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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2026-12 | FALKEN | Ensenada-Monterey Bay
Join FALKEN just across the border in Ensenada, Mexico, for the passage back north to Monterey Bay, California. You'll set sail after a day or two of briefings to learn the boat and meet the crew, then it's several hundred miles of ocean sailing in the Pacific! As with all 59º North trips, you're part of the crew - helm, navigate, manage systems, change sails and more as you and your shipmates steer FALKEN north.
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.
"Having sailed on ISBJØRN in 2019, I was excited to join another 59º North passage and finally sailed on FALKEN for the trans-Atlantic in January 2025. The 17-day passage was an incredible experience, sharing sailing knowledge and cultural perspectives with a diverse crew. FALKEN felt extremely safe and comfortable, and the care 59º North puts into both the voyage and post-trip details is outstanding. I came away with new friends, unforgettable memories, and a whole new level of sailing experience."
"This was my second trip with 59º North, and once again it was absolutely fantastic. The crew quickly became a friendly, supportive team, and living in close quarters felt natural and easy. Jon set the perfect tone as skipper, sharing his knowledge with clarity and patience, and Mia’s behind-the-scenes planning made everything seamless. Sailing with 59º North is about growing as a sailor, sharing adventure, and making lasting memories."
"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."
"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!"
"Sailing on ISBJØRN with Captain Naxo during the Sail Training Camp was an incredible experience. His ability to adapt his teaching to each person's skill level built confidence throughout the crew and turned us into a cohesive team. I wholeheartedly recommend 59º North and Captain Naxo."
"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!"
"Adventure, education, majesty... I can't imagine a better pair to introduce people to the sublime enterprise of offshore sailing. This trip will always live amongst my cherished memories. Thank you!"
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
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.
Birds and glows
The sun brought new wind and we were soon putting up the Yankee (jib) and turning off the motor. During the evening tradition of sharing “glums and glows” that follows the crew dinner, our Mate Ryan proclaimed it a “champagne sailing” kind of day. As Alex noted this evening, life goes by so fast that one of the very best things about his line of work is enjoying the passage of time in the slow lane of an ocean passage. But by tomorrow, the green blobs in the weather sailing app indicate we’re going to pick up some significant northwesterly winds and we’ll take them ever further south to the Channel Islands latitude. We’re all super excited for the knots to climb and to see Falken really run.
Golden Day
The Pacific is giving us “the shimmer” - with a still flat sea seven hours out of San Francisco Bay, we’re motoring south along the shipping channel, with an hour to go to what teases now as a stunning sunset against wispy clouds. Throughout this first day of Falken 11 the sails have unfurled and been furled again as skipper Alex tries to fill them a meager breeze indeed. We’ve seen a few whales traveling along the route, and an otter that was sadly just a buoy. It’s the first open ocean sail for many of us and it’s a thrill to anticipate all the new experiences we’ll have.
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.”
