Key West Cocktail Cruise Adults Only Sunset Cruise with Open Bar
“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!
Key West Historic Schooner When And If Sunset Cruise
Historic Schooner. Champagne Sunset Toast. Elegant and Exclusive.
Step aboard the historic schooner When And If, commissioned by General George Patton in the late 1930s, and sail into a breathtaking Key West sunset. Raise a champagne glass as the sun dips below the horizon, while your experienced crew handles the sails — or try your hand at steering this classic wooden schooner yourself. Glide along turquoise waters, spot playful dolphins and local wildlife, and enjoy an unforgettable evening that blends history, luxury, and adventure.
Highlights:
Historic schooner experience aboard the When And If, commissioned by General George Patton in 1939.
Champagne sunset toast included
Elegant and exclusive cruise - Avoid the crowds
Hands-on sailing opportunity: take the wheel under guidance from your experienced crew.
Spot dolphins, sea birds, and local marine wildlife.
Perfect for romantic evenings, family adventures, or history enthusiasts — children sail at a discounted fare.
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!
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.
Key West Sandbar Charter With Kayak Tour: Includes Lunch & Drinks
Join us for the ultimate sandbar adventure in Key West. This trip combines the best activities Key West has to offer. We will cruise out to the Florida Marine Sanctuary for an incredible guided kayak eco tour through the mangrove isles. Keep your eyes peeled as you never know which of the over 500 marine species of wildlife you will encounter. Our expert guides will take you to the best spots to locate as many species as possible. After the kayak tour finishes we will serve lunch on the way to a local secluded sandbar. Once done with the kayak tour the bar is open. Guests will have unlimited access to our onboard soft drinks, draft beer & wine selections. Grab a beverage & explore the secluded sandbar. This trip combines all of the best things Key West has to offer. Each trip will has our master captain and two additional crew members catering to each guest.
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!
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!
Key West Dolphin & Snorkeling Tour - Small Group
Featured in National Geographic Travel - Over 1,750 five-star reviews and ranked #1 on Google Maps for Key West dolphin tours.
Small Groups, Big Experience - Maximum 6 guests on comfortable Four Winns (25ft) or Robalo (25ft) boats. Enjoy unobstructed dolphin views and personalized attention from USCG-licensed captains.
95% Dolphin Success Rate - Our captains know these waters after 20 years. While wild dolphin sightings aren't guaranteed, our track record speaks for itself.
Premium Comfort - Full rooftop shade, open bow for sunbathing, ample storage, onboard restroom, and complimentary refreshments.
Flexible Policy - Minimum 3 passengers required. If not met, we offer private charter conversion (add one ticket), reschedule, or full refund.
Daily Departures - Perry Hotel Marina, Stock Island with free parking. Times vary seasonally for optimal conditions.
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.
Robert the Doll After Dark
Are you brave enough to lock eyes with the world's most haunted object… in the dark? Don't get stuck on a crowded trolly, step behind the velvet rope with us and investigate Key West's greatest mysteries and darkest legends. Located within a museum named one of America’s 10 Most Haunted Destinations, join us at the historic Fort East Martello for an eerie evening centered around the chilling legend of Robert the Doll. This isn't just a story—it's an encounter.
Your night begins with a 30-minute guided ghost tour through the shadows of the Civil War-era citadel, where you’ll learn the dark history of the site. Then, settle in for a 30-minute seated experience directly with Robert. We will separate the terrifying facts from the folklore and discuss the latest activity surrounding the doll.
The Hemingway Experience in Key West
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.
Key West Historic Old Town Food Tour with 5 Authentic Tastings
Discover the flavors of paradise on our Key West food tour through the colorful streets of Old Town. Guided by locals, you’ll enjoy 5+ tastings that celebrate the island’s unique mix of Cuban, Caribbean, and Floridian influences. Start with a refreshing iced coffee before biting into golden, crispy conch fritters—a true island classic. Savor authentic Cuban cuisine that reflects Key West’s cultural heritage, then indulge in rich chocolate-covered Key lime pie, the city’s most famous dessert. Along the way, your guide will share stories of pirates, poets, and island life, bringing the history and charm of Key West to life. To end, you’ll taste our exclusive Secret Dish, a surprise that makes the experience truly unforgettable. This is Key West beyond the postcard—an authentic taste of its food, culture, and soul.
Key West Island Adventure Jet Ski Tour: Bring a Partner for Free
Voted Key West’s Best Jet Ski Tour – With Over 15,000 5-Star Reviews & Over 20 Years Experience.
Get ready for the ultimate Key West adventure as you ride a jet ski around the entire island on a guided 28-mile tour. This top-rated experience includes everything, no hidden fees, no surprise charges. You’ll enjoy a free second rider & complimentary shuttle pickup. Our expert guides will lead the way, taking you to some of the most iconic and scenic locations in the area, including the Southernmost Point, a secluded local sandbar, and several picturesque spots inside the Florida Keys Marine Sanctuary. Along the way, you’ll have opportunities to stop, take in the views, and even switch drivers, making it a shared adventure you won’t forget.
Please remember to check in one hour before your scheduled departure and bring a valid photo I.D. Guests aged 16 and 17 may drive a jet ski with a parent or guardian riding as a passenger, while guests 18 and older are welcome to drive solo.
All-Inclusive Sandbar Safari with Dolphin Playground Encounter
Embark on a journey like no other. This tour takes guests on an amazing journey from Key West to a secluded sandbar & then to the dolphin playground in the Florida Marine Sanctuary for some dolphin watching.
With picturesque views of the Gulf of Mexico and expert guides providing insights into the history & ecology of the area, guests can relax at the sandbar while our crew fills your cups with unlimited draft beer, wine & mimosas. Next, we will venture out future into the Sanctuary to get closer than ever to our dolphin pods. The tour includes complimentary lunch (menu below) & unlimited draft beer, mimosas & wine.
Our professional crew will make this a trip of a lifetime that you'll cherish for years to come. This trip is perfect for families, couples & solo travelers seeking a unique & unforgettable experience in the Florida Keys.
Reef Snorkel Adventure at Sombrero Key Light Reef
Discover the vibrant underwater ecosystem of the Florida Keys on a Reef Snorkel Adventure to the renowned Sombrero Key Light Reef. Aboard the luxurious Marathon Mermaid, glide through the crystal-clear waters for an unforgettable snorkeling experience. This 3-hour excursion invites all ages to explore the colorful coral and diverse marine life, guided by a knowledgeable crew dedicated to your safety and enjoyment. After your underwater exploration, relax on the return trip while savoring fresh fruit and refreshing beverages, reminiscing about the aquatic wonders you’ve encountered.
Key West Tiki Bar Sunset Cruise (by the seat) BYOB Adventure
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.
Adult Only Sandbar Escape with Drinks in Key West
One of the only Adult Only experiences offered in Key West, our excursions are top-notch, with the vessel, all equipment, food and beverage service being set to premium standards! We offer a more intimate experience with less crowded excursions for the comfort of all of our guests.
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.
Key West: Private Sunset Cruise on an Authentic Tiki Bar Boat
Key West is famous for it's sunsets and it doesn't get any better then on a private 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 tv and 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.
Key West Hidden Sanctuary Mangrove Kayak Tour With Drinks
Key West’s Most Secluded Kayak & Sandbar Adventure
Escape the crowds and explore Key West’s most secluded kayak tour in the Florida Marine Sanctuary. Unlike roadside rentals, this tour transports you by boat to the untouched Mud Keys, a hidden paradise of mangrove tunnels, crystal-clear waters, and diverse marine life.
What to Expect:
Boat Ride to a Remote Kayaking Spot – No roads, no noise, just backcountry beauty
Guided Kayak Tour – Paddle through winding mangroves and spot stingrays, tropical fish, and sea turtles
Wildlife Sightings – Keep an eye out for dolphins, sharks, and exotic birds
️ Sandbar Stop – Relax in pristine waters after kayaking
Drinks & Lunch Included – Enjoy unlimited drinks and a delicious meal
Why This Tour is Unique:
Exclusive Location – No other company goes here
No Crowds, No Roads – A peaceful, off-the-grid experience
Perfect for All Skill Levels – Easy and enjoyable for everyone
Key West Sandbar Safari on One of a Kind Tiki Boat
Picture yourself aboard our unique tiki boat, the Lazy Lady, cruising through the crystal-clear waters toward a secluded sandbar. The sun is shining bright, and the air is filled with the scent of salt and sunshine. As you approach the sandbar, the boat glides over shallow waters, revealing stretches of soft, white sand inviting you to explore.
Once you anchor, the fun begins! You can jump off the boat and wade into the warm, shallow waters, where the gentle waves lap at your feet. The atmosphere is relaxed, with laughter and conversation floating through the air. Some folks might set up beach games, while others enjoy swimming or soaking in the sun.
Time seems to slow down as you enjoy this little slice of paradise, surrounded by friends or newfound acquaintances. Whether you’re collecting seashells, taking a dip, or simply lounging in the sun, a sandbar trip on a tiki boat is a perfect blend of relaxation and adventure.
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
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
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.