17 days in San Diego & Portland Itinerary

17 days in San Diego & Portland Itinerary

Created using Inspirock United States trip itinerary planner

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San Diego
— 9 nights
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Portland
— 7 nights
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San Diego

— 9 nights

America's Finest City

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 enjoy a bit of beach vacationing at Moonlight State Beach and Windansea Beach. Eschew the tourist crowds and head to Mormon Battalion Historic Site and Waterskiing & Jetskiing. Explore the numerous day-trip ideas around San Diego: South Carlsbad State Beach (in Carlsbad), Lions, Tigers & Bears (in Alpine) and Old Town Temecula (in Temecula). And it doesn't end there: tour the pleasant surroundings at Del Mar City Beach, enjoy the sand and surf at Mission Bay Park, visit Little Italy, and examine the collection at Old Town Model Railroad Depot.

For reviews, more things to do, ratings, and tourist information, use the San Diego trip planning website.

New York City to San Diego is an approximately 8.5-hour flight. You can also fly; or drive; or take a bus. Traveling from New York City to San Diego, you'll gain 3 hours due to the time zone difference. When traveling from New York City in July, plan for slightly colder days in San Diego, with highs around 77°F, while nights are about the same with lows around 68°F. Finish your sightseeing early on the 13th (Sat) so you can travel to Portland.

Things to do in San Diego

Parks · Outdoors · Beaches · Wildlife

Side Trips

Portland

— 7 nights

City of Roses

A big city with a small-town feel, Portland is home to the country's biggest rose test garden, perched on a hill overlooking downtown.
Do some cultural sightseeing at Fort Vancouver | National Historic Site and Columbia River Highway. Museum-lovers will get to explore Johnston Ridge Observatory and Oregon Historical Society. Explore Portland's surroundings by going to Cascade Locks (Starvation Creek State Park & Oneonta Gorge), Western Antique Aeroplane & Automobile Museum (in Hood River) and WIndy Ridge Viewpoint (in Amboy). Next up on the itinerary: examine the collection at Columbia Gorge Discovery Center & Museum, take in the views from St. Johns Bridge, learn about winemaking at Whiskey Hill Winery & Postlewait's Vineyards, and admire the natural beauty at The Grotto - National Sanctuary of Our Sorrowful Mother.

To find reviews, maps, traveler tips, and more tourist information, go to the Portland road trip planning tool.

Traveling by flight from San Diego to Portland takes 5 hours. Alternatively, you can drive; or take a bus. When traveling from San Diego in July, plan for a bit warmer days in Portland, with highs around 83°F, while nights are slightly colder with lows around 59°F. You'll have a few hours on the 20th (Sat) to wrap things up before traveling home.

Things to do in Portland

Parks · Nature · Museums · Historic Sites

Side Trips