
Skipper Check In
Check in on the Porch at PYC and pick up your skipper bag and tracker. All crew waivers must be completed before check-in.
Skipper's Meeting
The meeting will be held upstairs at PYC and a zoom link will be sent out.

Monhegan Cocktail Party
Join us for appetizers and Shipyard beer, special Monhegan cocktails featuring Ice Pik Vodka and Wyman's Blueberries. Featuring music from The Cavemen.

Monhegan Lobster Bake
Join us for dinner featuring Steak or Lobster Dinner, $48 (plus tax, gratuity and service charge).
Veggie Burger $20 (plus tax, gratuity and service charge).
All served with potato and corn with blueberry cake for dessert.
Kids $15, chicken tenders and mac and cheese
Tickets required - please sign up here.

Skipper Check In
Check in on the Porch at PYC and pick up your skipper bag and tracker. All crew waivers must be completed before check-in.

Monhegan Start - Hussey Sound
The Monhegan Fleet heads off on their 140nm journey down to Boon Island, east to Monhegan and then back to PYC!

Skipper Check In
Check in on the Porch at PYC and pick up your skipper bag and tracker. All crew waivers must be completed before check-in.

Seguin Sprint Start
The Seguin Fleet takes off on their 50 nm journey down to Seguin Island and back to PYC!

Finishers arrive at PYC
Finishers return to PYC to be greeted with warm pizza, cold beer, showers and a chance to trade some stories from their adventures.

Monhegan Awards Brunch
Enjoy a tasty brunch prepared by the PYC kitchen and sit back while the awards are presented to the fleet! Enjoy music and cocktails as sailors relax and share stories of their adventures.
Music by: Jay Bragg's New Vaudeville featuring "The Fiddlecrusher" Post-Race Celebration at Portland Yacht Club
New England native Jay Bragg brings his Nashville-refined artistry back to Maine waters for the perfect post-Monhegan Island Race celebration. After years perfecting his craft on Music City's legendary stages and sharing bills with icons like Alan Jackson and Chris Stapleton, Jay has evolved into one of the country's most skilled entertainers with an unmatched ability to lift spirits and create lasting memories. Joining him for this special waterside performance is world-renowned fiddle virtuoso Renae Truex, known as "The Fiddlecrusher," adding her incredible musical fireworks to the evening.
Following the excitement of Monhegan, settle into the sophisticated relaxation of a Maine brunch with Jay's signature blend of smooth classics, jazz standards, and original compositions that sound like timeless treasures. With Renae's masterful fiddle work weaving through the mix, this duo/trio performance creates exactly the kind of musical atmosphere that transforms a good post-race gathering into an unforgettable celebration. It's quality musicianship delivered with genuine warmth - the perfect soundtrack for toasting another successful day on the water among the sailing community.