I am sure that you will get many recommendations by folks saying one boat is the best. I think for the most part they are all pretty good. That said......

I'd go with Capt. Chuck Custer on the Freedom (http://westportcharters.com/ ) without a doubt. I do 2 trips a year out of Westport and ALWAYS go on the Freedom, it is without a doubt the best boat, Captain and Deck Hands out there!! (IMHO)

I am sure you'll have a great time no matter who you go with (Freedom!).

Let us all know who you go with and how your experience was>

good luck,
UM
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M Go Blue!