Share your Dream Trip?

Your ideas for trips sound great.  If I could go anywhere for an extended backpacking trip it would probably be to the Brooks Range.  Could be more expensive than some of the other trips you mention, but may be doable.  Remote, lots of wildlife, unique, challenging.  Would take lots of planning, especially for a large group. Have fun wherever you go.  M

You don’t all have to agree on a destination.  Only the people who are doing the work of organizing need to agree.

If it is SPRING 2019 (versus summer), I’d rule out northern Canada or the Brooks Range in Alaska.

Is your budget $3500 per person (versus total)?  Is that airfare + land costs, or land costs only?

Sea kayaking in the Sea of Cortez, Baja California, Mexico is in the right season, and with 20 people, you could easily afford getting resupplied by a panga (fiberglass skiff with an outboard) out of La Paz.

Rafting the Colorado in the Grand Canyon is spectacular, but there’s a whole permit lottery timeline to consider and therefore the need for a Plan B.

Arizona Trail?  It’s 800 miles long which is a brutal pace for a large group in one month, but half of it would very doable in a month.  If it’s early spring, do the southern half.  If later in Spring the northern half would be a lot cooler.

The Camino de Santiago across northern Spain would be nice that time of year, cheap (once you get there), and multiple starting points lets you vary the hiking length.  It would give an unusually large number of options for people who go slower, need to take multiple zero or nero days due to minor injuries or want to fly home for mom’s funeral or the brother’s wedding (in a large group, this kind of stuff WILL come up).