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LIVE A LITTLE · Aug 12, 2026

The San Diego Shortlist: 9 Cool Spots to Visit

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John Thompson · LIVE A LITTLE

LIVE A LITTLE is a style and lifestyle journal for the adventurous man—written from the pen of a full-time menswear copywriter.

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OVER THE WEEKEND, I made a quick trip out to San Diego. It was a last-minute escape, with planning spearheaded by my brother who travels out there often. As far as itinerary goes, there were only two requirements from me: plenty of beach time and a Padres baseball game.

We mostly stuck to our plans, yet we were curious enough to forgo a few. After the 48-hour trip, we came out of it feeling a sense of accomplishment and recovery.

Which leads me to this shortlist here on how I traveled San Diego. Similar to my Las Vegas Shortlist, I’ll drop the style and gear essentials I packed with me, followed by my favorite spots I visited.

I’m excited to share this story with you today because it will be the second of its kind, which officially means we’ve now got a series going. I’ll break out a new “Travel” category on the Live a Little homepage so you can reference these quick-hit guides the next time you’re booking a trip. Let’s get to it.

I could’ve done this trip with a single duffel bag or high-capacity travel backpack if I really wanted to stay lean, but I do often enjoy having a two-bag setup for quick-trips, just incase I bring anything back home. For San Diego, I traveled with my Thule Subterra 2 Carry-On and Peak Design Travel Backpack 30L.

Read more: 21 Ways to Live a Little More Each Day

The two items match in their all-black color, and the backpack fits nicely on-top of the roller suitcase for zooming around the airport. I’ve got all the pockets and space memorized in each bag—the Thule fits two pairs of shoes with a few outfits, and the Peak Design backpack fits my Evergoods Civic Access Pouch 2L, Bravo Sierra Toiletry Bag, and AirPods Max headphones.

An essential honorable mention from this trip: Asian RedBulls.

Instead of sharing every single piece of apparel I brought, I’m going to share what I ended up wearing the most. Here’s the breakdown:

Read the original on livealittle.substack.com

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