Jewell Island Overnight Trip - Photo Credit: Portland Paddle

Jewell Island Overnight Trip

Jewell Island is less than a full-day paddle from Portland Harbor, but the island lies on the boundary between the ocean and Casco Bay and feels remarkably remote and wild. With its gorgeous rugged coastline, extensive network of trails and ample camping spots, the island is one of the best kayak camping destinations on the Maine Island Trail. This two-day trip is great for anyone with some kayaking and camping experience. The paddle to Jewell Island is roughly 8 to 10miles.

Events > Jewell Island Overnight Trip
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Portland Paddle
East End Beach, Cutter Street
Portland, Maine 04101 United States
About the Event
Presented by
Portland Paddle
(207) 370-9730
Sunday, June 20 – Sunday, September 12

2021 TRIPS
June 20-21, July 6-7, July 18-19, August 1-2, August 16-17, August 23-24, September 6-7, September 11-12. And by request.

$245 per person (or $195 if you use your own sea kayak)

Where You’ll Paddle:
The group will island-hop along the way, providing at least two chances to stop for breaks. Most routes to Jewell involve significant crossings over waters exposed to the open ocean. The exposed nature of the route make the paddling experience unique for every trip. Along the way you can expect to visit at least a couple other islands of the Maine island Trail.

If the sea conditions are too challenging due to strong winds or dense fog the guide may make the decision to take the group to a more protected island, such as Little Chebeague Island, Cow Island or Crow Island. (Our cancellation policy allows for a full refund if the trip is canceled altogether due to weather conditions).

Logistical Details:
We provide three meals for this trip: dinner, breakfast and lunch for day two, along with plentiful snacks. However, we ask that you bring along your own lunch for the first day of the trip.

Portland Paddle provides an expert guide, all the kayaking gear and dry bags you’ll need, drinking water, tents and basic camping and cooking gear. We can provide sleeping bags and sleeping pads for an additional fee. The group meets at 8:00 AM on the first day and aims to return by 3:45 PM the second day.

Paddling along the open ocean on the crossing to Jewell.
Exploring Jewell Island’s network of gorgeous trails
Watching the sun set over Casco Bay from an oceanside campsite
Climbing the WWII submarine tower on Jewell Island to enjoy a spectacular view of Casco Bay

Three well-rounded, delicious meals (dinner, breakfast and lunch)
Kayaks and other paddling gear
Dry bags for packing your belongings
Licensed Maine guide

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