Check Out Our 2023 Lessons and Multi-Day Trips Schedule

Experience the breadth of Casco Bay and its hundreds of islands by joining this three-day journey on the Maine Island Trail. This is our most popular trip, and it includes visits to some of the most fascinating islands on the Maine coast.

Join Portland Paddle and Kayak Ways for an introduction to the traditional Greenland style of kayaking! World renowned instructors and competitors Cheri Perry and Turner Wilson will guide you through the boats, paddles, and techniques of the Greenland Inuit!

Kayak across Portland harbor to visit one of the most fascinating historic sites on the Maine coast. This 3-hour guided sea kayak tour includes a stop on a small island and the chance to explore Portland’s legendary Fort Gorges. As you venture into the inner islands of Casco Bay you’ll spot lighthouses and wildlife along its rocky coast and you’ll experience the fascinating sights and sounds of a true working waterfront.

Venture further into the gorgeous islands of Casco Bay during this 4-hour tour to visit some of the most stunning spots in the region. This trip offers an island-hopping adventure in the archipelago of islands that lie between the open ocean and Portland harbor. As you paddle closer to the mouth of the bay your chances of spotting wildlife like seals, porpoises and eagles increases, and the coastline becomes more wild and rugged.

Learn the basic skills and techniques of sea kayaking during our two-day Intro to Sea Kayaking Weekend Workshop! Designed for anyone new to ocean paddling.

Learn how to rescue yourself and others in the event of a capsize. This course will give you a chance to learn and practice some of the most tried and true kayak rescues!

Attend a navigation skills weekend workshop in Maine! Navigation Weekend focuses on the core skills necessary to navigate on coastal waters, especially when paddling in challenging conditions.

This 4-day expedition explores the island-dense stretch of waters between Penobscot Bay and Acadia National Park. The pink granite of the islands and the views of Acadia’s mountains create a magical sea kayaking experience like no other.