7 night from NYC (Norwegian Bliss, new ship, lots of onboard activities, dining options)
Option 1
Nick + Emily (Internal w/ Dining, (3 meals))
750

Noah + Kenny (Internal w/ Dining, (3 meals))
750

Andrew + Dan (Oceanview w/ Open Bar + Dining (3 meals))
1000

Total: 5000

Option 2A
Nick + Emily (Internal w/ Dining, (3 meals))
750

Chaos Theory (Dan, Kenny, Andrew, Noah, Balcony)
(789 + 789 + 99 + 99 + 800 + 200)/4 = 700 (Kenny, Noah)
850 (Dan, Andrew)

Total: 4600

Option 2B
Nick + Emily (Internal w/ Dining, (3 meals))
750

Chaos Theory 2 (Dan, Kenny, Andrew, Noah, MiniSuite, significantly bigger room)
(939+939+99+99+800+200)/4 = 770
920 (Dan, Andrew)

Total: 4880

Transportation:
https://i.imgur.com/L95kYrb.png
Easy transportation, only "hard" part is getting to New York.