
59º North Sailing
sail offshore on bucket-list adventures
"Sharing the wisdom of the high seas with those wise enough to seek it out."

"Crisp stars overhead, the quiet rush of water below, all your troubles left ashore. Salt air, a hot meal on the stove, and the gentle motion of the boat rocking you to sleep in your cozy seaberth.
From the first time we sailed over the horizon and discovered the freedom and sense of purpose the sea can bring, we knew we wanted to share that experience. Out there, people come together in a way they rarely do on land. You’ll leave the dock as strangers and return as Shipmates - a bond shared only by those who have gone to sea together.
Come sail with us. Hold fast to your dreams."


REAL SAILING & REAL PEOPLE
You know what's cool about 59º North? We sail actual offshore routes, that require real planning, real strategy, and our crew (that's you, we hope!) to truly hands-on sail the boat. But maybe more importantly, there is a real person writing this marketing text! That's right, everything on this site was brainstormed and designed by me, Andy Schell, co-founder & one of the Lead Skippers at 59º North Sailing. So keep that in mind as you peruse the site.
We're confident that we offer the very best offshore sailing adventures in the world, combined with the best & most unique experiential education through our limited annual workshops. Co-Founders Mia, August & I run all aspects of the business, from the intial customer signup process (shout-out to Mia), to boat maintenance and staff selection right on up through actually sailing with you at-sea. We've all got real skin in the game, and that matters to the quality of your experience out there. We flat-out care more.
Our small group of professional sailing staff are close friends, selected by us for their work-ethic, knowledge, experience & humanity. What we offer in terms of real-world sailing expeditions & educational workshops, events & online courses cannot be duplicated and you'll find it nowhere else. We hope you'll join us on the high seas for the adventure of a lifetime.



Where we sail
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Since 2015, 59º North boats have sailed far and wide, covering most oceans of the world and sailing with a range of skippers and mates and over 1,000 crew from all walks of life and from all over the world. Have a look at our impressive stats below, which update automatically!
180,512
194
1,095
6
38
74
22
28
14
5
16
2
NEWEST BLOGS


Ladies who reef
The trade winds have been kind, rolling the boat toward Hawaii in a steady, hypnotic rhythm—until last night, when a squall hit without warning and the wind jumped to 28 knots, slamming everything sideways. With rain driving down and the boat lurching underfoot, the crew had minutes to wrestle two reefs into the mainsail and get things back under control. What followed was a masterclass in wet, unglamorous, deeply satisfying teamwork—with less than 250 miles left to go.


Yankee Doodle Died at Sea, Riding on a FALKEN
A thin, foot-long tear in the yankee sail—50,000 miles of ocean behind it—and suddenly the final stretch to Hawaii just got a lot more interesting. The crew of FALKEN had been running a tight ship through the trades, reefing in squalls like clockwork, when the last dance finally caught up with them. How a skipper handles the moment everything goes sideways says everything about the voyage itself.


A Gen Z Perspective
At 31, the crew thought they were reasonably fluent in the English language—then they met Kip. Today, the crew's self-appointed Gen Z correspondent takes over the log from somewhere in the middle of the Pacific, delivering dispatches on Milky Way night sails, focaccia-induced visions, and the singular mission of getting eleven people's "badonkadonks" to Hawaii. Consider this your glossary.
You are the crew
You don’t need to be a seasoned sailor to join us; you do need to be curious, engaged, and willing to be part of the team. As a paying crew member, you’ll take part in every aspect of running the boat: helming, sail handling, navigation, weather routing, etc, all the small decisions that add up to a safe and successful ocean passage.
We’re not a formal sailing school. We teach seam'nship the way it’s been taught for centuries—by doing it, for real, in real conditions, with experienced staff who care deeply about safety, quality, and the people on board.
Inclusivity matters to us. We reserve at least two bunks on every passage for women sailors and we work hard to create an environment built on respect, trust, and genuine care for each other.
If you’re looking for a polished vacation, this may not be it. If you’re looking for meaningful challenge, real responsibility, and an unforgettable experience at sea—you’re in the right place.



sail offshore


2026-13 | FALKEN | Monterey Bay-Ensenada
FALKEN heads further south down the west coast with a 500-mile hop to Ensenada, across the southern USA border and into Mexico's Baja Peninsula! As we head south the air temps will heat up while the water temps remain California-cool. This is a great passage for those needing a shorter time away from home and easy travel logistics, but want to get offshore.


2027-2 | ISBJORN | Bergen - Faroe
This voyage begins in Bergen, Norway - the gateway to the fjords - and sets a course west across the North Sea towards the Faroe Islands. The Faroes are one of the North Atlantic’s last truly wild archipelagos, a place where sea cliffs tower over 800 meters, seabirds darken the sky, and remote villages cling to green valleys carved by glaciers. A proper offshore challenge with a most rewarding landfall.


2026-1 | WOODWIND | Great Chesapeake Bay Schooner Race
The first-ever 59º North passage onboard the 74-ft. schooner WOODWIND! In reality, this passage is a long-time coming, and has a lot to do with the origins of 59º North. Andy sailed in the Schooner Race twice when working as a deckhand on WOODWIND in 2006 & 2007, and to this day it's one of his favorite experiences.
CREW TESTIMONIALS
IRL Events


Annapolis Boat Show | Annapolis
Every October Andy, Mia & friends and family of the 59º North team come to our spiritual home port for the annual Boat Show festivities, and we’ll be back in 2026! The Annapolis Sailboat Show dates in 2026 is October 15 - 18, 2026 (Thursday - Sunday, 4 days).
More info will be coming out closer to the show!


Sailor's Social Party | Annapolis


Women's Happy Hour | Annapolis
The Quarterdeck
SEA·M’N·SHIP /ˈsēmənˌSHip/: “The skill in, and knowledge of the work of navigating, maintaining, and operating a vessel.”









