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Home / Journeys / City Fun & Scenic Drives – A Classic California Road Trip
14 nights · San Francisco · Car

City Fun & Scenic Drives - A Classic California Road Trip

A castle that inspired Citizen Kane’s most famous character, and a mission still standing from before America was America – fourteen nights of classic California, coast road the whole way.

From£4,600pp
Duration14 days
StyleSelf-guided
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An independent Stradora pick. Details from the operator's published information, last checked 31 Oct 2026. Stradora DiscoveryChosen independently by our editors because we think it's worth the drive. We're not partnered with this operator: dates, prices and booking are handled by them, and we last checked their published details on 31 Oct 2026.
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The route

Fifteen days down California from San Francisco to Los Angeles, which is the classic version of this trip and has the Big Sur coast in the middle of it.

San Francisco opens it with two nights, Haight-Ashbury and a guided bike tour taking in the Golden Gate, Alcatraz and the sea lions at Pier 39. Sonoma follows for two nights via Sausalito, with a guided vineyard bike tour and an optional wine blending class, which is more fun than another tasting.

Carmel-by-the-Sea then gets two nights, with the Mission San Carlos Borromeo, one of the oldest Spanish colonial missions on the coast, founded in 1770. A whale-watching trip runs out of Monterey, where a deep submarine canyon comes close inshore and brings grey, humpback and blue whales within reach, with orca occasionally in April and May.

San Luis Obispo follows for a night, with Hearst Castle nearby, the hilltop house William Randolph Hearst built and filled, and the model for Xanadu in Citizen Kane. Santa Barbara then gets two nights via Los Olivos and the Danish-themed town of Solvang, with the 1812 mission. Los Angeles closes the trip with two nights, Venice Beach, Hollywood and an optional studio tour. Original Travel include the hire car, accommodation, the bike tours and cruise, concierge access, a 24-hour helpline and carbon absorption. International flights and most meals are separate. Prices run from 4,600 to 7,350 pounds per person. Big Sur closes after landslides from time to time, so the coastal routing is worth confirming.

Style
Self-guided
Duration
A fortnight (11-15 nights)
Region
North America
Vehicle provision
Vehicle provided
Departures
Flexible, tailor-made
Starts/ends
San Francisco, United States to San Diego, United States
Run by
Independent specialist operator

What's included

  • Hire car
  • accommodation
  • a guided San Francisco bike tour (with Alcatraz tickets)
  • a guided Sonoma vineyard bike tour
  • a Monterey whale-watching boat trip
  • Wi-Fi router and e-SIM
  • local Concierge access
  • 24-hour helpline
  • carbon absorption on the trip's footprint (operator's own programme).

Not included

  • International flights
  • meals beyond those specified
  • not itemised in full.

Ready to drive it?

14 days, from £4,600pp

Independent Stradora pick
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