
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
🇨🇦 🇺🇸 🇻🇬 🇧🇱 🇦🇬 🇬🇩 🇻🇮 🇻🇨 🇧🇲 🇵🇹 🏴 🇸🇪 🇳🇴 🇸🇯 🇮🇸 🇮🇪 🇮🇨 🇵🇷 🇫🇷 🇬🇵 🇬🇧 🇨🇻 🇧🇧 🇫🇮 🇬🇱 🇯🇲 🇨🇺 🇳🇱 🇲🇹 🇨🇴 🇵🇦 🇪🇨 🇫🇴 🇵🇫 🇲🇽 🇨🇷
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!
179,826
191
1,077
6
38
66
22
27
14
5
16
2
NEWEST BLOGS


The sun sets on another journey
The hardest part of sailing across French Polynesia wasn't the night watches, the heat, or the open ocean — it was the prospect of being trapped on a small boat with a group of strangers. First-timer Natalie boards as a self-described land crab and discovers that the sea has a way of reshaping both your sea legs and your assumptions. What follows is dolphins, sharks, the Milky Way in full technicolour, and a crew that somehow made the whole thing better than she ever imagined.


A Day in Huahine
Hitchhiking with Mormons, hunting for Pareos, and saying goodbye to crew — all before most people finish their morning coffee. A pina colada hangover is no match for a full agenda on a small island where the only taxi has already left with your friends. The question is whether you can pull it all off and still make the tide.


Going Coconuts!
From a muddy anchor bow to a heeling, wind-charged run past Taha'a's reefs, Falken's crew earned every knot of the passage to Huahine-Iti. Scooters, a near-miss dog, a mosquito ambush, and a crocodile lurking at the dock rounded out a day that had no business being as good as it was. The coconut nut is, in fact, a really big nut—and somehow that tracks perfectly.
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


2027-4 | FALKEN | Panama-Providencia-Cayman Islands
FALKEN starts her Atlantic season in earnest and gets some new landfalls in on this first passage. If you zoom in on Google Earth, you'll find a small group of islands that sit more or less on the rhumb line between Panama and Grand Cayman. "What's that?!" we thought, when planning the passage. Providencia, a small Colombia outpost in the middle of the Caribbean Sea and an irresistible stopover en route to Grand Cayman!


2027-2 | FALKEN | San Jose del Cabo-Costa Rica
It's a looooong way down the coast of Mexico and Central America, and we've got our sights set on a new landfall in Costa Rica after almost 2,000 miles at sea from San Jose del Cabo on the Baja Peninsula. The typical weather conditions this time of year will make for an easy downwind run in tropical temperatures and with ample opportunity for wildlife sightings.


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.
CREW TESTIMONIALS
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!
The Quarterdeck
SEA·M’N·SHIP /ˈsēmənˌSHip/: “The skill in, and knowledge of the work of navigating, maintaining, and operating a vessel.”









.jpeg)