Top Key West Water Sports

Q: What are the best options for Key West Water Sports?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Key West Water Sports are: Key West Original Island Jet Ski Tour Key West Sail, Snorkel, Kayak with Sunset Option Key West Backcountry Safari Key West PADI® Discover Scuba 1-day Resort Course Key West Mangrove Kayak Eco Tour

Q: What are the best kid-friendly options for Key West Water Sports Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Key West Water Sports are: Key West Snorkeling Adventure 2 HR Key West Clear Kayak Rental – Discover Mangroves & Wildlife! Key West Reef Morning Snorkeling with Breakfast and Mimosas Key West Morning Mimosas Snorkel Trip Key West Afternoon Reef Snorkeling with Open Bar View all kid-friendly Tours →

Q: Which Key West Water Sports have Instant Confirmation?

Key West Water Sports with Instant Confirmation include: Key West Kayak Rental Key West Stand Up Paddleboard Rental Key West Snorkeling Adventure 2 HR Key West Clear Kayak Rental – Discover Mangroves & Wildlife! Key West Reef Morning Snorkeling with Breakfast and Mimosas View all Tours with Instant Confirmation →

Q: Which Key West Water Sports have Free Cancellation?

Key West Water Sports with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include: Key West Kayak Rental Key West Stand Up Paddleboard Rental Key West Snorkeling Adventure 2 HR Key West Clear Kayak Rental – Discover Mangroves & Wildlife! Key West Reef Morning Snorkeling with Breakfast and Mimosas View all Tours with Free Cancellation →

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

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

A 2 hour kayak rental will allow you to explore the calm, clear waters between Stock Island and Key West on your own from the comfort …More

4.8 (131)

Key West Kayak Rental

A 2 hour kayak rental will allow you to explore the calm, clear waters between Stock Island and Key West on your own from the comfort...

2 hours Free Cancellation

4.8 (131)

from
$40

Explore the calm, clear waters between Stock Island and Key West with a 2-hour standup paddleboard rental. Glide over sea grass and through mangrove tunnels …More

4.6 (32)

Key West Stand Up Paddleboard Rental

Explore the calm, clear waters between Stock Island and Key West with a 2-hour standup paddleboard rental. Glide over sea grass and through mangrove tunnels...

2 hours Free Cancellation

4.6 (32)

from
$40

Envision yourself swimming freely among the vibrant fish of the Florida Keys during a Key West snorkeling tour. This tranquil catamaran cruise provides easy snorkeling …More

4.8 (1,447)

Key West Snorkeling Adventure

Envision yourself swimming freely among the vibrant fish of the Florida Keys during a Key West snorkeling tour. This tranquil catamaran cruise provides easy snorkeling...

3 hours (approx.) Free Cancellation

4.8 (1,447)

from
$50

2 HR Key West Clear Kayak Rental – Discover Mangroves & Wildlife!

Enjoy the freedom and flexibility we offer—whether you want to paddle for just an hour or spend a full four hours exploring, you can do …More

5.0 (4)

2 HR Key West Clear Kayak Rental – Discover Mangroves & Wildlife!

Enjoy the freedom and flexibility we offer—whether you want to paddle for just an hour or spend a full four hours exploring, you can do...

2 hours Free Cancellation

5.0 (4)

from
$50

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 …More

4.7 (694)

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...

3 hours Free Cancellation

4.7 (694)

from
$54

Our Key West Morning Snorkel Trip lets you start the day with sunshine, blue water, and adventure at sea as you experience the wonders of …More

4.7 (577)

Key West Morning Mimosas Snorkel Trip

Our Key West Morning Snorkel Trip lets you start the day with sunshine, blue water, and adventure at sea as you experience the wonders of...

3 Hours Free Cancellation

4.7 (577)

from
$55

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 …More

4.6 (463)

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...

3 hours Free Cancellation

4.6 (463)

from
$59

Key West Rum & Reggae Snorkeling Sunset Sail Combo

The Key West Snorkel & Sunset Sail Rum & Reggae Combo checks your Key West bucket list items with snorkeling, a sunset cruise, and icy …More

4.8 (352)

Key West Rum & Reggae Snorkeling Sunset Sail Combo

The Key West Snorkel & Sunset Sail Rum & Reggae Combo checks your Key West bucket list items with snorkeling, a sunset cruise, and icy...

3 Hours Free Cancellation

4.8 (352)

from
$60

Key West Afternoon Margaritas Snorkeling Trip

Don’t miss this exciting Key West Afternoon Snorkel Trip that blends the best of Key West: sunshine, sail boats, blue water, colorful fish, and icy …More

4.7 (577)

Key West Afternoon Margaritas Snorkeling Trip

Don’t miss this exciting Key West Afternoon Snorkel Trip that blends the best of Key West: sunshine, sail boats, blue water, colorful fish, and icy...

3 Hours Free Cancellation

4.7 (577)

from
$60

Discover the natural beauty of Key West on our 2-Hour Guided Clear Kayak Eco Tour. Paddle through crystal-clear waters in a completely transparent bottom kayak, …More

4.7 (50)

Key West Clear Kayak Eco Tour

Discover the natural beauty of Key West on our 2-Hour Guided Clear Kayak Eco Tour. Paddle through crystal-clear waters in a completely transparent bottom kayak,...

2 hours Free Cancellation

4.7 (50)

from
$60

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

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

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 (9)

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 (9)

from
$65

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

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 (24)

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 (24)

from
$75

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

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 (955)

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 (955)

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 (1,095)

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 (1,095)

from
$80

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 (2,389)