You are going to love KW. Such a magical place. The single most valuable bit of information I can provide you with is to connect you with the best booking service on the island. Her name is Susie Rodnon and she owns a company called Key West Key Inc. Susie, being a long-time resident of the island, is incredibly well connected, allowing her to book the very best rooms and rentals, at prices you simply won't be able to get anywhere else. I have known her for decades and trust her implicitly. Do keep in mind, generally speaking, Key West is a high-end destination, so nothing is going to be cheap. But, if there is a deal to be found, Susie will find it. She has an excellent working knowledge of the very best accommodations on the island, including options and deals you simply won't find on the internet. She is also your best source for booking excursions (snorkel, kayaking tours, sunset cruises, dining, etc.), as she maintains relationships with the very best vendors on the island, and she is always current on who is offering the highest quality experiences, for your money. She is also something of a foodie, so she knows where to dine (not sure she's ever actually cooked a meal in her life...why would you in KW, with so many wonderful dining options?) On my recent trip down, not only was she able to book me into hotels I could never have otherwise afforded, but she turned me onto some of the best dining experiences I have ever had. And she went SO above and beyond, insuring my mother, sister and neice, who were also visiting, were well taken care of. We were all so grateful to her, by the time we left. I know I sound like a commercial, but I feel really strongly about this. It is the difference between a "vacation" and "an experience of a lifetime." Her services don't cost you a dime and there is no better advocate to have in your corner. As far as attractions I would recommend: make sure you snorkel on the reef, and definitely spend a day at the Dry Tortugas (Susie can help you with both). Also, ask Susie about the place she took me for a sandwhich. HOLY CRAP!!! Best sandwhich I've ever had....life changing! Enjoy! read more