Kayak Trips


Half Day Sea Caves – $65

Paddle 3.5 miles. Picturesque Apostle Islands National Lakeshore mainland sea caves off Meyer’s Beach. Ideal for those with limited time. Pick up your wetsuit/lifejacket ahead of time & simply meet the guide at the launch. Lunch is not provided.

Runs Daily: 8:30am, 11:45am, 12:30pm or 3:45pm

Full Day Sea Caves – $129

7 miles (6.5 hr) round trip exploring the full stretch of the Meyer’s Beach mainland sea cave section. Includes basic instruction, guide, equip., van shuttle service to & from launch site. Enjoy a provided lunch 1/2 way through your journey on a remote beach- a perfect opportunity to stretch your legs, swim, and relax. (Basswood Island or Bay of Treasures day trips serve as alternates in poor conditions.)

Runs Daily: 9am, 11am

Sand Island Sea Caves Full Day – $129

This open water crossing highlights historic Sand Lighthouse, the lost town of Shaw, and Lake Superior’s most intricate sea caves. Catered lunch. Eight miles round trip. (Basswood Island or Bay of Treasures day trips serve as alternates in poor conditions.)

Runs Daily: 8am

Basswood Island – $129

Cross the open water of Apostle Island’s West Channel to discover the wonders of a quarried island. Possible features in this 8 mile trip include the Fedora shipwreck, brownstone quarry, pebble beach, and swimming spots. Catered lunch.

Runs Daily: 8am

Bay of Treasures – $129

At around 4 miles, this full day exploration will take you through the quiet marvels of Bark Bay Slough; a backwater estuary, boasting carnivorous plants, abundant wildlife, marshy channels, and a back door to the open water of Lake Superior. A sandy beach provides a great spot to enjoy catered lunch. Shuttle included.

Runs Daily: 9am

Shoreline, Shipwreck, and Cliffs (1/2 day) – $60

Enjoy the beautiful Bayfield shoreline combined with visits to towering sandstone cliffs and the sunken Finn McCool. This paddle highlights notable features of Bayfield’s present and includes stories of the beloved town’s past. Perfect for beginners or those looking to view the City of Bayfield from a unique water perspective.

Runs Daily: 10am, 2pm

Basic Safety Course (Rental Requirement Class) – $55

Lake Superior is the largest lake in the world by surface area. Having demonstrated calamitous capacities, this body of water has been deemed an inland sea. Our basic safety course is a prerequisite for all rentals. Taking this class will provide participants with the fundamental knowledge to safely paddle and navigate the revered Apostle Islands.

Runs Daily: 8:30am or 1pm


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. 


  • 8-10 yrs must be in triple kayak with 2 adults
  • 11-12 yrs. each must be paired with 1 adult in double kayak
  • 13 + yrs. will be paired eldest with youngest.

CHANGES PER COVID-19: Safety on and off the water is our number one goal. Per COVID-19 we are cancelling our shuttle service and caravanning or meeting our customers at the launch points below. All other trips are launched at Trek & Trail. You will have to check in to get your wetsuit and supplies already and therefore be told where to meet, but the launches are as follows:

Half Day and Full Day Sea Caves – Meyer’s Beach, Park Road Cornucopia, WI

Sand Island Full Day – Little Sand Bay

Bay of Treasures – Bark Bay Rd, Herbster, WI

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

Hours: 8am – 6pm, Memorial Day – Early Oct

7 Washington Ave., Bayfield, WI 54814

Our Services
Now Hiring

Get paid to spend your summer kayaking & camping on Lake Superior! Experience preferred, but not necessary. We will train friendly/outgoing, self-motivated, well organized individuals willing to work closely with the public. Gear discounts and housing options available. Email your resume to info@trek-trail.com.