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.
"As this was my first major passage, I wasn't sure what to expect. You have to have a lot of respect for people who choose offshore sailing for their profession. Erik and Ben were top-notch professionals, and my experience with 59º North was great!"
"Before 59º North I didn't know my bowsprit from my binnacle and suffered from low sailing esteem. After two weeks of 59º North, what a difference! As a longtime podcast listener, I arrived for my Bermuda to Horta transatlantic with high expectations, and they were all not just met but exceeded. I could not imagine a skipper and mate more professional and enthusiastic than Andy and Emma."
"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!"
"I'm still processing everything I saw, felt, learned, and experienced over those 17 days, but there are a few things I wanted to express before the land sickness wears off and I return to my landlubber life. Your Skippers and Mates created an environment of calm, comfort, and confidence that washed away any apprehension I had about joining seven strangers on a 1600-mile round trip. I am blown away by their depth of knowledge, not only of sailing but also in teaching a crew of widely different experience levels without a hint of condescension. I would not hesitate to sail with them again, and we're already scoping out future dates on the cal."
"I had an unbelievable sailing experience aboard ISBJØRN with Naxo as skipper and David as apprentice. They took special care to accommodate everyone's wants and needs, and we sailed every point of sail, practiced MOB drills, docking, navigating, trip planning, and weather forecasting. The food was hot, plentiful, and varied, even during our cold offshore passage. I plan on doing this trip again and recommend that you do too. Thanks to 59º North, Naxo, and David."
"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!"
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
Adios Ensenada!
Around 9am this morning, we slipped lines and made our way out of Todos Los Santos Bay with a pre-arranged escort pod of dolphins. After a few hours of motoring through very calm, very blue, very kelpy seas, we clicked the engine off and off we went. After some delicious frittata and not-new potatoes a-la Adam, we executed our first of many tacks. With only 5-10 kts of wind, our close haul has been nothing but pleasant so far. After a lovely week in Ensenada for me, Alex, and Adam, we’re stoked to finally head out and begin our upwind journey back up the coast.
A last hurrah
Under the dome of stars in a moon-less sky, each of us during our time at the helm used the most rudimentary celestial navigation, keeping a star or two lined up with the mast as a helper to following the heading range. It was a whole crew event to set the spinnaker, reef the mainsail and practice the heave-to in case of man overboard. Alex stressed that the key to success in all of these crucial activities is preparation. It was hugely satisfying to accomplish these tasks through teamwork. We share a constant good hearted back and forth full of stories, one-liners and comebacks that also means constant laughter.
One little bird!
Falken has almost rounded the Channel Islands and is cruising along splendidly about 100 miles offshore. Though several models predicted some slightly fresher winds today, we were met with a consistent 18-20 kts of pure bliss. It seems that from the moment we left the dock in San Francisco, there has been much laughter and conversation amongst everyone. The plan is to gybe in a few hours and begin our approach to Ensenada. As much as I do appreciate the jokes and intellectual musings, I equally appreciate the natural, silent moments we share at night, all of us on watch gazing up above to the shooting stars, constellations, and planets putting on their quiet show.
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).
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.”
