11 days in United States Itinerary

11 days in United States Itinerary

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Route & dates

11 days in United States Itinerary

Start: Chicago
Fly:  5​h
1
San Francisco
— 3 nights
Drive:  1​h 30​min
2
Sonoma
— 1 night
Drive:  3​h 30​min
3
Santa Cruz
— 1 night
Drive:  4​h
4
Santa Maria
— 1 night
Drive:  4​h 30​min
5
Los Angeles
— 1 night
Drive:  3​h 30​min
6
San Diego
— 3 nights
Fly:  6​h 30​min
End: Chicago

3
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Your day-by-day itinerary now includes Madame Tussauds San Francisco as well as Painted Ladies. You'll explore and learn at Exploratorium and Musee Mecanique. You'll get in some beach time at Marshall’s Beach and Fort Funston National Park. There's lots more to do: head off the coast to Alcatraz Island, wander the streets of Union Square, take in the waterfront at The Embarcadero, and go for a walk through Fisherman's Wharf.

Planning San Francisco trip won't be overwheling when you use's Insprock itinerary maker.

Chicago to San Francisco is an approximately 6.5-hour flight. You can also do a combination of flight and train; or drive. The time zone changes from Central Standard Time to Pacific Standard Time, which is usually a -2 hour difference. Prepare for little chillier weather when traveling from Chicago in July: high temperatures in San Francisco hover around 73°F and lows are around 57°F. On the 24th (Wed), you'll have the morning to explore before heading off to Sonoma.

Things to do in San Francisco

Parks Historic Sites Museums
Highlights from your plan
Alcatraz Island ©
Alcatraz Island
Golden Gate Bridge ©
Golden Gate Bridge
Fisherman's Wharf ©
Fisherman's Wharf

1
night
Sonoma

Set in the heart of one of the United States' most esteemed wine-producing regions, just 45 minutes from San Francisco, Sonoma boasts colonial Mexican architecture, including a mission.
Start off your visit on the 24th (Wed): indulge your taste buds at Food & Drink.

For reviews, other places to visit, photos, and other tourist information, read our Sonoma online attractions planner .

Drive from San Francisco to Sonoma in 1.5 hours. Alternatively, you can take a bus; or do a combination of subway and bus. Traveling from San Francisco in July, you will find days in Sonoma are somewhat warmer (81°F), and nights are a bit cooler (52°F). You'll have a few hours on the 25th (Thu) to wrap things up before traveling to Santa Cruz.

Things to do in Sonoma

Tours
Highlights from your plan
Wine Tours & Tastings

1
night
Santa Cruz

Santa Cruz ©
Santa Cruz remains synonymous with surfing, but this counterculture bastion offers plenty even if you don't plan to catch any waves.
You've now added O’Neill Yacht Charters to your itinerary. On the 25th (Thu), admire all the interesting features of Shark Fin Cove, examine the collection at Canepa Motorsports Museum, and then see majestic marine mammals with O’Neill Yacht Charters.

For other places to visit, photos, ratings, and other tourist information, go to the Santa Cruz trip itinerary builder website .

Traveling by car from Sonoma to Santa Cruz takes 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. While traveling from Sonoma, expect little chillier days and about the same nights in Santa Cruz, ranging from highs of 73°F to lows of 55°F. On the 26th (Fri), you'll have the morning to explore before heading off to Santa Maria.

Things to do in Santa Cruz

Outdoors Wildlife Tours

Side Trips

Shark Fin Cove, Canepa Motorsports Museum
Highlights from your plan
Shark Fin Cove ©
Shark Fin Cove
Canepa Motorsports Museum ©
Canepa Motorsports Museum
O’Neill Yacht Charters ©
O’Neill Yacht Charters

1
night
Santa Maria

Santa Maria ©
Santa Maria is a city near the Southern California coast in Santa Barbara County. Start off your visit on the 26th (Fri): learn about winemaking at Presqu'ile Winery.

To find ratings, maps, other places to visit, and other tourist information, read our Santa Maria online route planner .

You can drive from Santa Cruz to Santa Maria in 3.5 hours. Expect a daytime high around 76°F in July, and nighttime lows around 56°F. You'll have a few hours on the 27th (Sat) to wrap things up before traveling to Los Angeles.

Things to do in Santa Maria

Wineries
Highlights from your plan
Presqu'ile Winery ©
Presqu'ile Winery

1
night
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.
Hollywood Walk of Fame has been added to your itinerary. Start off your visit on the 27th (Sat): appreciate the extensive heritage of Hollywood Walk of Fame, see the interesting displays at The Getty Center, then tour the pleasant surroundings at Venice Beach and Boardwalk, and finally look for gifts at Amoeba Music.

To find more things to do, reviews, ratings, and tourist information, go to the Los Angeles trip planner .

Drive from Santa Maria to Los Angeles in 3 hours. In July, Los Angeles is somewhat warmer than Santa Maria - with highs of 83°F and lows of 66°F. Wrap up your sightseeing by early afternoon on the 28th (Sun) to allow time for the car ride to San Diego.

Things to do in Los Angeles

Shopping Museums Parks
Highlights from your plan
The Getty Center ©
The Getty Center
Venice Beach and Boardwalk ©
Venice Beach and Boardwalk
Amoeba Music ©
Amoeba Music

3
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.
You'll explore and learn at USS Midway Museum and Spanish Village Art Center. Give yourself a bit of retail therapy at Ricardo Breceda Gallery & Sculpture Garden and Art Beat on Main Street. It doesn't end there: enjoy the sand and surf at La Jolla Cove.

For where to stay, reviews, maps, and tourist information, refer to the San Diego sightseeing site .

You can drive from Los Angeles to San Diego in 2.5 hours. Other options are to take a bus; or fly. Traveling from Los Angeles in July, expect nights in San Diego to be about the same, around 68°F, while days are a bit cooler, around 77°F. Wrap up your sightseeing by early afternoon on the 31st (Wed) to allow time for travel back home.

Things to do in San Diego

Museums Parks Outdoors

Side Trips

Ricardo Breceda Gallery & Sculpture Garden, Art Beat on Main Street
Highlights from your plan
La Jolla Cove ©
La Jolla Cove
USS Midway Museum ©
USS Midway Museum

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