1. London Archives - Talk to Tradescant 2. Santo Domingo - At the Docks, Tradescant asks to sail out. Sail due south, and talk to Caribbean Merchant Ship. You get attacked. 3. Santo Domingo - Talk to Tradescant 4. Santo Domingo - Talk to Tradescant 5. Santo Domingo - Talk to Tradescant a little further east 6. San Juan, Open Sea - Talk to Patrol Boat North of San Juan. You get attacked. 7. San Juan - Talk to Tradescant - Quest Complete