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The Maine Outsider

Maine Outsider: Invite 86 // May 28


Invite 86 // May 28

Happy Wednesday Outsiders. Let’s wrap up this month’s theme of positive outdoor news with a few more highlights.

Now, on to the good stuff.

✌️ Max

Disclaimer Time: Nature is unpredictable and events change. Always double-check the organization's event page before heading out.

This issue of the Maine Outsider is sponsored by Amble Therapy, offering walk & talk mental health counseling at nature preserves around Portland and telecounseling statewide.

Note: My views of this sponsor are in no way influenced by the fact she's my wife, I deeply respect her work, and I've benefited from a few great walks myself.


Yoga in Payson Park

Wed, May 28 | Portland | Paid

Head to Payson Park tonight or any Wednesday night this summer for outdoor yoga in the Longfellow Arboretum.

Learn more

Walk the Working Waterfront

Sat, May 31 | Portland | Free

Explore Portland's working waterfront with a behind-the-scenes look at Casco Bay's ocean economy, featuring tours of active vessels, interactive exhibits, and more.

Learn more

Cow Island Volunteer Day

Sat, May 31 | Portland | Free

Join Rippleffect for a rewarding day of island beautification on Cow Island in Casco Bay. Enjoy a scenic cruise, make a positive impact, and help create an inspiring outdoor space for Maine youth!

Learn more

Family Outdoor Skills Day

Sun, Jun 1 | Augusta | Free

Try ATV rides, archery, trout fishing, and wilderness survival at this family-friendly event hosted by the Maine Department of Fish and Wildlife.

Learn more

Plant Paddle at Camp Gustin

Thu, Jun 5 | Sabattus | Free

Learn to spot and report invasive aquatic plants while paddling with a group at Loon Pond.

Learn more

Paddle the Orange River

Sat, Jun 7 | Whiting | Free

Grab your paddles or rent a boat and join MCHT for a group paddle on the Orange River, with a picnic lunch at the midway point.

Learn more

Pothole Roubaix

Sun, Jun 8 | Orono | Paid

Register for the 25-mile Puddle Jumper or the 45-mile Crater Crusher gravel bike races, both starting and ending at Orono Brewing Company.

Learn more

East Bayside Trail Fest

Sun, Jun 22 | Portland | Paid

Sign up for this brand-new community event, featuring three ways to get active—run the revived Trail to Ale 10K, bike the Bayside Ride, or walk the Trail Mix 2-Miler—followed by a lively block party with music, food, and local drinks.

Learn more

Teen Sailing Trip: Casco Bay

Sun, Jul 27 - Wed, Jul 30 | Portland | Paid

A Casco Bay sailing adventure for teens—learn the ropes, explore secluded coves, and search for wildlife from the deck of the Seabird. No prior sailing experience required!

Learn more

Better with friends.

Some of life's best outdoor experiences are shared with others. Share this newsletter with a friend to inspire your next group adventure by forwarding this email or sharing a link to subscribe.


Coming Up (Previously Featured)

Slow Blooming Course | Sun, Mar 30 - Sun, Jun 1 | Paid

Spring Novice Ride Series | Thu, May 8 - Thu, Jun 12 | Paid

Maine Fly Fishing Festival | Fri, May 30 - Sun, Jun 1 | Paid

Maine Canoe Symposium | Fri, May 30 - Sun, Jun 1 | Free

John Andrews 5k Walk/Run | Sat, May 31 | Paid

Millinocket X-Stream Canoe Race | Sat, Jun 7 | Paid

BCM Joy Ride | Sun, Jun 8 | Paid

Paddle for Pine Tree Camp | Sun, Jun 8 | Donation Based

Maine Outcast Campout | Thu, Jun 12 - Sun, Jun 15 | Paid

Paddle For A Purpose | Sat, Jun 14 | Donation Based

Acadia Running Retreat | Wed, Jun 18 - Sat, Jun 21 | Paid

Maine's High Peaks Paddlefest | Fri, Jun 20 - Sun, Jun 22 | Paid

Bay of Fundy International Marathon & Half Marathon | Sun, Jun 22 | Paid

Sail Maine: Youth Summer Camps | Mon, Jun 23 - Fri, Jul 4 | Paid

Breaking Trail Running Weekend | Fri, Jun 27 - Sun, Jun 29 | Paid

Maine Summer Adventure Race | Sat, Jul 12 - Sun, Jul 13 | Paid

MITA Daysail & Island Stewardship | Thu, Jul 24 | Donation Based

Peaks to Portland Swim | Sat, Jul 26 | Paid

Trail Log: Share your Experience

Have you attended any of these recent activities? Use the quick check-in links(30 seconds or less) to log your attendance and share your experience.

📝 Pub Run Club - Wed, May 21

📝 Downeast Spring Birding Festival - Fri, May 23 - Mon, May 26

📝 Trail Festival at Pineland Farms - Sat, May 24 - Sun, May 25

📝 Run with the Alewives 5K - Sat, May 24

📝 Bike & Brew on the Eastern Trail - Sat, May 24

📝 Songbird Stroll - Tue, May 27

📝 Midnight Flooding: Art From the Edge - Tue, May 27

Your responses help us decide which events to feature again and motivate the newsletter's continued creation.


The Maine Outsider is your invitation to get outside. Our mission is to connect you with outdoor organizations offering impactful events and experiences around the state.

We monitor 400+ organizations but can't know everything. If you're hosting an event or have a tip about an upcoming experience, use our tip line to let us know.

Thanks for reading. Now, get out there!

The Maine Outsider

The Maine Outsider is a free newsletter curating outdoor events across the state. Our mission is simple — help you find the fun and help great organizations find you.

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