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Ha! Awesome shit as always. Yeah, we do want to just relax. Just wanted to make sure there wasn't something "must see" that I was missing. I am the guy who went to Paris and didn't see the Eiffel Tower after all.
I would probably love the charter you mentioned... would kill the wife though.
The more I look into this I don't think we're even going to get a car. Just take a shuttle or taxi over there and park our asses on the beach for 4 days.
Good plan in my opinion, save the money on a rental car. Being at Clearwater Beach for 4 days will serve you well. Plenty of things to do just on Clw Beach. Jetski's, parasail, the beach itself, restaurants, bars, fishing, picture taking, shopping, ect ect ect. You'll have a great time.
The Hilton is a central spot on Clw Beach. Right in the middle of everything. Go out the beach access of the Hilton and bang a right, 3 minute walk along the beach and you'll be at 2 good places to chill, Frenchy's(Rockaway) & Palm Pavilion. Both have great live bands/singers guitarists everyday, pretty good food, and reasonably priced. Good chill spot.
Here's Palm Pavilion
Here's Frenchy's(Rockaway grill)
Frenchy's and Palm Pavilion are only separated by a big ass parking lot. Right next to eachother. Get some stone crabs if they have them available.
Shephards, you'd prolly want to take the trolley, but you could walk if you wanted. 3 minute trolley ride, prolly a 30 minute walk.
Make sure you and your wife get a good tan before you come, or else you'll be hating life after day 1 at the beach.