Oh yeah, this is one of the classic Key West things to do.
Out of all of the Key West things to do, I like the Key West Glass Bottom Boat a lot because you can kill more than two birds with one stone! You can go in the daytime, or as a sunset trip, you can sit outside and catch some rays and the sights, or inside in air-conditioned comfort. doesn't matter it it's raining, or not.
And there's the private option--charter a smaller glass bottom boat all to yourselves, just you and friends/family, with the option of entering the water, and it's not as expensive as you think!
It's also year-round. Although there may be less visibility in the winter, with the wind churning up the water, this is great to do any time of year. It's the reef itself that prevents the huge waves from coming in (which is why there's no surfing in the Florida Keys), so visibility is usually good throughout the entire island chain. The boat will almost always go out to the reef, 'cause that's where the "action" is, so to speak, so unless the wave action is really crazy (in which case the boat probably won't go out anyway), they'll be something for you to see.
Winter, spring, summer or fall, the glass bottom boat is a good idea.
How often does something like this happen in your life (although this wasn't in Key West)?
...'cause you're gonna be taking a boatload (see what I did there?) of pictures and videos!
You'll most likely be taken out to the Great Florida Reef (depending on the weather conditions and time of year), the only living coral barrier reef in the continental United States, and the third largest in the world. It's about seven miles off of Key West, and it mainly runs the length of the Florida Keys, 170 miles, or so. Depth varies from only 15 to 30 feet, which can make for some excellent viewing on a glass bottom boat!
Most of the reef is part of the Florida Keys National Marine Sanctuary, and almost 1400 species of marine plants and animals live on the reef. It's considered one of the most biologically diverse marine eco systems in the world.
In other words, can you think of a better time to go on a Key West glass bottom boat?
First yellow block on the left is where you'll be going out to on a Key West glass bottom boat.
So, the question now is, private or public? Both are cool, but like the Key West sunset sail option, do you want to be by yourself, or do you mind going out with a crowd? Either is fine, and you don't have to worry about having a good time, because the boats that I recommend have been doing this in the Keys for quite some time, and they know what they're doing. The choice is yours.
"Party" Glass Bottom Boat
Private Glass Bottom Boat
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Have fun--it ain't hard!