Guided Tours, Lessons & Rentals in Portland, Maine

Kayak across Portland harbor to one of the most fascinating historic sites on the Maine coast. This is a 3-hour guided sea kayak tour with a visit to Portland’s legendary Fort Gorges!

Island-hop by sea kayak on Casco Bay in Portland, Maine! This trip offers an island-hopping adventure in the archipelago of gorgeous islands in Casco Bay that lie between the open ocean and Portland harbor.

Explore the gorgeous and wild waters surrounding Richmond Island in this tour launching from our Crescent Beach location. This is a trip suitable for all skill levels!

The hour just before sunset is the best time for paddling the waters of Casco Bay. The light is beautiful, the harbor is less busy and the seas tend to be calmer — often creating ideal conditions for stand-up paddle boarding !

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!

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 expedition skills and explore the waters of Casco Bay during our weekend workshop! Expedition Weekend focuses on the process of planning and executing longer distance sea kayak tours.

Join the bracing and edging lesson in Maine! Improve boat control by mastering these two essential and interrelated skills! This lesson is for intermediate to advanced paddlers.

Learn the basics of sea kayaking the Maine Coast in this 3-hour course! This is the course to take if you are new to sea kayaking — or if you started sea kayaking without gaining a solid foundation of skills and knowledge.

Practice kayak rescues in roughwater conditions! This half-day training for experienced sea kayakers offers the opportunity to practice essential skills in challenging conditions.

Hone your navigation skills during this half-day sea kayaking lesson in  Portland, Maine! This course will prepare you to read a nautical chart, follow the rules of the road when crossing boat channels, and use a compass to plot a course.

Learn roughwater skills during our weekend workshop in Maine! During this session, students will have opportunities to gain experience with rock gardening, surfing, and more!

Go paddling into the the waves and whitewater along the most exposed coastlines in Portland, ME! This workshop is solely for intermediate or advanced sea kayakers with self-rescue skills and experience with bracing and edging.

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.

Experience Portland harbor from the unique perspective of a stand-up paddleboard (SUP)! This tour is a great way to discover the joys of SUP and have a fun adventure on the water.

This 4-day expedition for intermediate to advanced paddlers 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.

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.

This three-day trip explores the sea kayaking wonderland that is Muscongus Bay. This bay, speckled with tiny islands, sparsely populated and home to abundant wildlife, makes it one of our favorite destinations for multi-day sea kayaking trips on the Maine coast.

This trip combines two of our favorite activities: sea kayaking and yoga! Paddle out to Fort Gorges then enjoy a yoga class suitable for all experience levels!

Join our Women at Sea Weekend Workshop! This 2-day course is designed for any female-identifying person interested in refining their sea kayaking skills, from beginner to intermediate experience levels!

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!

We’ll hit the water just in time to watch the sun set and then we’ll glide through the dark waters, keeping track of each other with the help of glow sticks dangling from our lifejackets.

This expedition for intermediate to advanced paddlers explores the most rugged, wild and gorgeous stretch of the Maine coast — the Downeast region that extends to Canada. The tides are more powerful here, the wildlife more abundant and the cliffs more dramatic. It has all the makings for an epic sea kayaking trip.

Maine’s southern Midcoast is a dense network of river estuaries, long peninsulas and small islands. This three-day trip travels along the tidal rivers, rocky islands and pristine beaches of the region, camping on the Maine Island Trail along the way.

Learn the basics of stand-up paddle boarding, an exciting way to  explore Maine’s waterways! This course is designed to introduce anyone who’s fairly new to SUP to the many sides of the sport. No prior experience needed!

This course introduces students to the essential theory and skills involved in surfing a sea kayak. Students will spend time in the surf zone getting comfortable launching, landing and riding waves.

This course will teach you how to roll a kayak — an invaluable safety skill that’s also endlessly fun. We’ll spend most of the time in the water mastering a series of techniques that will lead to an actual attempt at the roll.

Gain confidence on open waters in this continuation of our introductory sea kayaking course. This course builds on the skills taught in Intro to Sea Kayaking Part I and teaches you about crucial resources and equipment that sea kayakers rely on while paddling the Maine coast.

This two-hour adventure on Casco Bay is designed for families with children ages seven and up. Enjoy a fun paddle along the waters of Portland harbor and its surrounding islands! The slower pace of this tour is perfect for kids and novice paddlers alike.