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Sailing adventures from Bayfield, Wisconsin in Apostle Islands National Lakeshore
True North Sailing Charters in Bayfield, Wisconsin is committed to providing guests with a unique and safe Apostle Islands sailing experience. Help hoist the sails or sit back and relax as we navigate the gorgeous waterways of Lake Superior and the Apostle Islands under sail. We look forward to helping create magical moments with you and sailing into the sunset!
Sailing Adventures
Sailing trips depart from our slip location in Bayfield, Wisconsin
or Schooner Bay Marina.
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.
Please select a time and date below that would work for your group and we will review and confirm with you as soon as possible.
$85 per person
$25 Children's Discount
(Private Boat Options Available)
Apostle Islands Excursion
A 5 Hour sailing experience in Apostle Islands National Lakeshore. Trip routes are dependent on wind and weather conditions that day as well as your preference but possibilities include visiting the sandstone shorelines, sand-spits and lighthouses in the surrounding area on Hermit, Oak, or Long Island. Half day trips depart from either our Bayfield or Schooner Bay location depending on your selection..
We use our catamarans, Piper or Echo on half day trips. The shallow draft allows us to access secluded beaches and explore remote island coastlines. The spacious shaded solon leads to the forward trampolines that are great for sun bathing and watching the water rush past beneath you. All Echo trips include two inflatable paddle boards available for you to use.
Please select a time and date below that would work for your group and we will review and confirm with you as soon as possible.
$695 - $795
Full Boat Reserved
(Includes up to 6 guests)
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Full Day in the Islands
A Full Day Sailing Adventure in the Islands. Trips depart from Schooner Bay Marina just north of Bayfield. and depending on wind and weather conditions as well as your preference set sail for Stockton, Raspberry or Manitou Islands. Visit the historic fishing camp, Stockton Island hiking trails, or the remote Raspberry Island Lighthouse.
Typically we use our catamaran, Echo on full day trips. The shallow draft allows us to access secluded beaches and explore remote island coastlines. The spacious and protected cockpit area insures a dry and comfortable sail in all conditions. The deck is a great spot as well for sun bathing and hanging out. All Echo trips include two inflatable paddle boards available for your use.
Please select a time and date below that would work for your group and we will review and confirm with you as soon as possible.
$1095
Full boat reserved
(Includes up to 6 guests)
Multi Day Apostle Islands Expedition
Sleep aboard and explore the Apostle Islands with the newest boat to our fleet named Echo, a Gemini Legacy 35 catamaran. Trips depart from Schooner Bay Marina just north of Bayfield. This adventure offers a prolonged scenic experience in a comfortable and stable multi-day vessel. Explore the Apostle Islands' rugged sandstone sea caves, unique lighthouses, and pristine remote beaches.
The trip includes opportunities for paddle-boarding, dinghy excursions, beach combing and islands trail hikes. Board Echo the night before at 7pm and sleep aboard in Schooner Bay Marina. The following morning the captain will join your group as you set sails into the islands where you stay one night at anchorage among the islands before returning the next day.
Please select a time and date below that would work for your group and we will review and confirm with you as soon as possible.
$1995
Full boat reserved
(Includes up to 6 guests)
Two Days and Two Nights
If we are not able to go out due to weather or if you do not think it would be a good experience (due to rain, cold, etc.) you have the option to either reschedule or have a full refund.
WHAT PEOPLE ARE SAYING ABOUT TRUE NORTH SAILING
Our experience was amazing! Very relaxing! Captain Abe was very knowledgeable and even let us help him during our sailing tour. We would definitely recommend them to everyone!
It was a very pleasant time. Dusty was so helpful. The boat was in great shape. I could not have asked for anything more.
Our family of four enjoyed our sail outing tremendously. The skipper is kind and helpful, the lake and islands are beautiful, and sailing is too fun. Half of us helped crew the boat, and half of us just sat back and took it all in. Highly recommend.
Sailing Gift Cards!l Deals
Looking for an unforgettable gift for friends or family? True North Sailing Charters has got you covered. Our gift cards are the perfect way to give the gift of adventure and relaxation. Our sailing trips are a unique way to experience the beauty of the Bayfield area. We offer a range of options for every type of sailor. Recipients can choose from a variety of trips, including day trips, sunset sails, and even overnight journeys.
A DIFFERENT KIND OF ADVENTURE
Step aboard one of our sailing yachts and feel the outside world melt away. Close your eyes. Feel the sun on your face. Breathe in the fresh Lake Superior air. Listen to the wind fill the sails and feel the waves slap against the hull.
A sailing tour offers a unique and special experience you won’t find anywhere on land. See Bayfield, Wisconsin and the Apostle Islands National Lakeshore from a new perspective.
Frequently Asked Questions
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Can I reserve a private tour?Yes! Private tours are available for up to six guests. Enjoy a romantic escape, plan the perfect anniversary, or create a one-of-a-kind family adventure. For larger groups, check out our group sailing charters. Choose your destination, and go!
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What about bad weather?Lake Superior is known for beautiful weather. Still, there may be the rare case where the weather takes a turn on the day of your charter. If it were up to us, every sailing day would be amazing. On days when it isn’t, we do our best to wait out the weather to see if it clears. Our boats will sail in light rain and other “safe weather”. Ultimately, all departures are at the sole discretion of the Captain. In cases where poor weather risks safety and we absolutely must cancel a scheduled charter, voyages will be rescheduled.
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What should I wear?On Lake Superior, the wind can add a chill to the air. Be sure to check the weather forecast on the day of your sail, and consider bringing a light jacket just in case. Storage for personal gear is available in the cabin. Light-colored clothing with long sleeves can help reduce the effects of the sun. Guests may wish to bring sunscreen along for their trip. Correct footwear is important while sailing. Decks can become wet with sea spray; we recommend comfortable, fast-drying shoes with good traction. White or light-colored soles are preferable, as dark soles can leave marks on the yacht.
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Will I get seasick?Seasickness is a reaction to unfamiliar motion while aboard a vessel. While most of our guests do not experience seasickness, a small percentage of people may be prone to seasickness. In our experience, this often includes people susceptible to other forms of motion sickness. If you do get seasick, it’s OK! Alert a crew member and we can help you overcome it. To help reduce your chances of becoming seasick: Stay above deck and breathe fresh air Look to the horizon, instead of into a phone or book Avoid the restroom and cabin area Get plenty of shade and avoid direct sunlight Sail on a full stomach, and avoid foods that may upset you
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Can I reserve a private tour?Yes! Private tours are available for up to six guests. Enjoy a romantic escape, plan the perfect anniversary, or create a one-of-a-kind family adventure. For larger groups, check out our group sailing charters. Choose your destination, and go!
-
What about bad weather?Lake Superior is known for beautiful weather. Still, there may be the rare case where the weather takes a turn on the day of your charter. If it were up to us, every sailing day would be amazing. On days when it isn’t, we do our best to wait out the weather to see if it clears. Our boats will sail in light rain and other “safe weather”. Ultimately, all departures are at the sole discretion of the Captain. In cases where poor weather risks safety and we absolutely must cancel a scheduled charter, voyages will be rescheduled.
-
What should I wear?On Lake Superior, the wind can add a chill to the air. Be sure to check the weather forecast on the day of your sail, and consider bringing a light jacket just in case. Storage for personal gear is available in the cabin. Light-colored clothing with long sleeves can help reduce the effects of the sun. Guests may wish to bring sunscreen along for their trip. Correct footwear is important while sailing. Decks can become wet with sea spray; we recommend comfortable, fast-drying shoes with good traction. White or light-colored soles are preferable, as dark soles can leave marks on the yacht.
-
Will I get seasick?Seasickness is a reaction to unfamiliar motion while aboard a vessel. While most of our guests do not experience seasickness, a small percentage of people may be prone to seasickness. In our experience, this often includes people susceptible to other forms of motion sickness. If you do get seasick, it’s OK! Alert a crew member and we can help you overcome it. To help reduce your chances of becoming seasick: Stay above deck and breathe fresh air Look to the horizon, instead of into a phone or book Avoid the restroom and cabin area Get plenty of shade and avoid direct sunlight Sail on a full stomach, and avoid foods that may upset you
CONTACT
SAY HELLO
OUR LOCATION
HOURS OF OPERATION
9:00 a.m. - 5:00 p.m. Daily
Open Seasonally May - October