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.  The best and the biggest caves in the region! Experience sculptured cliffs & red sandstone caves along a beautiful stretch of the mainland. Amazing naturally carved out rock by the mighty Lake Superior! Enjoy paddling through grand archways, neat little tunnels, and into a large crack formation. It's truly an unforgettable adventure! Please click on attached printable follow ups for more details such as itinerary & personal gear recommendations. We want you to be ready for your Apostle Islands Sea Caves day trip or overnight adventure. Also please read considerations ​at the bottom of this page. 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!

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.

The idea behind providing alternate trip routes only 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. 

Call to Book: 800-354-8735
Prices do not include gratuity. Age Minimum: 13 years old
You DO NOT need to take the Basic Safety Course for a guided trip
Trips are limited to 8P per time slot. If there is not an option to put in # of people there is only 1 spot left. You DO NOT NEED TO BOOK 1 AT A TIME. 
Half Day Sea Caves

3.5 miles (3 hr)

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

Paddle 3.5 miles of picturesque Apostle Islands National Lakeshore mainland sea caves. Ideal for those with limited time.  Arrive to our shop 1hr prior to trip to check in so you can drive yourself to the launch site by trip departure time.

Basswood Island

8 miles (full day)


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

Full Day Sea Caves

7 miles (6.5 hr)

9am or 11am

7 miles (6.5 hr) round trip exploring the full stretch of the mainland sea cave section.

Includes basic instruction, guide, equip., 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.) No shuttle provided due to covid19

Bay of Treasures

4-5 miles (full day)


A full day exploration of 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.

Sand Island Sea Caves

8 miles (full day)


This open water crossing highlights historic Sand Lighthouse, the lost town of Shaw, and Lake Superior’s most intricate sea caves. Catered lunch.
(Basswood Island or Bay of Treasures day trips serve as alternates in poor conditions.) No shuttle currently provided due to covid19

Shoreline, Shipwreck, and Cliffs (1/2 day)

1-2 miles

10am, 2pm, or 6pm

Combines 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.


All overnights include meals, snacks & beverages, guide, kayak equipment, PFD's and safety gear, wetsuits, camping permits, cooking gear, water filtration, van shuttles to or from land put-ins /take-outs, and outfitting with tents and sleeping pads.

* All overnights begin at 8:45AM with the included Basic Safety Course that will allow you to rent with us in the future ($50 value).

* Overnights listed below run routinely with one guide & up to 6 participants. If you have more  than 6 in your group please refer to our group/custom program pricing.

* Overnight departure days can be adjusted with a group of 4 or more

Apostle Islands Overnight

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.

Wild Island Escape

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.

Paddle Through Time

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.      

Devil's Island Rendezvous

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.

​​Island Base Camp

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.

Basic Safety Course (Rental Requirement Class)

Enhance safety and rental care/preparation (3hr course)

8:30am or 1pm

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.

Private Lessons

Instruction catered to your needs

One-on-one skill instruction catered to your needs. Whether you are seeking to master the eskimo roll or hoping to learn techniques for traveling through the Apostle Islands, we can help.

Confidence Course

The next level instruction

Our intermediate two-day course delves into sea kayaking techniques and skills. This B.C.U. and A.C.A.-based curriculum provides paddlers with a comprehensive understanding of paddle strokes and rescue work. Opportunities to learn an eskimo roll are provided during instruction.

Paddlers Expedition

Instruction coupled with the the ultimate adventure

Certified instructors guide committed sea kayakers to a developed understanding of B.C.U. and A.C.A. practices. Paddlers are challenged with difficult conditions, open water exposure, and capricious weather. Instruction topics include rolling, advanced strokes, navigation, rescue work, trip planning, and equipment selection. This course culminates in an overnight trip into the islands, incorporating all skills learned. Upon the completion of this course, paddlers will be equipped to independently navigate big water and confidently access the outer islands of the Apostles.


We believe in the best of the best brands to better outfit your experience. Shop with us!


Tel: 800-354-8735
















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. Click for more info.


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

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Trek & Trail is owned and operated by KR Kayaking LLC.