Derek-
What time of year were you thinking of making a trip? And what species do you want to target?
As others mentioned, Long Key is cheaper 'lodging' option between Islamorada and Marathon and has a great bonefish flat right out front of the tent camping sites located on the East End. Unfortunately the campground fills up way in advance (they are currently booking and for April 2017). There may be some tent sites open in August at the earliest. Like others mentioned, Curry Hammock is another option, and you may find a bit more, but still limited availability for the summer, but the sites are not quite as nice as Long Key and you won't have the same type of bonefishing right off your campsite. Bahia Honda is a bit outside of the range you gave (on the West side of the seven mile bridge) but does have good camping and a decent beach/flat out front for bonefish, barracuda and at certain times of year snook.
Partnering on a charter is for sure the way to go, particularly if it is your first time fishing in the Keys. If you let me know what you would like to target I (and I'm sure several others here) can give you a recommendation.
As far as Tarpon fishing from a kayak, it certainly can be done consistently for the larger fish although as others have mentioned the strong tides around the bridges make it highly technical for fly-fishing. Bahia Honda in anything but a Hobie would be an immense amount of work and presentation would be challenging. You'd be far better off out front casting at schools of fishing cruising West. These fish are going to be more likely to key in on a fly anyways.
On Friday, April 29, 2016 at 9:39:02 AM UTC-4, Yambag Nelson wrote:
I could easily see where it can be done using a spinning rod which seems to be how most of the ones I saw on google were caught. Its hard to tell how many of those fish were caught on a fly rod (if any).
On Friday, April 29, 2016 at 9:22:27 AM UTC-4, Jeff Silvan wrote:
A quick google search will turn up tons of pictures. I guess it's your definition of "all the time" but it's certainly not uncommon. I only been to the Keys a couple times to fish for migratories, but every time I've been out (for tarpon or otherwise), I've seen 3 or 4 people on kayaks chasing the big boys. I also know quite a few people that go offshore for sailfish, marlin, and tuna and launch a kayak to fish from the mother ship. There's a pretty crazy big game kayak fishing community out there.
On Fri, Apr 29, 2016 at 9:17 AM, Yambag Nelson
<northstreet...@gmail.com> wrote:
I have spent a lot of time fishing the keys for tarpon and I cannot fathom how difficult it would be to fish for them from a kayak. From positioning your boat, to seeing them, to making the cast, to feeding them, would be extremely difficult. Never mind once you actually hook them. I highly doubt it happens all the time. Maybe baby tarpon, but the big migratory fish, I don't think so.
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Read More :- "Re: {Tidal Potomac Fly Rodders} Re: Keys Trip Partner"