GETAWAYS

Apostle Islands

Bayfield, WI

Aug. 10-14, 2026

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Aug. 10-14, 2026

5-days

$1,700.00

Tell us if you're interestesd. email hello@trailboundtrip.com

Registration and full itinerary will be available in January.

Discover the stunning Apostle Islands, nestled in the waters of Lake Superior along the north shore of Wisconsin, right by the quaint town of Bayfield. This beautiful archipelago, made up of 22 islands, has been masterfully carved by the endless motion of the sea, and we get the chance to explore them up close by paddling our sea kayaks. This pristine and wild area is home to bald eagles, black bears, and abundant orchards. Every day you’ll have opportunities to be on the water paddling, sailing, or even jumping into the refreshing lake itself! Come join us on this adventure that will truly feel like you’ve discovered your own little slice of paradise.

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  • Kayak through sea caves along the coastline of the remote and mysterious Devil’s Island.

  • Hike Lake Superior’s shoreline’s towering cliffs, rugged rock outcroppings and verdant forests at Big Bay State Park.

  • Explore Madeline Island via moped or bicycle

  • Optional Sailing among the Apostle Islands via True North Sailing.

  • Optional additional kayaking the Meyer’s caves from mainland.

  • Stargaze from a beach campfire

  • Pick fresh berries and apples

  • A room with a gorgeous view of Lake Superior & walking distance to local shops.


Includes:

  • 4 nights at Pier Plaza Lodge at double occupancy.

  • 2 guides on your trip.

  • 4.5 hour excursion to Devils’ Island

  • Round trip ferry ride to Madeline Island

  • All park fees and permits

Does not include:

  • All meals

  • Optional Sailing among the Apostle Islands via True North Sailing.

  • Optional 2nd day of kayaking at Meyer’s caves.

Cancellations & Refunds

You may cancel your Getaway for the Apostle Islands for a full refund if made 60 days in advance.

If you cancel less than 60 days, a refund will be made if your spot can be filled from a wait list.

**Some itinerary changes may be made due to weather. Lake Superior is known for sudden weather changes, and every precaution will be made to keep safety the first priority.