Key West & Florida Keys, Florida Sightseeing Tours & Cruises

Sightseeing tours provide people with great views of the Key West sights and attractions inexpensively with all-in-one activity combos. In Key West, you can take a cruise, a train tour, or a trolley tour of some great vistas in the Keys.
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Key West and Florida Keys Sightseeing Tours & Cruises

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Discover the haunted side of Key West on a fun bar crawl!
Available 71 days between Apr 22, 2018 & Dec 30, 2018 View Schedule
Apr 22
8:00 PM
Apr 23
N/A
Sold Out
Apr 24
N/A
Sold Out
Apr 25
8:00 PM
Apr 26
N/A
Sold Out
Apr 27
8:00 PM
Apr 28
N/A
Sold Out
Apr 29
8:00 PM
>
Wind and Wine Sunset Sail
Wind down your busy day with a relaxing cruise in Key West.
Available 286 days between Now & Jan 31, 2019 View Schedule
Apr 20
6:00 PM
Apr 21
6:00 PM
Apr 22
6:00 PM
Apr 23
6:00 PM
Apr 24
6:00 PM
Apr 25
6:00 PM
Apr 26
6:00 PM
Apr 27
6:00 PM
>
Next to Geiger Key Paddle Hut
Introducing Dart, a Key West Dual Console shallow draft bowrider - a wonderful boat for you to create your own exclusive Key West backcountry adventure.
Available 255 days between Apr 21, 2018 & Dec 31, 2018 View Schedule
Apr 21
9:30 AM
Apr 22
9:30 AM
Apr 23
9:30 AM
Apr 24
9:30 AM
Apr 25
9:30 AM
Apr 26
9:30 AM
Apr 27
9:30 AM
Apr 28
9:30 AM
>
Smathers Beach
This Discovery Ride is short and sweet, perfect for first time riders or for families with small children.
Available 373 days between Apr 23, 2018 & Apr 30, 2019 View Schedule
Apr 23
9:00 AM
11:00 AM
3:00 PM
Apr 24
9:00 AM
11:00 AM
3:00 PM
Apr 25
9:00 AM
11:00 AM
3:00 PM
Apr 26
9:00 AM
11:00 AM
3:00 PM
Apr 27
9:00 AM
11:00 AM
3:00 PM
Apr 28
9:00 AM
11:00 AM
3:00 PM
Apr 29
9:00 AM
11:00 AM
3:00 PM
Apr 30
9:00 AM
11:00 AM
3:00 PM
>
The 90 Minute Key West Harbor Sail is a wonderful display of how much fun the Key West really can be.
Available 255 days between Apr 21, 2018 & Dec 31, 2018 View Schedule
Apr 21
11:00 AM
1:00 PM
3:00 PM
Apr 22
9:00 AM
11:00 AM
1:00 PM
3:00 PM
Apr 23
9:00 AM
11:00 AM
1:00 PM
3:00 PM
Apr 24
9:00 AM
11:00 AM
1:00 PM
3:00 PM
Apr 25
9:00 AM
11:00 AM
1:00 PM
3:00 PM
Apr 26
9:00 AM
11:00 AM
1:00 PM
3:00 PM
Apr 27
9:00 AM
11:00 AM
1:00 PM
3:00 PM
Apr 28
9:00 AM
11:00 AM
1:00 PM
3:00 PM
>
Sharks
One of our most popular tours, this trip was designed particularly for those marine life enthusiasts who want a bird's eye view of the numerous sealife swimming below.
Available 373 days between Apr 23, 2018 & Apr 30, 2019 View Schedule
Apr 23
9:00 AM
11:00 AM
3:00 PM
Apr 24
9:00 AM
11:00 AM
3:00 PM
Apr 25
9:00 AM
11:00 AM
3:00 PM
Apr 26
9:00 AM
11:00 AM
3:00 PM
Apr 27
9:00 AM
11:00 AM
3:00 PM
Apr 28
9:00 AM
11:00 AM
3:00 PM
Apr 29
9:00 AM
11:00 AM
3:00 PM
Apr 30
9:00 AM
11:00 AM
3:00 PM
>
Southernmost Point
Begin this Key West Island helicopter tour at the Signature Flight Support center located at Key West International Airport, then head to the heliport and climb aboard your helicopter.
Available 373 days between Apr 23, 2018 & Apr 30, 2019 View Schedule
Apr 23
9:00 AM
11:00 AM
3:00 PM
Apr 24
9:00 AM
11:00 AM
3:00 PM
Apr 25
9:00 AM
11:00 AM
3:00 PM
Apr 26
9:00 AM
11:00 AM
3:00 PM
Apr 27
9:00 AM
11:00 AM
3:00 PM
Apr 28
9:00 AM
11:00 AM
3:00 PM
Apr 29
9:00 AM
11:00 AM
3:00 PM
Apr 30
9:00 AM
11:00 AM
3:00 PM
>
Schooner Appledore Key West Cruise
The Appledore has an abundance of comfortable seating, plus a broad deck you can stroll without ever having to duck the rigging.
Available 341 days between Now & Apr 30, 2019 View Schedule
Apr 20
6:30 PM
Apr 21
11:00 AM
1:30 PM
6:30 PM
Apr 22
11:00 AM
1:30 PM
6:30 PM
Apr 23
11:00 AM
1:30 PM
6:30 PM
Apr 24
11:00 AM
1:30 PM
Apr 25
11:00 AM
1:30 PM
6:30 PM
Apr 26
11:00 AM
1:30 PM
6:30 PM
Apr 27
11:00 AM
1:30 PM
6:30 PM
>
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