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Updates & News From Portland Paddle

Trip Reports

Interview with Jenny O’Connell: Author, Teacher, Activist, and Guide

Award-winning author Jenny O’Connell is joining Portland Paddle this summer to offer an adventurous three day writing retreat on Casco Bay’s islands. We sat down with Jenny to learn more about her career, the workshop, and other adventures she has gotten up to recently. Eric Nathanson: How long have you been a guide? Jenny is…

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June 21, 2024

A Winter Paddle to Damariscove

Trip Report: A Winter Paddle to Damariscove Island We launched mid morning on a chilly December day. The sky was the color of pale slate, the water flat and calm. Four of us had met just outside of Boothbay Harbor to paddle to Damariscove’s isolated harbor. The island is low and long, barely betreed, defined…

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January 1, 2023

Winter Paddling Excitement!

Check Out Our Winter Programming Schedule Join a course in the pool, a snowy paddle on Casco Bay or an online navigation workshop Tis the season! With a bit of snow on the ground, consistently cool temperatures, and most of our boats put to bed, it is truly feeling like winter here. The seasonal shifts…

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December 15, 2022

Our Favorite Places to Kayak and SUP in Maine

Portland Paddle Guides Share Their Favorite Paddling Spots With all of Maine’s lakes, rivers, and coastline, there’s enough paddling to keep kayakers and paddleboarders busy for several lifetimes. You could very well pick a launch at random out of your trusty Maine Gazetteer and fall straight in love. And since we’re all about sharing our…

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April 6, 2021

Portland Paddle Guide Kayaks the Entire Maine Coast in Four Days

Joe Guglieletti Paddled from Portsmouth to Eastport in 4 Days, 7 Hours and 17 Minutes, Setting a Record Speed Portland Paddle instructor and guide Joe Guglielmetti proved he can paddle fast when he won first place in last year’s Paddle for the Promenade 10-mile race. This summer he took his speed-paddling up a few notches…

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October 5, 2020

Paddling Kadavu

Entries from a Sea Kayaking Trip in Fiji By Joe Guglielmetti Joe Guglielmetti journeyed to Fiji during the fall of 2017 and paddled around the island of Kadavu. This report on his trip is part of a longer writing project that is currently completing. Joe is a sea kayak guide for Portland Paddle.  The ferry…

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February 19, 2018

Fort Gorges Sea Kayak Tour
  • Offered daily!
From $75

Kayak across Portland harbor to visit one of the most fascinating historic sites on the Maine coast. This 3-hour guided sea kayak tour includes a stop on a small island and the chance to explore Portland’s legendary Fort Gorges. As you venture into the inner islands of Casco Bay you’ll spot lighthouses and wildlife along its rocky coast and you’ll experience the fascinating sights and sounds of a true working waterfront.

Sunset Sea Kayak Tour
  • Most Popular!
From $55 per person

Glide across Casco Bay as the evening sun begins to set and witness the colors of the golden-hour sky over Portland’s islands! This 2-hour sea kayak tour involves a leisurely paddle along the Portland waterfront and onto the open waters of the bay to enjoy the panoramic views of the sun setting over the city as we paddle back to the East End Beach. Along the way you’ll look out for seals and seabirds as your expert guide offers paddling tips and shares their local knowledge of this unique place.

Half-Day Sea Kayak Tour From $85

Venture further into the gorgeous islands of Casco Bay during this 4-hour tour to visit some of the most stunning spots in the region. This trip offers an island-hopping adventure in the archipelago of islands that lie between the open ocean and Portland harbor. As you paddle closer to the mouth of the bay your chances of spotting wildlife like seals, porpoises and eagles increases, and the coastline becomes more wild and rugged.