59º North Sailing
sail offshore on bucket-list adventures
"Sharing the wisdom of the high seas with those wise enough to seek it out."
"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."
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.
Where we sail
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Since 2015, 59º North boats have sailed far and wide, covering most oceans of the world and sailing with a range of skippers and mates and over 1,000 crew from all walks of life and from all over the world. Have a look at our impressive stats below, which update automatically!
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NEWEST BLOGS
A Gen Z Perspective
At 31, the crew thought they were reasonably fluent in the English language—then they met Kip. Today, the crew's self-appointed Gen Z correspondent takes over the log from somewhere in the middle of the Pacific, delivering dispatches on Milky Way night sails, focaccia-induced visions, and the singular mission of getting eleven people's "badonkadonks" to Hawaii. Consider this your glossary.
Fuel fears and back in the trades!
Five hundred miles of open Pacific, no wind, and a fuel tank that wasn't going to cover it. Falken's skipper Mary had a problem: the ITCZ had ballooned from a manageable sliver into an 8-degree-wide wall of doldrums, and the arithmetic wasn't pretty. This is the story of how rum, restraint, and some very attentive helming got them out the other side.
The Rhythm of Boat Life
On land, your biggest daily challenge is finding a routine. On a boat in the middle of the Pacific, routine is a survival strategy. Tilt your world 15 degrees, swap solid ground for a restless, heaving ocean, and suddenly the basics—eating, sleeping, brushing your teeth—become a negotiation with physics. The question isn't whether boat life is hard. It's whether the hard is the point.
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.
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.
2027-11 | FALKEN | ARC Europe: Sao Miguel-Oban
Our last leg with ARC Europe, as we split with the main fleet and head north, while the majority sail east for Portugal. With a rhumb-line distance of 1,800 miles, nearly as long as the Trans-At itself, this is an awesome and challenging passage towards Northern Europe and the British Isles. We'll stay west to skirt the Azores high, and should have favorable winds for the majority of the sail north, but will have to contend with passing depressions as we sail up the west coast of Ireland, aiming for landfall in Oban, Scotland, single-malt heaven for you Scotch lovers!
2026-2 | WOODWIND | Chesapeake Adventure Cruise
Join the WOODWIND for the passage back to Annapolis after the Great Chesapeake Bay Schooner Race! This had been an annual event for many years (and Andy has done it twice while working as a deckhand in 2006 & 2007), but it's been on hiatus for a few years, and now that 59º North has taken ownership of WOODWIND, we're bringing it back! You'll join the boat in Norfolk the day after the race crew depart, and we'll plan an adventure cruise back up the Bay. As the route is only 130 miles, we'll have time to sail and explore, gunkholing up secluded creeks on the Eastern Shore and visiting some quaint Chesapeake towns in the less-crowded fall season. The weather this time of year usually allows for good sailing conditions and crisp mornings and evenings on anchor. This is a wonderfully unique passage on a fabulous, classic schooner, join us!
CREW TESTIMONIALS
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. Hiking in Bergen and the Shetland Islands was amazing. Hiking in the Faroe Islands was indescribable. I felt so close to nature the entire time. All of the staff at 59º North were kind, professional, fun, knowledgeable, and friendly. I will be back!
Sailing from San Diego to Cabo San Lucas with 59º North Sailing was an outstanding experience and one I would recommend to anyone looking for an offshore sailing adventure combined with exceptional instruction and seamanship. The lead crew, Andy, Mary, and Ryan, created an environment that was both professional and welcoming. Safety, preparation, and teamwork were clear priorities, and every decision reflected extensive offshore experience. The passage itself offered everything I was looking for—extended offshore sailing, variable weather and wind conditions, sail changes, watch rotations, night sailing, and experience with weather routing—all while feeling supported and included as an active crew member. The watch system was well organized, allowing everyone to gain meaningful hands-on experience without feeling overwhelmed. There was a good balance between teaching and empowering us to take responsibility, and I came away with much more confidence in offshore sailing and a deeper understanding of ocean passagemaking. Beyond the sailing, the culture onboard made the trip really special. Good humor, amazing dinners, and strong camaraderie quickly turned a group of strangers into a cohesive crew. Arriving in Cabo after several days at sea was incredibly rewarding—made even more meaningful because we had truly earned the landfall together after an intense evening of squalls. 59º North delivers an authentic offshore experience, expert leadership, and an adventure that builds both skills and confidence. I would sail with them again without question!
Adventure, education, majesty... I can't imagine a better pair of people to introduce people to the sublime enterprise of offshore sailing. This trip will always live amongst my cherished memories. Thank you!
My time on FALKEN crossing the Atlantic was highly rewarding and incredibly enjoyable. A unique adventure for sure, it was made that much more gratifying given the wonderful crew with whom I shared the experience. The trip was routinely challenging and always a lot of fun, allowing me to stretch myself and enjoy being absent from the rest of the world for a time. Unforgettable.
Our voyage was interesting because both ISBJØRN (which I was on) and ICEBEAR traveled the same route at roughly the same time. I knew when I signed up that I would not be on a boat with Andy and Mia, but I wanted to experience the smaller boat, so I was fine with that. We had Matt Rutherford as our captain and Ben Doerr as first mate. The bonus was how chill and fun they both were throughout the trip. There were lots of fascinating stories, and they were both cheerful about answering questions and providing advice. The other three crew on my trip (Ted, Laz, and Chris) were great company too, so I feel pretty lucky about that. But regarding Matt and Ben, it says a lot about Andy and Mia that they attract people of that quality to their business. For me, it was mission accomplished. I feel I got the experience I need with the ocean and Gulf Stream to pilot my own boat from Florida to Bermuda in the future, which was exactly my goal. I wouldn't tackle Bermuda on my own yet, though. It's far! But one step at a time. For now, thanks to 59º North and all of their good people for a safe but true ocean adventure. If you are looking for blue water sailing experience and a fun adventure, I highly recommend that you sign up.
There is a phrase you will hear aboard sail boats - it goes like this: "If you are thinking about reefing - reef!!" The same logic applies to sailing with Andy and Mia: If you are thinking about sailing with Andy and Mia - stop thinking and Go!!!! Andy and Mia are great sailors, leaders, teachers, cooks, as well as warm, intelligent, and accepting people. No matter how many blue water miles you have under your keel, you will be a better sailor after your trip on ISBJØRN. Ft. Lauderdale to Annapolis 2016.
Huge thank you to the 59º North team, especially Captain Emily and First Mate Mia, for taking me and our crew safely across the Atlantic Ocean. A daunting dream to have turned into an amazing reality under the expert supervision of a skilled and experienced team, on the beautiful, fast, and well-equipped boat, FALKEN. I feel very grateful to have met and worked with the wonderful, international crew aboard. I will cherish the starry nights chatting (or enjoying in silence), the 360° horizon, and the beautiful sunsets and sunrises. No matter how feisty the wind and sea state, all crew members took the helm, sometimes with the support of the captain or first mate by your side, coaching you. Amazing! I learned so much, and I'll be back for more!
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.”
