
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


2026-2 | SPICA | Stockholm Archipelago Adventure
Join Andy in his backyard in Sweden for a week of sailing in the spectacular Stockholm Archipelago, aboard his and Mia’s personal Olle Enderlein 36 SPICA. There are literally thousands of islands to explore with spectacular nature and interesting, technical sailing. Crew is limited to 3 individuals, or 4 if a couple or group of friends join and can share the vee-berth, and spaces will be prioritized to former 59º North crew. We’ll be sailing every day, for most of the day, and indeed be doing an overnight or two depending on the weather. The sailing in the archipelago itself is very technical, with narrow channels and lots of windshifts, but it’s exceptionally beautiful and unique. There won’t be an itinerary for this passage — instead we’ll let the weather dictate our plans. In any case it’ll be a mix of sailing and exploring, with some overnight sailing in the Baltic mixed in. We’ll finish back in Sandhamn or Stockholm.


2027-14A | FALKEN | Vindö-Marstrand Shakedown
FALKEN will do a short shakedown down the Swedish west coast following her refit in Vindö Marin, and you can join the crew! This is one of the shorter and less expensive trips we offer, and we'll be prioritizing local Swedish crew for this leg. The Swedish west coast is fantastic cruising, and we'll take it easy down the coast, anchoring as we go and working our way through all the systems. Expect lots of sail-handling, anchoring, dinghy-rides, drone flying and a much more laid-back atmosphere than our more serious ocean crossings. But as this is in our backyard in Sweden, we're super excited for it!


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
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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.”


















