Multi-day Trips

GUIDED MULTI-DAY TRIPS

Wanting to explore a little more out of your kayak by hiking, swimming, and camping? Our guided multi-day trips range from 2-7 days depending on what Apostle Islands you’d wish to explore. Learn more about each trip below and give us a call or email and we can help curate your once-in-a-lifetime adventure. Call us at 800-354-8735 or email us at info@trek-trail.com.

Please check out the calendar for our current availability, then inquire below!

Apostle Islands Overnight – $305

Introduction to kayak camping, 2 days

Overnight designed for beginners, this trip offers an introduction to kayak camping. Paddle an open-water crossing to a treasured inner island. Hike forested trails. Swim crystal waters. Enjoy a two-day outing and a night under the stars.

Paddle Through Time – $415

Our most popular overnight adventure, 3 days

An immersive excursion, this three-day tour presents a standard route along the archipelago’s string of inner islands. Sights include brownstone cliffs, sea caves, lighthouses, beaches, shipwrecks, sunsets/sunrises. Covering 24-30 miles of paddling, this trip is our most popular overnight adventure.

Island Base Camp – $535

A family and exploratory adventure, 4 days

By using the same campsite each night, the arduous deconstruction and reconstruction of camp is eliminated. This provides time to savor golden beaches and temples of pristine wilderness offered by the surrounding islands. Opportunities for hiking, swimming, fishing, and learning about Ojibwe culture are easily accommodated on this four-day trip.

Wild Island Escape – $655

An intermediate level outer island loop, 5 days

Our five-day expedition accesses the far-flung islands, with wildlife and stars abound. These elusive locations are marked with remote beaches, historic lighthouses, old-growth forests, hiking trails, and lagoons. Long open-water crossings will provide challenging opportunities to practice paddling skills and techniques.

Devil’s Island Rendezvous – $775

Our most advanced trip, 6 days

This six-day journey winds through the Apostle Islands, while aiming for the Lakeshore’s most prized destination. For those who have paddled through them, the Devil’s Island sea caves remain one of the most magnificent wonders of a lifetime. Stops along the way may include sandy beaches, lagoons, lighthouses, shipwrecks, quarries, and Manitou’s historic fishermen’s camp.

Apostle Islands Overnight – $305

Introduction to kayak camping, 2 days

Overnight designed for beginners, this trip offers an introduction to kayak camping. Paddle an open-water crossing to a treasured inner island. Hike forested trails. Swim crystal waters. Enjoy a two-day outing and a night under the stars.

Paddle Through Time – $415

Our most popular overnight adventure, 3 days

An immersive excursion, this three-day tour presents a standard route along the archipelago’s string of inner islands. Sights include brownstone cliffs, sea caves, lighthouses, beaches, shipwrecks, sunsets/sunrises. Covering 24-30 miles of paddling, this trip is our most popular overnight adventure.

Sand ​​Island Base Camp – $535

A family and exploratory adventure, 4 days

By using the same campsite
each night, the arduous deconstruction and reconstruction of camp is eliminated. This provides time to savor golden beaches and temples of pristine wilderness offered by the surrounding islands. Opportunities for hiking, swimming, fishing, and learning about Ojibwe culture are easily accommodated on this four-day trip.

Wild Island Escape – $655

An intermediate level outer island loop, 5 days

Our five-day expedition accesses the far-flung islands, where wildlife and stars abound. These elusive locations are marked with remote beaches, historic lighthouses, old-growth forests, hiking trails, and lagoons. Long open-water crossings will provide challenging opportunities to practice paddling skills and techniques.

Devil’s Island Rendezvous – $775

Our most advanced trip, 6 days

This six-day journey winds through the Apostle Islands, while aiming for the Lakeshore’s most prized destination. For those who have paddled through them, the Devil’s Island sea caves remain one of the most magnificent wonders of a lifetime. Stops along the way may include sandy beaches, lagoons, lighthouses, shipwrecks, quarries, and Manitou’s historic fishermen’s camp.

Don’t be fooled by the so-called Red Cliff and Madeline Island “sea caves”. We go to the mainland Sea Caves in the National Park near Meyers Beach. Experience sculptured cliffs & red sandstone caves along a beautiful stretch of the mainland to the amazing naturally carved out rock, grand archways, narrow tunnels on Lake Superior. It’s truly an unforgettable adventure!

ALL GUIDED TRIPS USE & INCLUDE TANDEM KAYAKS FOR SAFETY​. Trek & Trail’s number one goal is safety. Our guides have been through countless hours of training and work very hard on and off the water to provide a memorable and safe experience for each and every kayaker. Please keep in mind that gratuity is NOT included in the price of the trip. Tips are much appreciated and we hope you enjoy your day on the Big Blue!

Trip Policies:

WEATHER AND OTHER CANCELLATIONS: The idea behind providing alternate trip routes on full day & overnights is since we’ve organized the shuttle, guide, gear, food, etc. and you’ve set aside this day and time to have a kayaking experience, we want to give you every opportunity to have one. Most people are here to enjoy the sport of kayaking and adventure, so if you personally refuse to go on the alternate trip it will be considered a cancellation on your end. If there is a storm or lightning where the guide has determined it is also unsafe at the alternate(s) and he/she cancels the trip, we will offer to reschedule you or offer FULL refund. Again, the guide has to cancel for refund/reschedule. 

Age Minimums:

  • 8-12 year olds must be in the center of a triple between two adults
  • 13-17 year olds may paddle the front of a tandem

CHANGES PER COVID-19: Masks are required while riding in the shuttle van.

CANCELLATION POLICY: Cancellations on your end: If made more than 45 days prior to departure receive full refund. Made 45 to 30 days prior receives refund minus 15% total trip cost. If made between 30 and 10 days- no refund received, but 50% is credited toward future trip or rental. 10 days or less, refusal of any alternates on full day or overnight trips, or “no shows” do not receive any type of refund or credit.


Questions about our trips? Just call!

Visit Us

7 Washington Ave./PO Box 832
Bayfield, WI. 54814

800-354-8735
info@trek-trail.com
Hours: 8am – 5pm, Memorial Day – Early Oct,
Closed Tuesdays thru September

7 Washington Ave., Bayfield, WI 54814

Our Services
Commitment to Safety

With one of the world’s largest lakes as our day to day office, we are committed to continuous rescue and safety development both on and off the water. Each spring (and weekly training meetings) our guides and mentors work through ACA Level 1-3 and WFA certification to keep our adventures just as safe as they are fun.