15 days in Portland & San Francisco Itinerary

15 days in Portland & San Francisco Itinerary

Created using Inspirock United States visit planner

Plan created by another user. Make it yours
1
Portland
— 5 nights
2
San Francisco
— 9 nights

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5
nights
Portland

City of Roses

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.
You'll enjoy a bit of beach vacationing at Haystack Rock and Wintler Community Park. Eschew the tourist crowds and head to Cannon Beach and Willamette Valley. Explore Portland's surroundings by going to Honeywood Winery (in Salem), Spas (in Cannon Beach) and Astoria (Columbia River Maritime Museum, Astoria Column, &more). There's still lots to do: learn the secrets of beer at a beer tour and tasting, take in nature's colorful creations at Portland Japanese Garden, delve into the lush surroundings at The Grotto - National Sanctuary of Our Sorrowful Mother, and hike along Eagle Creek Trail Park.

To find reviews, other places to visit, ratings, and other tourist information, you can read our Portland trip planning app.

Chicago to Portland is an approximately 7.5-hour flight. You can also drive; or take a train. You'll gain 2 hours traveling from Chicago to Portland due to the time zone difference. Expect a bit cooler evenings in Portland when traveling from Chicago in August, with lows around 60°F. Wrap up your sightseeing on the 27th (Thu) to allow time to travel to San Francisco.

Things to do in Portland

Parks · Outdoors · Nature · Wildlife

Side Trips

Highlights from your plan
Beer Tastings & Tours
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach

9
nights
San Francisco

San Francisco ©

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Relax by the water at Natural Bridges State Beach and Shark Fin Cove. Eschew the tourist crowds and head to Muir Woods National Monument and Marin Headlands. Get out of town with these interesting San Francisco side-trips: Sonoma Plaza (in Sonoma), Guerneville (Armstrong Redwood State Reserve & Korbel Champagne Cellars) and Longboard Vineyards (in Healdsburg). And it doesn't end there: take in the views from Golden Gate Bridge, take in the local highlights with Walking tours, step off the mainland to explore Alcatraz Island, and take a tour by water with Boat Tours & Water Sports.

To find other places to visit, maps, traveler tips, and tourist information, you can read our San Francisco trip itinerary builder app.

Fly from Portland to San Francisco in 4 hours. Alternatively, you can drive; or take a bus. When traveling from Portland in August, plan for a bit cooler days in San Francisco, with highs around 73°F, while nights are about the same with lows around 59°F. Cap off your sightseeing on the 5th (Sat) early enough to travel back home.

Things to do in San Francisco

Parks · Nature · Outdoors · Tours

Side Trips

Highlights from your plan
Muir Woods National Monument ©
Muir Woods National Monument
Armstrong Redwood State Reserve ©
Armstrong Redwood State Reserve
VJB Cellars ©
VJB Cellars

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