was in key west last march and took the trolley tour aprox. 25.00 per person. its has 10 stops and you can get on and off at any stop. it hit the most popular spots including southern most point of the usa. make sure you hit duvall st.
My favorite lunch place is The Iguana Cafe 425 Greene St. But I might try some key lime pie from Blonde Giraffe this time as Penny suggested.
I have a book "Insight Pocket Guides" Florida Keys. It has an excellent pull out map with a walking tour. It is 10 years old so not sure still in print.
Im going to the cemetary this time with some B&W film, among a few other things still planning.
If the ship docks at the Base they will take you on the Conch Train into the main area. If docks at the Hilton or near Mallory Square you will be right there in walking distance.
If want an inexpensive lunch to tide you over rather than go back on the ship, there use to be a Subway and BK right down from the Conch Train Depot at the end of Duval. Note the southernmost point is at the other end of Duval.
I found an updated 2004 version of the book with the map on amazon.com only 1 in stock. They have some used ones, but make sure they have the pull out map. I have the 1995 version and is not currently available. Here is the link.
Have never done the Hemmingway house, do they still have the six toe cats? I have walked by and tried to get the cats to come over to the fence to pet them several years ago. I have climbed to the top of the lighthouse in Sept. one time and it was hot in there! Sloppy Joe's is fun I agree.
To me KW is more of a walking kind of place, not really a shore excursion type unless you want to snorkel/scuba on the reef. Again, I reccomend to first timers the Conch Train tour. Then I say get a good map and explore and make a day of it If you get tired or lost flag down one of those pink cars..they are taxis