How to enter the Boatsetter Owner Summer Challenge
Last Updated on June 12, 2025 by Boatsetter Team
This summer, it’s your time to shine. The Owner Summer Challenge is live and it’s your shot to compete, stand out, and take home some serious rewards. From now through Labor Day weekend, we’re challenging you to show off your hosting skills and earn your way to the $2,500 Grand Prize. Whether you’re a cancellation-free captain or a Guest favorite, there’s a way for you to win.
Two ways to make a waves
You’ll compete in one of two categories based on either zero cancellations or repeat bookings.
Smooth Sailing Award
For Owner, who delivered flawless booking experience all summer long — no cancellations, updated calendar and description.
Every month you go without a cancellation, you’ll earn one ticket toward the $2,500 prize drawing. You must complete at least one booking in the month to qualify. Cancellations due to broken boats or unavailability won’t count against you.
Comeback Captain Award
For the Owner, who keeps Guests coming back again and again.
When past guests return and book with you again this summer, you’ll score one ticket per repeat booking — every time they come back. More repeat Guests, more chances to win.
What you could win
Hard work deserves big rewards. Here’s what’s waiting at the finish line.
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$2,500 Grand Prize: Two winners selected, one for each category.
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Top Owner claim: A win in the challenge strengthens your claim for the Top Owner badge.
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Owner spotlight: Features in the Owner Newsletter, leaderboard, and social media.
How to join the challenge
Let’s make this your most rewarding summer yet. You in?
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Accept the challenge by filling out the form.
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Review the rules to understand how each category works.
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Track your progress on the leaderboard (shared in our monthly progress report email).
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Finish strong. Winners will be announced in October 2025.
Boatsetter empowers people to explore with confidence by showing them a world of possibility on the water. Rent a boat, list your boat, or become a Boatsetter captain today.
