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On the Wind Sailing

Matt Rutherford // Around the Arctic (in a Valiant This Time!)

On the Wind Sailing

Andy Schell

Sports, Wilderness, Places & Travel, Society & Culture

4.8593 Ratings

🗓️ 5 May 2026

⏱️ 93 minutes

🧾️ Download transcript

Summary

When Matt first went around the America's in his Albin Vega in 2011 (becoming the first and only person, still to this day, to do it solo and nonstop), he didn't have a radar despite all the icebergs. "I'd also rather have a Valiant 42"! he'd joke when people asked about it. Well, now he does! Matt is about to set forth on another epic adventure, aiming to circumnavigate the Arctic, above the Northwest & NorthEAST passages, on a Valiant 42 on loan from a friend (and 59º North crew I should add). I talked to Matt, with our mutual friend Ryan Finstad in attendance, in Annapolis two weeks ago to get an update.

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Support the podcast & become a member of The Quarterdeck, where Andy, August & Mia dive deep on the art of seam'nship. Nerd out with us on our members-only forum and talk boats, gear, safety-at-sea, meet like-minded sailors, find crew, and more. Check it out on quarterdeck.59-north.com. See you there!

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This season of ON THE WIND is supported by our friends at Schooner Woodwind and BVI Yacht Sales. Support the show by supporting our sponsors!

Transcript

Click on a timestamp to play from that location

0:00.0

If you get complacent in the article, you'll die.

0:03.0

It's a great motivator to stay on watch and not fall asleep.

0:07.8

Death will keep you awake.

0:10.2

Fear of that.

0:11.3

That's how you stay awake.

0:12.7

Yeah, because you go to bed, you die.

0:15.2

You hit some ice, you boat sinks, that's it.

0:17.7

This episode is sponsored by Schooner Woodwind sailing cruises.

0:21.0

If you missed the memo last fall, we bought the business.

0:24.2

I started my sailing career at Woodwind in 2006, working as an intern and deckhand,

0:28.6

and 20 years later, 59 North and me and some friends are now the new owners,

0:33.6

carrying on the 30-plus year legacy of an iconic Annapolis business. Woodwind sails two 74-foot

0:40.2

stasel schooners on the bay, offering two-hour public sales and private charters for corporate outings,

0:45.0

weddings, and special events. These are real sailboats. They're 10,000 pounds lighter than Falcon,

0:50.5

designed purposely for light air sailing on the Chesapeake Bay, and you'll turn the engine off as

0:55.1

soon as you leave the dock. My favorite charter when I worked there was the two-boat team

0:59.4

building where we'd teach a bunch of folks how to sail, then match race Woodwind and Woodwind

1:03.4

two against one another. It was awesome. One of the things we've implemented as new owners

1:08.2

is that you can now book tickets for any public cruise for the entire season. You can use the code Hold Fast. That's all caps, no spaces. Hold fast

1:16.6

when you buy tickets online or at the dock office to get $10 off any public sale ticket. That's

1:22.0

good for a beer and a half on us. Or contact the business office at schoonerwoodwin.com

1:27.3

for private charter options. Tell them we sent you for special treatment. 59 North is also running two Woodwind trips this year, the great Chesapeake Bay Schooner Race and the return adventure crews up the bay, both in late October, which can be booked on 59-north.com slash bunks or just get in touch and we'll help you with that.

...

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