True North Sailing Charters

True North Sailing Charters True North Sailing Charters in Bayfield, Wisconsin is committed to providing guests with a unique and safe sailing experience.

True North Sailing Charters in Bayfield, Wisconsin is committed to providing guests with a unique and safe sailing experience in Apostle Islands National Lakeshore. Help hoist the sails or sit back and relax as we navigate the gorgeous waterways of Lake Superior on a classic sailboat. We look forward to helping create magical moments with you and sailing into the sunset!

We’ve been keeping an eye on a unique wildlife story unfolding on Lake Superior this winterReports have confirmed that a...
04/01/2026

We’ve been keeping an eye on a unique wildlife story unfolding on Lake Superior this winter

Reports have confirmed that a small pod of whales became trapped in the lake after navigating through the St. Lawrence Seaway before ice conditions set in. While rare, similar situations have been documented in the past when marine mammals stray into freshwater systems

With spring approaching and ice beginning to break up, sightings are expected to increase in the Apostle Islands.

Because of this, we’re excited to announce a brand new experience for summer 2026… Apostle Islands Whale Watching Tours!

Join us aboard for a chance to witness what could be one of the most unusual wildlife events Lake Superior has ever seen

Trips will be available out of Bayfield with limited availability

…or will they

Happy April Fools

Cheers 🎉 Happy New Year from the 🏴‍☠️True North Crew! 2025 was one for the logbook! Can’t wait to see who’s going to joi...
01/02/2026

Cheers 🎉 Happy New Year from the 🏴‍☠️True North Crew! 2025 was one for the logbook! Can’t wait to see who’s going to join in on the 2026 fun!

Looking for a last minute gift? 🎄The Bayfield Adventure Gift Card is all about experiences. Sailing on Lake Superior, ka...
12/21/2025

Looking for a last minute gift? 🎄

The Bayfield Adventure Gift Card is all about experiences. Sailing on Lake Superior, kayaking the sea caves, island hiking, glamping, cozy cabin stays, and more in Bayfield, WI.

Instant digital delivery makes it easy, and the memories last a whole lot longer.

Link in bio. ⛵️

12/16/2025

🏕️✨ FRIEND CAMP is calling. ✨

This is your sign to grab your favorite people and disappear to the Apostle Islands for a few unforgettable days this summer!

🌲 2 nights at Sailor Springs 3 Hike-In Glamping sites

⛵ Private 2-hour sail on Lake Superior with True North

🛶 2.5-hour Kayak Sea Caves paddle with Whitecap

No planning. No stress. Just campfires, big water, belly laughs, and memories you’ll still be talking about years from now.

🔥 Only $299 per person with a full Friend Camp crew of 6. (Upgrade options available)

👉 Tag your Friend Camp crew and make it happen!

https://www.truenorthsailingcharters.com/friendcamp

12/16/2025

🏕️✨ FRIEND CAMP is calling. ✨🏕️

This is your sign to grab your favorite people and disappear to the Apostle Islands for a few unforgettable days this summer!

🌲 2 nights at Sailor Springs 3 Hike-In Glamping sites
⛵ Private 2-hour sail on Lake Superior with True North
🛶 2.5-hour Kayak Sea Caves paddle with Whitecap

No planning. No stress. Just campfires, big water, belly laughs, and memories you’ll still be talking about years from now.

🔥 Only $299 per person with a full Friend Camp crew of 6. (Upgrade options available)

👉 Tag your Friend Camp crew and make it happen!

12/16/2025

🏕️✨ FRIEND CAMP is calling. ✨🏕️

This is your sign to grab your favorite people and disappear to the Apostle Islands for a few unforgettable days this summer!

🌲 2 nights at Sailor Springs 3 Hike-In Glamping sites
⛵ Private sail on Lake Superior with True North
🛶 2.5-hour Kayak Sea Caves paddle with Whitecap

No planning. No stress. Just campfires, big water, belly laughs, and memories you’ll still be talking about years from now.

🔥 Only $299 per person with a full Friend Camp crew of 6. (Upgrade options available)

👉 Tag your Friend Camp crew and make it happen!

Give the gift of adventure this season! Our Bayfield Peninsula Gift Card is on sale at 10 percent off through Black Frid...
11/19/2025

Give the gift of adventure this season!

Our Bayfield Peninsula Gift Card is on sale at 10 percent off through Black Friday and it works across the best experiences and stays in the Bayfield area. One gift card, lots of ways to explore and experience Bayfield, Wisconsin!

It can be used toward any of the following

• True North Sailing Charters
• Whitecap Kayak sea caves trips
• Apostle Islands hiking taxi adventures
• Penny Print Studio
• Sailor Springs Glamping stays
• North Channel Cabin stays on Madeline Island
• Marengo River Cabin stays

It’s flexible, easy to gift and perfect for anyone who loves the outdoors, local art or unique places to stay. You’ll get a digital code right away, plus the option of a physical card mailed to you for gift giving.

https://www.truenorthsailingcharters.com/bayfieldgiftcard

Archive Post: Returning to Orcas Island in 2018 after True North’s maiden charter aboard Lille Danser. One of the guests...
11/14/2025

Archive Post: Returning to Orcas Island in 2018 after True North’s maiden charter aboard Lille Danser. One of the guests stands at the bow, no doubt reflecting on the three day voyage around the San Juan Islands!

One last ride for the water taxi! Hermit Island November edition.  🍂🍂
11/05/2025

One last ride for the water taxi! Hermit Island November edition. 🍂🍂

Captain Dusty fall photo drop! Fair winds and following seas as he heads for warmer waters for the winter! ⛵️⛵️
10/17/2025

Captain Dusty fall photo drop! Fair winds and following seas as he heads for warmer waters for the winter! ⛵️⛵️

5th annual dreamers retreat this weekend was a success! A big thank you to everyone who was able to attend. ❤️
09/16/2025

5th annual dreamers retreat this weekend was a success! A big thank you to everyone who was able to attend. ❤️

Address

7 E Dock Road
Bayfield, WI
54814

Opening Hours

Monday 9am - 6pm
Tuesday 9am - 6pm
Wednesday 9am - 6pm
Thursday 9am - 6pm
Friday 9am - 6pm
Saturday 9am - 6pm
Sunday 9am - 6pm

Telephone

+17155136284

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