So much about Hammocks comes down to personal preference and so much of that involves experimentation...not sure if that ever ends..haha
Great part is there is a lot of choice offered by all the Vendors
For bug net or no bug net. I have decided to change it up and try a no bug net hammock with a separate bug net if needed by ordering a WB Traveler. Figure this way I can refine things based on time of yr and bug conditions. Gives me the option to go totally topless on those dew free bug free nights and enjoy whats around/above me without restrictions. I like options........
A plus is the Traveler is light and compact on its own saving space in my pack ( I would like everything to fit in a 45l pack in the summer....Hammock, quilts, cooking, food, water filtration) I'm not so much chasing UL as much as chasing space savings without compromise on comfort.
I would say start anywhere somewhere based on others opinions and how it all relates to what you feel are your thoughts based on your preferences and just roll from there... yes if you become addicted as well you will evolve your gear to better suit your desires/style. Rest assured there is no wrong or right only what works for you!!
Start with a Hammock and do some warm(75*plus) no rain summer night hangs (or day naps)(at worst add a cheap pad under you if coolness creeps in) see if you likey. Next add a good tarp and then seriously look at quilts that fit your temp range (forget the pad idea long term IMO)
This way your taking little bites down a slippery slope...haha
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