Windward Islands Yacht Charters

Every crewed yacht we can place you on in the Windward Islands. Catamarans and motor yachts with full crew, chartered by the week. Sort by length, guests, cabins or weekly rate, or search specific dates.

Tryst

Tryst

2024 · Moon Yacht · Catamaran
65 ft
Length
11
Guests
5
Cabins
3
Crew
Moon Shadow

Moon Shadow

2023 · Moon Yacht · Catamaran
65 ft
Length
10
Guests
5
Cabins
3
Crew
Montecristo

Montecristo

2026 · Lagoon · Catamaran
19.77 m
Length
10
Guests
5
Cabins
1.65 m
Draft
REVERIE

REVERIE

2025 · Lagoon · Catamaran
65 ft
Length
8
Guests
4
Cabins
4
Crew
Azure

Azure

2025 · Fountaine Pajot · Catamaran
67 ft
Length
10
Guests
5
Cabins
2
Crew
LYRA

LYRA

2021 · Fountaine Pajot · Catamaran
67 ft
Length
10
Guests
5
Cabins
3
Crew
NEOW

NEOW

2024 · Fountaine Pajot · Catamaran
67 ft
Length
10
Guests
4
Cabins
3
Crew
INSPIRANTE

INSPIRANTE

2021 · Fountaine Pajot · Catamaran
20.42 m
Length
8
Guests
4
Cabins
3
Crew

Chartering in the Windward Islands

Every yacht on this page is available for a crewed charter in the Windward Islands. Most are catamarans, which suit these waters for their shallow draft and stable decks at anchor, and the rest are motor yachts for itineraries that cover more distance.

For anchorages, timing and what a week actually looks like, read the the Grenadines destination guide. If you would rather we shortlist for you, the quote form takes about a minute.

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