Most anglers had rather fish with a friend, especially when hiring a guide so they can split the fee. However if you are a fly angler, that may be more trouble than it is worth. Since it is not always easy for 2 anglers to fly fish at the same time, you would have to take turns. This is most prevalent when the wind factor is above 5 mph. For 10 to 12 mph it is generally impossible even in a 20 foot flats boat.
Fly anglers from the north generally often underestimate the salt water quarries and utilize a tippet to light for the fish you may encounter. For spotted sea trout, a 6 pound tippet would work. Worked properly, even an 8 to 10 pound redfish can be landed. However, you may also encounter a toothy bluefish or mackerel or the bull of the woods, a big jack crevalle.
For the inevitable encounter with bluefish or mackerel, the use of 20 pound Tyger leader material works well. Tyger leader ties easily and is light and flexible and should be tied as a tippet to a 20 pound thin mono leader. If you don’t’ want a line burn, be sure to use a fly reel with a good drag system. That is all that is between you and a spooled reel with a tough fish. Usually an 8 or 10 weight fly rig works best. A 6 weight rod with an 8 weight reel and a 20 pound leader with Tyger leader will also work for some.
If you are a relative novice, you may occasionally need help from the guide. With 3 or 4 anglers fishing with spin gear, that is usually a big order when help is needed. Tangles, line crosses, hang ups, live baiting or a lure hung on the shoreline requires help from the guide. Most knowledgeable guides teach their anglers how to help themselves in minor cases. But sometimes, less is more.