17 days in San Diego & Encinitas Itinerary

17 days in San Diego & Encinitas Itinerary

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Route & dates

17 days in San Diego & Encinitas Itinerary

Start: Winnipeg
Fly:  8​h 15​min
San Diego
— Few hours
Drive:  45​min
— 16 nights
Drive + Fly:  9​h 45​min
End: Winnipeg

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 19th (Sun): stroll the grounds of Fort Rosecrans Cemetery and then shop like a local with Gaslamp Quarter.

To find reviews, more things to do, other places to visit, and more tourist information, you can read our San Diego road trip planner .

Winnipeg, Canada to San Diego is an approximately 8.5-hour flight. You can also drive; or take a bus. The time zone difference moving from Central Standard Time to Pacific Standard Time is minus 2 hours. Expect much hotter temperatures when traveling from Winnipeg in January; daily highs in San Diego reach 22°C and lows reach 12°C. Finish up your sightseeing early on the 19th (Sun) so you can go by car to Encinitas.

Things to do in San Diego

Shopping Historic Sites
Highlights from your plan
Gaslamp Quarter ©
Gaslamp Quarter
Fort Rosecrans Cemetery ©
Fort Rosecrans Cemetery


Encinitas ©
Encinitas is a beach city in the North County area of San Diego County, California. Give yourself a bit of retail therapy at Ricardo Breceda Gallery & Sculpture Garden and Borrego Art Institute. You'll get in some beach time at South Carlsbad State Beach and Swami's Beach. Explore Encinitas' surroundings by going to Dana Point (Hill Top Park & Dolphin & Whale Watching), Oceanside (California Surf Museum, The Graves House, & more) and Temecula (Temecula Valley Museum, Old Town Temecula, & more). And it doesn't end there: view the masterpieces at Art Beat on Main Street, admire nature's extreme beauty at Anza-Borrego Desert State Park, steep yourself in history at Montanez Adobe, and take in nature's colorful creations at Self Realization Fellowship Hermitage & Meditation Gardens.

For traveler tips, maps, where to stay, and more tourist information, go to the Encinitas trip builder app .

Traveling by car from San Diego to Encinitas takes an hour. Alternatively, you can take a train; or take a bus. January in Encinitas sees daily highs of 21°C and lows of 11°C at night. On the 4th (Tue), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Encinitas

Museums Parks Outdoors

Side Trips

Carlsbad, Oceanside, Temecula, Ramona, Escondido
Highlights from your plan
Dolphin & Whale Watching
Rancho Bernardo Historical Museum ©
Rancho Bernardo Historical Museum