2025 Sailing Season Pricing
Book Windwaker for the 2025 season.
The sailing season runs from April - October.
7 day charters are Saturday – Friday
10 day charters charters available
Ask about multi-week discounts
Early Spring/Late Fall
Enjoy chilly but exciting shoulder season sailing! Great winds and quiet anchorages.
$4750
/week
Spring/Fall
Get a mix of sunny and overcast shoulder season weather and great wind conditions!
$5325
/week
Summer
Soak up the amazing Pacific Northwest summer weather! Gorgeous sun and mountain views.
$5925
/week
2025 Sailing Season Pricing
Book Windwaker for the 2025 season.
The sailing season runs from April - October.
7 day charters are Saturday – Friday
10 day charters charters available
Ask about multi-week discounts
Early Spring/Late Fall
Enjoy chilly but exciting shoulder season sailing! Great winds and quiet anchorages.
$4750
/week
Spring/Fall
Get a mix of sunny and overcast shoulder season weather and great wind conditions!
$5325
/week
Summer
Soak up the amazing Pacific Northwest summer weather! Gorgeous sun and mountain views.
$5925
/week
2025 Sailing Season Pricing
Book Windwaker for the 2025 season.
The sailing season runs from April - October.
7 day charters are Saturday – Friday
10 day charters charters available
Ask about multi-week discounts
Early Spring/Late Fall
Enjoy chilly but exciting shoulder season sailing! Great winds and quiet anchorages.
$4750
/week
Spring/Fall
Get a mix of sunny and overcast shoulder season weather and great wind conditions!
$5325
/week
Summer
Soak up the amazing Pacific Northwest summer weather! Gorgeous sun and mountain views.
$5925
/week
2025 Sailing Season Pricing
Book Windwaker for the 2025 season.
The sailing season runs from April - October.
7 day charters are Saturday – Friday
10 day charters charters available
Ask about multi-week discounts
Early Spring/Late Fall
Enjoy chilly but exciting shoulder season sailing! Great winds and quiet anchorages.
$4750
/week
Spring/Fall
Get a mix of sunny and overcast shoulder season weather and great wind conditions!
$5325
/week
Summer
Soak up the amazing Pacific Northwest summer weather! Gorgeous sun and mountain views.
$5925
/week
Frequently Asked Questions
How do I book a bareboat charter?
Book directly through San Juan Sailing. They handle all bookings, coordination, and charter guest customer service.
Does the charter boat come with a captain?
What qualifications do I need to book a bareboat charter?
Can I bring my pet?
Do you offer partial week charters?
How do I book a bareboat charter?
Book directly through San Juan Sailing. They handle all bookings, coordination, and charter guest customer service.
Does the charter boat come with a captain?
What qualifications do I need to book a bareboat charter?
Can I bring my pet?
Do you offer partial week charters?
How do I book a bareboat charter?
Book directly through San Juan Sailing. They handle all bookings, coordination, and charter guest customer service.
Does the charter boat come with a captain?
What qualifications do I need to book a bareboat charter?
Can I bring my pet?
Do you offer partial week charters?
How do I book a bareboat charter?
Book directly through San Juan Sailing. They handle all bookings, coordination, and charter guest customer service.
Does the charter boat come with a captain?
What qualifications do I need to book a bareboat charter?
Can I bring my pet?
Do you offer partial week charters?
Explore the San Juan Islands
The San Juan Islands is one of the best sailing destinations in the world. We put together a guide to some of our favorite places to sail to.
Explore the San Juan Islands
The San Juan Islands is one of the best sailing destinations in the world. We put together a guide to some of our favorite places to sail to.
Explore the San Juan Islands
The San Juan Islands is one of the best sailing destinations in the world. We put together a guide to some of our favorite places to sail to.
Explore the San Juan Islands
The San Juan Islands is one of the best sailing destinations in the world. We put together a guide to some of our favorite places to sail to.
© Copyright 2025, All Rights Reserved by Watercourse Sailing LLC
© Copyright 2025, All Rights Reserved by Watercourse Sailing LLC
© Copyright 2025, All Rights Reserved by Watercourse Sailing LLC
© Copyright 2025, All Rights Reserved by Watercourse Sailing LLC