I used to go to a really nice cigar bar in downtown Orlando. But they stopped playing live jazz on Saturday nights so I don't get down there very often anymore.
http://www.maduroscigars.com/
I go to Carona's in Lake Mary once in a while.
http://www.coronacigar.com/
I like the Hoyo De Monterey's or maybe a Vintage Romeo & Julieta. Don Tomas makes a decent cigar. though I have recently started smoking some Rocky Patel's.
If you order on line J&R Cigars is the best. Their line of J&R Alternatives are great for the price.
Also, their going to start their 14 days of Christmas soon. Every day they will have another great deal to choose from. Keep an eye out for it.
Danny