16 days in United States Itinerary

16 days in United States Itinerary

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Route & dates

16 days in United States Itinerary

Start: Toronto
Fly:  9​h
1
San Francisco
— 3 nights
Drive:  45​min
2
Half Moon Bay
— 1 night
Drive:  2​h
3
Carmel
— 2 nights
Drive:  15​min
4
Pebble Beach
— 1 night
Drive:  2​h
5
San Simeon
— 1 night
Drive:  1​h 30​min
6
Santa Maria
— 1 night
Drive:  1​h 15​min
7
Santa Barbara
— 1 night
Drive:  2​h 45​min
8
Laguna Beach
— 1 night
Drive:  1​h 30​min
9
San Diego
— 3 nights
Fly:  8​h 30​min
End: Toronto

3
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Visit Golden Gate Bridge and Alcatraz Island for their historical value. Museum-lovers will appreciate Asian Art Museum and Legion of Honor. There's lots more to do: take in the waterfront at Fisherman's Wharf, take in the waterfront activity at Fort Mason Center, take a stroll through SoMa, and appreciate the extensive heritage of The Embarcadero.

For reviews, other places to visit, more things to do, and other tourist information, read our San Francisco road trip site .

Toronto, Canada to San Francisco is an approximately 9-hour flight. You can also do a combination of train, car, and flight; or drive. The time zone difference moving from Eastern Standard Time to Pacific Standard Time is minus 3 hours. In May in San Francisco, expect temperatures between 24°C during the day and 13°C at night. On the 4th (Mon), you'll have the morning to explore before heading off to Half Moon Bay.

Things to do in San Francisco

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

1
night
Half Moon Bay

Half Moon Bay ©
Half Moon Bay is a coastal city in San Mateo County, California, United States. Start off your visit on the 4th (Mon): enjoy the sand and surf at Mavericks and then kick back and relax at Half Moon Bay State Beach.

To find reviews, other places to visit, and other tourist information, read Half Moon Bay trip planner.

Drive from San Francisco to Half Moon Bay in an hour. Alternatively, you can do a combination of train and bus; or take a bus. Traveling from San Francisco in May, you will find days in Half Moon Bay are little chillier (17°C), and nights are about the same (11°C). Finish your sightseeing early on the 5th (Tue) to allow enough time to drive to Carmel.

Things to do in Half Moon Bay

Outdoors Parks Beaches
Highlights from your plan
Half Moon Bay State Beach ©
Half Moon Bay State Beach
Mavericks ©
Mavericks

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. Deepen your sense of the past at sights like The Steinbeck House / Best Cellar Gift Shop and San Carlos Cathedral. Do some cultural sightseeing at Moto Talbott and Carmel Mission. Take a break from Carmel with a short trip to National Steinbeck Center in Salinas, about 34 minutes away. There's much more to do: immerse yourself in nature at Point Lobos, kick back and relax at Carmel River State Beach, make a trip to Cannery Row, and view the masterpieces at Gallery by the Sea Carmel.

To see reviews, where to stay, more things to do, and more tourist information, read Carmel tour planner.

Traveling by car from Half Moon Bay to Carmel takes 2 hours. Alternatively, you can do a combination of bus and shuttle; or take a bus. Traveling from Half Moon Bay in May, expect nights in Carmel to be about the same, around 12°C, while days are a bit warmer, around 21°C. Wrap up your sightseeing on the 7th (Thu) to allow time to drive to Pebble Beach.

Things to do in Carmel

Museums Historic Sites Outdoors

Side Trips

Monterey, Salinas, Moto Talbott
Highlights from your plan
Point Lobos ©
Point Lobos
Moto Talbott ©
Moto Talbott

1
night
Pebble Beach

Pebble Beach ©
Pebble Beach is an unincorporated community on the Monterey Peninsula in Monterey County, California. Start off your visit on the 7th (Thu): take a memorable drive along China Rock and then identify plant and animal life at Bird Rock Vista Point.

For other places to visit, maps, more things to do, and other tourist information, read our Pebble Beach tour itinerary planning site .

Pebble Beach is very close to Carmel. In May in Pebble Beach, expect temperatures between 21°C during the day and 12°C at night. Finish your sightseeing early on the 8th (Fri) so you can travel to San Simeon.

Things to do in Pebble Beach

Outdoors Golf Historic Sites

Side Trips

Pacific Grove Oceanview Boulevard, Casa Serrano, Historic Adobe
Highlights from your plan
Pacific Grove Oceanview Boulevard ©
Pacific Grove Oceanview Boulevard
Pebble Beach Golf Links ©
Pebble Beach Golf Links
Casa Serrano, Historic Adobe ©
Casa Serrano, Historic Adobe

1
night
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.
To see more things to do, reviews, and more tourist information, read our San Simeon route app .

Traveling by car from Pebble Beach to San Simeon takes 2.5 hours. While traveling from Pebble Beach, expect a bit warmer days and about the same nights in San Simeon, ranging from highs of 32°C to lows of 10°C. You will leave for Santa Maria on the 9th (Sat).

Things to do in San Simeon

Parks Outdoors Nature

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 9th (Sat): learn about winemaking at Rancho Sisquoc Winery, do a tasting at Foxen Vineyard & Winery, then learn about winemaking at Presqu'ile Winery, and finally do a tasting at Riverbench Vineyard and Winery. On your second day here, take a stroll through Bubblegum Alley, examine the collection at Elverhoj Museum, and then contemplate the long history of La Purisima State Historical Park.

To see reviews, maps, more things to do, and tourist information, refer to the Santa Maria journey maker website .

Traveling by car from San Simeon to Santa Maria takes 1.5 hours. When traveling from San Simeon in May, plan for slightly colder days and about the same nights in Santa Maria: temperatures range from 25°C by day to 11°C at night. Finish your sightseeing early on the 10th (Sun) to allow enough time to drive to Santa Barbara.

Things to do in Santa Maria

Wineries Neighborhoods Museums

Side Trips

Bubblegum Alley, Elverhoj Museum, La Purisima State Historical Park
Highlights from your plan
Rancho Sisquoc Winery ©
Rancho Sisquoc Winery
Foxen Vineyard & Winery ©
Foxen Vineyard & Winery
La Purisima State Historical Park ©
La Purisima State Historical Park

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.
To see other places to visit, reviews, where to stay, and other tourist information, refer to the Santa Barbara trip planner .

You can drive from Santa Maria to Santa Barbara in 1.5 hours. Expect a daytime high around 25°C in May, and nighttime lows around 13°C. You'll set off for Laguna Beach on the 11th (Mon).

Things to do in Santa Barbara

Outdoors Parks Tours

1
night
Laguna Beach

Laguna Beach ©
Laguna Beach is a seaside resort city located in southern Orange County, California, in the United States. Start off your visit on the 11th (Mon): indulge your thirst for a good beer at Cismontane Brewing Co., Rancho Santa Margarita, then examine the collection at Mission San Juan Capistrano, and then admire the majestic nature at Crystal Cove.

To find ratings, more things to do, traveler tips, and tourist information, refer to the Laguna Beach day trip planning site .

Traveling by car from Santa Barbara to Laguna Beach takes 3 hours. Alternatively, you can take a bus; or take a train. Traveling from Santa Barbara in May, Laguna Beach is somewhat warmer at night with lows of 18°C. Wrap up your sightseeing on the 12th (Tue) to allow time to drive to San Diego.

Things to do in Laguna Beach

Outdoors Parks Nature

Side Trips

Cismontane Brewing Co., Rancho Santa Margarita, Mission San Juan Capistrano
Highlights from your plan
Crystal Cove ©
Crystal Cove
Mission San Juan Capistrano ©
Mission San Juan Capistrano

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 Gaslamp Museum at the Davis-Horton House. Get some cultural insight at Fort Rosecrans Cemetery and Old Town San Diego State Historic Park. The adventure continues: kick back and relax at La Jolla Cove, steep yourself in history at Mt. Soledad National Veterans Memorial, admire the striking features of Marston House Museum, and enjoy the sea views from Old Point Loma Lighthouse.

To see ratings, where to stay, traveler tips, and more tourist information, use the San Diego online vacation planner .

Getting from Laguna Beach to San Diego by car takes about 1.5 hours. Other options: take a train; or take a bus. Expect a daytime high around 25°C in May, and nighttime lows around 19°C. On the 15th (Fri), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in San Diego

Parks Historic Sites Zoos & Aquariums
Highlights from your plan
USS Midway Museum ©
USS Midway Museum
La Jolla Cove ©
La Jolla Cove
Fort Rosecrans Cemetery ©
Fort Rosecrans Cemetery

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