15 days in San Francisco & Portland Itinerary

15 days in San Francisco & Portland Itinerary

Created using Inspirock United States journey planner

Plan created by another user. Make it yours

Route & dates

1
San Francisco
— 7 nights
2
Portland
— 7 nights

7
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Explore hidden gems such as VJB Cellars and Fort Point. Popular historic sites such as Grace Cathedral and Castello di Amorosa are in your itinerary. Venture out of the city with trips to Balloon Rides (in Napa), Robert Mondavi Winery (in Oakville) and Kunde Family Winery (in Kenwood). Next up on the itinerary: get the lay of the land with Walking tours, do a tasting at Kokomo Winery, snap pictures at San Francisco Bay Bridge, and make a trip to Mrs Doubtfire House.

For traveler tips, photos, other places to visit, and tourist information, refer to the San Francisco itinerary website.

Chicago to San Francisco is an approximately 6.5-hour flight. You can also drive; or do a combination of train and subway. The time zone difference when traveling from Chicago to San Francisco is minus 2 hours. Traveling from Chicago in August, expect San Francisco to be slightly colder, temps between °F and °F. Finish your sightseeing early on the 29th (Sat) to allow enough time to travel to Portland.

Things to do in San Francisco

Tours Wineries Parks

Side Trips

Healdsburg, Geyserville, Kenwood, Balloon Rides, Castello di Amorosa
Find places to stay Aug 22 — 29:
Highlights from your plan
Kunde Family Winery ©
Kunde Family Winery
VJB Cellars ©
VJB Cellars
Grace Cathedral ©
Grace Cathedral

7
nights
Portland

A big city with a small-town feel, Portland is home to the country's biggest rose test garden, perched on a hill overlooking downtown.
Your itinerary includes some good beach time at Wintler Community Park and Cannon Beach. Eschew the tourist crowds and head to Cape Meares Lighthouse and Nevor Shellfish Farm. Explore the numerous day-trip ideas around Portland: Astoria (Goonies House, Astoria Column, &more), Cedar Wetlands Preserve (in Rockaway Beach) and Haystack Rock (in Cannon Beach). There's much more to do: indulge your senses at some of the top wineries in the area, take an in-depth tour of Washington County Museum, relax in the rural setting at Topaz Farm, and look for gifts at Powell's City of Books.

To see other places to visit, traveler tips, maps, and other tourist information, go to the Portland online road trip planner.

Traveling by flight from San Francisco to Portland takes 4 hours. Alternatively, you can drive; or take a bus. Traveling from San Francisco in August, expect nights in Portland to be about the same, around °F, while days are somewhat warmer, around °F. On the 5th (Sat), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Portland

Parks Tours Nature

Side Trips

Astoria, Cannon Beach, Tillamook, Cedar Wetlands Preserve, Wintler Community Park
Find places to stay Aug 29 — Sep 5:
Highlights from your plan
Wine Tours & Tastings
Cape Meares Lighthouse ©
Cape Meares Lighthouse

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