Your ferry connections look fine. I don't have any experience with staying overnight at west end, however you could stay anywhere on the island and get an early cab to the ferry. Somewhere with s nice beach would be my preference. Consider cane Garden bay or Apple bay areas.

Warren S/V Scuba Doo
Lagoon 50 (winner of best crewed yacht under 55 feet at the St. Thomas crewed yacht boat show).

https://www.cyabrochure.com/ebn/2307/pdyrX/6642/4///