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Bayfield Adventure Sail

A 2 hour, 15 minute sail out of Bayfield, Wisconsin aboard "Starling" a 33' Cheoy Lee Clipper.  Set sail on Lake Superior and enjoy the sights of the North or West Channel, LaPointe, Madeline, Basswood and the surrounding islands.

 

Enjoy the original teak decks, two sitka spruce masts and the elegant lines that make for a classic maritime experience.  Meet at our dock located in Bayfield.

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NPS AuthorizeD Outfitter

True North Sailing Charters is a National Park Service authorized outfitter permitted to guide trips in Apostle Islands National Lakeshore. Outfitters are vetted by the National Park Service and must meet high standards for safety, guide training, and environmental stewardship.

Private

Trip

Free Madeline Island Pickup

Dogs

Welcome

Island Hopping Adventure in the Apostles

Step into adventure with True North Water Taxi’s four-hour Apostle Islands expedition. Departing from Bayfield, Wisconsin, this trip takes you to several islands, mixing scenic boat travel with time ashore for short hikes and exploration.

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Discover hidden forest trails on Oak Island, explore the historic brownstone quarry on Basswood Island, stroll the shoreline to Raspberry Island’s lighthouse, or walk the windswept beaches of Long Island. Each stop is a chance to experience the unique beauty and character of these remarkable islands together.

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Designed for adventurous couples and pairs of travelers, this trip combines variety, discovery, and plenty of time to enjoy the water and the islands. Dogs are welcome aboard, and with local captains at the helm, True North Water Taxi makes your Apostle Islands adventure safe, easy, and unforgettable.

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This trip includes a free Madeline Island pickup or drop-off, making it even easier to start or finish your adventure where it’s most convenient.​​

Raspberry Island on an Island Hopping Adventure

Raspberry Island Lighthouse on Raspberry Island

$395 total

Four Hours

(Includes up to 2 adults and one small child or dog)

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The Sailboat

"Starling" is a 33' Cheoy Lee Clipper designed by A.E. Bill Luders Jr. and built in Hong Kong in 1972.  Original teak decks, two sitka spruce masts, and elegant lines make for a classic maritime experience as you step aboard this ketch rigged beauty.  Starling has called Bayfield home for all of her life sailing the waters and channels of Apostle Islands National Lakeshore and Lake Superior for the past 50 years under three different owners.  

 

The ketch rig is particularly suitable for Lake Superiors notoriously variable wind and weather making multiple sail options a "breeze" from a billowing drifter setup for light wind days to a dependable favorite for heavier weather, the"Jib and Jigger" two sail combo. This hard working vessel provides a forgiving sail for beginners, is not afraid of heavy seas, and will really shine under a stiff beam reach.  

 

An updated suite of Raymarine electronics provides reliable data while her electric motor installed in 2021 provides a quiet ride out of the slip and allows for quick and easy engagement of auxiliary power when needed.  

 

U.S. Coast Guard Documented Vessel with Coastwise Endorsement / MARAD Small Vessel Waiver 

LOA: 33' / Beam: 10' / Draft 4' / Displacement 12,000 lbs

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Meeting Location

Trips  depart from our True North location at the address below. There is free parking there and facilities to use  before your departure.

True North Water Taxi

7 E Dock Rd

 Bayfield, WI 54814

Apostle Islands Taxi

ADVENTURE

Payment and Cancellation Policy

Full payment is due at the time of booking or boarding to secure your reservation.

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We understand that plans can change, and we do our best to be flexible:

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  • Cancellations made before we leave the dock will receive a full refund.

  • Cancellations made after we’ve departed for your pickup, as well as no-shows, are non-refundable.

 

If weather or lake conditions make travel unsafe, True North Water Taxi may need to cancel or reschedule your trip.  We do not operate during small craft advisories. In that case, you’ll receive a full refund or the option to reschedule.

 

If your plans change, please call or text us as soon as possible—we’re happy to work with you when we can.  

SAY HELLO
OUR LOCATION
HOURS OF OPERATION

9:00 a.m. - 5:00 p.m. Daily

Open Seasonally May - October

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© 2026 by True North Sailing Charters

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