Skip to content
sailing.directory
ChannelsBoatsAskAbout
🇺🇸
🇺🇸English🇬🇧English (UK)🇲🇽Español (México)🇪🇸Español (España)🇫🇷Français🇮🇹Italiano🇵🇹Português (Portugal)🇧🇷Português (Brasil)🇬🇷Ελληνικά🇳🇴Norsk
Sign in
HomeChannelsBoats

More

SearchAskAboutSupportFor creatorsSign in

Language

🇺🇸English🇬🇧English (UK)🇲🇽Español (México)🇪🇸Español (España)🇫🇷Français🇮🇹Italiano🇵🇹Português (Portugal)🇧🇷Português (Brasil)🇬🇷Ελληνικά🇳🇴Norsk

Display mode

Skip to content
sailing.directory
ChannelsBoatsAskAbout
🇺🇸
🇺🇸English🇬🇧English (UK)🇲🇽Español (México)🇪🇸Español (España)🇫🇷Français🇮🇹Italiano🇵🇹Português (Portugal)🇧🇷Português (Brasil)🇬🇷Ελληνικά🇳🇴Norsk
Sign in

Sailing Doodles · video

Who Won My Boat?

February 2, 2026 · 7 min · 81K views

Sailboat CT56 heeling under bright sun on open ocean

What this video covers

The owner of a 1989 CT56 sailboat, named Naughty Dogs, attempted to raffle the vessel after failing to sell it through traditional channels.1:15 The raffle, managed by a third-party company, included both free and paid entries over a four-month period.1:26 Because the total proceeds did not meet the $200,000 reserve price, the raffle rules dictated that the winner receive 50% of the gross revenue rather than the boat itself.1:40 The winner, Isaac, received approximately $53,000 in cash.2:36 The owner subsequently offered the winner the option to apply those winnings as a credit toward the purchase of the CT56, effectively allowing the winner to acquire the vessel for roughly half of its market value.6:02 If the winner declines the offer, the owner intends to list the boat for sale at a reduced price, accounting for the net proceeds already generated by the raffle.6:43

Watch on YouTube

Boats in this video

Island SPIRIT 525Their boatTa Chaio Shipbuilding Co. (TAIWAN) Ct-56Their boat

Still wondering about something aboard?

Put the question to the fleet — the answer comes back written out, with links to the moments it draws on.

Ask the fleet →

More from Sailing Doodles

My Visa Was Expiring… So We Sailed to Koh SamuiAug 2026The Truth About Koh Tao, ThailandJul 2026Sailing Thailand. Paradise Found, Then Our Generator QuitJul 2026We Had This Thai Paradise All to Ourselves!Jul 2026

From Sailing Doodles — see the channel’s boat, crew, and every analyzed video.

The Sailing Directory Newsletter

One email with the fleet's best finds — the moments, boats, and stories worth your watch time. Enter your own address to get your own copy.

Report an issue
sailing.directory

An index of sailing channels on YouTube — searchable by topic, navigable by interest. New channels and boats, indexed weekly. No noise.

Explore

ChannelsBoatsSearchNewsletterAboutSuggest a channel

Creators & legal

SupportFor creatorsPrivacyTermsDMCA

Not navigation advice · © 2026

HomeChannelsBoats

More

SearchAskAboutSupportFor creatorsSign in

Language

🇺🇸English🇬🇧English (UK)🇲🇽Español (México)🇪🇸Español (España)🇫🇷Français🇮🇹Italiano🇵🇹Português (Portugal)🇧🇷Português (Brasil)🇬🇷Ελληνικά🇳🇴Norsk

Display mode