Windward Sailing Charters

Excellent
5.0 / 5
(3 reviews)
Charters from 525 USD
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Amazing!

VERIFIED   3 Hour Private Sailing Charter on August 2, 2025
Amanda J.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall
Jonathon welcomed my friends & I aboard as if we were family! He went above & beyond to make us comfortable in his space. He...
Amanda J. recommends Windward Sailing Charters
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  Jonathan Puleio Captain replied
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Reviews by other customers

Rating summary
Excellent
5.0 / 5
out of 5 stars from 3 reviews
See details
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (3)
best trip
best trip
best trip
Customer rating
3
0
0
0
0
Customers claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
67%
Satisfied with the boat
100%
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3 of 3 reviews
Todd R.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great Evening on the Water

VERIFIED   NEW  4 Hour Sunset Charter on June 21, 2026
From the start, Jonathan was both a gracious host and a skilled, knowledgeable captain. His communication with us both before...
Todd R. recommends Windward Sailing Charters
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1 person finds this review helpful
You and 1 other person found this review helpful
Todd R. recommends Windward Sailing Charters
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1 person finds this review helpful
You and 1 other person found this review helpful
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Crystal F.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Best trip

VERIFIED   NEW  3 Hour Private Sailing Charter on June 21, 2026
highly recommend this experience with Johnathon
Crystal F. recommends Windward Sailing Charters
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Crystal F. recommends Windward Sailing Charters
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