Top Key West Water Sports

Q: Which Key West Water Sports have Instant Confirmation?

Key West Water Sports with Instant Confirmation include: Private Key West Morning Sail, Snorkel & Kayak Excursion Dry Tortugas National Park Boat Charter from Key West Key West Private Sandbar Charter with Swimming & Snorkeling Key West Private Snorkeling & Reef Boat Charter Private Afternoon Snorkel with Sunset Sail in Key West View all Tours with Instant Confirmation →

Q: I need a ride! Which Key West Water Sports have Hotel Pickup?

No problem. These Key West Water Sports include Hotel Pickup: PRIVATE Guided Mangrove Eco-Tour Adventure Key West Dolphin Watch & Snorkel with FREE shuttle to location Guided Mangrove Eco Tours Kayak or Paddleboard Adventure View all Tours with Hotel Pickup →

Q: Got any more Key West trip ideas?

We sure do. Check out our curated lists of hand-picked Key West Tours. Top 10 Key West 2026 Senior-friendly tours Key West The best tours and activities for culture lovers in Key West Top Day Trips from Key West Things to do in Key West this summer View all Key West Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Key West?

Based on our sales data over the past year, the most popular styles of tours and activities in Key West are: Key West Kid Friendly Key West Kid Friendly Tours & Activities Key West Vehicle Rentals Key West Golf Cart Rentals Key West Water Sports View all tour styles in Key West →

Spend an unforgettable day sailing emerald waters, kayaking mangrove-shaded channels and snorkeling coral gardens in an unspoiled marine wilderness. …More

4.9 (2,742)

Key West Backcountry Safari

Spend an unforgettable day sailing emerald waters, kayaking mangrove-shaded channels and snorkeling coral gardens in an unspoiled marine wilderness....

4.5 or 6.5 hours (approx.) Free Cancellation

4.9 (2,742)

from
$105

Key West Smather's Beach All Day Pass with Parasailing

The beach pass is an all-day, all-inclusive package. Buy a combo package that includes parasailing or one that includes an umbrella, chairs, and all the …More

Special Offer

4.7 (19)

Key West Smather's Beach All Day Pass with Parasailing

The beach pass is an all-day, all-inclusive package. Buy a combo package that includes parasailing or one that includes an umbrella, chairs, and all the...

All Day (9am - 5pm) Free Cancellation

4.7 (19)

~~$109~~
$100

Key West Afternoon 2-Tank Reef Scuba Dive

Afternoon two-tank Key West Scuba dive trips offer divers the chance to explore two different dive sites on the pristine coral reef system of the …More

4.8 (132)

Key West Afternoon 2-Tank Reef Scuba Dive

Afternoon two-tank Key West Scuba dive trips offer divers the chance to explore two different dive sites on the pristine coral reef system of the...

4 hours 30 minutes (approx.) Free Cancellation

4.8 (132)

from
$99

Key West Morning 2-Tank Vandenberg Wreck Scuba Dive

The morning two tank Key West Dive Trips are great because this includes a double dive in a Vandenberg wreck dive. …More

4.9 (97)

Key West Morning 2-Tank Vandenberg Wreck Scuba Dive

The morning two tank Key West Dive Trips are great because this includes a double dive in a Vandenberg wreck dive....

4 hours 30 minutes (approx.) Free Cancellation

4.9 (97)

from
$99

Key West Dolphin Watch & Snorkel with FREE shuttle to location

Board the Dolphin Watch & Snorkel Cruise Key West for a journey to observe the beauty of Key West dolphins. …More

4.9 (25)

Key West Dolphin Watch & Snorkel with FREE shuttle to location

Board the Dolphin Watch & Snorkel Cruise Key West for a journey to observe the beauty of Key West dolphins....

3 hours 30 minutes (approx.) Hotel pickup offered Free Cancellation

4.9 (25)

from
$99

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 …More

5.0 (6)

Florida Keys Jet Ski Rental

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...

2 hours Free Cancellation

5.0 (6)

from
$99

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 …More

4.9 (52)

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...

3 hours Free Cancellation

4.9 (52)

from
$96

Key West Catamaran Dolphin Watch & Sunset Sail

Set sail from Key West's Historic Seaport for a thrilling dolphin watch and famous Key West sunset sail aboard a luxury catamaran with premium wines …More

4.8 (752)

Key West Catamaran Dolphin Watch & Sunset Sail

Set sail from Key West's Historic Seaport for a thrilling dolphin watch and famous Key West sunset sail aboard a luxury catamaran with premium wines...

2 hours 30 minutes (approx.) Free Cancellation

4.8 (752)

from
$90

Guided Night Kayak Adventure Tour in Luminous Lagoon

Our Key West guided Night Kayak Tour is not just a journey through the water, but a night time nocturnal adventure! Our local guides will …More

4.5 (219)

Guided Night Kayak Adventure Tour in Luminous Lagoon

Our Key West guided Night Kayak Tour is not just a journey through the water, but a night time nocturnal adventure! Our local guides will...

1 hour 30 minutes Free Cancellation

4.5 (219)

from
$90

Guided Clear Kayak Eco-Tour Near Key West

100% Clear Kayaks: Unlike traditional kayaks, ours are completely see-through. As you paddle, you'll have a front-row seat to the vibrant marine life beneath the …More

4.9 (740)

Guided Clear Kayak Eco-Tour Near Key West

100% Clear Kayaks: Unlike traditional kayaks, ours are completely see-through. As you paddle, you'll have a front-row seat to the vibrant marine life beneath the...

2 hours Free Cancellation

4.9 (740)

from
$89

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 …More

4.9 (2,390)

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...

2 hours Free Cancellation

4.9 (2,390)

from
$80

Key West Double Dip 2-Stop Snorkeling Adventure

Make the most of your Key West water time — our Double Dip Key West Snorkeling Adventure lets you explore the underwater scenery at two …More

5.0 (956)

Key West Double Dip 2-Stop Snorkeling Adventure

Make the most of your Key West water time — our Double Dip Key West Snorkeling Adventure lets you explore the underwater scenery at two...

3 Hours Free Cancellation

5.0 (956)

from
$80

Explore the natural wonders of Key West with a visit to wild dolphins in their ocean home and a snorkel over the coral and sand …More

4.8 (1,097)

Key West Dolphin Watch & Snorkel Combo

Explore the natural wonders of Key West with a visit to wild dolphins in their ocean home and a snorkel over the coral and sand...

3 Hours Free Cancellation

4.8 (1,097)

from
$80

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 …More

4.8 (550)

Key West Reef Snorkel & Sail 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...

3 hours Free Cancellation

4.8 (550)

from
$79

Guided Mangrove Eco Tours Kayak or Paddleboard Adventure

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, …More

4.9 (25)

Guided Mangrove Eco Tours Kayak or Paddleboard Adventure

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,...

2 hours Hotel pickup offered Free Cancellation

4.9 (25)

from
$75

The Cool Shore ExcursionsDolphin watch triple combo is the best way to watch Dolphins, Snorkel the Key West tropical waters, and see the world famous …More

4.7 (345)

Key West Dolphin and Snorkel Experience

The Cool Shore ExcursionsDolphin watch triple combo is the best way to watch Dolphins, Snorkel the Key West tropical waters, and see the world famous...

3 hours Free Cancellation

4.7 (345)

from
$70

2 Hour Mangrove Maze Kayak Tour in Key West

Navigate through the stunning Mangrove Tunnels on this engaging 2-hour kayak tour in Key West. Ideal for all ages and skill levels, this adventure allows …More

5.0 (11)

2 Hour Mangrove Maze Kayak Tour in Key West

Navigate through the stunning Mangrove Tunnels on this engaging 2-hour kayak tour in Key West. Ideal for all ages and skill levels, this adventure allows...

2 hours Free Cancellation

5.0 (11)

from
$65

Float high above and parasail the Atlantic waters for a bird’s eye view of Florida’s beautiful Key West, the Southernmost Point in the US. This …More

Special Offer

4.9 (1,019)

Key West Parasailing Adventure

Float high above and parasail the Atlantic waters for a bird’s eye view of Florida’s beautiful Key West, the Southernmost Point in the US. This...

1 Hour Free Cancellation

4.9 (1,019)

~~$85~~
$64

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 …More

4.9 (54)

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...

1 hour Free Cancellation

4.9 (54)

from
$64

Key West Parasailing Adventure with Island Time Parasail

Soaring high above the stunning waters of Key West offers a unique perspective of this picturesque island. From the deck of a USCG-certified boat, observe …More

5.0 (26)

Key West Parasailing Adventure with Island Time Parasail

Soaring high above the stunning waters of Key West offers a unique perspective of this picturesque island. From the deck of a USCG-certified boat, observe...

1 hour 15 minutes Free Cancellation

5.0 (26)

from
$63