Jewell Island Kayak Expedition - Photo Credit: Portland Paddle

Jewell Island Kayak Expedition

This two-day trip is great for anyone with some kayaking and camping experience. The paddle to Jewell Island is roughly 8 to 10 miles, which is typically a comfortable amount of paddling in one day for a generally fit person who is comfortable spending a few hours at a time in a kayak. With its gorgeous rugged coastline, its extensive network of trails and its ample camping spots, the island is one of the best kayak camping destinations on the Maine Island Trail in southern Maine.

Events > Jewell Island Kayak Expedition
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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
Monday, July 11 – Tuesday, July 12

2022 TRIPS: June 24-25, July 11-12, July 28-29, August 15-16, August 25-26, September 6-7, and September 16-17

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


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