Key West
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Viator
Sandbar Adventure Cruise in the Florida Keys
Discover the enchanting beauty of the Florida Keys with Island Girls Excursions. This adventure combines relaxing sandbar experiences with stunning sunset cruises. Unwind on your spacious 52’ catamaran, complete with complimentary snacks and drinks while soaking up the sun or exploring the crystal-clear waters. Your experienced crew will ensure a smooth sailing experience, showcasing the best spots in the area. Perfect for groups seeking relaxation, celebration, or exploration, this tour promises unforgettable memories in paradise. - Enjoy a leisurely sandbar trip with paddleboarding and floats - Experience breathtaking sunset views while sipping drinks - Spacious and comfortable 52’ catamaran with Wi-Fi - Friendly and knowledgeable crew dedicated to your safety and enjoyment
4.9(8)
4 Hours
Key West
- Free cancellation
- New
- Likely to sell out
From
$85
No similar experiences found
Viator
Dolphin Watching and Snorkeling Key West
This isn’t a packed tourist boat — it’s a true small-group adventure with a maximum of 6 guests. You’re not watching dolphins from far away; you’re close enough to feel that electric moment when they swim right next to the boat. Our captains know the dolphin pods by territory and behavior, so you spend more time with them and less time searching. After the dolphin encounter, we take you to hand-picked spots that big boats can’t access: clear, shallow water, quiet backcountry reefs, and hidden sandbars. Beginners feel safe, families feel relaxed, and experienced snorkelers get genuinely good underwater visibility. Personalized, unhurried, and run by a local crew that actually cares — that’s what sets this trip apart.
4.9(29)
3 Hours
Key West
- Free cancellation
- Likely to sell out
From
$135
No similar experiences found
Viator
Key West Deep Sea Fishing: Big Fish
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!
4.8(113)
4 Hours
Key West
- Private tour
From
$1,000
No similar experiences found
Viator
Key West Kayak Rental
A 2 hour kayak rental will allow you to explore the calm, clear waters between Stock Island and Key West on your own from the comfort of your single or double kayak (book per person not per kayak) Glide over sea grass and through mangrove tunnels as you look for fish, birds, sharks, rays and maybe even a manatee. Great for paddlers of all experience levels though all guests must know how to swim.
4.8(128)
2 Hours
Key West
- Free cancellation
From
$40
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Viator
Key West Private Luxury Charter Rental: Boat Tour with Captain
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
4.8(23)
2 Hours - 8 Hours
Key West
- Free cancellation
- Private tour
From
$899
No similar experiences found
Viator
Marathon: Historic 7-Mile Bridge Sunset Cruise
✔️ What Sets This Sunset Cruise Apart - Friendly, attentive local crew focused on guest experience - Spacious, comfortable boat with excellent sunset views - Calm, relaxed atmosphere (not a party cruise) - Light island music that never overpowers the moment - Crew happy to help take photos during golden hour
4.8(57)
1h 30m
Key West
- Free cancellation
From
$125
No similar experiences found
Viator
Key West Parasailing - Next to Cruise Port with Amazing Views
Fury’s Key West Parasailing offers an exhilarating way to experience the stunning beauty of Key West from the sky. This unique adventure combines breathtaking views with the thrill of flight, making it a must-do for both beginners and seasoned adventurers. As you take off, you'll feel the rush of soaring above the azure waters, enjoying bird’s-eye views of the island that are truly unmatched. You can fly tandem or triple, depending on the Captain's discretion, ensuring a safe and fun experience for everyone. One of the standout features is the optional ocean dip, where you can cool off in the refreshing waters before heading back up into the sky. Keep an eye out for dolphins swimming below or colorful tropical birds alongside you for added excitement. To capture these unforgettable moments, digital photos are available for purchase at the end of your trip. Get ready for a sky-high adventure that combines thrill, beauty, and lasting memories!
4.8(421)
50 Minutes
Key West
- Free cancellation
From
$64
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Viator
Key West SNUBA Experience
Go Beyond Snorkeling is the closest you can get to scuba diving without being Dive Certified! Go Beyond Snorkeling into new depths for greater durations where you can easily and safely breathe underwater without heavy, cumbersome dive gear. Discover amazing coral formations, schools of tropical fish, and swim alongside colorful creatures as you glide effortlessly beneath the waves.
4.8(501)
3h 30m
Key West
From
$160
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Viator
6 Hour Shared Deep Sea Fishing in Key West
Experience the Thrill of Offshore Fishing in Key West Join us for a 4-hour shared deep-sea fishing adventure aboard a top-tier 6-passenger sportfishing boat(max is 6 on a boat)! This trip is perfect for solo anglers or small groups looking to target some of the most exciting offshore species in the waters off Key West. What to Expect Target Species: Depending on the season, you’ll chase Mahi-Mahi, Tuna, Wahoo, Sailfish, Kingfish, and more! Expert Crew: Our experienced captain and mate will guide you every step of the way. Top-Notch Gear: High-quality rods, reels, and tackle are provided! Comfort & Convenience: With a max of 6 guests, you'll have plenty of space to fish and enjoy the experience. Trip Details: Duration: 4 hours Departure: Leaves from Key West Group Size: Max 6 anglers (shared trip) Languages: English Whether you're a seasoned fisherman or a first-timer, this is your chance to experience world-class offshore fishing in Key West! Book your spot now!
4.8(20)
6 Hours
Key West
- Free cancellation
From
$250
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Viator
Key West's Morning Jet Ski Tour Special
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.
4.8(98)
1h 30m
Key West
- Free cancellation
From
$170
No similar experiences found
Viator
Key West Parasailing: Ideal For Cruise Ship & Downtown Guests
This location was carefully selected to offer convenience to all guests arriving on cruise ships or those looking to parasail downtown. Situated a mere 5-minute walk from the bustling cruise ship port, our spot eliminates the hassle of shuttles and allows you to maximize your time for adventure. Imagine stepping directly off your ship and onto our parasail boat, ready and waiting to whisk you away to exhilarating heights as soon as the cruise ships dock. Say goodbye to wasted time and hello to instant thrills with us!
4.8(47)
1 Hour
Key West
- Free cancellation
From
$60
No similar experiences found
Viator
Key West Sailing & Snorkeling: A Reef Adventure
Join us for a snorkel adventure to the only living coral reef in North America. We have several fantastic reefs to choose from on both the north and south sides of Key West, each offering a unique experience. It’s about an hour trip out to the reef, we will have you there for an hour and then a one hour journey back to our dock. We will provide instruction on how to use the equipment but recommend that you are comfortable in water over your head and that you have the ability to swim. *We provide quality sanitized mask, snorkel, fins and flotation vest *Professional guidance and instruction on how to use provided gear *Fresh water hose available to rinse off after snorkeling *Complimentary beverages to include water, soda, white wine, a selection of craft beers, margaritas, and champagne *Floridays takes a limited number of guests so that we may provide you with the ultimate in enjoyment and service
4.7(219)
3 Hours
Key West
- Free cancellation
- Likely to sell out
From
$79
No similar experiences found
Viator
Deep Sea Fishing-Key West Since 1965-45 FT Cowgirl-Cold AC-4 Hrs
Get ready for an exhilarating adventure on the vibrant waters of Key West with our private deep sea fishing charters. Led by the skilled and experienced Captain, our team is dedicated to making your fishing trip unforgettable. Target a Diverse Catch: Reel in the fight of a lifetime as you battle magnificent mahi, king mackerel, sailfish, and more. Our knowledgeable captain and mate will guide you to the sharky hotspots and employ various techniques, including trolling and bottom fishing, to maximize your chances of landing a trophy catch. Personalized for You: We believe in providing personalized service. Whether you're a seasoned angler or a curious first-timer, we'll tailor the experience to your skill level and preferences. Choose from our flexible charter options, with half-day, full-day, and multi-day trips available. Comfort & Safety First: We offer well-equipped vessels, clean facilities, and essential safety gear for a smooth journey
4.7(15)
4 Hours
Key West
- Free cancellation
- Private tour
From
$1,050
No similar experiences found
Viator
Key West Ultimate Watersports Adventure with Snorkeling Upgrade
What makes the Ultimate Adventure H2.0 in Key West truly unique is its all-in-one approach to water fun, combining multiple thrilling activities into one seamless excursion. The Half Day (3.5 hrs) includes parasailing, a Sea-Doo Jet Ski ride, a Banana Boat ride, and access to Key West’s largest certified inflatable Ocean Water Park. Upgrade to the Full Day (6 or 6.5 hrs) for all of those activities, plus a reef snorkeling trip and a light lunch served onboard. Your adventure begins either on a spacious 65-foot catamaran or our 57-foot motorized catamaran, offering scenic island views and comfort between activities. Enjoy complimentary snacks and unlimited drinks, with beer and wine available after the water fun, and stay protected with reef-safe sunscreen provided. Whether you're a thrill-seeker or just looking to relax and explore, this tour offers a unique way to experience the best of Key West in one unforgettable day.
4.7(443)
3h 30m
Key West
- Free cancellation
From
$150
No similar experiences found
Viator
Key West Dolphin Watch and Sunset Sail on Catamaran
Aboard our spacious 42-foot sailing catamaran, you'll experience the pure joy of sailing as the lightweight boat glides across the water, catching every gust of wind. This tour is perfect for all ages and offers a wide-open, unobstructed view of the surrounding seascape. We will search for our resident Atlantic Bottlenose Dolphins and then head to the best seat in the house to witness a world-famous Key West sunset. Watch as the sky erupts in a spectacle of color from the peaceful vantage point of the water. Organic fruit and filtered water will be provided to keep you refreshed, and you're welcome to bring your own adult beverages to toast to a successful day. Join us for a relaxing and memorable evening that celebrates the serenity of sailing, the wonder of marine life, and the breathtaking beauty of a Key West sunset.
4.7(41)
3 Hours
Key West
- Free cancellation
From
$117
No similar experiences found
Viator
Parasailing in Key West at Smathers Beach
Parasailing at in Key West Fl at Smathers Beach Fly high over the Smathers Beach Key West as you parasail from State of the art parasail boats All crews Licensed and insured
4.7(142)
1 Hour
Key West
- Free cancellation
- Likely to sell out
From
$60
No similar experiences found
Viator
Fishing Charters in Key West Florida
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.
4.7(47)
4 Hours
Key West
- Free cancellation
- Private tour
From
$1,000
No similar experiences found
Viator
Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres
Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on one of Sebago's modern sailing catamarans while sipping sparkling wine or your favorite cocktail and feasting on shrimp cocktail on your way to the best sunset viewing spot. You'll enjoy twilight views of the island as you watch the famous Key West sunset from the water. Now featuring live music from local Key West Musicians!
4.7(3738)
2 Hours
Key West
- Free cancellation
- Likely to sell out
From
$79
No similar experiences found
Viator
Key West 2 Reef Snorkel Tour & Sunset Cruise with Beer & Wine
Enjoy this 3 hour sunset combo trip. We will cruise out to Key West’s best reef location, where you are welcome to jump in and enjoy an evening snorkel. If you do not feel like getting in the water, no worries, the bar is open! Grab a draft beer or glass of wine & enjoy the views. Once done snorkeling we will venture out on a one of a kind sunset cruise.
4.7(171)
3 Hours
Key West
- Free cancellation
- Likely to sell out
From
$70
No similar experiences found
Viator
Key West's Island Adventure Sandbar Tour with Kayaking
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.
4.7(606)
3h 30m
Key West
- Free cancellation
From
$120
No similar experiences found
Viator
Deluxe Pontoon Boat Rental In Key West
We are Key West's largest boat rental service and have been helping travelers explore our local waterways for over 39 years. Our boats are located at a full service marina with ice, gas, snacks, drinks, beer, fishing equipment, bait and so much more. We are your one stop shop for everything you need to enjoy your time on the water. Our expert staff will guide you through the boat and give directions to local hotspots. Book with Sunset Watersports and see the difference.
4.7(6)
8 Hours
Key West
- Free cancellation
From
$650
No similar experiences found
Viator
Key West Reef Snorkel & Sail Adventure
Join us for a snorkel adventure to the only living coral reef in North America. We have several fantastic reefs to choose from on both the north and south sides of Key West, each offering a unique experience. It’s about an hour trip out to the reef, we will have you there for an hour and then a one hour journey back to our dock. We will provide instruction on how to use the equipment but recommend that you are comfortable in water over your head and that you have the ability to swim. *We provide quality sanitized mask, snorkel, fins and flotation vest *Professional guidance and instruction on how to use provided gear *Fresh water hose available to rinse off after snorkeling *Complimentary beverages to include water, soda, white wine, a selection of craft beers, margaritas, and champagne *Floridays takes a limited number of guests so that we may provide you with the ultimate in enjoyment and service
4.7(557)
3 Hours
Key West
- Free cancellation
- Likely to sell out
From
$79
No similar experiences found
Viator
Key West Dolphin Watch and Snorkel Tour - Eco Adventure
Fury's Dolphin Watch & Snorkel Tour offers a unique blend of wildlife observation and snorkeling in Key West. Aboard our state-of-the-art 45-foot power catamaran, you’ll cruise the sparkling waters of the Gulf of Mexico, witnessing bottlenose dolphins in their natural habitat. Our expert guides provide fascinating insights into dolphin behavior, and as the only Dolphin SMART-certified operator in the Florida Keys, we prioritize responsible observation. After the dolphin encounter, you'll snorkel in the tranquil waters of the Key West Wildlife Refuge, exploring vibrant corals and diverse marine life, including stingrays and juvenile fish. We provide top-quality gear and professional instruction, ensuring a safe experience for all skill levels. As you return, enjoy complimentary beer, wine, and sodas. Our seasonal Sunset Combo tour offers champagne and breathtaking sunset views. This combination of wildlife, snorkeling, and relaxation makes for an unforgettable day on the water!
4.7(1188)
3 Hours
Key West
- Free cancellation
From
$80
No similar experiences found
Viator
Key West Champagne Sunset Catamaran Cruise
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.
4.7(592)
1h 30m
Key West
- Free cancellation
- Likely to sell out
From
$59
No similar experiences found
