Key West
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Viator
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.
4.5(36)
2 Hours
Key West
- Free cancellation
- New
From
$60
No similar experiences found
Viator
Key West Safari Eco Sandbar Tour Adventure with Snorkeling
Explore Key West in a fun and unique way! Avoid the crowds on this exciting snorkel safari adventure and captain your own speedboat through 28 miles of Florida backcountry. Enjoy a smooth, scenic ride as you follow your local guide to a national marine sanctuary, where you’ll get a chance to snorkel and swim in pristine waters. NOTE: Required – Florida Boaters Safety: Florida Law requires everyone born after Jan 1, 1988 to take a boaters safety test to drive a boat. Each driver must present a passed boaters safety test prior to departure.
4.5(222)
2h 30m
Key West
- Free cancellation
From
$197
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Viator
Key West Boat Experience — Swim, Sip & Soak Up the Sun!
Welcome to Key West Boat & Jet Ski Adventures! Explore Key West's Backcountry Aboard Our Brand-New Manitou Cruise with Swim Deck Set out on a half-day adventure aboard our luxurious Manitou Cruise—a spacious, smooth-riding tri-toon with a deluxe swim deck, perfect for soaking up the Key West sun in comfort and style. Guided by one of our licensed, experienced captains, your private charter explores the untouched beauty of Key West’s backcountry—customized to your pace and preferences. Cruise to local sandbars, glide through scenic mangroves, or venture farther to spots like Mud Key, Snipes Point, and the Dolphin Playground, where wild dolphins often play in their natural habitat. Swim, snorkel, relax on remote beaches, or simply enjoy the ride with a drink in hand—it’s your trip, your way. Perfect for families, couples, or small groups seeking a flexible and private escape into the real Key West.
4.5(10)
4 Hours
Key West
- Free cancellation
- Private tour
From
$600
No similar experiences found
Viator
Key West Sunset Buffet Dinner Cruise with Open Bar and Live Music
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.
4.5(4)
2 Hours
Key West
- Free cancellation
From
$120
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Viator
Guided Night Kayak Adventure Tour in Luminous Lagoon
Our Key West guided Night Kayak Tour is not just a journey through the water, but a night time nocturnal adventure! Our local guides will take you deep into the mangrove mazes where you will discover and learn about local critters and sea life prone to nocturnal movement beneath and around you. Our all clear LED lighted bottom kayaks will give you a up and close personal experience leaving you in awe!
4.5(161)
1h 30m
Key West
- Free cancellation
From
$90
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Viator
Key West 6-Hour Party Boat Fishing Trip – Affordable Reef Fishing
Gulfstream Fishing is the longest-running party boat fishing charter in Key West, catching steady loads of reef fish since 1947. Our 58-foot Gulfstream IV carries up to 45 passengers and is inspected twice a year by the U.S. Coast Guard. Powered by twin Detroit 8v92 turbo engines, she gets you to the fishing grounds quickly and safely. Once we anchor, you’ll have everything you need on board—men’s and women’s restrooms, shaded seating, and a small galley with snacks and drinks. Our captains and mates help everyone from first-timers to experienced anglers. They’ll bait your hook, untangle your line, and keep you fishing. You’re welcome to keep or release your catch. Fish cleaning is available for a small per-fish fee, or you can take them whole. Coolers are allowed, and you’re free to bring your own food and drinks. If you want a fun, affordable, classic Key West fishing trip for all ages, this is it.
4.5(334)
6 Hours
Key West
- Free cancellation
From
$89
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Viator
Key West Sunset Cruise: Dinner, Live Music & Drinks Included
Join us for Key West's Best Sunset Dinner Cruise. This 2 Hour trip Includes an amazing tropical food buffet, live music and open well bar. Climb aboard our custom luxury catamaran for a sunset trip out into the Key West sunset. As our live performer fills the air with tropical vibes, our onboard chef will fill your plates with tropical cuisine and our bartenders will fill your cups with tropical drinks. Dinner Menu - Blackened Mahi with Lemon and Tartar Sauce - Smoked Mojo Pulled Pork - Caribbean Jerk Chicken - Seasoned Black Beans and Tropical Yellow Rice - Candied Sweet Plantains - Tropical Fruit Salad - Mixed Green Salad with Ranch or Raspberry Vinaigrette - Caribbean Butter Corn - Fresh Local Cuban Bread with Butter & Marmalade - Churros Stuffed with Dulce Leche Open Well Bar (includes: Unlimited Well Mixed Drinks, Draft Beer, Margaritas, Wine, Champagne, Rum Runners & Soft Drinks) -Margaritas -Rum Runners -Well Mixed Drinks -Draft Beer -Wine -Champagne -Soft Drinks
4.3(1830)
2 Hours
Key West
- Free cancellation
- Likely to sell out
From
$93
No similar experiences found
Viator
Private 2-Hour Tiki Boat Party in Key West & Mini Sandbar
Set Sail for Tiki Revelry in Key West's Historic Seaplane Basin! Cruise to Key West's unique Seaplane Basin. In the early 1900s, this spot buzzed with activity as seaplanes took off and landed. Today, it's a vibrant harbor where colorful houseboats bob gently, creating a charming island atmosphere. Gear up for an afternoon of tropical fun on our 2-hour Tiki Boat Party & Mini Sandbar Escape! Let your captain navigate the turquoise waters as we head to a secluded swimming hole, the perfect setting for a tiki celebration.
4.3(7)
2 Hours
Key West
- Free cancellation
- Private tour
From
$403
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Viator
Island Sandbar Tour Catamaran Cruise in Marathon FL
Experience a classic Florida Keys sandbar adventure on a comfortable 53’ catamaran. Cruise through Boot Key Harbor and past scenic landmarks as your crew shares information about the local area and points out interesting sights along the way. Once you arrive at the sandbar, step into shallow turquoise water perfect for swimming, floating, and relaxing. Use the provided water floats and noodles, or simply unwind on deck and enjoy the sunshine and music. This relaxed and family-friendly tour offers plenty of space to move around the boat, shaded seating, onboard restrooms, and a cooler with ice, soda, and water. Ideal for couples, families, and groups, this experience lets you enjoy Marathon’s sandbars the way locals do—easygoing, fun, and surrounded by the natural beauty of the Keys.
4.0(4)
4 Hours
Key West
- Free cancellation
- New
From
$130
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Viator
Dry Tortugas National Park Day Trip by Luxury Private Boat
Experience the Dry Tortugas in Unrivaled Luxury and Style aboard the Axopar 37 XC. This exclusive day trip offers the thrill of a high-performance luxury boat, ensuring a swift and comfortable journey through the stunning turquoise waters to Dry Tortugas National Park. Revel in top-class amenities perfect for sunbathing, sightseeing, and relaxing with your private group. Discover secluded islands and pristine tropical beaches on this guided full-day adventure. History buffs will be captivated by Fort Jefferson, while outdoor enthusiasts will relish the world-class snorkeling and breathtaking natural beauty. This unique voyage combines exhilarating open-sea travel with an intimate and personalized experience, creating memories that will last a lifetime.
3.9(11)
8 Hours
Key West
- Free cancellation
- Private tour
From
$1,500
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Viator
Key West Glass-Bottom Boat Tour with Sunset Option
Step aboard the Pride of Key West, the island’s only Glass Bottom Boat. This family-friendly tour invites you to explore North America’s only living coral reef* from our state-of-the-art 65ft catamaran. Glide over crystal-clear waters and enjoy unobstructed views of stunning coral formations, which support over 300 species of tropical fish, rays, and sea turtles. Our specially designed glass "windows to the reef" ensure continuous viewing for all passengers, allowing everyone to marvel at the rich marine life below. Relax in the air-conditioned viewing cabin or step out onto the large sundeck for panoramic views. Our knowledgeable guides provide insights into the coral reef ecosystem and highlight fascinating marine creatures. For a truly memorable experience, join our final trip of the day to watch the sunset as you return to port—an amazing way to cap off your Key West adventure! *In the event of unfavorable conditions, the captain may opt for an alternate location
3.9(596)
1h 45m - 2 Hours
Key West
- Free cancellation
From
$70
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Viator
Marathon Offshore Fishing Charter
Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish! Marathon the hub for fishing in the Keys, great beaches, shopping, and fantastic food. View the beautiful scenery, while experiencing the thrill of a chance to catch species such as Sailfish, Wahoo, Mahi Mahi, Tuna, Snapper, Grouper, King Mackerel, and Shark. Your tour is guided by a licensed Captain in a 30” open fishing style boat with t-top for shade. All the fishing rods and reels, right and left-handed and all the tackle you need, as well as all other necessities including safety equipment. Travelers that have enjoyed our fishing charters also have enjoyed The Turtle Hospital, a tour down Seven Mile Bridge or a beautiful sunset at Sombrero Beach.
3.7(3)
4 Hours
Key West
- Free cancellation
- Private tour
From
$1,500
No similar experiences found
Viator
Key West Island Jetski Tour: Double Passenger Jetski
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.
3.1(11)
1h 30m
Key West
- Free cancellation
From
$180
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Viator
Key West: Sunset Sail Full Bar, Live Music & Dinner & Early Morning Snorkeling
Key West Water Fun with Snorkeling, Sunset Cruise, Dinner, Live Music and open Bar. Enjoy a bright and early morning snorkel Catamaran cruise departing 9 am for a full morning of Snorkeling fun. Return at 12:00pm and have 4 hours of free time before you come join us for an incredible Key West 2 hour Catamaran Sunset happy hour tropical dinner cruise with margaritas, rum runners, wine, beer and live music.
3.0(1)
5 Hours
Key West
- Free cancellation
From
$160
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Viator
Key West Culinary and Catamaran Reef Tour Experience
Explore the vibrant waters of Key West on this 4-hour dolphin watch and snorkeling tour aboard a luxurious catamaran. Encounter playful dolphins in their natural habitat and dive into the colorful coral reefs, guided by experienced crew. After snorkeling, indulge in a delicious Taste of Key West menu featuring local specialties like conch fritters and shrimp ceviche, complemented by an open bar of refreshing cocktails. With professional instruction and a maximum group size for personalized service, this tour promises a unique blend of marine exploration and culinary excellence. - 4-hour tour featuring dolphin watching and guided snorkeling - Chef-prepared menu with local favorites and an open bar - Professional crew with extensive knowledge of local ecosystems - Maximum group size ensures personalized attention and comfort
1.0(1)
4 Hours
Key West
- Free cancellation
- New
- Likely to sell out
From
$79
No similar experiences found
Viator
Sunset, History, Eco Tour, Marathon FL
A Sunset Cruise with a Twist aboard the Island Pearl Wrap up your perfect day in the Keys aboard the Island Pearl, a 50-foot classic vessel with modern comforts and a colorful past as the liberty boat for the USS Roosevelt. Set out on a relaxing evening cruise through the heart of Marathon as we share the rich history surrounding the Seven Mile Bridge, Pigeon Key, and other landmarks that shaped the Middle Keys, with relaxing island music to enhance the vibe. Bring your favorite beverage and toast the day as the sky glows with color over the island waters. There’s even a chance you’ll spot playful dolphins along the way! Whether you’re soaking in the history, the views, or just the laid-back Keys atmosphere, this cruise offers something special for everyone on board. This one-of-a-kind experience is quickly becoming a Florida Keys tradition for visitors who want to end their day with scenery, storytelling, and a truly memorable time on the water.
2 Hours
Key West
- Free cancellation
From
$70
No similar experiences found
Viator
Sharkeys Glass Bottom Fish Feeding LED Night Tour Key West
The glass bottom kayaks is an amazing experience with your tour guides paddling in calm shallow waterways under the stars! Your tour guides will point out sea birds and various sea-life such as different fish species, shrimp, crabs, conch shells which will be well illuminated with your high powered underwater custom LED lights. We paddle along mangrove shorelines and canals so we sometimes even see wild animals such as Racoons along the shoreline. We've also experienced manatees and dolphins on many of the tours. Definitely one of the most exciting things about your kayak tour is that we will feed fish at a certain point of our tour as well which is a blast for everyone! With very little to do at night this is an amazing rare experience under the stars that you'll never forget!
1h 15m
Key West
- Free cancellation
From
$62
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Viator
The Keys at Golden Hour Ultimate Private Sunset Tiki Cruise
Drift into tranquility on this private 2-Hour Sunset Tiki Cruise and witness the stunning sunset over the Florida Keys. Glide across crystal-blue waters as the sky transforms into a vibrant canvas of colors, providing an unforgettable backdrop for your evening. Bring your favorite beverages to toast the day's end in a romantic and relaxing atmosphere. Capture unique photo opportunities with breathtaking reflections in the water, making this experience perfect for couples or anyone looking to unwind after a day of exploration. - Enjoy a serene 2-hour cruise on the tranquil waters of the Florida Keys - Front-row seat to a spectacular sunset with unobstructed views - Bring your own beverages for a personal touch during the cruise - Perfect for couples or those seeking a relaxing escape after sightseeing
2 Hours
Key West
- Free cancellation
- Private tour
- New
From
$599
No similar experiences found
Viator
Stock Island Booze Cruise
Climb aboard and let the tropical breeze set the tone as we cruise past working marinas, colorful houseboats, and mangrove-lined shores where dolphins often play in our wake. With island tunes flowing and an ice-cold drink in hand, you’ll drift effortlessly into vacation mode. Our first stop: Hogfish Bar & Grill, a local legend tucked into the heart of the docks. Here, fishermen unload their daily catch and the vibe is pure Old Key West. Sink your teeth into their famous fresh hogfish sandwich or sip a cocktail right on the waterfront. Next, we glide over to Bad Boy Taqueria, a fun and funky stop known for bold flavors, creative tacos, and the kind of energy that makes you want to stay all afternoon. Grab a bite, grab a drink, and soak in the local charm. Then it’s off to Hurricane Hole Marina, a favorite for both locals and salty sea captains. With strong drinks, great music, and unbeatable views of the harbor, it’s the perfect place to relax before we head back out on the water.
4 Hours
Key West
- Free cancellation
- New
From
$650
No similar experiences found
Viator
Sandbar Snorkel Combo Adventure
This combo tour offers two experiences in one: a peaceful sandbar visit and an exciting snorkeling session. Unlike standard trips, you’ll enjoy a well-planned itinerary that maximizes your time on the water, with expert guidance and access to prime locations.
5 Hours
Key West
- Free cancellation
- New
From
$130
No similar experiences found
Viator
Key West Champagne Sunset Sail with Drinks and Hors d Oeuvres
Experience the magic of a Key West sunset from the water on this elegant 2-hour sailing cruise departing from the historic Key West Seaport. As the sails are raised and the breeze carries you across the sparkling Gulf waters, unwind in a refined and intimate setting away from crowded party boats. Enjoy complimentary beer, wine, champagne, and soft drinks throughout the cruise, with cocktails available for purchase. Savor a selection of hors d’oeuvres including cheese and crackers, fresh vegetables with dip, and shrimp cocktail — perfectly paired with a breathtaking Florida Keys sunset. Watch the sky transform into vibrant shades of orange, pink, and gold as the sun dips below the horizon, creating unforgettable photo opportunities. Perfect for couples, celebrations, or anyone seeking one of the top-rated experiences in Key West. Advance reservations are highly recommended, as this popular sunset sail often sells out.
2 Hours
Key West
- New
From
$130
No similar experiences found
Viator
Key West Sushi and Sunset Cruise
Enjoy a Spectacular Key West Sunset Cruise Looking for the perfect way to end your day? Join us on the Seabreeze, your 42-foot Corinthian powercat, and ride in comfort with this relaxing, catered cruise into the horizon on Key West’s gentle seas. Relax in the shade under the bimini or sunbathe on the bow to take in that last bit of sunshine. Sunset Cruises are a Key West luxury with your panoramic views of the sun melting into tropical waters – and the best way to enjoy is with good food and great drinks! Enjoy elevated hors d’oeurvres without the price tag – a typical selection includes fresh sushi, Thai appetizers, charcuterie platter (meats and cheeses), and French desserts catered by locally owned and operated restaurants. Refreshments include your complimentary selection of fine wine, premium beer, Prosecco, and soft drinks. Departure times vary with the seasons, please confirm your departure time when booking this trip.
2 Hours
Key West
- Free cancellation
- New
From
$90
No similar experiences found
Viator
Private Morning Tiki Boat Eco Cruise in Key West
You will be cruising the near shore waters of Key West and the Florida Keys on a custom Tiki Bar Boat. Your US Coast Guard Certified Captain is extremely knowledgeable and will point out all the amazing sights. Be sure to bring a camera and a polarized lens for the best photos.
2 Hours
Key West
- Free cancellation
- Private tour
From
$403
No similar experiences found
Viator
Jet Ski 90 Min Ride in Key West
Climb on Key West’s newest jetskis for the best tour around the island. This trip includes a free second rider. Join us for the best deal in Key West
1h 30m
Key West
- Free cancellation
From
$189
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