14 days in California Itinerary

14 days in California Itinerary

Created using Inspirock United States sightseeing planner

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Route & dates

14 days in California Itinerary

Start: San Juan, Puerto Rico
Fly:  12​h 30​min
1
San Francisco
— 3 nights
Drive:  1​h 30​min
2
Healdsburg
— 2 nights
Fly:  5​h 30​min
3
Los Angeles
— 4 nights
Drive:  2​h 15​min
4
San Diego
— 3 nights
Fly:  11​h 30​min
End: San Juan, Puerto Rico


Learn more about your trip

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 Chinatown. Get a sense of the local culture at Fisherman's Wharf and Alcatraz Island. Get in touch with nature at Fishing Charters & Tours and China Beach. There's lots more to do: snap pictures at Golden Gate Bridge, appreciate the extensive heritage of The Embarcadero, enjoy the sand and surf at Marshall’s Beach, and shop like a local with Union Square.

To see traveler tips, maps, other places to visit, and other tourist information, refer to the San Francisco trip planning site .

Traveling by car from Healdsburg to San Francisco takes 1.5 hours. Alternatively, you can take a bus; or take a train. Traveling from Healdsburg in August, expect nights in San Francisco to be about the same, around 17°C, while days are slightly colder, around 26°C. Cap off your sightseeing on the 19th (Mon) early enough to travel to Los Angeles.

Things to do in San Francisco

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

2
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.
On the 17th (Sat), pause for some serene contemplation at St. John the Baptist Catholic Church, learn about winemaking at Gary Farrell Winery, learn about winemaking at Gracianna Winery, then do a tasting at Dry Creek Vineyard, and finally learn about winemaking at Ferrari-Carano Winery. Get ready for a full day of sightseeing on the 18th (Sun): explore the activities along Lake Sonoma and then learn about winemaking at Jordan Vineyard & Winery.

Ask Inspirock to suggest an itinerary and make planning a trip to Healdsburg fast, fun, and easy.

You can drive from San Francisco to Healdsburg in 1.5 hours. Alternatively, you can take a bus; or take a train. While traveling from San Francisco, expect somewhat warmer days and little chillier nights in Healdsburg, ranging from highs of 32°C to lows of 14°C. Cap off your sightseeing on the 18th (Sun) early enough to travel to Los Angeles.

Things to do in Healdsburg

Wineries Nature Parks
Highlights from your plan
Gracianna Winery ©
Gracianna Winery
Jordan Vineyard & Winery ©
Jordan Vineyard & Winery
Ferrari-Carano Winery ©
Ferrari-Carano Winery

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.
Your day-by-day itinerary now includes Six Flags Magic Mountain as well as Disneyland Park. Head to The Grove and Hollywood & Highlandfor plenty of shopping. Deepen your sense of the past at sights like La Brea Tar Pits and Museum and Hollywood Walk of Fame. There's still lots to do: examine the collection at The Getty Center, look and learn at Griffith Observatory, enjoy the sand and surf at Venice Beach and Boardwalk, and engage your brain at California Science Center.

To see other places to visit, traveler tips, where to stay, and more tourist information, go to the Los Angeles day trip planning tool .

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. Plan for warmer nights when traveling from Yosemite National Park in August since evenings lows in Los Angeles dip to 22°C. You will leave for San Diego on the 25th (Sun).

Things to do in Los Angeles

Theme Parks Museums Childrens Museums

Side Trips

Disneyland Park, Six Flags Magic Mountain
Highlights from your plan
The Getty Center ©
The Getty Center
Venice Beach and Boardwalk ©
Venice Beach and Boardwalk
Los Angeles County Museum of Art ©
Los Angeles County Museum of Art

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.
Your day-by-day itinerary now includes San Diego Zoo. Popular historic sites such as Fort Rosecrans Cemetery and Marston House Museum are in your itinerary. Get in touch with nature at La Jolla Cove and Torrey Pines State Natural Reserve. Next up on the itinerary: examine the collection at USS Midway Museum, appreciate the extensive heritage of Old Town San Diego State Historic Park, shop like a local with Gaslamp Quarter, and pause for some serene contemplation at Mary, Star of the Sea Catholic Church.

To see where to stay, traveler tips, maps, and other tourist information, use the San Diego holiday maker tool .

Drive from Los Angeles to San Diego in 2.5 hours. Alternatively, you can take a bus; or fly. Expect little chillier weather when traveling from Los Angeles in August: highs in San Diego hover around 30°C, while lows dip to 23°C. Finish your sightseeing early on the 25th (Sun) so you can travel back home.

Things to do in San Diego

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

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