Half-Day Skippered Charter

Sail Away to Awe-Inspiring San Francisco Bay

Join our experienced captain on a fully customizable sailing trip around San Francisco Bay! A half-day (four-hour) charter offers the perfect amount of time to witness the incredible scenery this area has to offer, including unique views of the city.

Come aboard Red Dress, our vintage racing sloop that accommodates up to six people. Customize your San Francisco sailing charter by choosing where you’d like to explore.

See our activity ideas below to get some inspiration for your perfect voyage! Whether you want to see the Golden Gate Bridge up close, or look for wildlife at Muir Beach, our captain can make it happen!

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Learn at your own pace on a responsive, easy-handling boat in the best sailing venue in the U.S. with Cap’n Bill, an experienced, low-pressure instructor. Learn basic keelboat, coastal cruising, weather, tides, and currents.

Learn here, sail anywhere.

Basic keelboat

  • Safety and preparation
  • Points of sail
  • Sail trim
  • Reefing
  • Person overboard
  • Boat handling, motoring, docking, anchoring
  • Rules of the road
  • Crew coordination and single-handing

Sailing San Francisco Bay

  • Wind and weather
  • Tides and currents
  • Navigation and traffic

Coastal cruising

  • Crossing the bar
  • Coastal weather, currents, and waves
  • Coastal navigation
  • Ports of call
  • Anchoring

Real cost of owning a boat

  • Purchase or rent?
  • Annual maintenance costs