SailMaine Fest & Regatta

Join us on Saturday, August 10, 2024 for the fourth annual

SailMaine Festival & Regatta / Windward Exhibition

our big fundraiser of the summer!

Thank you to our 2024 Sponsors!

Festival & Regatta

  • Come out for a day of racing on beautiful Casco Bay and an after-party with food, music, and drinks to support community sailing (event schedule)

  • PHRF racing line, inner 420 & J22’s line, and NEW this year: HARBOR CRUISE!

  • Windward Exhibition: Saturday morning boat parade of painted sails by local artists and festival on Fish Point. Then stay to watch the racing!

  • Create your own boat team and be a top fundraiser! Compete as a racer and fundraiser!

  • Support an existing team or make your own fundraising page (even if you are not racing!) (link coming soon)

Race and Registration Details

The goal of this race is to raise money for SailMaine’s scholarship and community sailing programs. Our goal in 2024 is $70,000. Each boat is challenged with raising $250*. (Folks can also create a fundraising team even they do not want to race! All support is welcomed!)

Notice of Race (lots of details!)

How does it all work?

First: Register to race (PHRF) or click here to register 420/J22 **

Second: Create a fundraising page

Help support community sailing and have a great day on the water!

*420’s and J22’s are asked to raise $100

**420 and J22 registrants: DO NOT use Regattaman, just click the button above to register!

More details:

  • Scratch sheet

  • Regattaman race info

  • Results

    Celebrate Portland’s local artists!

    Featuring a parade of painted sails, viewable from our festival location at Fish Point (below Fort Allen Park).

    Come by to watch the parade, stay longer and watch the whole race!

Event Details


August 10, 2024

Venue Address

Casco Bay


Additional Information

Register Website Facebook