Events

All Events, All locations

Join us in real life for one of our events! Whether a boat show or a workshop, our in-person events are always filled with fun people and great vibes. Links to signup to each event are on the event landing pages! See you there!

Thu
15
Oct 2026

Annapolis Boat Show | Annapolis

Annapolis
Oct 15-18, 2026
Save the date! Annapolis Boat Show 2026!

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!
Free attendance
SHOW TIX REQUIRED
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Fri
16
Oct 2026

Sailor's Social Party | Annapolis

Annapolis
Oct 16, 2026
59º North's annual Annapolis Boat Show party returns at J/World Annapolis in Eastport, featuring free food and drinks (beer by Heavy Seas), networking with sailors and crew, and deck tours of WOODWIND II. All proceeds, with a minimum $25 ticket, benefit Matt Rutherford and Nicole Trenholm's Ocean Research Project.
Free attendance
$25.00
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Fri
16
Oct 2026

Women's Happy Hour | Annapolis

Annapolis
Oct 16, 2026
The 59º North Women's Happy Hour, supported by Women Who Sail, invites women of all sailing experience levels to connect over drinks at Ram's Head OnStage in Annapolis during the Annapolis Sailboat Show on Saturday, October 16, 2026, from 11:00 AM –1:00 PM. The event is free to attend with RSVP required, and drinks are available for purchase.
Free attendance
FREE
View Event
Mon
19
Oct 2026

59º North Skipper School | Annapolis

Annapolis
Oct 19-20, 2026
A specialized workshop adapted from staff training programs will provide essential knowledge and skills for individuals aspiring to skipper their own boats in offshore, high-stakes environments.
Free attendance
$1,500
View Event
Thu
29
Apr 2027

UPDATED Celestial Nav Workshop | Annapolis

Annapolis
Apr 29, 2027 - May 1, 2027
Join Andy in Annapolis for an updated, better-than-ever Celestial Navigation workshop! Andy's been deep in the weeds building new celestial teaching tools based on our actual passage history with actual sights, and can't wait to use these in the classroom. It'll be the best celestial workshop we've ever done, hands down.

We'll kick off with an optional happy hour/meetup on Thursday April 29 from 1600-1900, then have class all day Friday and all day Saturday. Hang around Saturday night for a cookout/BBQ/hangout to talk sailing and make new friends.

BONUS: Sunday May 1, if you're still in town, there will be a FREE 'Bluewater Boat' seminar put on by our old colleagues at World Cruising Club, who run the ARC Rally. Andy will be presenting and the day will end with an Open House aboard FALKEN! Free to attend.
Free attendance
1500
View Event

FAQS

The most common questions about our offshore sailing trips, answered here. For more information on what to expect with us and the full list of FAQs, go to 59-north.com/what-to-expect.

Celestial Nav: Do you have the tools and books so I can practice offshore?

What’s the best way to prepare myself for going offshore?

Are there any traits consistent among the crew who do the best on the boat?

Contact us

CREW TESTIMONIALS

"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."

Markham Heid
|
Markham | 2025-1 | ISBJORN | Bergen - Faroe Islands
United States
🇺🇸
1,674
Miles sailed
2
Passages sailed

"It was an honor to be onboard FALKEN for her crewed maiden voyage. We sailed in challenging conditions on our 5-day romp in the English Channel, with the crew rising to the occasion inspired by our skipper, Nikki, and first mate, Alex. If you want to experience real-world offshore life under expert supervision with like-minded folks, look no further than 59º North."

Karl Westman
|
Karl | 2023-11 | FALKEN | Reykjavik-Kinsale
United States
🇺🇸
3,931
Miles sailed
4
Passages sailed

"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!"

Vera Whatley
|
Denise | 2023-14 | FALKEN | Azores-Lagos
United States
🇺🇸
1,812
Miles sailed
2
Passages sailed