OPTION 1: 180 mile loop heading north through vineyards, forests, then south on a long stretch of the Pacific coastline and back along the Russian River amidst the redwoods trees.
Healdsburg > Alexander Valley > Redwoods > Mendocino Coast > Sonoma Coast > Russian River > Healdsburg
OPTION 2: 195 miles one way heading south along the Pacific Coast Highway, ending in the surf town of Santa Cruz.
Healdsburg > Russian River > Sonoma Coast > Marin Coast > San Francisco > Pacifica > Santa Cruz
Option 3: 120 mile loop through the famous Sonoma and Napa Valley wine regions.
Healdsburg > Alexander Valley > Calistoga > Napa Valley > Sonoma Valley > Russian River Valley > Healdsburg