Jewell Island Overnight

2018 Trips: June 9-10, June 23-24, July 8-9, July 20-21, August 5-6, August 18-19, September 1-2, September 8-9, and by request

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, 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.

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. 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. 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). 

We provide three meals for this trip: dinner, breakfast and lunch for day two. We also provide plentiful snacks. However, you should bring along your own lunch for the first day of the trip. We provide all the kayaking gear, dry bags and an expert guide. The group meets at 9:30 AM on the first day and aims to return by 3:45 PM the second day.  $220 per person.

Click here for a detailed trip itinerary and packing list for the Jewell Island Overnight trip. 

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Richmond Island OVernight 

2018 Trips: We are still working on scheduling this trip. Let us know if you'd like to request certain dates! 

As a sea kayaking destination, Richmond Island strikes a rare balance between rugged beauty, remote solitude and relatively easy access. The island is only about a mile from Portland Paddle's shop at Crescent Beach State Park, so it's usually a fairly quick paddle to reach the campsites along its shores. However, that mile is fully exposed to the open ocean and is scattered with breakers, ledges and unobstructed swells originating from the distant reaches of the Gulf of Maine. And even though the island is close to the mainland it feels like another world, with miles of wild coastline, expansive meadows, meandering trails and barely-touched beaches.

This trip allows people of all skill levels -- beginners included -- to get a taste of expedition sea kayaking on the coast of Maine without needing to paddle for many miles. Your guide will start off your trip with paddling instruction that prepares you for the journey to the island. They'll choose a route that's comfortable for everyone in the group while also offering plenty of adventure. Once you arrive at the island and set up camp your guide will offer a tour of the island that includes some stories from its rich history, including its use by the Abenaki people, English settlement in the 1620s and the first recorded worker strike (by fishermen) in American history. 

The trip starts at noon at Portland Paddle's shop at Crescent Beach State Park in Cape Elizabeth. The group will return by 1:00 PM the next day. Two delicious meals are provided: Dinner on the first day and breakfast on the second day. Plentiful snacks are also provided. $205 per person