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 Dolphin Watch & Snorkel Combo Key West Rum & Reggae Snorkeling Sunset Sail Combo Key West Safari Eco Sandbar Tour Adventure with Snorkeling Key West Dolphin Watch & Snorkel with FREE shuttle to location Guided Night Kayak Adventure Tour in Luminous Lagoon

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 Original Island Jet Ski Tour Key West Sail, Snorkel, Kayak with Sunset Option Key West Backcountry Safari Key West Snorkeling Adventure Key West Original Full-Day Watersports Adventure View all kid-friendly Tours →

Q: Which Key West Water Sports have Instant Confirmation?

Key West Water Sports with Instant Confirmation include: 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 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 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 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: Key West Dolphin Watch & Snorkel with FREE shuttle to location Guided Mangrove Eco Tours Kayak or Paddleboard Adventure 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 →

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

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 Safari Eco Sandbar Tour Adventure with Snorkeling

Explore Key West in a fun and unique way! Avoid the crowds on this exciting snorkel safari adventure and captain your own speedboat through 28 …More

4.7 (220)

Key West Safari Eco Sandbar Tour Adventure with Snorkeling

Explore Key West in a fun and unique way! Avoid the crowds on this exciting snorkel safari adventure and captain your own speedboat through 28...

2 hours 30 minutes Free Cancellation

4.7 (220)

from
$197

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

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 (218)

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 (218)

from
$90

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

Go Beyond Snorkeling is the closest you can get to scuba diving without being Dive Certified! Go Beyond Snorkeling into new depths for greater durations where you …More

5.0 (499)

Key West SNUBA Experience

Go Beyond Snorkeling is the closest you can get to scuba diving without being Dive Certified! Go Beyond Snorkeling into new depths for greater durations where you...

3 hours 30 minutes

5.0 (499)

from
$160

Key West PADI® Open Water Scuba Certification

Before Looking for a Great Adventure in Key West? Enter the amazing world of scuba diving the fun and easy way with PADI® Open Water …More

5.0 (15)

Key West PADI® Open Water Scuba Certification

Before Looking for a Great Adventure in Key West? Enter the amazing world of scuba diving the fun and easy way with PADI® Open Water...

2 days (approx.) Free Cancellation

5.0 (15)

from
$499

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 (737)

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 (737)

from
$89

Shallow Water Snorkeling and Dolphin Watching in Key West

Avoid the crowded big boats. Trips on this Sailing Catamaran are 1/2 full maximum! Book with a 2 week cancelation policy from vender, and there’s …More

4.8 (438)

Shallow Water Snorkeling and Dolphin Watching in Key West

Avoid the crowded big boats. Trips on this Sailing Catamaran are 1/2 full maximum! Book with a 2 week cancelation policy from vender, and there’s...

4 hours

4.8 (438)

from
$109

Key West Island Adventure: Sandbar, Kayak & Paddleboard Excursion with Sunset Option

Enjoy life like a Key West local with a picnic play day on the calm, clear waters and pure white sands of a Backcountry sandbar …More

4.9 (621)

Key West Island Adventure: Sandbar, Kayak & Paddleboard Excursion with Sunset Option

Enjoy life like a Key West local with a picnic play day on the calm, clear waters and pure white sands of a Backcountry sandbar...

3.5 Hours (approx.) Free Cancellation

4.9 (621)

from
$120

Key West Sandbar Charter With Kayak Tour: Includes Lunch & Drinks

Join us for the ultimate sandbar adventure in Key West. This trip combines the best activities Key West has to offer. We will cruise out …More

4.9 (425)

Key West Sandbar Charter With Kayak Tour: Includes Lunch & Drinks

Join us for the ultimate sandbar adventure in Key West. This trip combines the best activities Key West has to offer. We will cruise out...

5 hours Free Cancellation

4.9 (425)

from
$161

Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling

Introducing Squid! The quietest experience you will have on a boat while watching dolphins. We worked with David Walworth, an MIT educated Naval Architect and …More

4.9 (576)

Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling

Introducing Squid! The quietest experience you will have on a boat while watching dolphins. We worked with David Walworth, an MIT educated Naval Architect and...

4 hours Free Cancellation

4.9 (576)

from
$150

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

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

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 (130)

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 (130)

from
$40

Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak

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 …More

4.9 (118)

Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak

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...

5 hours Free Cancellation

4.9 (118)

from
$119

Dolphin Watching Key West and Snorkeling

This isn’t a packed tourist boat — it’s a true small-group adventure with a maximum of 6 guests. You’re not watching dolphins from far away; …More

4.9 (49)

Dolphin Watching Key West and Snorkeling

This isn’t a packed tourist boat — it’s a true small-group adventure with a maximum of 6 guests. You’re not watching dolphins from far away;...

3 hours Free Cancellation

4.9 (49)

from
$149

Private Key West Morning Sail, Snorkel & Kayak Excursion

Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge. …More

Special Offer

Private Key West Morning Sail, Snorkel & Kayak Excursion

Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge....

4 hours 30 minutes (approx.) Free Cancellation

~~$2,399~~
$2,270

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