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Epic 500-Mile California Road Trip: A Family of Five Plus Dog Explores the Coast (Part 1)

Bleisure: blending business travel with leisure. This popular trend lets business travelers extend trips for personal enjoyment. According to Travel Weekly's 2016 Consumer Trends Report, bleisure trips rose 6% since 2012.

Connectivity makes bleisure seamless—we stay productive on the go. Employers increasingly recognize that personal experiences like travel boost performance. Yet, U.S. workers lag globally in time off. Project: Time Off reports Americans left 662 million vacation days unused in 2016, down from an average of 20.3 days in 2000 to 16.8 in 2016.

Bleisure offers essential breaks and their well-being benefits, even in short bursts.

As summer ended and school loomed, we turned a work trip into our family's big vacation. Using San Diego and San Francisco business stops as anchors, we drove 500 miles along California's stunning coastline.

We've road-tripped California before, but this was our longest with kids—sons aged 11 and 9, daughter 2—and our 5-year-old golden retriever, Milo.

Epic 500-Mile California Road Trip: A Family of Five Plus Dog Explores the Coast (Part 1)
And we're off!
  • Tip: Involve kids in planning to build excitement and ownership.
We structured the trip around four Kimpton hotels, renowned for pet-friendly policies—no fees, plus amenities like food bowls, treats, and personalized welcome signs. Kimpton's chic vibe, upscale dining partners, and top loyalty program (with arrivals like wine, cheese, and chocolate) appeal to discerning travelers. Travelzoo often features exclusive Kimpton deals nationwide.
  • Tip: Kimpton provides free essentials like toothbrushes, lint rollers, nail clippers, fashion tape, and contact solution.
Our #saglieadventures spanned seven days across four stops, starting in San Diego...

Starting Line: San Diego (1 Night)

We checked into Hotel Palomar San Diego in the vibrant Gaslamp Quarter, near 200+ restaurants, bars, shops, and the waterfront. Milo loved the nearby grassy areas at Horton Plaza and Petco Park with poop bag stations. Epic 500-Mile California Road Trip: A Family of Five Plus Dog Explores the Coast (Part 1)
  • Tip: 2017 marked the Gaslamp Quarter's 150th anniversary—check for events if visiting around then.
San Diego's diverse neighborhoods each have unique charm. We enjoyed people-watching at the hotel's complimentary 5 p.m. wine hour, then Ubered to Ocean Beach for a relaxed beach vibe and lively evenings. Dinner at Ocean Beach Surf Lodge shone: kids loved the cheeseburger sliders; my "Everything Salmon" with nutty crust and creamy polenta was outstanding. We walked the sand and indulged in candy at Beach Sweets.

Next morning, we hit the fourth-floor rooftop pool with street views, a bar, underwater music, and a DJ.

Epic 500-Mile California Road Trip: A Family of Five Plus Dog Explores the Coast (Part 1)
Cool rooftop pool at Hotel Palomar San Diego

Next: Part 2—Huntington Beach!

See more from our trip via #saglieadventures. Follow me on Instagram and Twitter for tips. Join Travelzoo for road trip deals!

Travel Notes
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