Schedule Of Events:

September 4, 2025

7-9 PM - Pirate Social at Phoenix Wine Bar with live music.

September 5, 2025

10:00 AM - Welcome the MS Volendam cruise ship to port downtown
10:00 AM - Tortuga pirate encampment open! Piracy 101, Pirate games, tattoos & balloon swords
10:00 AM - Vendors Open at Fisherman Pier parking lot and Breakwater
10 AM-4 PM - Pirate Parrot Photobooth with Rescue Macaws at Bank Sq
NOON - Charge-up! - Pirate Huzzah, celebrate festival commencement at Bank Square
10 AM-4 PM - "Wabanaki Modern" Exhibition at Tides Institute & Museum of Art
12 PM-9 PM - Pop-up Tavern games at Horn Run Brewery
12 PM-1 PM - Skye's Hope on Stage
1:00 PM - Walk the Plank Contest at Tortuga Encampment
1:00 PM - Rockin Ron the Friendly Pirate, concert for school kids at High School Gym.
2:00 PM - Cutlass Lessons for Kids at Tortuga Encampment
2:00 PM - Mutha Teresa's Pirate Bubbles near the Port Authority Building
2 PM-3 PM - The Magnie FamJamily Band perform on Stage
3:00 PM - Ravenbane's Firecraft "FANTASTIC FIRE" performance at the Sutherland Amphitheater
3:30-4:30 PM - The Magnie FamJamily Band continues on Stage
4:00 PM - Corset Tying Demonstration and Contest at Phoenix Wine Bar with Mutha Teresa
5:15 PM - Live Fire at Tortuga Encampment
5:30 PM - 7:30 PM - Circus Mutt performing on Stage
6:30 PM-7:30PM - Pirate Festival King and Queen contest registration at stage area.
7:30 PM - Pirate King and Queen Judging in front of stage.
8:30 PM-9PM - Ravenbane's Firecraft performance - This show is geared specifically for kids and families - Sutherland Amphitheater
8 PM-12 AM - Crossroads Band Live at the Happy Crab ($10 cover charge)
8 PM-11PM - The Black Pearl Ball (21+) at Eastport Arts Center-$15/person or $25/couple donation, live music by The Steele Hill Band. Wear yer finest formal pirate attire this be a grand, elegant affair fit for high seas nobility!

September 6, 2025

10 AM-12:30 PM - Voluntary Road Toll at Causeway
10:00 AM - Food and Craft Vendors Open at Fisherman Pier parking lot, Breakwater, and City Hall parking lot
10 AM-1 PM - Balloon Twisting with Houston Ross -- free ballon twisting for all ages on the Library Lawn
10 AM-1 PM - F.A.C.E. (Facial Art for Children Events) Face Painting for Young Buccaneers at Bank Square $5-$10 per design
10 AM-4 PM - Kids Games on the Peavey Memorial Library Lawn
10 AM-4 PM - Pirate Parrot Photobooth with Rescue Macaws at Bank Sq
10 AM-4 PM - DIY Pirate Photobooth in the Port Authority Welcome Building
10 AM-4 PM - "Wabanaki Modern" Exhibition at Tides Institute & Museum of Art
10 AM-12 PM - Pirate Workshop at the Tides Institute StudioWorks Building
10:00 AM - Rockin Ron the Friendly Pirate, music on stage
10:30 AM - Judging of Custom Pirate Flags in near Stage. Winner wins $50 and leads the parade
10:30 AM - Registration for Kids and Youth Pirate Pageant near the Stage
10:30 AM-11 AM - Cutlass Lessons for Children with Fenris! Near the Stage
11:00 AM - Pirates of the Dark Rose - Signing the Pirate Articles, Jolly Rodger, Vaporing, and Tooth Worms at the Tortuga encampment.
11:00 AM - Kids & Youth Pirate Pageant (Boys & Girls) incl BEST DRESSED W/PRIZES ALL AGE Categories on stage.
11:00 AM - Kids & Youth Pirate Pageant (Boys & Girls) incl BEST DRESSED W/PRIZES ALL AGE Categories on stage.
12:00 PM - IGA Pirate Gold & Silver Doubloon Scramble - Lots of good Loot & Booty! In front of Eastern Maine Images
12 PM-5 PM - Pirate Pop-O-Matic with prizes for 12 and under at by Bingville Style Shop
12 PM-9 PM - Pop-up tavern games at Horn Run Brewery
12:30 PM - Muster for Pirate Parade ALL WELCOME TO JOIN US! (Judging 12:30-12:45PM) - Eastport Elementary on High Street
(Floats and parade participants approach via Clark St. & cemetery) Info: Sue 207-214-6514
12:15 PM- 12:45 PM Dramamines-Music on Stage.
1 PM - Pirate Parade
2025 Theme: Platinum Plunder: 20 Years of Piracy
First Prize $300 Second Prize $200 Third Prize $100
Open to Pirates of all Ages
8-$50 categories to be won (Best Child Costume, Best Adult Costume, Best ATV/Bike, and Best Family Group)
Parade Route: Start at Shead Highschool -- High St. down Washington over Water St end at Library
Parade to include Cutlass Demonstrations & Small Arms Fire. (Loud, sudden noise advisory for those with sensory sensitivities).
2:00 PM - Tortuga Encampment Open - Walk the Plank contest for kids and adults - at the Tortuga Encampment
2 PM-4 PM - Balloon Twisting with Houston Ross -- free ballon twisting for all ages on the Library Lawn
2 PM-4 PM - F.A.C.E. (Facial Art for Children Events) Face Painting for Young Buccaneers at Bank Square $5-$10 per design
2:00 PM - Scenic Boat Tour with Eastport Charter-Call (207) 992-7008 to Book!
2:00 PM - 2:30 PM - Pirate Antics with Captain Jack at the Sutherland Amphitheater
2:30 PM - Piracy 101 at Tortuga Encampment
2:30 PM - 3:30 PM - Pirate Rum Barrel Relay Race - 16 and up-with CASH Prizes (see website for  details) 853-0727 - Downtown Bank Sq to Amphitheater
3:00 PM - Mutha Teresa's Pirate Bubbles near the Amphitheater
3:00 PM - Ship Model Display, Seamen's Church
3:30 PM - Cannon Lessons with Pirates of the Dark Rose -Volunteers needed for the gun crew!
3:30 PM-4 PM - Rockin Ron the Friendly Pirate, music on stage
4 PM-5 PM - Ventriloquist DC Mickan at the Sutherland Amphitheater
4:30 PM - Cutlass Lessons for Adults at Tortuga Encampment
5:00 PM - Live Fire at Tortuga Encampment
5:30-6:30 PM - Can't Dog performs on Stage
6:00 PM - Weapons Demonstration at Tortuga Encampment
6:30 PM - 7:30 PM - The Milk & Honey Rebellion perform on Stage
7:00 PM-8:30 PM - Whirlpool, Sunset & Fireworks Lobster Boat Cruise-Eastport Windjammers
7:30 PM - Fireworks Cruise with Eastport Charter - Call (207) 992-7008 to Book
7:30 PM-8 PM - Ravenbane's Firecraft "FANTASTIC FIRE" performance at the Sutherland Amphitheater
8:00 PM - Cannon Fire to begin Fireworks Display
8:15 PM - FIREWORKS DISPLAY at the Fish Pier - Spectacular Fireworks show presented by Central Maine Pyrotechnics.
8:30 PM-12:30 AM - DJ Donny Blaze at The Happy Crab
After Fireworks - The Milk & Honey Rebellion continue on Stage

September 7, 2025

10:00 AM - Tortuga Encampment Open- Piracy 101 at Tortuga Encampment
10:00 AM - Food and Craft Vendors Open at Fisherman Pier parking lot, Breakwater, and City Hall parking lot
10 AM-1 PM - F.A.C.E. (Facial Art for Children Events) Face Painting for Young Buccaneers at Bank Square $5-$10 per design
10:00-10:30 AM - Rockin Ron the Friendly Pirate, music on stage
10 AM-4 PM - DIY Pirate Photobooth in the Port Authority Welcome Building
10 AM-4 PM - "Wabanaki Modern" Exhibition at Tides Institute & Museum of Art
10:30 AM - Eastport Water Balloon Fight!!! Bring your water balloons and defend Downtown Eastport! Join Fenris and Mutha Teresa for the attack at stage area!
11 AM-12 PM - Treasure Hunt with Captain Jack Meet at the Pirate Encampment in Bank Square
12 PM-6 PM - Pop-up tavern games at Horn Run Brewery
12:30 PM- 1:30 PM - "Everybody Loves Pirates" with the Frogtown Mountain Puppeteers
12:30 PM - Walk the Plank Contest for kids and adults at the Tortuga Encampment
1:00 PM - Mutha Teresa's Pirate Bubbles near Bank Sq.
1:30 PM - Kids battle crew to meet in front of stage.
1:45 PM - Show of Authority!! March to Bank Square
2:00 PM - Battle at Bank Square
2:00 PM - 7008 to Book! Scenic Boat Tour with Eastport Charter-Call (207) 992-
3:00 PM - Pirate Weapons Demonstration at Tortuga Encampment
3:30 PM - Pirate Send off at Horn Run Brewing with Live Music from the Magnie FamJamily Band

Date: September 4-7,2025

Location: Various Venue in Eastport ME

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