Step aboard Big Betty, a beautifully restored 1996 Bayliner 3988 Motor Yacht (refit in 2025) departing from Oakland, and enjoy an unforgettable day on the water.
"Captain Mike and staff were amazing, can’t wait to sail with them again!" — Benjamin,
Come enjoy the San Francisco Bay with me. I have been running this business for quite a few years and my favorite thing is taking people out showing them how beautiful the San Francisco Bay is.
"Thank you Miss Molly for your hospitality and showing us the city from the water and for sharing our special day with us!" — Kyle,
Spinnaker Sailing SF proudly operates a classic 1985 Santa Cruz 50, an iconic performance sailing yacht based in the heart of San Francisco.
Cruise Gratitude is a 2001 McKinna Pilothouse based in Alameda, perfect for up to six guests seeking a luxurious day on the water. Powered by twin 450 HP Cummins diesel engines, she cruises comfortably at 10 knots.
"Graditude and its’ Captain Tom provide a wonderful exoerience." — Robert,
Set sail on San Francisco Bay aboard our fully restored 2005 J/Boats J/105 (restored 2025), designed for thrilling, fast, and comfortable sailing for up to 6 guests.
Step aboard fishSFbay, a sleek and powerful 2020 Defiance 290 Guadalupe Pilothouse, ready to launch unforgettable adventures from Berkeley! This versatile vessel is powered by twin 250 HP Honda outboards, cruising comfortably at up to 30 knots—perfe
Step aboard Tall Ship Sailing On A Gold Rush Era Yacht, a stunning 2000 Custom Scow Schooner Tall Ship, and experience the magic of San Francisco Bay like never before! This spacious, classic vessel welcomes up to 49 guests and is powered by a reliable di
Experience the thrill of the open water aboard Reel Obsession Sportfishing LLC, a sleek 2006 Parker 28XL Pilothouse based in Richmond, perfect for up to six guests seeking adventure and relaxation.
Big C Charters invites you aboard the Outer Limits, a spacious 55 ft catamaran departing from San Francisco, perfect for private groups of up to 45 guests.
Discover why Oakland, California is a favorite gateway to San Francisco Bay. From the sheltered waters of the Oakland Estuary to wide-open bay vistas, Oakland boating charters offer an ideal mix of calm cruising and scenic adventure. Glide past working waterfronts and stylish lofts, watch bridges span the skyline, and enjoy a front-row seat to the region's maritime heartbeat.
Oakland's waterfront hubs, including lively Jack London Square and marinas along the Estuary, make boarding simple and sightseeing immediate. Sail or motor past iconic city views, trace the shoreline toward Alameda's beaches, or set a course across the bay for photo-worthy angles of the Bay Bridge and the San Francisco skyline. Sunset outings reward guests with glowing city lights and silhouettes of historic piers.
The area's reliable breezes and generally mild, year-round conditions suit a range of experiences, from relaxed harbor cruises to hands-on sailing days. Calm morning waters are great for families and first-timers, while typical afternoon winds bring extra excitement for experienced crews. Wildlife sightings—seabirds, playful harbor life, and seasonal visitors—add memorable moments along the route.
Whether you're planning a private celebration, a team outing, or a spontaneous day on the water, Oakland boating charters put you close to waterfront dining, arts, and entertainment before and after your trip. With quick access to protected channels and open bay scenery, Oakland combines convenience with authentic Bay Area character—making it a smart, scenic starting point for your next on-the-water experience.
