Around the Islands – 4 Day Tour

Difficulty

moderate

Duration

4 days

Fitness Level

Participants should be comfortable with moderate physical activity including standing during sailing and hiking over uneven terrain.

Overview

Set sail from Bayfield on a 4-day tour around the Apostle Islands, exploring towering sea cliffs, ancient sea caves, and wildlife-rich shores on Lake Superior’s largest archipelago.

Bayfield, Wisconsin

Around the Islands – 4 Day Tour

Complimentary boarding offered the evening PRIOR to your first day of sailing.

Select participants and date

Date

Mon, Oct 13

Travelers

2

Adventure Photos

About This Adventure

Experience an unforgettable sailing adventure in Bayfield Harbor, where you’ll learn seamanship and navigation while exploring stunning shorelines and sea caves. Enjoy overnight stays on the islands, guided by knowledgeable captains who share local history. Conclude your journey with a scenic sail back to Bayfield for a delightful dinner.

Arrive at Bayfield City Dock in the evening for a night in the Bayfield harbor aboard the boat. Set sail in the morning for a tour of the interior of the Islands. On this trip, you can really get the feel of the boat with as much sailing instruction as you want. Learn sailing, seamanship, boat handling, navigation and anchoring.

Multiple day trips offer the opportunity to overnight in the islands. Your captain will determine the safest place to moor or dock. You will need to prepare for meals by bringing meals for your group and the Captain.

Each day of sailing will offer beautiful shorelines, a variety of sea caves, views of lighthouses and more. Our Captains will provide great natural history and area history.

On the final day sail back to Bayfield Harbor by 3pm for a shower and dinner in Bayfield.

Adventure Tips

Pack Layers for Variable Weather

Lake Superior conditions can shift quickly; bring layered clothing to stay comfortable on deck and during onshore hikes.

Bring a Waterproof Bag

Keep cameras and phones dry while exploring sea caves or kayaking around islands.

Wear Non-Slip Footwear

Boat decks and rocky shorelines can be slippery; sturdy, grippy shoes improve safety and comfort.

Respect Wildlife Viewing Distance

Maintain a safe distance from seals and birds to avoid disturbance and ensure natural behavior.

Local Insights

Wildlife

Harbor seals basking on rocks
Bald eagles nesting in tall pines

History

The Apostle Islands were historically used by the Anishinaabe people for fishing and gatherings, with some cultural sites preserved within the park.

Conservation

Dreamcatcher Sailing follows strict environmental guidelines to protect water quality and wildlife habitats, supporting the National Lakeshore's preservation goals.