14 days in United States Itinerary

14 days in United States Itinerary

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Route & dates

14 days in United States Itinerary

Start: Toronto
Fly:  8​h 45​min
1
San Francisco
— 3 nights
Drive:  2​h 15​min
2
Monterey
— 1 night
Drive:  2​h 30​min
3
San Luis Obispo
— 3 nights
Drive:  2​h
4
Santa Barbara
— 3 nights
Drive:  1​h 45​min
5
Santa Monica
— 3 nights
End: Santa Monica

3
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Popular historic sites such as Castello di Amorosa and Alcatraz Island are in your itinerary. Visiting Bodega Dunes and Twin Peaks will get you outdoors. Dedicate the 10th (Wed) to wine at some of the top wineries in the area. There's more to do: get a taste of the local shopping with Union Square.

Take the guesswork out of planning a San Francisco vacation by using our trip itinerary maker.

Toronto, Canada to San Francisco is an approximately 9-hour flight. You can also do a combination of flight and subway; or drive. The time zone changes from Eastern Standard Time (EST) to Pacific Standard Time (PST), which is usually a -3 hour difference. In October, San Francisco is a bit warmer than Toronto - with highs of 26°C and lows of 15°C. Finish your sightseeing early on the 10th (Wed) so you can drive to Monterey.

Things to do in San Francisco

Parks Tours Historic Sites

Side Trips

Bodega Dunes, Castello di Amorosa
Highlights from your plan
Alcatraz Island ©
Alcatraz Island
Castello di Amorosa ©
Castello di Amorosa
Bodega Dunes ©
Bodega Dunes

1
night
Monterey

Monterey ©
Monterey is a city in the U.S. To find photos, traveler tips, reviews, and tourist information, you can read our Monterey journey maker .

Getting from San Francisco to Monterey by car takes about 2.5 hours. Other options: fly; or take a bus. October in Monterey sees daily highs of 24°C and lows of 13°C at night. Finish your sightseeing early on the 11th (Thu) to allow enough time to drive to San Luis Obispo.

Things to do in Monterey

Parks Beaches Outdoors

Side Trips

Pacific Grove, The Cheese Shop
Highlights from your plan
Pacific Grove Oceanview Boulevard ©
Pacific Grove Oceanview Boulevard
The Cheese Shop ©
The Cheese Shop

3
nights
San Luis Obispo

San Luis Obispo ©
San Luis Obispo, or SLO for short, is a city in the U.S. Start off your visit on the 12th (Fri): explore the activities along Morro Bay National Estuary, stop by Pasolivo Olive Oil, and then explore the landscape on two wheels at Bob Jones City to Sea Bike Trail. On the 13th (Sat), you'll have a packed day of sightseeing: learn about winemaking at Castoro Cellars, then do a tasting at Halter Ranch Vineyard, then do a tasting at Tablas Creek Vineyard, and finally learn about winemaking at Adelaida Cellars.

Take the guesswork out of planning a San Luis Obispo vacation by using our trip itinerary maker.

You can drive from Monterey to San Luis Obispo in 2.5 hours. Alternatively, you can do a combination of bus and train; or do a combination of shuttle, flight, and bus. While traveling from Monterey, expect a bit warmer days and about the same nights in San Luis Obispo, ranging from highs of 32°C to lows of 14°C. Finish up your sightseeing early on the 14th (Sun) so you can go by car to Santa Barbara.

Things to do in San Luis Obispo

Parks Wineries Nature

Side Trips

Paso Robles, Morro Bay National Estuary, Bob Jones City to Sea Bike Trail
Highlights from your plan
Tablas Creek Vineyard ©
Tablas Creek Vineyard
Halter Ranch Vineyard ©
Halter Ranch Vineyard
Pasolivo Olive Oil ©
Pasolivo Olive Oil

3
nights
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 inner history buff will appreciate State Street and Old Mission Santa Ines. You'll get in some beach time at Butterfly Beach and Arroyo Burro County Beach Park. Explore Santa Barbara's surroundings by going to Fess Parker (in Los Olivos) and Wine Tours & Tastings (in Santa Ynez). There's much more to do: make a trip to Old Mission Santa Barbara, take in the awesome beauty at Cold Spring Tavern, and kick back and relax at Carpinteria State Beach.

Quickly create a custom-made itinerary for Santa Barbara using our trip planner.

You can drive from San Luis Obispo to Santa Barbara in 2 hours. Other options are to take a bus; or take a train. In October in Santa Barbara, expect temperatures between 29°C during the day and 13°C at night. Finish up your sightseeing early on the 17th (Wed) so you can go by car to Santa Monica.

Things to do in Santa Barbara

Parks Outdoors Beaches

Side Trips

Carpinteria State Beach, Wine Tours & Tastings, Fess Parker, Old Mission Santa Ines, Butterfly Beach
Highlights from your plan
Carpinteria State Beach ©
Carpinteria State Beach
Old Mission Santa Barbara ©
Old Mission Santa Barbara
Butterfly Beach ©
Butterfly Beach

3
nights
Santa Monica

Santa Monica ©
A famed resort town since the early 20th century, Santa Monica sits on the picturesque Santa Monica Bay, bordered on three sides by the city of Los Angeles.
Shop till you drop at Montana Avenue and Bergamot Station. Your itinerary includes some good beach time at Santa Monica Beach and El Matador State Beach. You'll find plenty of places to visit near Santa Monica: Zuma Beach (in Malibu) and Ronald Reagan Presidential Library and Museum (in Simi Valley). There's more to do: take in the waterfront at Santa Monica Pier and make a trip to Rodeo Drive.

To see where to stay, reviews, other places to visit, and more tourist information, go to the Santa Monica tour planner .

Getting from Santa Barbara to Santa Monica by car takes about 2 hours. Other options: do a combination of flight and bus; or do a combination of train and tram. Traveling from Santa Barbara in October, you can expect nighttime temperatures to be a bit warmer in Santa Monica, with lows of 19°C. Cap off your sightseeing on the 20th (Sat) early enough to travel back home.

Things to do in Santa Monica

Parks Beaches Outdoors

Side Trips

Malibu, Rodeo Drive, Ronald Reagan Presidential Library and Museum
Highlights from your plan
Santa Monica State Beach ©
Santa Monica State Beach
Santa Monica Pier ©
Santa Monica Pier

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