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Updates & News From Portland Paddle

New Offerings

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

Announcing Our New Membership Program!

Paddle as Often as You Like, All Summer Long, for a Flat Rate! Sign up by June 15th! This year we’re making it easier and more affordable than ever for locals to paddle regularly on Casco Bay. When you purchase a membership you get free rentals for four months – and lots of other benefits….

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May 3, 2024

Fall Foliage Paddles on the Prescumpscot River

Paddling the Presumpscot River is One of the Best Ways to View the Spectacular Fall Colors We love canoeing and kayaking on the Prescumpscot River, so this fall we’ve created a guided trip to share the experience with anyone looking for a fun adventure. As the seasonal changes being less calm conditions on Casco Bay,…

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October 18, 2023

RACERS! TO YOUR MARKS!: Announcing the new East End Paddle Race Series!

Ready! Set! Go! Sample race course – one of several we will use throughout the season Portland Paddle is excited to announce the East End Race Series, a friendly competition on Casco Bay for kayakers and paddleboarders! Each Monday evening in July and August racers will be able to go head to head on a…

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May 8, 2023

Announcing: NEW Weekend Workshops at Portland Paddle!

Weekend Workshop Series with Portland Paddle New this summer, we are excited to announce our series of four weekend workshops! These workshops are a great opportunity to dive deep into a specific topic of sea kayaking over a two day span. They are also an excellent opportunity to connect with other sea kayakers, because nothing…

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April 4, 2023

New Winter and Spring Paddling Dates Announced!

   New Dates Added  You asked for it and we answered! Due to the popularity of our winter paddles and pool clinics we have decided to add additional dates and times to the calendar, and even dreamed up some new offerings! Dates are listed below, and full details can be found at the respective webpages!…

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January 15, 2023

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.