Windjammer Days

Friday, Jun 27, 2025 at 9:00am

Various Venues in Boothbay Harbor, ME

Schedule Of Events

9:00 AM - 5:00 PM : Artists Alley - Whale Park

Enjoy the talents of brilliant artists and craftsmen, and delight in some creative demonstrations taking place on Thursday and Friday.

9:00 AM : History Tour - Advance reservations required

Travel back in time with us on this scenic two hour stroll as your tour guide regales you with stories and facts dating back centuries in this quaint fishing village.  Suitable for all ages.  Approximately 2 miles.  mainedayventures.com

10:00 AM - 12:00 PM : Hidden Harbor E-Bike Tour -  At Pedego Electric Bikes

Take the road less traveled, leading to some truly mysterious locations to explore Boothbay Harbor's hidden history. Advance reservations required.

10:30 AM - 1:30 PM : Foodie Tour - Advance reservations required

This walking tour introduces a mix of some of the area's oldest and newest establishments while showcasing the culinary creativity that is alive and well in Boothbay Harbor!  Approximately 1.5 miles  mainedayventures.com

4:00 PM : Annual Vintage Boat Parade

A fleet of vintage boats (25+ years old) will grace our harbor in a regal parade of vessels. Join us after the parade at the Pier Party. Advance tickets required.

4:30 PM - 7:00 PM : Pier Party - The Shipyard in Boothbay Harbor

Enjoy appetizers, drinks (full bar), view the vintage boats tied up at the docks, groove to some great live music, and new this year - enjoy a gathering of a vintage motorcycles along with vintage cars at the shipyard! Advanced tickets required.

7:00 PM : Boothbay Summer Theater - Carousel Music Theater, 196 Townsend Avenue

RED, the Tony award-winning play by John Logan. RED is the compelling account of a giant of the art world, abstract expressionist Mark Rothko, as he struggles to synthesize his growing fame with his artistic purity in this Tony Award-winning play. While matching wits with his ‘modern' apprentice, Rothko embarks on a startling and explosive exploration of the meaning of art, emotion, and authenticity in a commercialized world, all while the fate of his most celebrated group of paintings hangs in the balance.

7:00 PM : American Ghost Walks; 22 Granary Way

Expand your knowledge of the supernatural with local accounts  (by reservation only)

7:30 PM : I Draw Slow - Final Show at Boothbay Opera House

This critically acclaimed roots five piece Irish band  is currently touring their fifth and most exciting album to date. The band has consistently redefined roots music over four celebrated albums. Their last reached #1 in the Irish Independent Chart. Their songs are streamed in the millions worldwide and the band is in tour-demand in the US, UK, and across Europe. Their distinctive blend of Irish and Appalachian roots composition has been licensed for film, TV, and advertising and is widely covered and recorded by other artists. The band recently appeared in a major Kerrygold butter commercial which featured one of their songs, Swans. Their first Opera House appearance! Advance tickets $25, regular tickets $30 – available beginning March 21.


May

24

View all events in the Milford area