Your Four-day Plan
Surf in Bolinas--with south-facing beaches and calm waters, it's the best place in NorCal to learn. Hike Point Reyes National Seashore's remote Tomales Point Trail, a 9.5-mile traverse leading to expansive ocean views. At nightfall, bunk in a cozy cottage with a private garden.
Kayak Tomales Bay to spot seals and otters, then pluck and shuck oysters from its sands. Go north and hit a long, spectacular stretch of Highway 1. Stop for grub at the Highpockety Ox in Boonville; bonus points if you order in the local lingo (try: "It's bahl hornin'"--"good drinking"). Sleep in Upper Lake at the Tallman Hotel.
Grab a free map at the trailheads of Boggs Mountain; BYO bike for 15 miles of singletrack, zigzagging through ponderosa pines. Afterward head to Buster's in Calistoga for the best BBQ west of the Mississippi. Then sip the Zin in St. Helena and watch the hills turn gold in Napa Valley.
On a clear day atop Mount Tamalpais you can see as far as the snowcapped Sierra Nevada. Fly off the peak with instructor Paris Williams, a four-time U.S. National Hang Gliding champ. Come eve, hike in to Mill Valley's West Point Inn.
The Pit Stops
DO: Bolinas Surf Lessons ($50; surfbolinas.com); Point Reyes National Seashore (free; nps.gov/pore); Blue Waters Kayak ($88 for a four-hour tour; bwkayak.com); Hog Island Oyster Company for shucking, then eating ($8; hogislandoysters.com); Highpockety Ox restaurant; Buster's Southern Barbeque (busterssouthernbbq.com); California Hang Gliding ($325; californiahg.com)
SLEEP: Point Reyes Station Jasmine Cottage ($220; oldpointreyesschoolhouse.com); Tallman Hotel ($149; tallmanhotel.com); West Point Inn ($35; westpointinn.com)