8 days in United States Itinerary

8 days in United States Itinerary

Created using Inspirock California visit planner

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Route & dates

8 days in United States Itinerary

Start: Chicago
Fly:  6​h 15​min
1
San Francisco
— 1 night
Drive:  2​h 15​min
2
Monterey
— 2 nights
Drive:  3​h
3
San Simeon
— 1 day
Drive:  2​h 45​min
4
Santa Barbara
— 1 night
Drive:  2​h 30​min
5
Huntington Beach
— 1 night
Drive:  1​h 45​min
6
San Diego
— 2 nights
Fly:  6​h 15​min
End: Chicago

1
night
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
On the 10th (Thu), contemplate in the serene atmosphere at Grace Cathedral and then admire all the interesting features of Alcatraz Island.

Plan my day in San Francisco using traveler tips and tourist information provided by Inspirock.

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 (CST) to Pacific Standard Time (PST), which is usually a -2 hour difference. Traveling from Chicago in October, expect San Francisco to be somewhat warmer, temps between 73°F and 56°F. Finish your sightseeing early on the 11th (Fri) so you can drive to Monterey.

Things to do in San Francisco

Historic Sites Parks Nature

Side Trip

Marin Headlands
Highlights from your plan
Alcatraz Island ©
Alcatraz Island
Golden Gate Bridge ©
Golden Gate Bridge
Grace Cathedral ©
Grace Cathedral

2
nights
Monterey

Monterey ©
Monterey is a city in the U.S. Start off your visit on the 12th (Sat): explore the landscape on two wheels at Monterey Peninsula Recreational Trail, then make a trip to Pacific Grove Oceanview Boulevard, and then enjoy the sand and surf at Asilomar State Beach.

To see ratings, reviews, and other tourist information, you can read our Monterey travel route builder .

Getting from San Francisco to Monterey by car takes about 2.5 hours. Other options: fly; or do a combination of train and bus. Expect a daytime high around 70°F in October, and nighttime lows around 52°F. Finish up your sightseeing early on the 13th (Sun) so you can go by car to San Simeon.

Things to do in Monterey

Parks Outdoors Nature

Side Trip

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

1
day
San Simeon

San Simeon ©
When you arrive in tiny San Simeon, which lies halfway between San Francisco and Los Angeles, you can see why William Randolph Hearst chose this coastal locale for his famous hilltop castle.
Start off your visit on the 13th (Sun): examine the collection at Coastal Discovery Center at San Simeon Bay (Monterey Bay National Marine Sanctuary) and then kick back and relax at Piedras Blancas.

To find ratings, traveler tips, photos, and tourist information, use the San Simeon trip planning website .

You can drive from Monterey to San Simeon in 3 hours. Alternatively, you can take a train; or do a combination of bus and car. Traveling from Monterey in October, expect nights in San Simeon to be a bit cooler, around 46°F, while days are a bit warmer, around 83°F. Finish up your sightseeing early on the 13th (Sun) so you can go by car to Santa Barbara.

Things to do in San Simeon

Wildlife Parks Outdoors
Highlights from your plan

1
night
Santa Barbara

Santa Barbara ©
Nestled between the Pacific Ocean and the Santa Ynez Mountains, Santa Barbara is a solid vacation destination with its wide beaches, renowned wineries, and some of California's finest shopping and dining options.
Your day-by-day itinerary now includes Hearst Castle. Start off your visit on the 15th (Tue): contemplate the long history of Hearst Castle, then stroll through East Beach, then contemplate the long history of Casa de la Guerra, and finally trek along Cabrillo Bike Path.

To see traveler tips, other places to visit, photos, and tourist information, read Santa Barbara trip itinerary app .

Traveling by car from San Simeon to Santa Barbara takes 3 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from San Simeon in October, expect nights in Santa Barbara to be somewhat warmer, around 53°F, while days are slightly colder, around 77°F. Finish up your sightseeing early on the 15th (Tue) so you can go by car to Huntington Beach.

Things to do in Santa Barbara

Parks Outdoors Historic Sites

Side Trip

Hearst Castle
Highlights from your plan
Hearst Castle ©
Hearst Castle
Casa de la Guerra ©
Casa de la Guerra
East Beach ©
East Beach

1
night
Huntington Beach

Huntington Beach ©
Huntington Beach is a seaside city in Orange County in Southern California. On the 15th (Tue), identify plant and animal life at Pacific Marine Mammal Center, then immerse yourself in nature at Huntington Beach State Park, then explore the landscape on two wheels at Orange County Coast, and finally take in the waterfront at Huntington Beach Pier.

For more things to do, ratings, reviews, and other tourist information, go to the Huntington Beach visit site .

Traveling by car from Santa Barbara to Huntington Beach takes 2.5 hours. Alternatively, you can take a train; or take a bus. Expect somewhat warmer evenings in Huntington Beach when traveling from Santa Barbara in October, with lows around 63°F. Wrap up your sightseeing on the 15th (Tue) to allow time to drive to San Diego.

Things to do in Huntington Beach

Parks Trails Outdoors

Side Trip

Pacific Marine Mammal Center
Highlights from your plan
Pacific Marine Mammal Center ©
Pacific Marine Mammal Center
Huntington Beach Pier ©
Huntington Beach Pier

2
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.
Kick off your visit on the 16th (Wed): pause for some photo ops at The Unconditional Surrender, kick back and relax at Coronado Beach, and then enjoy the sand and surf at La Jolla Shores Park.

For maps, where to stay, photos, and tourist information, read our San Diego travel route app .

Drive from Huntington Beach to San Diego in 2 hours. Alternatively, you can take a train; or take a bus. In October, plan for daily highs up to 78°F, and evening lows to 64°F. On the 17th (Thu), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in San Diego

Parks Outdoors Beaches

Side Trip

Coronado Beach
Highlights from your plan
La Jolla Shores Park ©
La Jolla Shores Park
Coronado Beach ©
Coronado Beach
Fort Rosecrans Cemetery ©
Fort Rosecrans Cemetery

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