
59º North Sailing
sail offshore on bucket-list adventures

"59º North Sailing was built on a simple belief: that there is magic over the horizon, and its best shared with like-minded people. The allure of a dark night watch, the salt air, that cozy seaberth, a warm, one-pot meal & endless stories with your shipmates. The clarity of purpose & sense of togetherness that only emerges miles offshore.
If you feel that pull, come sail with us. Hold fast to your dreams."


OFFSHORE SAILING
The best offshore sailing adventures in the world, open to everyone. You don’t need to be a seasoned sailor; 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.



Professional
& safe
We are a dedicated team qualified to the highest MCA Yachtmaster Ocean standards, adhering to the strictest of safety regulations. Our boats are commercially coded per flag-state regulations and have the highest-industry-quality safety & comms equipment.
Our skippers and mates are the best in the business, with hundreds of thousands of ocean miles between us, several passages to 80º North in the High Arctic, a handful of circumnavigations, many equator crossings and landfalls in some of the most far-flung ports on earth. But better yet, all of our staff are genuinely kind & passionate human beings, the key ingredient to leading a group of strangers on an offshore voyage.



sail offshore


2027-7 | FALKEN | Bermuda-Annapolis
One of our all-time favorite routes, sailing from beautiful Bermuda back to 59º North's spiritual Home Port in Annapolis. April is a little early in the season to be making this passage — meaning it'll be a particularly challenging one. We've got to find the right weather window to get across the Gulf Stream, with cold fronts moving offshore on average of every 3-5 days. It'll be warm in Bermuda and offshore, but will get noticeably colder once we cross the Stream and head up the Bay. A great passage for weather nerds who really want to learn about offshore weather forecasting & routing.


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.


2026-8 | ISBJORN | GGR START - Bergen
Welcome to Les Sables-d’Olonne, France, and the spectacle of the Golden Globe Race! The race starts on September 6th, and the Race village will be bustling with sailing excitement in the weeks leading up to the start. No better way to get pumped for a sailing trip! Check out the boats, listen to seminars, and line the famous breakwater to give the fleet a proper send-off as they leave to circumnavigate the globe! When the last competitor has left, most spectators will no doubt feel a bit empty and numb inside, as they return home to their everyday lives, wishing they could follow the adventurers over the horizon. But not you. You will be joining ISBJØRN, and sail out through that same harbor entrance just a few days later! Our trip will take us north and east, en route for Bergen, ISBJØRN's homeport and one of the most beautiful cities in the world. We may choose to run through the English Channel, or go north through the Irish Sea and around the north of Scotland before crossing the North Sea and making landfall in Bergen.
CREW TESTIMONIALS
IRL Events
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Celestial Nav Workshop | Annapolis


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!
The Quarterdeck
SEA·M’N·SHIP /ˈsēmənˌSHip/: “The skill in, and knowledge of the work of navigating, maintaining, and operating a vessel.”


















