Blessing of the Fleet and Baileys BIG Weekend May 16th – 18

Baileys Harbor, Wis. (May 7, 2025) — Baileys Harbor invites visitors and residents alike to celebrate community, tradition, and plenty of Scottie spirit during the Blessing of the Fleet & Baileys BIG Weekend, taking place May 16–18, 2025.

This family-friendly weekend is packed with activities for all ages:

Friday, May 16

• 6:00 PM: Meet the Scotties at Sway Brewing + Blending (2434 County Road F). Kick off the weekend by meeting the stars of the Scottie Rally!

Saturday, May 17

• 9:00–10:00 AM: Blessing of the Fleet at Baileys Harbor Marina (8132 WI-57). A cherished tradition where a local pastor or priest offers prayers for the safety of all fishermen and a bountiful season. Boaters of all types are welcome to participate, and spectators are encouraged to gather at the marina.
• 10:00 AM–2:00 PM: Vendor Fair at Baileys Town Hall (2392 County Road F), featuring over 20 local vendors.
• 11:00 AM–1:00 PM: Baileys Harbor Fire Department Open House (2404 Park Road) — enjoy brats, burgers, and a Jeep Show.
• 11:00 AM–12:30 PM: 25th Annual Scottie Rally Parade, featuring the spirited Madison Pipes & Drums along Hwy 57 and Park Road.

Sunday, May 18

• 9:00 AM–1:00 PM: Sunday Farmers Market — the first market of the season on the Baileys Harbor Town Hall Lawn (2392 County Road F).
• 9:00 AM: Aroos & Banter Barkistas at Roost & Banter (8093 WI-57) — a morning of tail-wagging fun!

Whether you’re a longtime resident, a weekend visitor, or simply looking for a lively community gathering, Baileys BIG Weekend offers something for everyone. Come celebrate Baileys Harbor’s maritime heritage, shop local, and enjoy a weekend full of small-town charm.

For more information, visit baileysharbor.com.

About the Baileys Harbor Community Association: The Baileys Harbor Community Association (BHCA), founded in the 1990s, is a 501(c)(3) non-profit and tax-exempt organization under Federal and State Law. BHCA is dedicated to the promotion and advancement of the Baileys Harbor community through civic, cultural, economic, educational, and environmental activities.