Hi there! My wedding date is 5 days before yours!! We will arrive May 21-25 and then we're off to Anguilla. I've been to Key West 4 times, and I was just there July 18-22 scouting our places. I had originally looked at SMBH, but when my FI saw the Hyatt on Front St. across from the Rum Barrel, and we thought of the amazing view, we could not pass it up. I think the SMBH is great, even though we did not stay there, we stayed at the Casa Marina. We were able to check out the La Mer Dewey Beach House and the room was awesome. The beach was great as well for a wedding. Have you talked to a planner or someone who will do your wedding on the beach? From what I was told from another planner that I'm not using (I'm using the one from the Hyatt), 60-100 guests sounds like a lot of people for that beach that is open to the public. All of the beaches are open to the public, but at Ft. Zachary you can reserve a space and the fee ranges from 300-500 I believe. That way you don't have to worry about finding a space large enough for all of your guest. I did speak with WC Peggy Russell and know of another bride who used her for DOC for her beach wedding on Ft. Zachary and then assisting at the Hyatt. My FI loves Pat Croce's Rum Barrel because Pat's from Philly, and they sell a Philly Eagles t-shirt with an eye patch over the eagle's eye. If you want more info I have lots and you can PM me if you want. I would be happy to help because I know how hard it is getting info with hardly anyone on BDW getting married in Key West. Good Luck! BTW...did I see you post something re: travel on TA?