28 days in Portland & California Itinerary

28 days in Portland & California Itinerary

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28 days in Portland & California Itinerary

Start: Houston
Fly:  6​h 45​min
1
Portland
— 3 nights
Fly:  4​h
2
San Francisco
— 5 nights
Drive:  1​h 30​min
3
Healdsburg
— 4 nights
Drive:  3​h 30​min
4
Carmel
— 2 nights
Drive:  4​h 45​min
5
Yosemite National Park
— 5 nights
Drive + Fly:  4​h 15​min
6
Los Angeles
— 4 nights
Drive:  2​h 15​min
7
San Diego
— 4 nights
Fly:  5​h 15​min
End: Houston

3
nights
Portland

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.
Escape the urban bustle at Haystack Rock and Cannon Beach. Your inner history buff will appreciate Columbia River Highway and Pittock Mansion. Explore the numerous day-trip ideas around Portland: Sokol Blosser Winery (in Dundee) and Cannon Beach (Hug Point State Park & Ecola State Park). The adventure continues: stroll around Forest Park.

To find reviews, photos, other places to visit, and other tourist information, use the Portland trip itinerary builder tool .

Houston to Portland is an approximately 7-hour flight. You can also drive; or take a bus. Due to the time zone difference, you'll gain 2 hours traveling from Houston to Portland. When traveling from Houston in September, plan for slightly colder days in Portland, with highs around 76°F, while nights are much colder with lows around 55°F. Finish your sightseeing early on the 19th (Thu) to allow enough time to travel to San Francisco.

Things to do in Portland

Parks Nature Outdoors

Side Trips

Cannon Beach, Columbia River Highway, Sokol Blosser Winery
Highlights from your plan
Pittock Mansion ©
Pittock Mansion
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach

5
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Get some cultural insight at Fisherman's Wharf and Alcatraz Island. Relax by the water at Marshall’s Beach and Fort Funston National Park. And it doesn't end there: snap pictures at Golden Gate Bridge, wander the streets of Chinatown, examine the collection at SS Jeremiah O'Brien, and get great views at Twin Peaks.

To see more things to do, other places to visit, traveler tips, and tourist information, read our San Francisco journey website .

You can fly from Portland to San Francisco in 4 hours. Alternatively, you can do a combination of flight and train; or drive. In September, plan for daily highs up to 76°F, and evening lows to 58°F. Wrap up your sightseeing on the 24th (Tue) early enough to drive to Healdsburg.

Things to do in San Francisco

Neighborhoods Parks Beaches
Highlights from your plan
Golden Gate Bridge ©
Golden Gate Bridge
Alcatraz Island ©
Alcatraz Island
Fisherman's Wharf ©
Fisherman's Wharf

4
nights
Healdsburg

Healdsburg ©
The quaint city of Healdsburg is one of northern California's wine capitals, serving as the meeting point for three of Sonoma's most important wine-producing regions.
Step out of the city life by going to Sonoma Coast State Beach and Bodega Dunes. Do some cultural sightseeing at Anderson's Conn Valley Vineyards and B Cellars Vineyards and Winery. Explore the numerous day-trip ideas around Healdsburg: Inglenook (in Rutherford), Pride Mountain Vineyards (in St. Helena) and Wine Tours & Tastings (in Napa). It doesn't end there: do a tasting at Gracianna Winery.

To see ratings, traveler tips, other places to visit, and tourist information, use the Healdsburg day trip planning tool .

You can drive from San Francisco to Healdsburg in 1.5 hours. Other options are to take a bus; or take a train. Traveling from San Francisco in September, you will find days in Healdsburg are somewhat warmer (84°F), and nights are little chillier (51°F). Wrap up your sightseeing on the 28th (Sat) to allow time to drive to Carmel.

Things to do in Healdsburg

Wineries Tours Beaches

Side Trips

St. Helena, Siduri Wines, Korbel Champagne Cellars, Wine Tours & Tastings, Kendall-Jackson Wine Estate & Gardens
Highlights from your plan
Anderson's Conn Valley Vineyards ©
Anderson's Conn Valley Vineyards
Jordan Vineyard & Winery ©
Jordan Vineyard & Winery
Gracianna Winery ©
Gracianna Winery

2
nights
Carmel

Carmel ©
Carmel-by-the-Sea, often simply called Carmel, is a city in Monterey County, California, United States, founded in 1902 and incorporated on October 31, 1916. Start off your visit on the 29th (Sun): kick back and relax at China Cove and Gibson Beach, tour the pleasant surroundings at Pacific Grove Shoreline Parkway Marine Refuge, and then enjoy the sand and surf at Del Mar Beach. Get ready for a full day of sightseeing on the 30th (Mon): enjoy the sand and surf at Asilomar State Beach, then get to know the fascinating history of Pacific Grove Oceanview Boulevard, and then immerse yourself in nature at Point Lobos.

To see ratings, maps, more things to do, and tourist information, use the Carmel online vacation planner .

Drive from Healdsburg to Carmel in 3.5 hours. Alternatively, you can do a combination of bus and flight; or fly. Expect little chillier weather when traveling from Healdsburg in September: highs in Carmel hover around 72°F, while lows dip to 56°F. Finish your sightseeing early on the 30th (Mon) to allow enough time to drive to Yosemite National Park.

Things to do in Carmel

Beaches Parks Outdoors

Side Trip

Pacific Grove
Highlights from your plan
Point Lobos ©
Point Lobos
Pacific Grove Oceanview Boulevard ©
Pacific Grove Oceanview Boulevard
Asilomar State Beach ©
Asilomar State Beach

5
nights
Yosemite National Park

Yosemite National Park ©
Massive granite mountains, towering waterfalls, groves of Giant Sequoia trees, and wilderness as far as the eye can see distinguish the landscape of Yosemite National Park.
Escape the urban bustle at Glacier Point and Taft Point. Spend the 5th (Sat) exploring nature at Elizabeth Lake, Yosemite National Park. And it doesn't end there: hike along Tuolumne Meadows, explore the striking landscape at El Capitan, stroll through Cathedral Beach Picnic Area, and make a trip to Olmsted Point.

To see other places to visit, ratings, traveler tips, and tourist information, read our Yosemite National Park travel route planner .

Traveling by car from Carmel to Yosemite National Park takes 5 hours. Alternatively, you can do a combination of flight and car; or do a combination of shuttle, flight, and car. Traveling from Carmel in September, you can expect nighttime temperatures to be a bit cooler in Yosemite National Park, with lows of 38°F. Wrap up your sightseeing on the 5th (Sat) to allow time to travel to Los Angeles.

Things to do in Yosemite National Park

Parks Outdoors Trails
Highlights from your plan
Glacier Point ©
Glacier Point
Elizabeth Lake ©
Elizabeth Lake
Mariposa Grove ©
Mariposa Grove

4
nights
Los Angeles

Los Angeles ©
Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
Visit El Pueblo de Los Angeles and Hollywood Walk of Fame for their historical value. Relax by the water at Venice Beach and Boardwalk and Will Rogers State Beach. Take a break from Los Angeles with a short trip to Nicholas Canyon Beach in Malibu, about 1h 10 min away. Pack the 9th (Wed) with family-friendly diversions at Universal Studios Hollywood. There's much more to do: see the interesting displays at The Getty Center, explore the different monuments and memorials at Hollywood Forever Cemetery, immerse yourself in nature at Santa Monica State Beach, and take a leisurely stroll along Santa Monica Pier.

To find photos, other places to visit, where to stay, and tourist information, read our Los Angeles day trip planning site .

You can do a combination of car and flight from Yosemite National Park to Los Angeles in 4.5 hours. Alternatively, you can drive; or do a combination of bus and flight. When traveling from Yosemite National Park in October, plan for somewhat warmer days and much hotter nights in Los Angeles: temperatures range from 82°F by day to 62°F at night. Finish up your sightseeing early on the 9th (Wed) so you can go by car to San Diego.

Things to do in Los Angeles

Beaches Parks Outdoors

Side Trips

Santa Monica, Nicholas Canyon Beach
Highlights from your plan
Venice Beach and Boardwalk ©
Venice Beach and Boardwalk
The Getty Center ©
The Getty Center
Santa Monica Pier ©
Santa Monica Pier

4
nights
San Diego

San Diego ©
Divided into neighborhoods with distinct characters and cultural heritages, San Diego sits just north of the Mexican border and offers visitors a blend of tourist attractions, including a lively nightlife, diverse cuisine, and a thriving musical scene.
Visiting La Jolla Cove and San Diego Zoo will get you outdoors. USS Midway Museum and Maritime Museum of San Diego are good opportunities to explore the local culture. There's still lots to do: tour the pleasant surroundings at Torrey Pines State Natural Reserve and kick back and relax at Children's Pool.

To see other places to visit, photos, reviews, and other tourist information, read our San Diego travel planner .

Drive from Los Angeles to San Diego in 2.5 hours. Alternatively, you can take a bus; or fly. In October, plan for daily highs up to 78°F, and evening lows to 64°F. Cap off your sightseeing on the 13th (Sun) early enough to travel back home.

Things to do in San Diego

Parks Outdoors Beaches
Highlights from your plan
La Jolla Cove ©
La Jolla Cove
Torrey Pines State Natural Reserve ©
USS Midway Museum ©
USS Midway Museum

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