The Best Key West Tours & Activities For Relaxation

Sometimes, you just want to sit back and let the scenery go by. Whether you prefer a boat ride out to the Dry Tortugas followed by a day on the beach, a catamaran cruise to the reef for a quick snorkel before sunset happy hour, or a sampling of fine wines on the deck of a classic sailing craft, count on Cool Key West to bring on the serious Relaxation.

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20 Results
Sunset Sip & Sail

Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music • …More

Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music •...

2 hours Free Cancellation
4.6 (431)
from
$77
Key West Sunset Snorkel Sail

Enjoy this 3 hour sunset combo trip. We will cruise out to Key West’s best reef location, where you are welcome to jump in and …More

Enjoy this 3 hour sunset combo trip. We will cruise out to Key West’s best reef location, where you are welcome to jump in and...

3 hours Free Cancellation
4.8 (211)
from
$75
Key West Party Boat Fishing Charter

Our Key West Party Boat Fishing Charter is great for an affordable day on the water with friends and family enjoying the best Key West …More

Our Key West Party Boat Fishing Charter is great for an affordable day on the water with friends and family enjoying the best Key West...

6 hours (approx.) Free Cancellation
4.7 (147)
from
$70
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

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 (350)
from
$60
Key West Afternoon Snorkeling Trip with Margaritas

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

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
Key West Morning 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 …More

Likely to Sell Out
Likely to Sell Out

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 Snorkeling

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

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 (692)
from
$54
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 …More

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 (1,443)
from
$50