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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2027-1 | FALKEN | San Diego-San Jose del Cabo
The first passage of 2027, and we can't wait to get back to sea! FALKEN starts her journey back to the home waters of the Atlantic as we head south from our off-season quarters in San Diego towards Mexico and the Baja Peninsula. Escape the northern winter with some warm Pacific breezes. This passage might have the highest chance of seeing wildlife as any of ours, so get your whalewatching binoculars out!
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.
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.
"This passage was literally my first time sailing. My goal was to get as far as possible from my daily life and desk-bound comfort zone, and Andy assured me I would be looked after. I could not have asked for a better skipper (thank you, Jon), better crew mates, or a more enjoyable passage. I'll be forever grateful to 59º North for this opportunity, and I hope to sail with them again soon."
"Having sailed on ISBJØRN in 2019 from Puerto Rico to Key West, I was excited to join another 59º North passage. Meeting the crew in Las Palmas for the trans-Atlantic passage on FALKEN was a fantastic experience, sharing cultural perspectives and sailing knowledge with people from six different countries. I learned so much, from safety procedures to specialized sail trimming, and made great friends on that journey."
"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."
"I signed up for this passage hoping to spend an extended period offshore, learn new skills, increase my competencies and confidence, and sail with amazing crew mates—and this passage completely exceeded my expectations. The 59º North team brings impressive skill, experience, wisdom, and fun to each passage and crew, which is a huge part of why I returned for this second passage in twelve months. I recommend 59º North to all of my sailing friends who want to learn about offshore passage-making in a thorough and hands-on way from true professionals."
"This was my second trip with 59º North, my first being a fantastic heavy weather crossing of the Irish Sea on ISBJØRN. I signed up for the Canary Islands to Caribbean trip, thrilled to be chosen as crew. The attention to detail in equipment, vessels, and crew at 59º North is world class, making ocean sailing both safe and unforgettable. I will definitely be sailing again with 59º North."
"Some of us seek out more meaning through travel rather than escaping from life. We want to be stronger tomorrow than we are today."
"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!"
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
Snag it or sweat it! Rolls Royce bunks, watches and fans
Today marks day 6 of one of the most epic passages I've decided to take on. There is something wildly exciting and equally calming about being surrounded by nothing but ocean. I get to watch the entire rhythm of the world shrink down to wind, weather, watches, and 10 humans trying to get a sailboat to another continent. I'm not sure if former bloggers have noted, but this passage is HOT as balls. We continue to laugh, learn, and sweat.
She’s a big ship on a much bigger ocean2335
We also have faced the fact that although Adrienne is a very big ship, she sails over a much, much bigger sea. We all recommitted to being more attentive - treating our watch as a verb not a noun. We might feel comfortable handling Adrienne, but we're not on cruise control and this is no highway. I had not realized to what degree sailing the open ocean requires a daily commitment to awareness, intention, and vigilance. I'm glad for all of us my tutorial was clear but relatively mild.
Manot noon sight
Sailing on a heading of 024°, just crossed the sun´s declination a few hours before the sight, so expecting the apparent altitude to be close to 90°. The sky is mostly cloudy, but a few thinner patches around the sun enable me to see it clearly from time to time with the brighter filters.
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
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).
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.”
