Top Key West Day Cruises

Key West Sunset Cruise with Live Island Music
80
Come sail along on an ocean breeze and enjoy some of Key West’s best musicians performing live to the backdrop of the setting sun. You’ll...
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2 hours Instant Confirmation
from
$63
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from
$63
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Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Sunset Sail Aboard Schooner
19
Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key...
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2 hours Instant Confirmation
from
$103.20
Details
from
$103.20
Details
Key West Glass-Bottom Boat Tour with Sunset Option
85
See the only living coral barrier reef in the continental United States on this two-hour glass-bottom boat tour from Key West! As you relax on...
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2 hours Instant Confirmation
from
$49.77
Details
from
$49.77
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Small-Group Key West Sunset Sail with Wine
22
Cruise into the sunset with wines from all around the world, imported and domestic beers as well as hors d'oeuvres. This cruise is great for...
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2 hours Instant Confirmation
from
$91.38
Details
from
$91.38
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Sunset Sail in Key West with Beverages Included
38
Key West is famous for fabulous sunsets and Floridays is famous for our spectacular uncrowded champagne sunset cruise. Our reputation for personal service and attention...
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1 hour 30 minutes Instant Confirmation
from
$61.46
Details
from
$61.46
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Day Sail Aboard Schooner
5
Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that...
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1 hour 30 minutes Instant Confirmation
from
$60.20
Details
from
$60.20
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Rum Runner Bar Boat Tour of Key West
1
We are the only floating bar on the island and we take you to places that normal tours do not, 100 year old Shipwreck, Movie...
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1 hour Instant Confirmation
from
$35
Details
from
$35
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Private Cruise in Florida Keys with Snorkeling Experience
We are the exclusive operator on the quiet tropical island of Duck Key. Our US Coast Guard licensed captains have over 50 years combined excursion...
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3 hours Instant Confirmation
from
$600
Details
from
$600
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Key West Private Morning Sail on Schooner America 2.0
Enjoy a morning sailing experience and have Schooner America 2.0 all to yourself! Let us whisk you and yours away on a glorious morning sail...
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1 hour 30 minutes Instant Confirmation
from
$750
Details
from
$750
Details
Morning Glass Bottom Boat Coral Reef Adventure from Key West
Join us for an island adventure on our 28′ custom glass bottom boat, Looking Glass! Book just your seat or the whole boat. We’ll explore...
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3 hours Instant Confirmation
from
$103.13
Details
from
$103.13
Details
Afternoon Glass Bottom Boat Coral Reef Adventure from Key West
Join us for an island adventure on our 28′ custom glass bottom boat, Looking Glass! Book just your seat or the whole boat. We’ll explore...
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3 hours Instant Confirmation
from
$103.13
Details
from
$103.13
Details
Rum Runner Bar Boat Sunset Tours
We are the only floating bar on the island and we take you to places that normal tours do not, 100 year old Shipwreck, Movie...
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2 hours Instant Confirmation
from
$35
Details
from
$35
Details
Historic Harbor Tour
9
Forts, shipwrecks, lighthouses and legends—Key West Harbor has it all, and you can learn about it on this fully narrated sightseeing cruise. Sail with us and...
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1 hour 30 minutes
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