Boothbay Harbor's Signature Summer FestivalWindjammer Days 2026

Celebrate Maine’s rich maritime heritage during the 64th Annual Windjammer Days Festival, happening June 21–27, 2026, in Boothbay Harbor. This iconic week-long event features tall ships, fireworks, parades, pirates, and family-friendly fun — and Linekin Bay Resort is your ideal home base, located just minutes from the harbor.

What is Windjammer Days?

For over six decades, Windjammer Days has marked the official start of summer in the Boothbay region. Founded in 1963, the festival brings together locals and visitors to honor the traditions of seafaring life — with sailing ship arrivals, colorful parades, music, games, and waterfront festivities for all ages. Hosted by the nonprofit Friends of Windjammer Days, this beloved event is steeped in history, community, and adventure.

Couple on a sailboat

What you can expect during Windjammer Days 2026

  • Gathering of the Fleet – Watch historic schooners sail into Boothbay Harbor
  • Street Parade & Cod Fish Races – A day of classic fun, laughter, and community tradition
  • Fireworks Over the Harbor – An unforgettable nighttime display over the water
  • Pirates of the Dark Rose – Pirate reenactors delighting kids and adults alike
  • Decorated Boat Parade – Creatively adorned vessels light up the harbor
  • Vintage Boat Parade & Pier Party – Historic boats, music, and local flavor
  • Artist’s Alley & Kids Alley – Local artisans, crafts, games, and interactive exhibits

Exact dates and times for individual events will be announced in spring 2026. We’ll update this page as the schedule is confirmed.

a man and woman on a boat with a dog

Why Stay at Linekin Bay Resort During Windjammer Days?

Tucked away on the waterfront just minutes from downtown Boothbay Harbor, Linekin Bay Resort offers the perfect balance of peaceful retreat and convenient access to the festival.

  • Close to the action but away from the crowds
  • Comfortable lodges and private cabins with views of Linekin Bay
  • On-site kayaking, tennis, swimming, and more
  • The Deck Bar & Grill serving fresh seafood and local brews
  • Family-friendly amenities and space to unwind after a full day of fun

Whether you’re coming for the schooners, the parades, or the pirates, you’ll find that Linekin Bay Resort offers the perfect place to relax, recharge, and reconnect.

Accommodations in Boothbay Harbor fill up quickly during Windjammer Days. Reserve your stay early and get ready to experience one of Maine’s most celebrated coastal traditions from the comfort of Linekin Bay Resort.

two double doors leading to a bedroom