All in all it's just a save with a shit load of money, but I guess the trophy for getting 4.000.000 gold and keeping a route active for 365 days should pop instantly, because well you have 30.000.000 and the route has been active for around 5-10 years
I don't know what other trophies pop but maybe trophy for finishing any tutorial. Here's how to get other trophies quickly:
1. Set sail to New Orleans, this pops 1 trophy.
2. Enter the shipyard, buy a ship, select it, make it a convoi and rename it, then sell it again, this should pop 3 trophies.
3. Enter the church and pray 10 times, this pops another trophy.
4. Enter the shipyard again, buy all available ships, go to the water tower and add the ships from the left to the right into your convoi. Then sail to Port Royale, do the same thing. Look at the menu to the right below the minimap and choose the menu with the 3 big frames, then push d-pad down to equip your most powerful ships. Then attack a ship with white sails and choose automatic battle, this should pop another 2 trophies.
5. Attack another ship with white sails, this time manual battle. Hold L1 for the whole battle to speed up the otherwise super slow battle. Press square to activate boarding, then drive directly into an enemy ship and hold square. Keep in the ring around the enemy ship until the circle is fully green. Once you boarded the ship, another trophy should pop.