Sleeping bag: I had posted that question on another outdoor forum and was told by multiple comments that a 40 F or 32 F bag would be sufficient for Florida. Luckily I did not listen to that advice!!!! I brought my 20 F Western Mountaineering Ultralite bag and really needed it. Some nights I was still feeling cold in it - despite wearing all my clothes. This was an exceptionally cold year, but I would definitely recommend a 20 F bag.
Shelter: I had considered buying a hammock for this trip, but ended up bringing my Tarptent Contrail. Neither of those two options is perfect for the FT. Forget about a hammock: There are a lot of stretches on the FT where there are no or only tiny trees. The Contrail is a non-freestanding tent which is not ideal for Florida. Very often there was no or very little shelter from the wind. Very often you have sandy ground and your tent stakes will come out. You can manage with a non-freestanding tent, but I would recommend a freestanding one.
Shoes: I wore what I always wear: Keen trail runners and it worked great. Forget about Sealskins or waterproof shoes. You will have wet feet no matter what - so you might as well go for shoes that dry quickly. Bring new shoes with good cushioning or you will pound your feet on the road walks.
Trekking poles: You definitely need them for wading in the swamps - don't go without them.
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GPS: I carried one, but did not need it. Blazing is generally very good, except in areas with recent prescribed burns. Just pay attention and you will manage.
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Shuttles to Southern Terminus: This is a BIG problem! There is no reasonable shuttle to get you to Loop Road or Oasis Visitor Center in the South. The shuttle service that is recommended on the FTA website wanted to charge me 358$ for the trip. There are no trail angels who will volunteer to shuttle you (due to restrictions for services rendered in National Parks). The FTA has been very unhelpful in this respect - do not count on any help from them. You might get help from the local section leader or from ft-l, but do not count on that either. You are on you own there - hitch or find a friend to shuttle you. Personally I think this situation is a disgrace for a National Scenic Trail....
Shuttles from the Northern Terminus: The bus listed in the companion guide will only run after May 15th. I did not check out the water taxi, but you can get a normal taxi. It will not be cheap, but doable.
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Trail angels: You will get a trail angel list with your thruhiker package. I stayed with 3 official trail angels and was recommend on to 2 "unofficial" trail angels. I had a wonderful time with each one of them. These trail angels are a great asset of the FT. But keep in mind that all the trail angels are clustered in the Orlando or Tallahassee area and there are hardly any trail angels in between.
Resupply: Resupply can be challenging despite the fact that Florida is a very populated state. I did not send any resupply packages and did not hitchhike into trail towns, which made life a bit harder for me. There is not a single outfitter directly on the trail that sells gas cannisters. You rely on trail angels to shuttle you to outfitters for that. Plan accordingly or eat cold... In smaller towns grocery stores have a very limited selection. The trail town services do not cater for hikers or any type of outdoor people except hunters and fishermen.
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