keep an eye out for wildlife throughout the tour. About 20 minutes before the sunset, your captain will find a quiet and private spot to watch the sun drop into the water uninterrupted by other boats, people, or land!
2 hours
Free Cancellation
From
$400.00

Fishing Charters in Key West Florida

44
We provide some of the best inshore and offshore fishing key west has to offer. All of our excursions are specialized to our customers satisfaction. We provide half day 3/4 day and full day fishing charter excursions in key west florida. We catch almost every species of fsih key west has to offer, form the beginner to the expert we take everyone for a great day of fishing on the water.
4 hours
Free Cancellation
From
$900.00

The Hemingway Experience in Key West

19
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

Key West Clear Kayak Eco Tour

Discover the natural beauty of Key West on our 2-Hour Guided Clear Kayak Eco Tour. Paddle through crystal-clear waters in a completely transparent bottom kayak, giving you a unique view of tropical fish, seagrass beds, and vibrant marine life beneath you. Along the way, your guide will share fascinating insights into the local ecosystem and hidden gems of the Florida Keys. Perfect for couples, families, and adventurers looking to experience Key West like never before.
2 hours
Free Cancellation
From
$60.00