Rowing in South San Francisco

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Red and White Fleet?s inaugural launch in 1892 came courtesy of founder Thomas Crowley, a 17-year-old seafarer whose vision has since spawned one of the Bay Area?s most sought-after guided sightsees. The placid shores of Fisherman?s Wharf host a bobbing quartet of wave-riding vessels, each crewed by a savvy staff of sailors versed in the Bay?s stunning maritime marvels, including rock seals, easily recognized by their Dee Snider wigs and Flying V guitars.

Other tours with Red and White Fleet include the Bridge 2 Bridge Cruise, which sails beneath the Golden Gate and San Francisco-Oakland Bay bridges, its iconic red-and-white boats dwarfed by the imposing structures. Passengers can venture onto the open-air deck to take in unobstructed views of the skyline, or gaze through large windows within indoor cabins furnished with plush seating and a full-service bar. A host of other tours is available; click here to view the full schedule.

Pier 43 1/2
San Francisco,
CA
US

With its impenetrable fog, gusty wind, and rough currents, San Francisco Bay is known the world over as one of the most challenging places to sail. It's for this very reason that the San Francisco Sailing Company's Sailing School has set up shop here: "If you can sail the San Francisco Bay," they declare on their website, "you [can] sail anywhere in the world." The seasoned instructors instill what they know thoroughly and quickly. In fact, after completing just two two-day classes, students at the school earn their ASA certification and the confidence to sail the Bay on their own. The school offers loftier training, as well, providing the know-how needed to charter a multiday cruise on a big boat or navigate out on the open water.

350 Bay St
San Francisco,
CA
US

Since 1978, the experienced captains at Rendezvous Charters have staged picturesque pirouettes through San Francisco Bay waters aboard a fleet of vessels, including two schooners, two yachts, and a slew of motor yachts. The seafaring specialists welcome passengers for cash-bar cruises aboard the Bay Lady, a custom-built schooner that accommodates up to 77 passengers and boasts a cockpit big enough to seat 56 people or 30 pandas with sailor caps. Rendezvous Charters also works with clients to plan private chartered cruises and team-building events for businesses and recreational groups.

40 Pier
San Francisco,
CA
US

Richard Bothwell has hiked Mount Kilimanjaro, scaled Peru’s Cordillera Blanca, and surfed the waves of four continents. But perhaps his greatest feat was establishing the Outdoor Adventure Club in 1996, where he leads others in conquering nature's challenges. He and a staff of seasoned outdoors enthusiasts escort visitors of all fitness and experience levels in local excursions and international vacations, all centered on exploring the great outdoors. On the local level, the guides lead rock-climbing classes at Castle Rock State Park in addition to hiking, backpacking, whitewater-rafting, kayaking, and skydiving excursions. International adventure vacations expose folks to surfing in Costa Rica, rafting in Patagonia, and mountaineering in Peru. The expeditions marry the camaraderie of a social club with the expertise of professional guides, who are each trained in emergency wilderness care in case of squirrel attacks.

1819 Polk St
San Francisco,
CA
US

Whether you want to sip a glass of chardonnay at a family-owned, boutique winery or to stand next to a 600-year-old redwood in Muir Woods, Extranomical Tours can make it happen. And the tour company’s smaller vehicles—minibuses and 13- to 15-passenger shuttle vans—render the journey a more intimate, flexible experience. What began as a single van and one man's determination to showcase the Bay Area to friends and tourists has grown into a fleet that leads acclaimed tours across northern California. Dawn Cuthbertson of the Huffington Post went on the Wine Country and Redwoods Escape tour, one of the company's many offerings "Get your camera ready as you wander through the fog-drenched forest," she suggested to future visitors, describing the "hundreds of shades of green" visible in the cool, emerald forests.

The company trains its guides individually, regularly testing them on local knowledge and tidbits such as how long it takes the fire department to rescue a cat from a giant sequoia. The team also offers tours of Alcatraz, Monterey, and Carmel, as well as ferry- or boat-based adventures and walking or biking tours.

690 5th St
San Francisco,
CA
US

The party-loving minds behind Yacht Party Cruises wanted a creative way for locals and tourists to explore a city's late-night atmosphere. Eventually they launched a fleet of luxury yachts into the waters of eight of North America's most lively urban waterfronts. On each vessel, festivities abound as DJs spin everything from hip-hop to Sinatra, inviting passengers to shake a leg in between trips to the full bar or buffet lined with hot appetizers. All yachts boast extravagant details such as wraparound decks, fireplaces, or a glass atrium that hangs above the dance floor offering dancers a direct view of the man in the moon's game of solitaire. Guests can also step onto the decks for fresh air or panoramic views of city's skyline.

2400 Mariner Square Dr
Alameda,
CA
US