DREAMCATCHER SAILING

Lake Superior Sailing Trips

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Book any Dreamcatcher Sailing trip for our 2020 season by January 31, 2020 and we will send you a FREE Howl Gift Card valued at 10% of your trip cost!

Book that sailing trip by January 20, 2020 and that FREE Howl Gift Card will be valued at 20% of your trip cost!!

Popular Trips

  • Most Popular Day Trip!

Afternoon Sail

2.25 Hours | Get a taste of what makes Bayfield the most popular sailing port in the Great Lakes. Take…

2.25 Hours | Get a taste of what makes Bayfield the most popular sailing port in the Great Lakes. Take the wheel, help handle lines, or just relax.
Day Trips

Afternoon Sail

2.25 Hours | Get a taste of what makes Bayfield the most popular sailing port in the Great Lakes. Take the wheel, help handle lines, or just relax.

From $78 Learn More »
Day Trips
Book Now

Apostle Island Discovery

5.5 Hours | Sail & anchor in the protection of one of the Apostle Islands near Bayfield, then explore the…

5.5 Hours | Sail & anchor in the protection of one of the Apostle Islands near Bayfield, then explore the clear water beaches and Lake carved sandstone shorelines.
Day Trips

Apostle Island Discovery

5.5 Hours | Sail & anchor in the protection of one of the Apostle Islands near Bayfield, then explore the clear water beaches and Lake carved sandstone shorelines.

From $149 Learn More »
Day Trips
Book Now

More Trip Options

Day Trips

Multi-Day Trips

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Welcome to Dreamcatcher!

Looking for a great group adventure? Try sailing! We offer “Family Special” rates on each of our trips to ensure the trip includes only the people you invite along. Take a few boats at once and up to 18 people can sail from Bayfield. You can anchor or raft up together out in the Apostle Islands and swim, picnic & explore. PERFECT for reunions, anniversary or birthday celebrations or to simply be together. These trips are extremely popular!

Gift Gift Certificates

Excellent Reviews

Sailing on Superior

Great trip, beautiful day. Nice boat, neat, clean and Captain Todd was very good. Three of our grandkids asked if we would take them sailing again (this was our third trip) and we agreed. Will do this again.

A great time with family

I scheduled a sailing trip with my partner and parents in August 2017. My parents, who had never been sailing before, absolutely loved the experience. The captain was great at explaining things and maneuvering the boat. I would absolutely do again.

Wonderful Experience

Jen was our captain and she did a great job. She was knowledgeable and personable. The kids on the trip received a great education. The 8 year old stated "this is the funnest time I have ever had"

For information on our area, lodging, dining, and more, visit the Bayfield Chamber website!

See what we do when we’re not mushing! Click on the links below to explore dog sledding and our performance outerwear shop in Wisconsin.

wolfsong
wolfsongstore
Contact Info
(715) 779-5561

100 Rittenhouse Ave.

Bayfield, WI 54814
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