I live about 20 minutes from Clearwater Beach and I LOVE it. Nice soft sand, great shops, loads of resturants, and lots to do. There is putt-putt mini golf, cruises, etc.
We will go down there every now and then to just eat dinner and watch those beautiful sunsets, then head on down to Sheppard's for some fun!
Night life...
I am not sure about the age of your crowd, but if you have adults. (21 and up) Sheppard's is fabulous! Night life is a ton of fun with a live band, drinks and dancing on the patio/ tiki deck! They also have a night club called the Wave! On the opposite end of the beach from Sheppard's is Frency's Rock-a-way grill. (No age required) That is right on the beach past the Clearwater beach hotel. Again, great atmosphere and food. The Palm Pavillion (No age required) is also right there next to Frenchy's and they have a live band at night too. (Not as 'happening" as Sheppard's but still a more relaxing fun time with music.)
During the day...
There is a lot to do as I mentioned above.
They have actually just finished the new bridge that takes you to Clearwater Beach and it is so beautiful and easy to drive.
I know there was a thread here too about "Bahama Breeze". Well, if you are driving from or throuh Tampa to Clearwater Beach you will pass it! The Tampa location is great. Right on the water with live music and drinks...ahhhh! It is on the right hand side as you are driving to get onto SR60 or (Gulf to Bay Blvd.)
Have a great time!