Top Key West On the Water - page 6

Ultimate Key West Day: Dolphin & Snorkel Combo with Sunset Sail

6 hoursFree Cancellation

3.3

(8)

from $190

Key West: Water Sports Adventure includes Jetski, Parasail, Snorkel & Waterpark

If you’re stuck choosing between activities like snorkeling and jet skiing, then this exciting full day experience will let you have fun under the sun however you want. This water sports package gives you access to a dozen different aquatic activities. Race across the water on a jet ski or banana boat. Bounce on water trampolines or inflatable slides. Snorkel, parasail, and kayak to your desire while enjoying unlimited draft beer.

Key West: Water Sports Adventure includes Jetski, Parasail, Snorkel & Waterpark

6 hoursFree Cancellation

3.0

(2)

from $300

This private charter is designed for a relaxed, flexible day on the water, perfect for groups who want a casual, unstructured experience. Instead of a formal, guided eco-tour, this trip offers a more laid-back vibe, allowing you to create your own adventure. Connect with Key West's abundant wildlife as you cruise the waters in search of our resident coastal dolphins. From there, we'll head to a secluded sandbar, a pristine shallow-water oasis where you can unwind and enjoy the tranquility. This tour is ideal for those who prefer to relax and socialize. Spend your time floating, swimming, or simply lounging with a cold beverage in hand. While snorkeling is an option, it is not a guided activity on this trip, making it perfect for guests who are more interested in a leisurely day on the water than a structured snorkel excursion. We'll provide a snack of fresh, organic fruit from Date & Thyme, and the trip is BYOB so you can bring your favorite drinks.

Key West Private Charter: Sandbar and Snorkeling

Key West Private Charter: Sandbar and Snorkeling

from $950

Great for families. Customizable. Not a crusty old fishing charter by any means! Lots of sea life in the Florida keys! We can pull stone crab traps (Oct 15-May 1st). Or get in and go for a swim or stop in at a sandbar! Captain has almost 20 years fishing experience. Take your catch to a restaurant to be cooked! Snorkel gear is available. Lobster diving charters are available in season (Aug 6-March 31). Pets are welcome

Private Fishing Charter Florida Keys

(8)

from $800

On your 4-hour backcountry charter, we’ll fish the local waters within 13 miles of Key West, exploring grassy flats, mangrove islands, and shallow wrecks that hold an impressive variety of species. Depending on the season, expect to target tarpon, jacks, permit, barracuda, sharks, snappers, and cobia. This trip is the perfect amount of time to get a feel for the rich fishing grounds of Key West’s backcountry. What makes it different? You’ll be fishing with Captain Ryan—a lifelong angler and veteran who runs every trip himself. With a max of four anglers, you’ll have plenty of room to cast, relax, and get personalized insight into the area’s changing tides and seasonal patterns. It’s an easygoing trip with serious fishing potential—and a local’s perspective you won’t find on a bigger boat.

Half-Day Backcountry Fishing Charter from Key West

Half-Day Backcountry Fishing Charter from Key West

(19)

from $800

Explore the crystal-clear waters and pristine sandbar islands that surround the Florida Keys. This private sandbar charter is fully customizable—whether you’re looking to relax with a drink in hand, explore the local marine sanctuary, or simply enjoy a laid-back day on the water. Your captain will tailor the experience to your preferences, taking you to the best sandbar spots and providing everything you need for a carefree day in paradise. Enjoy sunshine, calm waters, and unforgettable views of Key West’s natural beauty. This is the ultimate way to experience the islands—your day, your way, in the heart of the Florida Keys.

Private Sandbar Charter & Island Escape in Key West

Private Sandbar Charter & Island Escape in Key West

(2)

from $800

Marathon Florida Keys Fishing Experience Big Game

8 hoursFree Cancellation

from $1,595

Fishing Charters in Key West Florida

4.7

(49)

from $1,000

Experience the best of both worlds with our Island Fishing Tour, exclusively offered by Cowboy Cowgirl Sportfishing Charters. Unlike typical fishing charters, this unique excursion combines thrilling fishing action with serene island exploration. Cast your line in prime fishing spots, then hop between picturesque islands where you can take a break and enjoy your own picnic. Perfect for those who love both adventure and relaxation, this tour offers an unparalleled opportunity to catch the big one and discover the hidden gems of our beautiful coastline. Whether you're an avid angler or simply looking to enjoy a day on the water, our Island Fishing Tour promises an unforgettable experience.

Private Island & Fishing Charters in Key West 37ft Knotty Cowgirl

Private Island & Fishing Charters in Key West 37ft Knotty Cowgirl

from $1,100

Unleash your adventurous spirit with a jet ski rental from Seahorse Water Adventures in Marathon, Florida. Explore stunning coastal views and encounter native wildlife at your own pace, whether you’re seeking excitement or relaxation. With both half-day and full-day rental options available, you can conveniently tailor your experience to fit your schedule. Enjoy the freedom of the open water while we ensure a smooth rental process, including safety gear. - Explore the beautiful waters of the Florida Keys at your leisure - Encounter native wildlife and stunning coastal views - Safety gear included for a worry-free adventure

Florida Keys Jet Ski Rental

2 hoursFree Cancellation

(6)

from $99

The USNS General Hoyt S. Vandenberg, a retired Air Force missile tracking ship, lies 160 feet beneath the waves, offering advanced certified divers an unparalleled underwater adventure. Explore its expansive 520-foot structure, where vibrant coral and diverse marine life thrive. Navigate through radar dishes, intricate passageways, and expansive decks, all teeming with fish, turtles, and majestic Goliath groupers. This signature dive in Key West promises unforgettable photo opportunities and a chance to witness the beauty of an artificial reef, making it a must for any experienced diver's bucket list.

Advanced Wreck Diving at USNS General Hoyt S. Vandenberg

Advanced Wreck Diving at USNS General Hoyt S. Vandenberg

Hey there, I’m Captain Zak; just a guy with a boat who loves showing off Key West and sharing good times on the water. Whether you’re into sandbar hopping, snorkeling, or soaking up one of those legendary Key West sunsets, I’m all about creating the perfect day for you and your crew. Let me know what you’d love to do while you’re here, and together we’ll design a sandbar cruise that’s completely personalized, relaxed, and unforgettable. From hidden sandbars to vibrant reefs, it’s all about seeing my backyard playground—The Fabulous Florida Keys—like a local. Climb aboard the Casual Monday and let’s make some memories in paradise. See you on the water! Captain Zak

from $162

Private Luxury Sandbar Excursion

(32)

from $1,200

Key West: 3hr Snorkeling Experience with Unlimited Drinks

3 hoursFree Cancellation

3.0

(4)

from $70

Key West: 22ft Premier Pontoon Rental 115 HorsePower 10 passengers

from $850

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!

8 Hour Shared Offshore Fishing Adventure in Key West

8 hoursFree Cancellation

Key West: Sunset Sail Full Bar, Live Music & Dinner & Early Morning Snorkeling

(14)

from $300

5 hoursFree Cancellation

3.0

Marathon Reef Fishing Charters

from $160

(21)

from $1,100

Key West Nighttime Full Moon Sail

1 hour 30 minutesFree Cancellation

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.

(10)

from $84

Key West Center Console Boat Rental With Sound and Seat Upgrade

Key West Center Console Boat Rental With Sound and Seat Upgrade

(3)

from $475

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.

4 Hours Pontoon Rental in Key West

from $400

Ready for the most beautiful 2 hours of your Florida Keys vacation? Forget crowded piers and noise—imagine yourself drifting peacefully as the sun melts into the beautiful water of the Florida Keys. Our 2-Hour Sunset Tiki Cruise transforms the spectacular Keys sunset into a private, moving masterpiece just for you. The Magic of the Sunset Cruise: Front-Row Seat to Nature’s Show: Glide across the tranquil, crystal-blue waters as the sky ignites in a breathtaking palette of reds, oranges, and pinks. You'll have the best, unobstructed view of the legendary Keys sunset from the comfort of your floating tiki bar. A Toast to Paradise: Whether you're celebrating a special occasion or simply savoring a perfect day, the sunset hour is magical. Bring your favorite beverages to toast the end of a perfect day as the stars begin to appear over the horizon. Secure your spot now and create a memory that will glow long after the sun goes down!

Cruisin Tikis Marathon - Sunset Tiki Cruise

Cruisin Tikis Marathon - Sunset Tiki Cruise

2 hoursFree Cancellation

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!

(32)

from $99

Sharkeys Glass Bottom Fish Feeding LED Night Tour Key West

Sharkeys Glass Bottom Fish Feeding LED Night Tour Key West

1 hour 15 minutesFree Cancellation

from $62

Deluxe Pontoon Boat Rental In Key West

8 hoursFree Cancellation

4.7

(6)

from $650

Explore the only living barrier reef in America with Southpoint Divers on eco-friendly dive trips tailored for certified divers. Begin your day at your air-conditioned dive shop near the Hyatt Centric, where you’ll be equipped with top-of-the-line SCUBAPRO gear. Cruise past stunning views of Sunset Key and Fort Zachary Taylor Beach as you head to the reef. Dive into vibrant coral gardens teeming with tropical fish, turtles, and rays. With PADI-certified instructors ensuring safety and personalized attention in small groups, your underwater adventure also supports vital conservation efforts in the Florida Keys.

Eco Conscious Reef Diving with Southpoint Divers

Eco Conscious Reef Diving with Southpoint Divers

Key West's Island Adventure Sandbar Tour with Kayaking

4.6

(10)

from $184

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Top Attractions in Key West

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Attractions

What are people saying about Key West

Jinx_F, Jul 2026

The best day ever!

This was the highlight of our 9 day vacation! The Captain, Aimee & Caleb were the nicest people! This trip is a must do! Beautiful sandbar water, great kayaking, food & drinks! Thanks for everything, crew! Edwyn & Linda Fisher Pensacola, Fl.

Key West Afternoon Reef Snorkeling with Open Bar

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 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 2 Reef Snorkel Tour & Sunset Cruise with Beer & Wine

Alexandra_T, May 2026

Amazing time!

This snorkel & sunset cruise was perfect! Captain Princess (lol), Claire & Abby did such a great job keeping everyone safe and comfortable. They took us to the most beautiful coral reef I’ve seen in the keys & then after we had a fun time drinking & watching the sunset. Highly recommend this tour!!

Key West Parasailing - Next to Cruise Port with Amazing Views

Elizabeth_P, Apr 2026

Birthday flight!

My best friend and I traveled to Key West for my 50th Birthday and we did the parasail excursion. It was amazing! Captain Tony and Tanner were so professional and fun. They explained everything and put us at ease. I was quite nervous about going up but once I was up it really is nothing short of breathtaking. It's so quiet up in the air and there is nothing to be afraid about. The landing was just as smooth! Thanks guys for making my day and my birthday 🎂🎈 great!

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.

Ultimate Sea Doo Jet Ski Tour of Key West-Additional Rider Free!

jwEdson, Nov 2025

Fury Sea Doos Rock!

Ultimate Sea Doo Jet Ski Tour experience was fabulous... assuming you like zooming around 45 mph+ in the slightly windy rough waters. My partner was in heaven! He loved it! The Sea Doos were new, clean & very comfortable for both riders. I loved the down time in the middle of the experience...just swimming around in the shallow protected areas enjoying the peaceful watery sandy cove. Kyle, our tour guide was outstanding and highly experienced. He shared lots of information and details about the natural & surrounding areas. We learned so much about Key West waters, landmarks, and local stories. We enjoyed talking to him. He truly loves his work. Smondy was also wonderful. He was there on-time, organized, and checked us in /out. He made sure we were totally comfortable and provided us with a safe place for our belongings while we were away. We felt truly cared for...and comfortable. We highly recommend Fury...since we did 2 excursions with the company...and both were the best of our trip!

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.