59º North Sailing
"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."
sail offshore on bucket-list adventures
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2027-5 | FALKEN | Cayman Islands-Key West
Join FALKEN in Grand Cayman for the run around the west end of Cuba and on up to Jimmy Buffett's spiritual home in Key West, Florida. It's been almost ten years since we last sailed into Key West and it's one of the more memorable landfalls as you sail past Mallory Square and into Key West's historic seaport.
2027-6 | FALKEN | Key West-Bermuda
It's 1,200 miles from Key West to Bermuda, with a little hitch in the route to get around the Bahamas. This is a longer, more challenging passage out into the Atlantic proper, where we'll have to plan the weather just right while we're in the Gulf Stream for the first portion of the voyage until we can turn east past the Abacos. You'll get all kinds of weather on this trip as we transition through the Horse Latitudes — cold fronts coming off the continent, easterly Tradewinds at the start, and deep ocean swells once clear of the Bahamian islands.
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.
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.
"I have been sailing for 60 years, mostly as an inshore one-design racer, and had never had the right boat, expertise, or opportunity to go far offshore. The Annapolis to Bermuda passage on ICEBEAR far exceeded my expectations—the skipper and mate were very knowledgeable, and ICEBEAR is a solid, sea-kindly vessel that is surprisingly fast in light air. Our crew of seven strangers became a cohesive, friendly, and competent group, and I’m grateful I got to put into practice the celestial navigation knowledge I gained from Andy and Mia’s 2020 seminar. I hope to make another passage with 59º North in the future."
"Sailing from San Diego to Cabo San Lucas with 59º North Sailing was an outstanding experience that I would recommend to anyone seeking offshore sailing combined with exceptional instruction and seamanship. The lead crew, Andy, Mary, and Ryan, created a professional and welcoming environment focused on safety, preparation, and teamwork. I came away with much more confidence in offshore sailing and a deeper understanding of ocean passagemaking. 59º North delivers an authentic offshore experience, expert leadership, and an adventure that builds both skills and confidence."
"The experience was more than I hoped for in every way. I felt completely at home on the open water in our mighty vessel and with a wonderful crew that quickly became family. All of the staff at 59º North were kind, professional, fun, knowledgeable, and friendly. I will be back!"
"This trip across the North Sea from Bergen (Norway) to Oban (Scotland) was awesome! It offered hands-on learning about navigation, lots of sail handling, and a wide range of weather, wind (up to 35 knots!), and sailing conditions. Jon Amtrup is a highly experienced skipper—and he helped me fill in the gaps!"
"It was an honor to be onboard FALKEN for her crewed maiden voyage. We sailed in challenging conditions on our 5-day romp in the English Channel, with the crew rising to the occasion inspired by our skipper, Nikki, and first mate, Alex. If you want to experience real-world offshore life under expert supervision with like-minded folks, look no further than 59º North."
"I highly recommend the experience of doing a passage on ISBJØRN. I gained valuable offshore experience on a fine boat, learned how Andy and Mia competently manage their boat, learned about celestial navigation, and had a great time doing it. Completing ISBJØRN's first back-to-back 200 mile day passage was a smokin' fast bonus!"
"I had always wanted to do an ocean crossing but never felt comfortable doing it myself. Experiencing a bucket list item with 59º North was deeply special and has me considering how I can design my life for more adventures like this. Thank you for creating 59º North and allowing others to experience the magic of the seven seas!"
WHY 59º NORTH?
ambitious sailing schedule
The best boats
WOMEN BUNKS GUARANTEED
Professional, well-paid staff
knowledge & community
Why it costs what it costs...
NEWEST BLOGS
HMS Night Watch Party
Wing on wing worked well until the wind shifted then the helm became the cone of despair for our night watch crew of three (H, M and S) Alex made the decision to drop the pole, shifting wing on wing to a close reach. Wind increased to low teens and speed picked up to a flying pace. Day spent wandering toward Ensenada. Alex, Adam and David got us into port under another starry night.
No Kitemares Today
After a night marked by sudden wind accelerations peeling off Point Conception, and a vibrant, pulsating sky blistered with shooting stars, the off-watch woke to commotion on the foredeck. The wind had gone light and the swell had tapered just enough to raise the spinnaker. The sail filled with an urgent pop, the sheet strained and Falken charged down the face of the next wave. By mid-day, we doused the spinnaker and set our minds to the more precise task of safely punching through a gap in the notorious Cortez Bank. The border to Mexico looms ahead.
The California coast
We had a very lively first day of sailing with steady winds between 25 and 30 kn gusting to mid 30s. All of the crew got experience at difficult downwind helming as we covered 200 nautical miles in the first 24 hours. This morning brings winds in the teens and calmer seas. The sun is still shining, and the green monster has been slayed by those afflicted!
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.
IRL Events
FALKEN Open House | San Diego
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Celestial Nav Workshop | Annapolis
FALKEN Open Boat | Honolulu
The Quarterdeck
SEA·M’N·SHIP /ˈsēmənˌSHip/: “The skill in, and knowledge of the work of navigating, maintaining, and operating a vessel.”
