2025 Astoria Regatta Admiral

Captain Michael Tolley, a distinguished Columbia River Bar Pilot and Master Mariner, is proudly honored as the 2025 Astoria Regatta Admiral. With over three decades of maritime expertise, Captain Tolley’s remarkable career began with his graduation from Maine Maritime Academy in 1993. As a Naval Officer, he deployed twice overseas, honing his leadership skills in high-stakes environments. His global voyages have seen him circumnavigate the world 13 times, command the historic schooner Roseway, and captain bulk carriers for nearly a decade, navigating some of the world’s most perilous waters.

Captain Tolley’s courage under pressure is legendary. While commanding the bulk carrier Harriette, he successfully defended his crew against Somali pirates, facing gunfire and an RPG attack with unwavering resolve. Later, as Captain of the Liberty Grace, he confronted piracy off West Africa, showcasing his strategic acumen. In 2014, his heroism shone during a critical rescue operation in the Mediterranean, saving 241 Syrian refugees from perilous conditions. Since joining the Columbia River Bar Pilots in 2015, Captain Tolley has guided countless vessels through the treacherous Columbia River Bar, safeguarding Astoria’s vital maritime commerce.

A devoted husband and father, Captain Tolley is deeply rooted in the Astoria community, where he contributes his expertise to local maritime initiatives and supports the Astoria Regatta Association’s mission to celebrate the city’s seafaring heritage. His adventurous spirit, resilience, and commitment to service make him a fitting ambassador for the 2025 Astoria Regatta, embodying the pride and tradition of this historic coastal community.

2025 Admiral’s Aide

Nate Pinkstaff embodies the Pacific Northwest's maritime spirit through generations of family tradition. Following in the wake of his grandfather Papa Pinky, he's deeply connected to the commercial fishing and gillnetting heritage that defines coastal communities from the Columbia River to the Pacific.

His career path reflects the interconnected nature of maritime industries—from early river work to positions with Englund Marine & Industrial Supply, where he supported the gear and equipment needs of working fishermen. At Tidewater Barge Lines, he gained hands-on experience in tug operations and marine logistics, understanding how goods and people move through the region's waterways.

Nate's background spans the full ecosystem of Pacific Northwest marine work: logging operations that feed timber to coastal mills, supply chains that keep fishing fleets operational, and the tugboat networks that connect river systems to ocean commerce. His experience represents the practical knowledge of someone who understands how these industries support each other and the communities they serve.

Whether working directly on the water or supporting those who do, Nate brings the perspective of someone whose livelihood is tied to the rhythms of tide, season, and the enduring strength of maritime tradition.

2025 Grand Marshal

The Astoria Fire Department, a cornerstone of community safety since its establishment in 1876, proudly serves as a 2025 Astoria Regatta Dignitary. With a rich history spanning nearly 150 years, the department has grown from its early days of hand-pulled and horse-drawn fire engines to a modern, professional force dedicated to protecting Astoria’s residents and visitors. The department’s legacy is preserved at the Uppertown Firefighter’s Museum, housed in the historic Astoria Fire House No. 2, which showcases firefighting equipment from 1879 to 1963 and stands as a testament to the bravery and innovation of Astoria’s firefighters.

Today, the Astoria Fire Department operates under the steadfast leadership of Fire Chief Dan Crutchfield, who has served the community with distinction, ensuring the department’s readiness for emergencies ranging from structure fires to medical calls. Alongside him, Deputy Chief of Training and Operations Terry Corbit oversees the department’s training programs and operational excellence, maintaining a team of skilled career firefighters and volunteers. Stationed at 555 30th Street, the department is equipped with state-of-the-art apparatus and facilities, reflecting its commitment to public safety and community service.

The Astoria Fire Department is deeply woven into the fabric of the community, participating in local events and fostering strong ties with organizations like the Astoria Regatta Association. Honored by the Astoria Regatta as a 2025 Regatta Dignitary, the department continues to uphold its tradition of courage, service, and pride in safeguarding the city’s historic charm and vibrant future.