Top Key West On the Water - page 8

Key West Sportfishing Experience 4 Hours 47 Hatteras-Sanctuary

4.5

from $1,150

Experience the ultimate adventure aboard our 25' Cobia Center Console with twin engines, designed for power, stability, and comfort. Perfect for fishing trips, sandbar cruising, or exploring offshore waters, this vessel offers unmatched versatility. Highlights A safe, comfortable ride that handles well in all conditions, making it a favorite for those who want flexibility on the water. • Length: 25 feet • Capacity: Up to 9 passengers • Features: T-top shade, live well, rod holders, swim ladder, spacious deck, and premium seating • Best For: Fishing enthusiasts, families wanting versatility, or groups looking for comfort and style

25' Cobia Center Console Boat Rental

1 dayFree Cancellation

from $475

Discover the unparalleled joy of exploring Key West waters aboard this center console! Our fleet boasts the newest, most luxurious vessels, fully equipped with top-tier upgrades for your comfort and convenience. Nestled within our full-service marina, we've proudly served our community for 39 years, earning our reputation as the go-to destination for boat rentals in Key West. Join us and embark on an adventure of a lifetime – where every wave carries the promise of unforgettable memories!

Key West Boat Rental with Seat, Sound and Fishing Upgrades

Key West Boat Rental with Seat, Sound and Fishing Upgrades

4.5

from $475

This private sunset cruise is the perfect way to enjoy a romantic evening or spend quality time with loved ones in the stunning surroundings of Key West. With everything taken care of, you can sit back, enjoy the views, and make lasting memories. Step aboard our 24’ center console for a private, unforgettable Sunset Cruise in Key West! Perfect for up to six guests, this two-hour adventure offers a relaxing and scenic way to experience the beauty of Key West’s waters as the sun sets over the horizon. Cruise through the tranquil waters of the Key West harbor, enjoying sweeping views of the open sea as the sky transforms with the colors of the sunset. Relax and unwind with your friends or family while a professional captain guides your journey. Bring your own drinks (BYOB) or enjoy the bottled water and soda we provide. Set the perfect mood with your favorite tunes via Bluetooth speakers, and make this a truly special evening on the water.

Sunset Powerboat Cruise

2 hoursFree Cancellation

from $499

The 21' Hurricane Sundeck is the perfect blend of comfort, versatility, and performance, making it a top choice for adventurers and families alike. Whether you’re fishing, snorkeling, or cruising, this boat delivers an exceptional experience on the water. Why It Stands Out: Smooth & Safe Ride: Handles well in all conditions for a worry-free outing. Versatile Design: Ideal for fishing trips, family adventures, or group excursions. Premium Features: Includes a Bimini top for shade, live well, rod holders, swim ladder, spacious deck, and comfortable seating. Perfect Size: 21 feet long with capacity for up to 10 passengers—room for everyone without sacrificing maneuverability. Adventure Ready: Great for sandbar hopping, snorkeling, or simply relaxing in style.

21' Hurricane Sundeck Boat Rental

1 dayFree Cancellation

from $300

The 24' Hurricane Sundeck stands out as the ultimate choice for families and groups looking for comfort and versatility on the water. Its spacious design and thoughtful features make every outing enjoyable and stress-free. Why You’ll Love It: Perfect Balance: Combines generous space with easy maneuverability for smooth cruising. Room for Everything: Plenty of space for coolers, gear, and unforgettable memories. Premium Features: Wraparound seating, built-in cooler space, Bimini shade top, stereo system, swim ladder, and a wide deck area for lounging. Ideal for Any Occasion: Great for family outings, sandbar trips, sightseeing, or celebrating with friends. Capacity: Comfortably accommodates up to 12 passengers.

24' Hurricane Sundeck Boat Rental

1 dayFree Cancellation

from $350

Set sail for adventure with our Tiki Party Boat rental, cruising the breathtaking waters! Whether you're soaking up the sun, spotting local marine life, or enjoying refreshing drinks on deck, our 14-passenger tiki boat is the perfect way to experience paradise. Complete with bar top and chairs, take your party to the sea! Want a stress-free day? Hire a captain and let them handle the navigation while you focus on fun. Book now and turn your day on the water into a true paradise escape!

Tiki Party Boat with Slide from Key West

Tiki Party Boat with Slide from Key West

from $775

The Experience: Don't miss your chance to experience a luxury charter in the Florida Keys, versatile enough for any on-water activity you can envision. Whether you're interested in snorkeling, light tackle fishing, sandbar hopping, sunset cruises, dolphin watching, sightseeing, trips to the intercostal from key west to miami, we do it all! Fun for the entire family! We also offer poker runs, with our 36 Contender powered by triples give us a whopping 1,050 hp YOUR day, YOUR way: Probably the best thing about our boat service is we don't do cookie-cutter trips. Every trip is personalized to who and what is important to you. As a bareboat/demise charter, this vessel offers ultimate freedom—the itinerary is entirely up to you. With endless possibilities in the Keys, our seasoned team, in conjunction with the captain you choose, will tailor the journey to your dream day's desires. We'll provide you with a curated list of recommended captains, ensuring a seamless, expert-guided adventure.

Key West Custom Charter: Snorkel, Sandbar & Dry Tortugas

Key West Custom Charter: Snorkel, Sandbar & Dry Tortugas

from $1,050

Create your own adventure: fish, snorkel, paddleboard, or just cruise in style! The newest fleet in town! Our spacious pontoons provide plenty of space and shade while you make your way through our beautiful local waterways! What’s Included: 12 Passenger Pontoon Boat Rental (Children and babies count as passengers) Safe, reliable, and well-maintained equipment Includes a 70qt cooler (purchase ice at check-in) Life vests for all passengers Guests are welcome to bring their own snack and drinks, or purchase upon arrival at our fully stocked Marina Store! Alcohol permitted for guests 21+ Optional Add Ons: Paddleboards- A fun and suitable activity for people of all ages and abilities. Lily Pad- This floating foam island allows you to rest, kick-back, tan, run, and play on.

8 Hours Pontoon Rental in Key West

8 hoursFree Cancellation

from $800

Pontoon Boat Rental with Slides from Key West

4 to 8 hoursFree Cancellation

from $1,100

Snorkeling in Key West is a must-do on any vacation. The Florida Keys are home to the only living coral reef in the continental United States—but it’s offshore, so the only way to get there is by boat. Skip the crowded “cattle boats” packed with tourists and treat yourself to a private experience instead. With Casual Monday Charters, you’ll have the boat to yourself, a flexible itinerary, and the chance to explore the reef at your own pace. No elbow-to-elbow crowds, no noise—just you, your crew, and the stunning waters of Key West. Whether it’s snorkeling vibrant coral gardens, spotting dolphins on the ride out, or relaxing at a sandbar with friends, Captain Zak will craft a trip that feels like your perfect day on the water.

Luxury Sandbar and Snorkeling trip in Key West

Luxury Sandbar and Snorkeling trip in Key West

from $1,200

Our full-day backcountry charter gives you the time and range to dive deeper into the fishing opportunities surrounding Key West. With 8 hours on the water, we can go beyond the usual grounds—working the flats, channels, and mangrove edges at your pace, with the flexibility to follow the bite wherever it’s best. Depending on conditions, we may even venture west toward the remote Marquesas Keys, known for their rich marine life and pristine beauty. Our captain is a lifelong angler and Army veteran who brings both local knowledge and a steady, thoughtful approach. There’s no set route or rigid schedule—just a focus on giving you the best possible day on the water. With a max of four guests, you’ll fish comfortably and get personalized insight into the backcountry’s changing tides and seasonal patterns. It’s a full day built for anglers who want to go further and get more from their time on the water.

Full Day Backcountry Fishing Charter in Key West

Full Day Backcountry Fishing Charter in Key West

8 hoursFree Cancellation

from $1,200

Set sail for a thrilling morning on the Atlantic with this shorter offshore fishing trip. Departing at 8 AM, you'll head into the deep blue, fishing in depths exceeding 1500 feet. This adventure targets popular species like Mahi Mahi, Tuna, Wahoo, and Sailfish, allowing you to cast your line in some of the best fishing grounds in the state. Plus, if you land a trophy catch, arrangements can be made to have it beautifully mounted for display.

6hr Offshore Big Game Fishing Adventure

6 hoursFree Cancellation

from $1,395

Key West Afternoon Reef Snorkeling with Open Bar

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Top Attractions in Key West

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Attractions

What are people saying about Key West

Dawn_R, Jul 2026

Wonderful experience for everyone; highly recommend!

Captain Anna and crew Noah, Emily, and D-Rock were fantastic!! All incredibly friendly and supportive of all of the passengers and there was a wide variety of ages and experience levels! So much fun for our family of 4; I highly recommend this excursion!!

Key West's Island Adventure Sandbar Tour with Kayaking

Amy_G, Jul 2026

A must do every time!

We loved this excursion so much we did it again the next day! The sandbar, the water, the music, the food and drink and Captain Jude and first mate Penny. We will book with them every time. This is a great day for everyone. Lots of swimming, floating, and kayaking. You get to make the day yours! Great hospitality. They make you feel like you’re all old Key West friends. See you next time🏝️

Key West Half-Day Fishing Charter

Franchesca_A, Jun 2026

We had fun! Bring hat or...

We had fun! Bring hat or visor, the sun is brutal. We bought one at the gift shop prior to boarding. Snack and drinks were available for purchase. Our family caught an amberjack!! Went to a restaurant and did the hook and cook service- overall amazing

Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast

Jennifer_W, Jun 2026

I’ve never snorkeled...

I’ve never snorkeled before. I wish I would have practiced in a pool to familiarize myself with it before hand. The water was really choppy, if it weren’t I think I would have done better. After sometime, I got the hang of it. I would recommend taking Dramamine if you get sea sick. I got sick but I think it was from swallowing salt water, due to the choppiness of water. Definitely use the pool noodle. You don’t need a life jacket if you’re worried about needing one. The water is very buoyant. Everyone was very kind. I definitely recommend this company!

Key West Sailing & Snorkeling: A Reef Adventure

Kristen_S, Jun 2026

Must do snorkel

Wonderful sail out to the reef. Snorkeled among amazing tropical fish, manta rays, barracuda and the best was a sported eagle ray! Fun music and drinks. The crew was super kind to my friend that had anxiety about open waters. My daughter and I had a blast- we’ve snorkeled all over the Caribbean and this was one of the best excursions!

Key West Island Adventure Jet Ski Tour: Bring a Partner for Free

Bradly_C, Jun 2026

Best jet ski tour!

Eric was phenomenal!! He took time to show us so much! From Jimmy buffets house to alot of other big influential people ;). Definitely one of the highlights of both mine and My girlfriends vacation. If you are on the edge if you want to do it or not Definitely go for it. They are also very patient with people who are new. Definitely better then any fury jet ski tour!

Key West Dolphin Watch and Snorkel Tour - Eco Adventure

Betsy_H, Jun 2026

Choose Fury!

One of the biggest draws of Key West is getting out on the water, and after visiting every couple of years, I’ve found one company that I trust every single time—Fury Water Adventures. I’ve been booking their snorkeling and dolphin watch tours since at least 2018, and they continue to exceed my expectations on every trip. From the moment you step aboard, it’s clear they take great pride in what they do. Their boats are always spotless, comfortable, and exceptionally well-maintained. The staff is truly outstanding—friendly, professional, attentive, and incredibly knowledgeable. No question ever goes unanswered, and their passion for the ocean and Key West shines through in everything they do. What really sets Fury apart for me is their commitment to protecting the environment. They clearly respect the fragile marine ecosystem that makes the Florida Keys so special, and that dedication is reflected throughout their tours. It’s refreshing to support a company that values conservation as much as customer experience. Another unexpected highlight is meeting fellow travelers from all over the world. There’s always a fun, welcoming atmosphere on board that adds to the adventure. Every trip with Fury has been memorable, whether spotting dolphins, snorkeling beautiful reefs, or simply enjoying a day on the water. They’ve become a tradition for my visits to Key West, and I can’t imagine booking with anyone else. Highly recommended for anyone looking for a first-class Key West experience! ⭐⭐⭐⭐⭐

Key West Signature Sunset Sail with Live Music, Open Bar & Food

ddqualls, May 2026

Amazing sunset!

Great views! Capt Anna and the crew were great! The musician was awesome and played great music. We really enjoyed the tour.The tour was fantastic! We had great views and the captain and crew were incredibly friendly. The musician was also awesome and played some great music. We thoroughly enjoyed the tour.

Parasailing over the Historic Key West Seaport

Tammy_T, Dec 2025

Amazing morning!

My Hunny and I booked for a10am morning parasailing adventure. His first time, and a little afraid of heights, I have a “flying every chance I get” bug 😁 We went out on a perfect day for parasailing.. little breeze, warm enough outside. The 2 guy crew couldn’t have done more to bake everyone on the boat feel comfortable and safe and have a great time. We bought the photo package and they turned out fantastic! My hunny said he couldn’t believe how much he enjoyed it- so peaceful. Will be coming back to sunset again when we come back to KW.

Dry Tortugas National Park Day Trip by Catamaran from Key West

Bryan_P, Sep 2025

We had a wonderful time...

We had a wonderful time visiting the Dry Tortugas aboard the Yankee Freedom. The crew of the ship was awesome (special shoutout to Hollywood). They made the trip out to the park easy and comfortable. The Dry Tortugas is one of the most remote and secluded of the National Parks, making our experience there all the more special. Snorkeling through its waters was amazing. It’s a truly beautiful and remarkable place. Bring an extra change of clothes, towels, and plenty of sunblock.