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.
Duration: 6 hours
- Free cancellation
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.
Duration: 5 hours
- Free cancellation
Key West Signature Sunset Sail with Live Music, Open Bar & Food
Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran
Sail Boat.
• Open bar
• Live Music
• Great Appetizers
Welcome aboard Key West's newest catamaran, the "Sandie Cat" as we literally sail off into the sunset. This trip includes live local music, great appetizers and an open well bar. This is a perfect way to end the day and start the night.
Duration: 2 hours
- Free cancellation
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!
Duration: 2 hours
- Free cancellation
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.
Duration: 3 hr 30 min
- Free cancellation
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
Duration: 2 hours
- Free cancellation
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.
Duration: 5 hours
- Free cancellation
Key West Reef Morning Snorkeling with Breakfast and Mimosas
Rise and Reef Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start with a Light Breakfast and sail to the Key West living reef where you will see coral and tropical fish. All snorkeling equipment is provided and if you need help our professional crew will give you instruction on how to snorkel. After your snorkel we have fresh water showers so you can rise off.
You will enjoy a sail back to the dock and enjoy Free Beer, soft Drinks and water as you enjoy your ride on our big open decks.
Duration: 3 hours
- Free cancellation
Key West Hop-On Hop-Off Trolley Tour
The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit back and relax while your expert tour guide turns back the pages of history to the days of Indians, pirates, wreckers and the Civil War. You’ll get a full picture of Key West on this Old Town trolley tour.
Duration: 1 hr 30 min
- Free cancellation
Key West Sunset Sail with Live Music, Drinks and Appetizers
Step aboard Fury's Commotion on the Ocean, the only sunset cruise in Key West featuring a live full band! Sail aboard our luxurious 65-foot catamaran for a two-hour cruise and experience a world-famous Key West sunset as vibrant colors reflect across the Gulf waters.
Enjoy complimentary margaritas, champagne, beer, and wine, along with a delicious selection of appetizers, including an antipasti platter, seasonal fruit, hummus, and pinwheel sandwiches. Talented local musicians performing live create the perfect soundtrack as you relax and take in the views.
Whether you're on the spacious sundeck or in the shaded lounge, you'll enjoy ocean breezes, spectacular scenery, and an unforgettable atmosphere. Perfect for couples, groups, or friends, Commotion on the Ocean is Key West's premier live music sunset cruise. Book now for an evening you'll never forget!
Duration: 2 hours
- Free cancellation
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.
Duration: 1 hr 30 min
- Free cancellation
Shark and Wildlife Viewing Adventure in Key West
This is the only shark tour in the USA and to our knowledge the only tour where guests do not get in the water to view the sharks. Delight in close-up views of sharks and a variety of other marine life. In this eco-friendly catamaran, travel through shallow waters to a location a few miles from shore, observing dolphins, stingrays, barracudas and native birds along the way. Bait is used to attract lemon, nurse and other types of sharks to the side of the boat. Learn all about Key West wildlife and enjoy complimentary soda, juice and chips throughout this family-friendly tour.
Duration: 2 hours
- Likely to sell out
- Free cancellation
Key West Half-Day Fishing Charter
Fish like never before! Our custom build 64' catamaran is perfect for a more stable, relaxing ride. You'll fish for a wide variety of the tropical fish found here in the Florida Keys! You can fish for the entire duration or sit inside the galley to enjoy a snack and beverage. A family-friendly experience everyone is sure to love!
Duration: 5 hours
- Free cancellation
Southernmost Food & Cultural Walking Tour by Key West Food Tours
Enjoy a taste of Key West on this 3-hour food walking tour, led by an expert guide. Along the way visit 5 locally-run “mom and pop” establishments in historic old town, dining on typical Cuban dishes, local seafood, and of course -- Key Lime Pie. Food samples are enough for a hearty lunch. Between tastings walk like a local, away from the touristy streets, as your guide shares insights about city history, food and architecture. This is a small-group tour, with a maximum of 12 people, ensuring a personalized experience.
Duration: 3 hours
- Likely to sell out
- Free cancellation
Key West Afternoon Reef Snorkeling with Open Bar
Dip and Sip Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start a sail to the Key West living reef where you will see coral and tropical fish. All snorkeling equipment is provided and if you need help our professional crew will give you instruction on how to snorkel. After your snorkel we have fresh water showers so you can rise off.
You will enjoy a sail back to the dock and enjoy Free Beer, soft Drinks and water as you enjoy your ride on our big open decks.
Duration: 3 hours
- Free cancellation
Key West Ghosts and Gravestones Trolley Tour
Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the narrow, dark streets of Old Town and hear stories from your guide about the island’s haunted history. This ghost and gravestone tour of Key West offers you an in-depth look into the strange and gloomy past of the Southernmost City.
Duration: 1 hour
- Free cancellation
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!
Duration: 3 hours
- Free cancellation
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!
Duration: 50 min
- Free cancellation
Key West Mangrove Kayak Eco Tour
Along with your experienced guide you will paddle at a relaxing pace and explore the shallow, calm, blue-green waters of the back country of Key West. You will glide through the winding mangrove creeks and paddle through inches of water, where you can easily view and learn about the geological structure of the Keys along with its inhabitants, all from the comfort of your kayak. Your adventure will give you a chance to view the mangrove environment up close, along with its marine life including tropical fish, crabs, sea stars, jellyfish, sea cucumbers, sponges and various aquatic birds. Every trip leads us on a different adventure! all guests must know how to swim. Rest rooms to change on site. No lockers but things can be left behind at paddle shack. Beginners welcome!
Duration: 2 hours
- Free cancellation
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.
Duration: 3 hr 30 min
- Free cancellation
Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset
This trip combines sailing, snorkeling, kayaking, and local insight in a laid-back, small-group setting. You'll sail on an authentic schooner into the calm, protected waters of the Key West National Wildlife Refuge—a remote area only accessible by boat. With group sizes limited to 20 guests, the experience feels personal, spacious, and relaxed!
Our crew truly sets us apart. They’re knowledgeable, passionate, and always ready to share the history, wildlife, and ecology of the Keys in a fun, engaging way. Whether you're in the water or relaxing on deck, they’re there to guide, support, and make everyone feel welcome—regardless of experience level.
Snacks, beer, wine, soda, and water are included onboard, adding to the comfort of your time at sea. If you join the afternoon trip, you'll also enjoy a beautiful sail back to Key West timed with the sunset, making the day even more memorable.
Duration: 4 hr 30 min
- Free cancellation
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.
Duration: 4 hours
- Free cancellation
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.
Duration: 3 hours
- Free cancellation
Key West Reef Snorkel – Morning Mimosas or Afternoon Margaritas
Your sailing and Key West snorkeling adventure begins as you board a state-of-the-art catamaran, part of the largest and most luxurious catamaran fleet in the Florida Keys. Feel the excitement as you sail to North America’s only living coral reef, where the wonders of Mother Nature await you. During your trip, unlimited sodas and water will be served.
Before entering the water, a friendly and professional crew will be on hand to assist and instruct you. Once you descend “the stairway to the sea,” you will discover the wonders of the undersea with pristine coral reefs and an abundance of marine life including tropical species found no place else on earth. Upon completion of the snorkeling portion of the trip, complimentary ice cold beer and wine will be served. The morning snorkel will offer mimosas while the afternoon trip will offer frosty margaritas as you sail back into shore.
Duration: 3 hours
- Free cancellation