Windward Isles Charter

Verified operatorFounded 2005

About Windward Isles Charter

Catamaran specialists in the British Virgin Islands, Saint Martin and the Grenadines, with island-by-island cruising guides.

Yachts from Windward Isles Charter

Prices are from the next available week.

8 photos
Catamaran · 2020
Leopard 50 “Palm Shadow”
Village Cay Marina · Road Town (Tortola), Caribbean
- 4 cabins
- 10 guests
- 4 bathrooms
- 15.1 metres long
Rated 5.0 out of 5 from 5 reviewsYachtScore 86 out of 100, demo score from sample data, not verifiedWindward Isles Charter(verified operator)
- Flexible cancellation
from€9,810/ week
Est. trip total €10,523 to €10,985. Estimate for 7 nights (cheapest available week), 10 guests: charter, mandatory extras and estimated fuel. Excludes the refundable deposit and optional extras.
€1,052 to €1,099 per person, for 10 guests (full boat)
9 photos20% off
Catamaran · 2025
Leopard 45 “Coco de Mer”
Village Cay Marina · Road Town (Tortola), Caribbean
- 4 cabins
- 10 guests
- 4 bathrooms
- 13.7 metres long
Rated 5.0 out of 5 from 4 reviewsYachtScore 80 out of 100, demo score from sample data, not verifiedWindward Isles Charter(verified operator)
- New 2025
fromWas €9,610Now €7,688/ week
Est. trip total €8,692 to €8,868. Estimate for 7 nights (cheapest available week), 10 guests: charter, mandatory extras and estimated fuel. Excludes the refundable deposit and optional extras.
€869 to €887 per person, for 10 guests (full boat)
5 photos25% off
Power catamaran · 2020
Leopard 46 Powercat “Fairy Tern”
Nanny Cay Marina · Road Town (Tortola), Caribbean
- 4 cabins
- 10 guests
- 4 bathrooms
- 14.1 metres long
Rated 4.8 out of 5 from 4 reviewsYachtScore 82 out of 100, demo score from sample data, not verifiedWindward Isles Charter(verified operator)
- Flexible cancellation
- With skipper
fromWas €15,490Now €11,618/ week
Est. trip total €16,013 to €16,866. Estimate for 7 nights (cheapest available week), 10 guests: charter, mandatory extras and estimated fuel. Excludes the refundable deposit and optional extras.
€1,601 to €1,687 per person, for 10 guests (full boat)
6 photos20% off
Catamaran · 2024
Leopard 45 “Barefoot”
Nanny Cay Marina · Road Town (Tortola), Caribbean
- 4 cabins
- 10 guests
- 4 bathrooms
- 13.7 metres long
Rated 4.7 out of 5 from 3 reviewsYachtScore 83 out of 100, demo score from sample data, not verifiedWindward Isles Charter(verified operator)
fromWas €7,810Now €6,248/ week
Est. trip total €6,956 to €7,238. Estimate for 7 nights (cheapest available week), 10 guests: charter, mandatory extras and estimated fuel. Excludes the refundable deposit and optional extras.
€695 to €724 per person, for 10 guests (full boat)
5 photos20% off
Catamaran · 2025
Fountaine Pajot Elba 45 “Rum Punch”
Blue Lagoon Marina · Kingstown (St Vincent), Caribbean
- 6 cabins
- 12 guests
- 6 bathrooms
- 13.5 metres long
Rated 5.0 out of 5 from 1 reviewYachtScore 80 out of 100, demo score from sample data, not verifiedWindward Isles Charter(verified operator)
- New 2025
fromWas €11,030Now €8,824/ week
Est. trip total €9,864 to €10,169. Estimate for 7 nights (cheapest available week), 12 guests: charter, mandatory extras and estimated fuel. Excludes the refundable deposit and optional extras.
€822 to €848 per person, for 12 guests (full boat)
5 photos15% off
Sailing yacht · 2022
Beneteau Oceanis 46.1 “Trade Winds”
Village Cay Marina · Road Town (Tortola), Caribbean
- 3 cabins
- 8 guests
- 2 bathrooms
- 14.6 metres long
Rated 4.5 out of 5 from 4 reviewsYachtScore 73 out of 100, demo score from sample data, not verifiedWindward Isles Charter(verified operator)
fromWas €4,650Now €3,953/ week
Est. trip total €4,458 to €4,668. Estimate for 7 nights (cheapest available week), 8 guests: charter, mandatory extras and estimated fuel. Excludes the refundable deposit and optional extras.
€557 to €584 per person, for 8 guests (full boat)
6 photos
Sailing yacht · 2025
Bavaria C45 “Jasmine”
Nanny Cay Marina · Road Town (Tortola), Caribbean
- 4 cabins
- 10 guests
- 3 bathrooms
- 13.9 metres long
New listingYachtScore 69 out of 100, demo score from sample data, not verifiedWindward Isles Charter(verified operator)
- Flexible cancellation
- New 2025
from€5,110/ week
Est. trip total €5,963 to €6,255. Estimate for 7 nights (cheapest available week), 10 guests: charter, mandatory extras and estimated fuel. Excludes the refundable deposit and optional extras.
€596 to €626 per person, for 10 guests (full boat)