Skipper jobs in Caribbean
And fleets that want full boats.
We are hiring
in Caribbean
Poseidon Week sells skippered sailing weeks for groups of up to 12. In 2027 we open British Virgin Islands, St Vincent & the Grenadines, Antigua & Barbuda, Bahamas: Exumas, and we need skippers, crew, boats and local suppliers who know the area.
Who we need
Charter skipper
- Commercial licence valid in Caribbean to carry guests
- Local knowledge of anchorages and marinas
- Fluent English; other languages a plus
- Full weeks, Saturday to Saturday
Host / cook
- Simple, good cooking for up to 12
- Experience on board or in hospitality
- People skills and English
- Full season or single weeks
Boats and owners
- 40–50 ft catamarans or 4–6 cabin yachts
- Commercial charter licence and insurance
- Weekly availability (Booking Manager, NauSYS or a sheet)
- Groups from Europe and the US, shoulder season too
Agents and suppliers
- Airport transfers
- Excursions, diving and local guides
- Provisioning and drinks on board
- Photographers and events ashore
Where we sail in Caribbean
British Virgin Islands
Base: Road Town · ✈ St. Thomas (STT) + ferry
St Vincent & the Grenadines
Base: St. Vincent · ✈ San Vicente (SVD)
Antigua & Barbuda
Base: Jolly Harbour · ✈ Antigua (ANU)
Bahamas: Exumas
Base: Nassau · ✈ Nassau (NAS)
Season
We reply within a week
Tell us your licence, your boats or your service, and which base in Caribbean you work from.
Before you join
What licence do I need to skipper in Caribbean?
Whatever the Caribbean authorities require for commercial charter with guests, plus valid insurance and work permits. We check it with you before the season.
When is the season?
We sail in Caribbean in January, February, March, April, May, December.
Can I partner with a single boat?
Yes. We work with private owners and fleets alike: what matters is a commercial licence, insurance and a well-kept boat.
How is it paid?
Per week, at a rate agreed before the season, with no surprises.