The Official Home of The 63rd Annual Windjammer Days
Sunday, June 22 through Saturday, June 28, 2025

Schooner Adventure

Blessing of the Fleet

Schooner Harvey Gamage

Schooners Ardelle and Heritage at Rest

Blessing of the Fleet

Blown Budget

The Schooner Ernestina-Morrissey Restoration at the Boothbay Harbor Shipyard

Sailmaker Nat Wilson opens his Sail Making Shop

Schooners Bowdoin and Heritage

Fireworks over the Harbor

Schooner Alert Gets Ready to Enter the Harbor

Sarah Mead

Schooner Eastwind

Blessing of the Fleet

Tug of War Across the Harbor

The Privateer Lynx

The Always Patriotic - Schooner American Eagle

Schooners Eastwind, Heritage, and Ardelle Waiting for Fireworks

Tug of War Across the Harbor

Time to Head Back to the Boat

The Men who Build and Rebuild Ships

The Privateer Lynx

Interviews Happen Rain or Shine

Pirates of the Dark Rose

Tour and Reception Aboard Schooners Adventure and Harvey Gamage

Schooners Heritage and American Eagle

Lighted Boat Parade

Vintage Boat Parade

Pirates!

The Always Entertaining Windjammer Days Street Parade

Schooner Alert

Pinky Schooner Ardelle

Having fun at Kids Alley!

Getting Ready for Fireworks

A Spectacular Display

Captain's dinner - Cabbage Island

Interview with Captain Willy Leathers of the Schooner Adventure

Clergy Blessing for a Safe Season

Tug of War

Tug of War Across the Harbor

Schooner American Eagle

Cod Fish Relay - Fun for All Ages

Pirates!

Fireworks over the Harbor

A majestic sight for even the youngest of spectators

The beautifully lit path of the footbridge

Osprey

Kids Alley

Breakaway 3

Pirates of the Dark Rose

Taking It All In

Lunatic Fringe

Antique Boat Parade

Island Mode of the Boothbay Harbor Oceanside Golf Resort

Kids Alley

Cod Fish Relay

Rock Skipping

Lobster Eating

Street parade

Lobster eating

Lots of fun at rock skipping!

Everyone has fun at the relay!

So much fun at the Windjammer Days Street Parade

Southport's finest - Street Parade

Windjammer Days marks the kick off to summer in the Boothbay region and is a time to reconnect with family, friends and neighbors after the long winter, an opportunity to support local businesses and welcome visitors. It is a time to honor our maritime history and celebrate the vital role it plays in the lives of all who live here.

Main Events

Harbor Aglow - Sunday, June 22

Pirates of the Dark Rose - Tuesday & Wednesday, June 24 & 25

Gathering of the Fleet - Wednesday, June 25

Cod Fish Races - Wednesday, June 25

Street Parade - Wednesday, June 25

Fireworks over the Harbor - Wednesday, June 25

Vintage Boat Parade & Pier Party - Friday, June 27

Artist's Alley - Thursday & Friday, June 26 & 27

Footage taken from Boothbay Harbor's annual Windjammer Days festival. The days of sail come to life every June in Boothbay Harbor, Maine. Filmed and produced by Boothbay Region Community Television. Cameras: Ryan Leighton, Jonne Trees, Janet Moller, Kaci Rankins Drone pilots: Jonne Trees, Cody Mitchell Editor: Ryan Leighton

Future Dates for Windjammer Days

June 21-27, 2026

June 27-July 3, 2027

June 25-July 1, 2028

The Annual Windjammer Days Festival is presented by Friends of Windjammers, a nonprofit community organization made up entirely of volunteers. It is the collective passion for the sea and for keeping traditions alive for future generations that drives this event, and keeps our community inspired to bring Windjammer Days to you year and after year. We hope you enjoy!

The Official Home of The 63rd Annual Windjammer Days Sunday, June 22 through Saturday, June 28, 2025

Main Events

Future Dates for Windjammer Days

The Official Home of The 63rd Annual Windjammer Days
Sunday, June 22 through Saturday, June 28, 2025