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 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 Key West Afternoon Reef Snorkeling with Open Bar 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 Dolphin Watch & Snorkel Combo 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 Mangrove Kayak Eco Tour Key West Snorkeling Adventure 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 Mangrove Kayak Eco Tour Key West Snorkeling Adventure 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 →

Key West PADI® Discover Scuba 1-day Resort Course

The is the absolute best way for a person to experience diving. Great for those who want to try scuba diving in Key West. …More

4.9 (146)

Key West PADI® Discover Scuba 1-day Resort Course

The is the absolute best way for a person to experience diving. Great for those who want to try scuba diving in Key West....

9 hours (approx.) Free Cancellation

4.9 (146)

~~$269~~
$229

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

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

Marathon FL Sandbar Cruise & Sightseeing Adventure

Discover the charm of Marathon, FL, with a delightful Sandbar Experience and Sightseeing Cruise. Enjoy a 4-hour adventure exploring the local scenery on a comfortable …More

5.0 (128)

Marathon FL Sandbar Cruise & Sightseeing Adventure

Discover the charm of Marathon, FL, with a delightful Sandbar Experience and Sightseeing Cruise. Enjoy a 4-hour adventure exploring the local scenery on a comfortable...

4 hours Free Cancellation

5.0 (128)

from
$114

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 (119)

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 (119)

from
$119

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: Sunset Sail + Reef Snorkel & Sandbar

Reef Snorkel + Sandbar & Sunset Sail • Summer Only with Small Groups on an Honest Eco Tour. What Makes this Eco Tour different? • …More

5.0 (56)

Key West: Sunset Sail + Reef Snorkel & Sandbar

Reef Snorkel + Sandbar & Sunset Sail • Summer Only with Small Groups on an Honest Eco Tour. What Makes this Eco Tour different? •...

4 hours 30 minutes Free Cancellation

5.0 (56)

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

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 Sandbar and Paddle by Boat

Enjoy a private half day adventure for up to 6 guests aboard our late model pontoon boat. Guests may discover and observe diverse marine habitats …More

5.0 (38)

Private Key West Sandbar and Paddle by Boat

Enjoy a private half day adventure for up to 6 guests aboard our late model pontoon boat. Guests may discover and observe diverse marine habitats...

3 hours 30 minutes Free Cancellation

5.0 (38)

from
$600

Half Day Private Boat Charter Key West: Dolphin, Snorkel, Sandbar

Escape the crowds and discover hidden sandbars on a private eco tour through Key West’s backcountry waters. Swim, snorkel, or simply relax on pristine beaches …More

4.9 (35)

Half Day Private Boat Charter Key West: Dolphin, Snorkel, Sandbar

Escape the crowds and discover hidden sandbars on a private eco tour through Key West’s backcountry waters. Swim, snorkel, or simply relax on pristine beaches...

4 hours Free Cancellation

4.9 (35)

from
$966

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

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 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

Key West Scuba Diving Refresher Course & Dive

The Cool Shore Excursions Scuba Refresher course is a safe, fun skills review perfect for Open Water divers who have been out of the water …More

Special Offer

5.0 (22)

Key West Scuba Diving Refresher Course & Dive

The Cool Shore Excursions Scuba Refresher course is a safe, fun skills review perfect for Open Water divers who have been out of the water...

8 hours (approx.) Free Cancellation

5.0 (22)

~~$229~~
$225

Key West Private Charter: Sandbar and Snorkeling

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 …More

5.0 (20)

Key West Private Charter: Sandbar and Snorkeling

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...

4 hours

5.0 (20)

from
$950

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

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now licensed for 30 passengers, but with …More

5.0 (10)

Champagne Dolphin Sail and Reef Snorkel

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now licensed for 30 passengers, but with...

3 hours

5.0 (10)

from
$109

Dry Tortugas National Park Day Trip by Luxury Private Boat

Experience the Dry Tortugas in Unrivaled Luxury and Style aboard the Axopar 37 XC. This exclusive day trip offers the thrill of a high-performance luxury …More

4.9 (10)

Dry Tortugas National Park Day Trip by Luxury Private Boat

Experience the Dry Tortugas in Unrivaled Luxury and Style aboard the Axopar 37 XC. This exclusive day trip offers the thrill of a high-performance luxury...

8 hours Free Cancellation

4.9 (10)

from
$250