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Schedule of Events


The Boothbay Harbor One Design Boat Race and Annual Antique Boat Parade will take place in this coastal Maine town on June .

The One Design Boat Race is scheduled for June 22 at 1 p.m. between the Boothbay Harbor Shipyard and the Tumbler Island buoy. The race features Boothbay Harbor Twenty-Foot Class boats, which are unique to the area.

SUNDAY, JUNE 22, 2014 - 11:30 AM

Windjammer Days Golf Tournament at the Boothbay Harbor Country Club
Open to the Public ~ Members and Non-Members welcome! Join as Teams or individuals. 11:30 Luncheon followed by a 1:00 PM Shot Gun Start.

TUESDAY, JUNE 24, 2014

9:00 AM - 9:00 PM

Whale Park Friends of Windjammer Days Tent Open Information and shuttle maps are available.2


3rd Annual Artists Alley & Kid’s Alley
As part of the exciting expansion of our Windjammer Days Festival for the third consecutive year the Artists Alley will be staged on the By-Way. Regional artists will display fine arts and fine crafts and watch a few artists in action. Kid’s Alley will have games and activities for all ages! The By-Way and Bridge Streets in Boothbay Harbor will be blocked off for the day.

10:00 AM – 10:30 AM

Pirates of the Dark Rose Puppet Show
The classic story of how the Pirates found the buried treasure, on Treasure Island. Told with puppets for the young scallywags on a large treasure map.

11:00 AM Cod Fish Races

12:00 PM Lobster Eating Contest

12:30 PM - 1:30 PM

Pirates of the Dark Rose Duels & Meet Oreo the Pirate Bird.   Pirates are a quarrelsome lot, and pirate quarrels are settled with steel on shore! It’s in the Pirate Code. The dock will ring with the sound of cutlasses and rapiers, and, perhaps, boarding axes as the differences are decided by which pirate survives the fight.

1:00 PM - 3:00 PM

Whale Park Stage Concert : Primo Cubano

1:30 PM – 3:00 PM

Recruiting for Pirates: Kid’s Tent, Boothbay House Hill.     Boys and girls, lads and lasses, and older gentlemen and ladies, -- who have been thinking of a life of piracy – join up with the Pirates of the Dark Rose to keep the British from putting a stop to all the pirate fun when they attack the next day. We take apprentice pirates from six to sixty as long as they will look like a pirate on Wednesday. Pirate Recruit Training will cover:
o The pirate flag, the ”Jolly Rodger”
o The Pirate Articles the Pirate crews sign to govern themselves
o Pirate food
o Cutlass Lessons
o Pirate Dentistry (Tooth Worms Removed)
o Pirate Weapons – grappling hooks, axes, and flintlocks
o Intimidation or “Vaporing” as it’s called to scare the prey
o Get your pirate gear!

3:00 PM -4:00 PM

Annual Antique Boat Parade
Watch years of the boating world cruise past you! This event takes place in the harbor with 20+ antique boats participating. Watch from the downtown Whale Park, from the footbridge or on the deck of one of the many restaurants on the water. After the parade, walk across the famous Footbridge over to the Rocktide Inn and meet and interact with the Boat Captains and view their classy vessels up close on the Inn’s dock.

4:00 PM - 4:45 PM

Whale Park Stage Concert: Join Noel Arrington, Paul Johnson, and Amber Jones, a popular Boothbay Harbor region local trio, as they take center stage with their signature stylings.

5:00 PM - 6:00 PM

Whale Park Stage Concert: Boothbay Region Community Band
Boothbay residents Becky and Alfred Roberts gathered fellow musicians together in 1991 to form the Boothbay Region Alumni and Community Band, now known as the Boothbay Region Community Band.

6:00 PM - 7:00 PM

Cannon Lessons with a Pirate Shoot out: Join Captain Crudbeard, master gunner through the authentic drill of the Royal Navy of the 1700’s.

7:00 PM - 9:00 PM

Whale Park Stage Concert: Pan Fried Steel

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WEDNESDAY, June 25, 2014

9:00 AM - 9:00 PM

Whale Park Friends of Windjammer Days Tent Open

9:30 AM - 10:00 AM

Weapons Demonstration: See how pirates of old took their prey. Using Pirate’s flags, grappling hooks, pistols, and cutlass; this is gripping show-and-tell. Public Pier, Whale Park.

10:00 AM - 12:00 PM Whale Park Concert: Music Recorded

10:30 AM - 11:15 AM

Cannon Lessons with a Pirate Shoot out: Join Captain Crudbeard, master gunner through the authentic drill of the Royal Navy of the 1700’s. Go through the drill and fire the gun! Public Pier, Whale Park

11:15 AM- 12:00 PM Whale Park Stage Concert:

12:00 PM - 12:30 PM British Invasion Attack on Boothbay Harbor Public Landing
Live: ATTACK ON BOOTHBAY HARBOR! The Pirates of the Dark Rose are vowed to keep on with their wicked fun in Boothbay Harbor with Captain Crudbeard and his wife, Bloodthirstry Barbara and their motley crew at the helm of the Must Roos pirate ship. The British Governor has vowed to stop the fun. Stand back and watch the drama unfold as Captains Randy and Nate navigate Friendship Sloop Sarah Mead into the Harbor to help thwart the British attack on our coastal town. If you want to see if lawlessness or virtue prevails, watch the battle at the Public Landing, Whale Park

1:00 PM - 3:00 PM

Windjammer Fleet Arrives Under Full Sail!
The moment you have been waiting for! Watch from the Downtown Whale Park, the Footbridge or the Fisherman’s Memorial (just to name a few spots) as 11 historic Schooners glide into our harbor.

2:00 PM – 4:00 PM Whale Park Stage Concert: Perpetual E-Motion

4:00 PM - 5:00 PM Windjammer Days Street Parade

5:15 PM – 6:00 PM Whale Park Stage Concert: Y-Arts

6:00 PM – 7:00 PM Whale Park Stage Concert: Lincoln Arts

7:00 PM - 9:00 PM Whale Park Stage Concert: HD RnB

8:00 PM -8:15 PM Grand Prize Winners announced:
• One Grand Prize Raffle Winner
• Second Prize Raffle Winner
• 50/50 Winner

9:15 PM Fireworks Spectacular over the Harbor!

Events and times are subject to change.

SATURDAY, June 28 2014