There is a trick to leave on a side of a server and appear on the same side of your targeted server (Leave south, appear in South) and here is how:
Scenario: You are on Liberty and want to go to Novus:
1. Get on a boat and sail into a direction you want to cross.
2. Plot course to CAZA and cross the server.
3. Appear on CAZA and plot your way to Novus.
4. TURN YOUR BOAT the way you came from and cross again.
5. You will appear on the same side on Novus that you left on Liberty.
Conclusion: Left from the South, appeared in the South...
Note -> Trick works for any cardinal points. I.e. Leaving in the north, appearing in the north. and it works if you want to go from Liberty to CAZA.
Using this trick you can choose to either appear on the opposite side or the same side of your targeted server.
Might not be a big deal but it sure did save me a lot of AFK sailing when I explored.