Set up SSH Tunneling

Question

I am new to setting up SSH tunneling on my Mac server. I understand the idea behind tunneling but how would I go about setting it up, on both my client Mac and server Mac? I am running Mavericks Server on my Mac btw.
Thanks!

Answer 1

I'm going to infer that you're (also) not familiar with VPNs in the following.
Generic sequence: open up the necessary ports and protocols at your firewall for tunnel or VPN pass-through, and configure the tunnel or VPN server, and configure the VPN or tunnel client.  
Here's a list of the ports, and make sure you distinguish TCP ports, UDP ports, and protocols; those three are all different, when you're configuring a firewall. 
ssh uses TCP port 22 by default, though other ports can be selected.
With OS X and OS X Server, L2TP via IPSec and PPTP VPN clients and servers are available, and are very common choices.
Or yes, you can go old-school, and use ssh tunneling if you really want to.  There's an overview of that process here. 
If you're into using the command line (I happen to be), then straight ssh (and sometimes ssh tunneling) can be handy, but most folks with OS X will probably want to use an L2TP VPN — I use that regularly, too.  Based on the way you're asking this question, I'd probably guess you'll want to use L2TP/IPSec via NAT VPN passthrough in whatever box you're using as a gateway, and skip the ssh tunneling for now.  (This configuration and this approach would be more common than ssh tunneling in general, though there are cases where you might want or need to use ssh tunneling or some other alternaitve to L2TP/IPSec.)