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My Gear Picks for the Roundabout Trail (or any long-distance hike)

In October 2025, I did the 38-mile Roundabout Trail in one day . When you're facing a 14-hour endurance hike, what you wear isn't just clothing — it can mean the difference between smooth sailing and show-stopping blisters.   In case you don't want to read the full post, here's a quick summary: 🥾 Category Recommendation Why it Went the Distance (38 Miles) Shoes Merrell Women's All Out Blaze Aero Sport Lighter low-top design saved my knees from lifting heavy shoes 80,000 times. Socks Wrightsock single-layer quarter socks These prevented me from getting a hike-stopping blister. Pants (cool weather) Affordable leggings The perfect weight for long days in standard SF weather. Pants (warm weather) Moosehill quick-dry zip-off cargo pants Lightweight insurance against rain or unexpected heat. Base Layer REI and Smartwool are both great Keeps the core dry and allows for easy temperature changes. Arm Sleeves (cool weather) Fleece sleeves No need to stop and de-layer! Matc...
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A Day at Wolf Connection

If you know me, you know I love dogs. And my love of dogs doesn’t stop there, but extends to all canids. So when I heard about Wolf Connection , a wolf sanctuary tucked away in the mountains just an hour outside of Los Angeles, I knew I had to go.  I booked my visit through Airbnb Experiences , and while it wasn’t cheap, it was worth it, and the money goes straight to supporting the sanctuary and its animals. The day of my visit, I made the drive from Santa Monica deep into the Angeles National Forest. After about an hour, I arrived at the sanctuary, perched at 4,000 feet of elevation. The temperature was a perfect 86 degrees (perfect for me at least), a welcome break from the scorching 100+ degree heat I passed through in the Valley. The elevation means the sanctuary can also get coldy and snowy in the winter! Petting Wylie and a group howl   During a brief orientation, the 10-15 other visitors and I were offered some light snacks and water before the tour began. ...

The San Francisco Roundabout Trail - An urban hike fueled by determination, grit, and pain meds

On October 5, 2025, five of us met before dawn at the corner of John Muir Drive and Sklyine Boulevard. Our goal: Complete the new 38-mile Roundabout Trail . To walk the route in one day, we’d have to keep our bodies moving for over half a day with minimal stops, witnessing the sunrise, the full day, and the sunset. I’d walked up to 34 miles in a day on the NYC Shorewalkers Great Saunter , but 38-miles was terra incognita for me. Internalizing my learnings from the Great Saunter, I popped some “vitamin I” — or ibuprofen before we even started walking.   Stats:  Distance: 41.67 miles — 3 miles longer than predicted. Every extra step hurt. Steps: 81k steps — and I felt every single step beyond 60k. Time: 14 hours on the dot (6:30 am - 8:30 pm including all stops). Company: Started with 5, picked up 4 en route, and ended with 4   The Roundabout Trail is broken into five sections, and we decided to start somewhere in the middle of section 4 w...

This may be the best $5 you can spend in San Francisco

FYI — A map of the locations mentioned in this blog post is here:   Treasure Island Google MyMap ! San Francisco is one of the most expensive cities in the US. But this city also has an often-overlooked experience  $5 and that delivers joy every time. Allow me to introduce you to the Treasure Island Ferry .   Launched in 2022, the ferry offers a quick, 8-minute trip  across the bay, whisking you from the historic Ferry Building to the burgeoning downtown of Treasure Island, right in front of the Treasure Island Museum. Instead of taking a bus or driving, you could spend a few minutes on the water, feeling the wind in your hair and appreciating the San Francisco skyline.  The ferry ride is enchanting, and then there's also so much to do on Treasure Island. Here are five fantastic ways to make the most of your time there:     Eat Treasure Island has a number of delicious restaurants. I like walking to brunch and dining at the outdoor areas at A...

Sonoma's Bartholomew Park: A perfect day trip from San Francisco

Just a 1.5-hour drive from San Francisco is the perfect day trip for just about anyone. Your drive will take you north to Sonoma — and specifically to Bartholomew Park .  Adjacent to this charming park with three miles of hiking trails, you’ll find Bartholomew Winery with tastings and picnic areas, and the option to go horseback riding with Sonoma Valley Trail Rides .  About the trails If you look at the trail map , you can see it’s easy to make a loop around the park. I like doing a clockwise loop starting on the Grape Stomp Trail and continuing on the You-Walk Miwok Trail.    While the trails are short in distance, you should know that they involve steep and rocky terrain and stairs without railings. You can hike with kids (and dogs are welcome, too), but I might avoid hiking with anyone who has balance issues or trouble with elevation gain, as the route involves about 640 feet of climbing. That said, I think the rocks and the s...