A nice place to go with your wife is Davidoff of Geneva not far from the Tampa Airport. Nice place, good drinks younger croud, across the alley from a Brazillian type Steak house AKA all you can eat.
Walking through Ybor have a cup of Cuban coffee and buy a couple of handrolls. JC Newman just opened a new lounge in the area. Tampa Sweethearts if you are a Fuente fan
A bit north just outside of Busch Gardens is Cigar Castle, great selection, nice lounge, the owner is a great resource. Not far from Bush Gardens if you want to drop the kids off.
Tampa is a wonderful cigar city.
There is a great Salvador Dali Museum in St. Petersburg is you are looking for a bit of culture