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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Key West Tours

Attractions

Calendar

Recommendations

Key West Split Fishing Charter
Likely to Sell Out
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out
4.8 (502)

Key West Split Fishing Charter

Cool Key West presents the Key West Split Fishing Charter: the most cost-effective and convenient way to get offshore and enjoy some Key West sportfishing....

4 or 6 hours (approx.) • Free Cancellation
4 or 6 hours (approx.) • Free Cancellation
4 or 6 hours (approx.) • Free Cancellation
4.8 (502)
$350
$200
Key West Sail, Snorkel, Kayak with Sunset Option
Likely to Sell Out
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out
4.9 (2,700)

Key West Sail, Snorkel, Kayak with Sunset Option

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

4.5 or 6.5 hours (approx.) • Free Cancellation
4.5 or 6.5 hours (approx.) • Free Cancellation
4.5 or 6.5 hours (approx.) • Free Cancellation
4.9 (2,700)
Best Rate
$105
Key West Backcountry Safari
Likely to Sell Out
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Likely to Sell Out
4.9 (2,700)

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
4.5 or 6.5 hours (approx.) • Free Cancellation
4.5 or 6.5 hours (approx.) • Free Cancellation
4.9 (2,700)
Best Rate
$105
Key West Deep Sea Fishing Charter
Likely to Sell Out
Likely to Sell Out
4.9 (267)

Key West Deep Sea Fishing Charter

Cool Key West takes you on a Key West Deep Sea Fishing Charter for high adventure and big fish on the deep blue waters that...

4, 6 or 8 hours (approx.) • Free Cancellation
4, 6 or 8 hours (approx.) • Free Cancellation
4, 6 or 8 hours (approx.) • Free Cancellation
4.9 (267)
$1,000
$900
Key West Snorkeling Adventure
4.8 (1,433)

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
3 hours (approx.) • Free Cancellation
3 hours (approx.) • Free Cancellation
4.8 (1,433)
Best Rate
$49.95
Sunset Sip & Sail
4.7 (405)

Sunset Sip & Sail

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
2 hours • Free Cancellation
2 hours • Free Cancellation
4.7 (405)
from
$77.40
Key West Party Boat Fishing Charter
4.7 (147)

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...

6 hours (approx.) • Free Cancellation
6 hours (approx.) • Free Cancellation
6 hours (approx.) • Free Cancellation
4.7 (147)
Best Rate
$69.69
Key West Snorkeling
4.7 (662)

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...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.7 (662)
from
$53.70
Key West Morning Snorkel Trip
Likely to Sell Out
Likely to Sell Out
4.7 (558)

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...

3 Hours • Free Cancellation
3 Hours • Free Cancellation
3 Hours • Free Cancellation
4.7 (558)
Best Rate
$54.95
Key West Sunset Snorkel Sail
4.8 (194)

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...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.8 (194)
from
$75.20
Key West Private Deep Sea Fishing Charter (up to 41 passengers)
Likely to Sell Out
Likely to Sell Out
4.9 (19)

Key West Private Deep Sea Fishing Charter (up to 41 passengers)

Cool Key West brings you the ultimate Private Deep Sea Fishing Charter experience with a classic 63-foot sportfishing boat that can show 41 day-trip guests...

4-12 hours (approx.) • Free Cancellation
4-12 hours (approx.) • Free Cancellation
4-12 hours (approx.) • Free Cancellation
4.9 (19)
Best Rate
$1,700
Key West Schooner Appledore Backcountry Eco-Tour: Sail, Snorkel & Kayak
4.9 (216)

Key West Schooner Appledore Backcountry Eco-Tour: Sail, Snorkel & Kayak

Set sail from Historic Seaport on the Key West Schooner Backcountry Eco-Tour adventure!...

5 hours (approx.) • Free Cancellation
5 hours (approx.) • Free Cancellation
5 hours (approx.) • Free Cancellation
4.9 (216)
Best Rate
$109.95
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