Top Key West On the Water - page 2

Private Fishing Charter from Ramrod Key

(205)

from $156

Likely to Sell Out

4 hoursFree Cancellation

Escape to the secluded islands and tropical beaches off the coast of Key West on this guided, full-day adventure to historic Dry Tortugas National Park. History buffs and outdoor enthusiasts alike will love this unique voyage, where getting there is half the fun on board the Yankee Freedom III, a luxurious, state-of-the-art catamaran. Enjoy snorkeling (equipment provided) in the crystal blue waters and take in the military fort, national park, campground, sandy beaches and coral reefs that make this area special. Breakfast and lunch included.

(45)

from $500

Per group

Likely to Sell Out

Dry Tortugas National Park Day Trip by Catamaran from Key West

10 hours

4.6

(464)

from $245

Likely to Sell Out

The whole family can learn more about sharks and other marine wildlife on this boat tour from Key West. Travel on board an eco-friendly, 34-foot catamaran just a few miles off the coast to try your luck spotting dolphins, stingrays, turtles, and birds while you learn more about Key West’s waters than you ever would sailing along. Then watch as the pilot drops bait to draw a variety of sharks right to the edge of the boat.

Shark and Wildlife Viewing Adventure in Key West

(3,382)

from $99

Key West Kayak Rental

Key West Half-Day Fishing Charter

4.8

(129)

from $40

5 hoursFree Cancellation

4.7

(485)

from $95

Special Offer

The Original Key West Island Jet Ski Tour from Barefoot Billy's

1 hour 30 minutesFree Cancellation

Departing from Key West’s Historic Seaport, the Appledore Star’s sails are raised for an authentic sail experience on the way to Key West’s backcountry. Your day is spent exploring Key West’s uninhabited mangrove islands in the Key West National Wildlife Refuge. Keep an eye out for dolphins, sea turtles, manta rays and many other wildlife that call the Refuge home. Your captain knows where dolphins are frequently seen and will let you know if he spots any. Upon reaching the mangrove islands, the schooner anchors and your exploration begins. Your day is divided between guided kayaking tours and guided snorkeling tours. The warm, shallow water is calm, sheltered by the uninhabited mangroves, making kayaking a breeze. After your tours, come back aboard and wash off with our fresh water rinse, and relax on deck. Choose from plenty of complimentary cold drinks – frosty cold beer, wine, homemade sangria, chilled sodas and filtered water. This is the best of laid-back island living.

Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak

5 hoursFree Cancellation

Guided Night Kayak Adventure Tour in Luminous Lagoon

(110)

from $119

1 hour 30 minutesFree Cancellation

4.4

(207)

from $90

Classic Key West Schooner Sunset Sail with Full Open Bar

Watch the sun set over Key West from the deck of a traditional schooner on an evening sailing experience with a full open bar. Settle into the rhythm of the water as the crew sails offshore, taking in unobstructed Gulf views while bartenders serve cocktails, wine, and spirits throughout the cruise. Combining classic sailing with an easygoing onboard atmosphere, this is a memorable way to experience Key West at sunset.

Classic Key West Schooner Sunset Sail with Full Open Bar

Smathers Beach is the largest public beach in Key West and one of the best playgrounds of watersports in the Florida Keys. This Key West Beach Pass is the ultimate ticket to fun in the sun. Do more than swim and suntan with access to multiple watersport activities. Kayaks, rafts, tubes, paddle boards, and Hobie Cat sailboats are available. This pass also includes a thrilling parasail ride.

(265)

from $109

Key West Ultimate Beach Pass Shore Excursion

Key West Ultimate Beach Pass with Parasailing

8 hoursFree Cancellation

3.9

(27)

from $107

Key West Day Sail on Schooner America 2.0 with 2 Drinks

1 hour 30 minutesFree Cancellation

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.

(212)

from $79

Special Offer

Reef Snorkel Adventure at Sombrero Key Light Reef

Reef Snorkel Adventure at Sombrero Key Light Reef

3 hoursFree Cancellation

Key West Deep Sea Fishing: Big Fish

from $1,000

Get ready for fun in the sun—and check off two top experiences in just one trip—on this dolphin-watching and snorkeling tour off the coast of Key West. Departing Key West, look out for dolphins swimming alongside the boat, then jump in for a shallow-water snorkel at the Key West National Wildlife Refuge with many different species of marine life. Relax, feel the warm sea breezes, and select from a variety of refreshing beverages on board the boat.

Key West Dolphin Watch and Snorkel Tour - Eco Adventure

3 hoursFree Cancellation

4.7

(1,229)

from $73

Key West Stand Up Paddleboard Rental

Experience the best that Key West has to offer with this combination tour that includes a dolphin watch, snorkeling, and a view of the island’s famous sunset. Spot dolphins in their natural habitat in the Florida Keys National Marine Sanctuary and snorkel in the blue waters surrounding Key West during this family-friendly excursion. The tour departs from the Key West Historic Seaport at 201 William St, near South Beach on Duval Street.

4.6

(33)

from $40

Key West Dolphin and Snorkel Experience

3 hoursFree Cancellation

4.4

(369)

from $70

Key West: All-Inclusive Watersports Adventure with Lunch & Beer

6 hoursFree Cancellation

4.5

(371)

from $172

Parasailing in Key West at Smathers Beach

1 hourFree Cancellation

4.7

(154)

from $86

Take a half-day sailing adventure off the coast of Key West, Florida and observe wildlife. Sail away from the island city of Key West to the beautiful blue waters off the coast on a large catamaran. See dolphins swimming and jumping alongside the boat, then jump in for an easy shallow-water snorkel above a coral reef, shipwreck, or sponge garden, all supporting over 600 species of marine life. Relax, feel the warm sea breeze and enjoy light snacks and a variety of refreshing beverages on board the boat.

Shallow Water Snorkeling and Dolphin Watching in Key West

4 hours

4.6

(473)

from $109

1 Hour Key West Jet Ski Freestyle Adventure

Key West is known for its postcard-perfect coastal scenery, from mangrove channels to turquoise waters—but shallow coastlines mean larger boats can’t get close to the action. On this hour-long jet-ski experience, enjoy close-up views of the region’s most stunning features as you skim right along the water. Forget following a guide in a single-file line—this immersive freestyle experience lets you explore freely.

1 Hour Key West Jet Ski Freestyle Adventure

1 hourFree Cancellation

Explore the serene mangrove waterways of Geiger Key on this guided eco-tour. Perfect for all ages and levels of experience. Choose between a single kayak, double kayak, or stand-up paddleboard as you glide through the lush scenery. Your knowledgeable guide will point out the hidden gems of this unique Florida Keys ecosystem, ensuring a memorable and educational experience. With safety gear, paddle instruction, bottled water, and dry bags provided, all you need to bring is your sense of adventure. Enjoy complimentary shuttle pick-up from Key West and immerse yourself in nature for two hours of tranquility.

(25)

from $165

Per group

Guided Mangrove Eco Tours Kayak or Paddleboard Adventure

Guided Mangrove Eco Tours Kayak or Paddleboard Adventure

Key West Tiki Bar Boat to Popular Sand Bar with Turquoise Waters

(22)

from $75

4 hoursFree Cancellation

Go parasailing above the emerald waters of Key West for a thrilling 1-hour tour that provides sweeping views of Florida’s southernmost city and its surroundings. Head out in a 12-passenger state-of-the-art parasailing boat out to the ocean, then your guide secures you into a double or triple-person parasailing device for a ride that gently lifts off and glides above the water, all without getting wet.

(139)

from $565

Per group

Soar above the emerald blue waters of Key West

Key West Parasailing - Next to Cruise Port with Amazing Views

50 minutesFree Cancellation

4.8

(443)

from $64

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Top Attractions in Key West

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Attractions

What are people saying about Key West

Key West Dolphin Watch and Snorkel Tour - Eco Adventure

JPaul_C, Aug 2026

Great Dolphin Watching and Snorkel Tour.

We had a wonderful time on the Dolphin watching and snorkeling tour with Captain Lisa and Caleb. We saw many dolphins and even saw a tiger shark which is apparently a rare sighting. Then we enjoyed the snorkeling. Both Captain Lisa and Caleb were friendly and helpful! I have done this tour twice with two different granddaughters and loved it both times!

Key West Reef Snorkel & Sail Adventure

Michelle_B, Jul 2026

We had an amazing time on...

We had an amazing time on this snorkeling experience! It was both of our first times snorkeling, and the crew made us feel comfortable from the start. The marine life was absolutely incredible—we saw so many beautiful fish and underwater scenery that exceeded our expectations. It was such a memorable experience, and we’d definitely recommend it to anyone visiting! 🐠🌊

Key West's Island Adventure Sandbar Tour with Kayaking

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 Island Adventure Jet Ski Tour: Bring a Partner for Free

4greensinodenton, Jul 2026

Absolutely wonderful time for first timers

Absolutely wonderful experience jet skiing. The crew was awesome and very informative. They go over every detail and scenario which was great because we were doing this for the first time. We needed this knowledge because we hit a wave a flew off the jet ski. Our training came in handy and we were able to re board the jet ski and get on our way safely. Would highly recommend this company

Key West Half-Day Fishing Charter

Charmaine_G, Jul 2026

Great charter and crew

We had such an amazing experience on this trip. We did some fishing and catching. The crew was extremely helpful and friendly. They even gave us information about the fish that we can use in the future. We were also very happy that we were able to have our cleaned fish cooked at the White Tarpon right after the charter trip.

Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast

Rob_L, Jul 2026

Perfect

This was an amazing morning snorkel. The crew was amazing, shout out to Finn who was amazing in all areas. The rest of the crew was top notch too but Finn and Gannon really stepped it up in customer service. Dawson was also amazing when my wife felt ill he made sure to get her ice and make sure she was hydrated. The captain was also great! I just cannot say how amazing the trip was and the service cannot wait to bring the rest of the family down to do one

Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling

Katie_A, Jul 2026

This was the best snorkel...

This was the best snorkel tour I’ve been on and would do it again in a heartbeat. Our captain maneuvered through the shallow waters safely and our snorkel guide (a marine biologist) showed us and named many different species of fish as they went by. We saw dolphins swim under our boat and while in the water we saw barracuda, tarpons, stingrays and many other types of fish. We learned a lot about the underwater life and about the keys. Charlie and Noah were full of stories.

Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

Robert_P, Jun 2026

Great and beautiful sunset experience

This was an incredible experience! I would say the trip started with me melting in the hot June sun while walking to the docks. Once there and out to sea, everything changed. The staff were incredible. Old fashioned customer service. Made sure everyone onboard was comfortable, and enjoying the experience. The crew takes care of you. We did see dolphins, and that was excellent. The sunset at the end was stunning. I loved my experience and would highly recommend this.

Key West Parasailing - Next to Cruise Port with Amazing Views

Leah_B, Jun 2026

Soars above expectations

What a chill and amazing experience. We did it once before in Hawaii and these guys soared way above them! So much fun and the morning session was discounted, not sure why. That seems like the best time to go. Definitely will do this again with this company if I ever see the name again.

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

Jo_B, May 2026

Worth it!!

We had a great time!! Awesome music, drinks and appetizers!! Sunset was beautiful!!! Don't forget to tip as they mates on the boat definitely will run for you... our girl was up and down the steps many times refilling drinks, she didn't miss a beat!! And tip the dj too... he kept it very lively!!!

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!