34 days in San Jose, Monterey & San Luis Obispo Itinerary

34 days in San Jose, Monterey & San Luis Obispo Itinerary

Created using Inspirock California trip builder

Make it your trip
Fly
1
San Jose
— 9 nights
Drive
2
Monterey
— 10 nights
Drive
3
San Luis Obispo
— 14 nights
Fly

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San Jose

— 9 nights

Capital of Silicon Valley

The metropolitan center of Silicon Valley, San Jose considers itself a global city.
Get some cultural insight at Oakland California Temple and Rosicrucian Egyptian Museum. Head to Downtown Campbell Farmers' Market and Darcie Kent Vineyardsfor some retail therapy. Change things up with these side-trips from San Jose: Don Edwards San Francisco National Wildlife Refuge (in Fremont), Livermore (McGrail Vineyards and Winery & Lawrence Livermore National Lab Discovery Center) and Menlo Park (Pace Art and Technology & Allied Arts Guild). There's lots more to do: pause for some serene contemplation at Cathedral Basilica of St. Joseph, get a taste of the local shopping with Santana Row, stroll around Redwood Regional Park, and get engrossed in the history at New Almaden Mercury Mining Museum.

For photos, reviews, maps, and other tourist information, you can read our San Jose vacation planner.

Phoenix to San Jose is an approximately 3.5-hour flight. You can also drive; or take a bus. The time zone difference moving from Mountain Standard Time (MST) to Pacific Standard Time (PST) is minus 1 hour. In October, San Jose is a bit cooler than Phoenix - with highs of 77°F and lows of 54°F. Finish up your sightseeing early on the 7th (Sat) so you can go by car to Monterey.

Things to do in San Jose

Shopping · Museums · Historic Sites · Parks

Side Trips

Monterey

— 10 nights
Monterey is a city in the U.S. state of California, on the southern edge of Monterey Bay on California's Central Coast. Satisfy your inner culture vulture at Monterey Bay Food Tours and Gallery by the Sea Carmel. Head to AiX and Carmel Art Associationfor some retail therapy. You'll find plenty of places to visit near Monterey: Joullian Vineyards & Winery (in Carmel Valley) and Hawthorne Gallery (in Big Sur). And it doesn't end there: take a memorable drive along 17-Mile Drive, observe the fascinating underwater world at Monterey Bay Aquarium, enjoy the sand and surf at Carmel River State Beach, and take in the waterfront at Old Fisherman's Wharf.

To see reviews, more things to do, ratings, and tourist information, read our Monterey trip itinerary planning app.

You can drive from San Jose to Monterey in 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. In November in Monterey, expect temperatures between 65°F during the day and 47°F at night. On the 17th (Tue), you'll have the morning to explore before heading off to San Luis Obispo.

Things to do in Monterey

Museums · Parks · Shopping · Wineries

Side Trips

San Luis Obispo

— 14 nights
San Luis Obispo, or SLO for short, is a city in the U.S. state of California, located roughly midway between Los Angeles and San Francisco on the Central Coast. Head to State Street Underpass and Ronsfor plenty of shopping. Get a sense of the local culture at Central Coast Food and Wine Tours and Sanford Winery & Vineyards. Explore San Luis Obispo's surroundings by going to Cambria (Stepladder Ranch & Creamery, Greenspace Creekside Reserve, &more), Hearst Castle (in San Simeon) and Paso Robles (Oso Libre, Niner Wine Estates, &more). There's much more to do: do a tasting at Rancho Sisquoc Winery, relax in the rural setting at Gopher Glen Farms, enjoy the sea views from Point San Luis Lighthouse, and view the masterpieces at Fiona Bleu Gallery.

To plan San Luis Obispo vacation without wasting time, ask Inspirock to design an itinerary.

Getting from Monterey to San Luis Obispo by car takes about 2.5 hours. Other options: take a bus; or fly. Traveling from Monterey in November, expect nights in San Luis Obispo to be about the same, around 48°F, while days are a bit warmer, around 73°F. Wrap up your sightseeing on the 1st (Tue) to allow time to fly back home.

Things to do in San Luis Obispo

Wineries · Museums · Shopping · Tours

Side Trips