South Portland

Casco Bay Summer Race Series

For more information on this weekly event, please click here and here.

To see a video on the 2015 Casco Bay Paddleboard Series, click here.

Sat, Jul 23rd,
4:30pm to 8:00pm
Sat, Jul 30th,
4:30pm to 8:00pm
Sat, Aug 6th,
4:30pm to 8:00pm
Sat, Aug 13th,
4:30pm to 8:00pm
Sat, Aug 20th,
4:30pm to 8:00pm
Sat, Aug 27th,
4:30pm to 8:00pm
Annual Event: 

USA Ultimate Southern Maine Invitational

Southern Maine Invitational - USA Ultimate

Come see Maine's best high school USA Ultimate athletes! 

High School Boys and High School Girls 2-day Tourney ~ May 14 + May 15, 2016

Wainright Sports Complex, Gary L. Maietta Way, South Portland, Maine 

Sat, May 14th, 12:15pm to Sun, May 15th, 12:15pm
Annual Event: 

2017 Casco Bay Summer Race Series - Paddleboarding

2017 Casco Bay Summer Race Series

Event Information - 207-317-0425

Weekly Saturday Paddlebard Races  

Race #8, July 22, 2017 - Our half-way point – Mid-series party after the race! Try it out, your first race is free. Each week is a different course wihch will be shared on our Facebook page. 

Registration for the whole season is $60.

LONG (90+ mins) | ??? | BRANDON

Sat, Jun 17th,
4:30pm to 7:00pm
Annual Event: 

Maine Cancer Foundation - Twilight 5K

Maine Cancer Foundation Twilight 5K

On Thursday, June 8th, 2017, hundreds of people will join together to help fight cancer and walk or run one of the most beautiful sunset race courses in Maine at the Twilight 5K

Help the Fight Against Cancer in Maine: Hosted on the breathtaking Southern Maine Community College campus in South Portland, this inspirational event is open to individuals and teams. Each participant can commit to fight cancer through fundraising (Your registration fee will be counted toward your fundraising total).

Enjoy a Walk: You are welcome to run, walk or stroll! Participants may follow a 1.2 mile walk or the full 5K course. What matters most is we're doing our part to help the people of Maine in their fight against cancer.

Or Go for a Run: The Twilight 5K is a chip-timed race with mile split times posted on the course. 

What's a Race without Party? The Twilight 5K finishes with live music, awards, a pizza party generously donated by our sponsors below and a beer tent provided by Shipyard Brewing Company.


  • Online Registration Closes: Wednesday, June 7 at 5pm. 
  • Early Packet Pick-up at Maine Cancer Foundation:
    • Tuesday, June 6 from 9:00am to 7:00pm
    • Wednesday, June 7 from 9:00am to 7:00pm
  • Post Race Activities
    • LIVE Concert with the Mallett Brothers Band!
    • Complimentary post-race Shipyard beer will be served.  You must present an ID to be served beer.  When we see your ID we will give you a bracelet.  You can pick up your bracelet at packet pick up or on race day.
    • Please remember your ID because no ID no beer!  Sorry.
    • We will also have complimentary pizza and Eli’s Rootbeer.
    • Spectators can buy a ticket to the concert which includes beer and pizza for $25.00 at the event.

*Twilight 5K Awards
There will be awards for both men and women the following categories (no duplicates):

  • Top Fundraisers
  • Top 3 overall 
  • Top 3 survivors
  • Age group awards (10 year intervals): 19 and under /20 – 29 / 30 – 39 / 40 – 49 / 50 – 59 / 60 – 69 / 70+

Additional event information and registration steps may be found at:

Maine Cancer Foundation - 170 U.S. Route One, Suite 250, Falmouth ME, (207) 773-2533,    


Thu, Jun 8th,
7:00pm to 9:00pm
Annual Event: 

Santa SUP Paddle

Santa SUP paddle

10 a.m. Dec. 17
Leaves from the boat launch at Bug Light Park, South Portland
Free event!
Santa’s reindeer get him lots of places, but sometimes, the big guy needs to swap Donner and Blitzen for a standup paddleboard. The annual Santa Paddle encourages paddlers to turn up in Santa suits for a group paddle across Portland Harbor and perhaps a stop on Portland’s waterfront for a hot drink. PFDs and winter wetsuits required.

Content provided by Fit Maine who attended last year's event - See the photos on Facebook

Sat, Dec 17th,
10:00am to 12:00pm
Annual Event: 

The 1st Annual Savage Family Turkey Trot

The Savage Family Turkey Trot 5k

Thanksgiving Day, Nov. 24th at 9am

Bug Light, South Portland. $20.

Be a part of the first annual Savage Family Turkey Trot. “You can run it, walk it, bike it, push the kids in strollers, bring your leashed furry friend or you can do it dressed like a turkey!”

This run is in honor of Nathan Savage, who died this past summer while training for his first Ironman~

Thu, Nov 24th,
9:00am to 11:00am
Annual Event: 

Bikes & Brews #3

Bikes & Brews #3 ~ Saturday, October 29th

Check in is 10:15 - 10:45am

Course - Cape Elizabeth trail network

Elsmere BBQ & Wood Grill, 448 Cottage Road, South Portland, ME 04106. Please feel free to come in costime for this event! 

Proceeds go to Greater Portland NEMBA!


To register:

Sat, Oct 29th,
11:00am to 2:00pm
Annual Event: 

Santa Hustle Maine 5K & Half Marathon

Santa Hustle Maine Event Information

Be a part of one of the largest growing race series as thousands of Santas will hit the streets of South Portland, ME at the Third Annual Santa Hustle Maine 5k & Half Marathon presented by Bon-Ton on Sunday, December 4, 2016. 

5K START: 7:15am

Every participant will receive a Santa hat, beard, and a lightweight performance hoodie, to wear while running. NEW for 2016! All finishers, 5K and Half Marathon, will receive a finisher medal! With outrageous holiday decorations, festive music, and a large after party!

Date & Time

Date: Sunday, December 4, 2016


5k START: 7:15am*

*Times Subject to Change

Start & Finish

Start and Finish will be at the Maine Mall, 364 Maine Mall Road, South Portland, ME 04106

Race Packet Pick-Up

The Santa Hustle Maine presented by Bon-Ton packet pick-up will be held Friday 12/2- Saturday 12/3 and on Race Day.

  • Friday, December 2: 11 a.m. – 7 p.m.
  • Saturday, December 3: 11 a.m. – 7 p.m.
  • Race Day Packet Pick-Up WILL BE AVAILABLE this year from 5:30-6:45 a.m. — PPU will close exactly at 6:45 a.m. – Santa says to come early and be prepared for long lines

You may have a friend pick your packet up for you. They will need a copy of your confirmation ticket email and the correct spelling of your first and last name.


The Marriott at Sable Oaks is the 2016 host hotel. Click here to make your reservations.

You can also book your hotel stay at the DoubleTree by Hilton Portland. Click hereto make your reservations.


Event details may be found at 



Sun, Dec 4th,
7:00am to 1:00pm
Annual Event: 

2016 Bug Light 5K Walk/Run October 9, 2016

 Presented by

2016 Bug Light Walk/Run - Sunday, October 9, 2016 
The 2016 Event will Feature:
  • A Professionally Certified Course in a scenic waterfront location
  • Post-race refreshments
  • Awards:
  • $50 for first place man and woman, overall
  • $30 for second place man and woman, overall
  • Medals for 1st and 2nd within each age category (the overall winners are not eligible to also win within their age category)
  • Kids Fun Run at 8:30 am for all up to 10 years old  
  • A tobacco-free event 

Where:             Bug Light Park, South Portland, Maine

When:             Sunday October 9th, 2016

Race Start:     9:00 AM
Directions:     Proceed to the far eastern end of Broadway in South Portland, turn left on Breakwater Drive and then right on   Madison Street. Bug Light Park is located around the corner at the end of Madison Street. GPS users may enter 1 Madison                                    Street, South Portland, for directions. 

Proceeds benefit two South Portland community non-profits:



The South Portland Land Trust is dedicated to creating new parks and natural areas and building 20 miles of bicycle and pedestrian trails in South Portland. 
Make your tax-deductible contribution to the SPLT using Paypal at Support SPLT Park and Trails

And visit us on Facebook
The South Portland Historical Society is dedicated to preserving the social, commercial and cultural heritage of South Portland. Make your tax-deductible contribution to the SPHS today using Paypal at Support the SPHS. And visit us on Facebook
Follow us on Twitter 

@BugLight5k or call Kathy Diphilippo at 207-767-7299. 

Logo Design 

Our logo design was created by artist Donna Duquette. Follow this link to her facebookpage to see more of her work.


Sun, Oct 9th,
9:00am to 1:00pm
Annual Event: 

Seaside Yoga at Fisherman's Point

Enjoy a Seaside Vinyasa practice, designed to warm your body and stimulate your energy flow through breath and movement. Begin with mindful movement and finish with a restorative Savasana as you draw the attention inward allowing the practice to be a sanctuary for the mind, body and spirit. Modifications will be offered to suit all levels.

Mon, Aug 1st,
6:00pm to 7:15pm
Annual Event: