Casco Bay Traverse

You’ll start out kayaking alongside the busy working waterfront of Portland harbor and quickly pass into calmer waters and past tiny island hamlets, hidden beaches and rugged, rocky headlands. We often spend the first night on Jewell Island, a large, wild island with gorgeous trails to explore, or on Bangs Island, a less visited gem with panoramic views of the bay. From there we often island-hop west towards Harpswell, either returning to Jewell for a second night or camping on Whaleboat Island, Rasperry Island or another nearby site on the Maine Island Trail.

Our route will depend on the conditions and the group, but you can plan on several hours of paddling each day (with many breaks) as we traverse the bay. There will also be plenty of time for exploring and relaxing on the islands.

This trip is great for first-time kayak campers as well as those who have experience with paddling expeditions. Some prior ocean kayaking experience is required, however. If you are new to sea kayaking, we suggest taking one of our lessons before signing up for this trip. That said, your guide will provide basic instruction, and there will be plenty of opportunities to improve your paddling skills along the way.

Portland Paddle will provide all meals, an expert guide, kayaking gear, two dry bags, drinking water, and basic camping and cooking gear. Many people prefer to use their own tents, but we can provide them at no additional cost. You should bring your own sleeping bag and sleeping pad, or you can rent from us for an additional fee. Additional dry bags, and coldwater paddling gear such as wetsuits and neoprene booties are available for rent.

The group will gather at 8:30 am on the first day. After meeting your guide you will be given dry bags for packing and everyone will be briefed on the plan for the day. Your guide will select a kayak for you and help you pack your belongings.

Your trip may end at a different location on the northern side of Casco Bay. In that case, you will be driven back to Portland, typically returning between 3pm and 4pm. Depending on the conditions and the route your guide chooses, you may also paddle a loop and end your trip back in Portland.

• Island-hopping across Casco Bay and visiting several islands on the Maine Island Trail
• Watching the sun set over Casco Bay from oceanside campsites
• Experiencing the many sides of Casco Bay — from open ocean to protected estuaries
• Seeing extensive wildlife, as well as working lobster boats
• Visiting the Admiral Peary museum on Eagle Island, or day hiking around the trails of Casco Bay’s larger islands

• Well-rounded, delicious meals and snacks – two of each breakfast, lunch and dinner
• Kayaks and other paddling gear
• Two dry bags for packing your belongings; additional dry bags available for rent
• Licensed Maine guide
• Tent(s)

• Prior sea kayaking experience
• Ability to paddle for several hours in one day (with many breaks)
• Comfort with tent camping

If you would prefer to book a private trip that is just for your group we would be happy to make that happen. A private trip allows your guide to customize the itinerary to fit the interests and experience levels of those in your group. It’s also  a good option if the dates of our public trips listed on the calendar above don’t work for your group.

To get more information and request a private trip please submit the form on this page.