Pattern 1 — Caribbean rotation
Flight to FLL by Oct 15, dock-walk Bahia Mar / Pier 66 / Lauderdale Marine Center. Plenty of late-season day-work. Risk: thin season after March.
Pattern 2 — Yard period stay
Negotiate a yard rate from your captain (60–70% of season pay). Bonus: full-pay during a refit you'd otherwise watch from the dock.
Pattern 3 — Off-season cert run
Use the slow months to stack credentials — Yachtmaster Offshore, ECDIS, AEC1. €4–6k investment that returns €700–€1,000/month from Year 4 onwards.
Whatever you pick, keep 3 months of expenses in a separate account. The Med doesn't always start on time.