Events Calendar
Each year, the Master Mariners come together to celebrate classic wooden boats and the people who love them. Our calendar is full of opportunities to sail, connect, and keep San Francisco Bay’s maritime heritage alive — from legendary regattas and weekend cruises to spontaneous raft-ups and festive gatherings at local yacht clubs.
Spring Fling Cruise
South Beach Yacht Club
Shake off winter and join us for a relaxed early-season cruise-in. Enjoy casual raft-ups, dockside camaraderie, and the first sailing weekend of spring on the Bay. This event coincides with the opening of the Giants baseball season and we’re exploring getting group tickets for a game.
Regatta Skipper & Sponsors Luncheon
St. Francis Yacht Club
Our annual luncheon honoring the skippers and sponsors who make the Master Mariners Regatta possible. A chance to gather, celebrate, and launch the season’s premier classic-yacht festivities.
Master Mariners Regatta
Encinal Yacht Club
The signature event of the year—historic wooden yachts racing across the Bay, followed by the beloved post-race party and awards ceremony. A day of heritage, competition, and community.
Annual Members Meeting
Corinthian Yacht Club
Members gather to review the year, elect officers, and chart the course ahead. Your voice, participation, and presence help guide the future of the Association.
Wooden Boat Show
Corinthian Yacht Club
A showcase of the Bay Area’s finest wooden boats, from lovingly restored classics to working craft. Enjoy exhibits, conversations with owners, and a full day celebrating maritime craftsmanship.
Belvedere Classic & Great SF Schooner Race
San Francisco Yacht Club
A highlight of summer featuring elegant classics and majestic schooners on the starting line. A photogenic, spirited race in one of the most beautiful corners of the Bay.
Labor Day Cruise
A relaxed three-day weekend cruise for Members and friends. Raft-ups, dinghy explorations, and long, warm evenings on the hook mark this end-of-summer tradition.
Festival of the Sea
Aquatic Park – Date To Be Determined
Join the broader maritime community at Aquatic Park for exhibits, music, demonstrations, and a celebration of San Francisco’s rich nautical heritage.
Jessica Cup & Championship Dinner
St. Francis Yacht Club – Date To Be Determined
A fall classic featuring Farallon Clippers, gaff-rigged yachts, and elegant Marconi racers. Part of the San Francisco Classic Wooden Boat Championship and a favorite among spectators and sailors alike.
Jessica Cup Regatta
Hosted by the St. Francis Yacht Club
Come race among your Master Mariner friends and their classic wooden boats in the Jessica Cup - the final regatta in the Bay Championship Series!
The Jessica Cup is open to “all Classic boats of traditional design and construction with a minimum of 23 feet on deck, including those of the local Bear class, Bird class, and boats in the Spirit of Tradition class.”
The 2025 Jessica Cup is open to the following classes:
Bear
Bird
Classic Gaff
Classic Marconi I (40ft +)
Classic Marconi II (under 40 ft)
Farallone Clipper
Spirit of Tradition
Race day will kick off with a competitor's briefing at 10:30am in the StFYC Clubhouse followed by a first warning at 11:55am. Up to 2 races will take place between the city front, fort mason and the Bailaller Buoy.
Post-race is the awards presentation and social buffet at StFYC. This event requires tickets to attend, so all competitors (skipper and crew) must purchase tickets for $20 on the Clubspot homepage or during registration. Please also complete your Docking Request form.
Even if you cannot race, buy a $20 ticket and meet us at the after party for food and drinks!
Notice of Race and registration for the Jessica Cup can be found at
2025 Jessica Cup.
Please register to race, complete your docking form, and purchase social/dinner tickets by Wednesday, October 8th!