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Caribbean yacht season: when and where to find crew jobs

Caribbean yacht season: when and where to find crew jobs

Every autumn hundreds of yachts leave the Mediterranean for the Caribbean, and they need crew — for the transatlantic crossing, for the charter season and for daywork in between. If you time it right, the Caribbean season is one of the best moments of the year to get hired. Here is the calendar, the hotspots and what to sort out before you go.

Updated 31 October 2026 · 6 min read

Key takeaways

  • ✓The Caribbean season runs roughly from November/December to April/May, during the region's dry season.
  • ✓Hiring peaks in September–December: look while yachts are still in the Med or in Florida.
  • ✓Many yachts cross the Atlantic in November, often from Gibraltar or the Canary Islands — delivery crew are in demand.
  • ✓Antigua and St Maarten are the main bases; the Antigua Charter Yacht Show in early December is seen as the start of the season.
  • ✓A US B1/B2 visa is often requested, as many yachts call at US ports or the US Virgin Islands during the season.

The season calendar

Dates move each year. Check event calendars and the hurricane season (officially June–November) before planning passages.
MonthsWhat happensBest for crew
Sep–OctMed season ends; yachts prepare for the crossing; Fort Lauderdale boat show seasonApplying for Caribbean positions and crossings
NovTransatlantic crossings (ARC and private deliveries); yachts arrive in Antigua and St MaartenDelivery and crossing crew
DecAntigua Charter Yacht Show; Christmas and New Year chartersLast-minute charter crew, daywork
Jan–MarPeak charter season; regattas (e.g. St Barths, Antigua, St Maarten)Relief crew, regatta crew, daywork
Apr–MayAntigua Sailing Week; yachts head back across the Atlantic or to the USReturn crossings and deliveries

Where the yachts are

  • •Antigua (Falmouth Harbour, English Harbour) — charter and race yachts, the December charter show
  • •St Maarten / St Martin (Simpson Bay) — superyacht marinas and a busy crew scene
  • •British and US Virgin Islands — charter fleets and catamarans
  • •St Barths — charter base, especially over New Year
  • •Fort Lauderdale and Palm Beach, Florida — where many yachts refit and hire before heading south

How to get hired for the season

  • •Update your CV and profile in August–September and mark your availability from October
  • •Apply for transatlantic delivery jobs — they are a common way into a Caribbean season
  • •Register with crew agencies and set job alerts for "Caribbean", "crossing" and "relief"
  • •Be ready to travel at short notice: passport, ENG1, STCW and visas in date
  • •Take daywork on arrival — captains often hire day workers they already know

On Maritime Delivery you can set your availability calendar and job alerts so delivery and relief jobs for the crossing reach you first.

Paperwork checklist

  • •Passport valid for at least six months beyond the season
  • •US B1/B2 visa if the yacht may visit US ports or the US Virgin Islands
  • •STCW Basic Safety Training and ENG1 in date for the whole season
  • •Schengen days planned if you leave from the Med (count your 90/180 days)
  • •Health insurance that covers you at sea and in the Caribbean
Rules change and differ between flag states. Use this guide as a starting point and always confirm current requirements with the issuing body or flag administration before you book a course or accept a job.

Frequently asked questions

When does the Caribbean yacht season start?+

Roughly in November–December, after the hurricane season. The Antigua Charter Yacht Show in early December is widely seen as the start. The season runs until about April or May.

When should I look for a Caribbean yacht job?+

September to December. Many captains hire while the yacht is still in the Mediterranean or in Florida, before the crossing.

Where are the best places to find yacht work in the Caribbean?+

Antigua and St Maarten are the main hubs, followed by the BVI, St Barths and Fort Lauderdale in Florida, where many yachts prepare for the season.

Do I need a US visa for a Caribbean yacht season?+

Often yes. Many yachts visit US ports or the US Virgin Islands, so captains frequently ask for a B1/B2 visa.

Sources

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