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365 days of San Diego, sorted.

Beaches, hikes, breweries, taco shops, surf lessons, and the kid-friendly stuff. The list we wish existed when we moved here.

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The Free Outdoor San Diego Guide
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The Free Outdoor San Diego Guide

Everything worth doing outside in San Diego County that doesn't cost a dollar to get into. The activity is always free — the variable is almost always parking, so that's called out for each one.

By Dorthy Routt MillsapAug 27, 2026 · 8 mins.
The Best Dog Beaches in San Diego: A Local's Guide to Off-Leash Sand
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The Best Dog Beaches in San Diego: A Local's Guide to Off-Leash Sand

A local's guide to San Diego's dog beaches — Ocean Beach, Fiesta Island, Del Mar, and Coronado — with off-leash rules, hours, parking, and the fines to avoid.

By Paul StritmatterAug 24, 2026 · 5 mins.
Where to Play Pickleball in San Diego: Every Court, Free and Paid
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Where to Play Pickleball in San Diego: Every Court, Free and Paid

Pickleball has taken over San Diego — 80-plus courts, many of them free. Here's where to play, what to bring, and when to go.

By William RouttAug 17, 2026 · 6 mins.
Why Cliff Jumping at Sunset Cliffs Is Illegal — and Why It Keeps Sending People to the Hospital
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Why Cliff Jumping at Sunset Cliffs Is Illegal — and Why It Keeps Sending People to the Hospital

Cliff jumping at Sunset Cliffs is illegal under San Diego Municipal Code 63.20.23. After a string of July 2026 rescues, here's the law, the fines, and the risks.

By William RouttAug 2, 2026 · 5 mins.
Hiking Los Peñasquitos Canyon to the Waterfall: My Favorite Easy Escape in San Diego
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Hiking Los Peñasquitos Canyon to the Waterfall: My Favorite Easy Escape in San Diego

A local's guide to the Los Peñasquitos Canyon Trail — a flat, shaded, dog-friendly walk along a year-round creek to a little waterfall tucked in volcanic rock.

By William RouttJul 10, 2026 · 5 min.
Hiking the Gliderport Trail to Black's Beach: My Favorite Dramatic Descent in La Jolla
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Hiking the Gliderport Trail to Black's Beach: My Favorite Dramatic Descent in La Jolla

A local's guide to the Gliderport Trail — a short, steep cliff descent to wild, secluded Black's Beach in La Jolla.

By William RouttJun 24, 2026 · 5 min.
Garnet Peak, Mount Laguna: My Local's Guide to One of San Diego's Best Views
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Garnet Peak, Mount Laguna: My Local's Guide to One of San Diego's Best Views

Garnet Peak is the hike I'd send you on first in the Laguna Mountains. My local's guide to this short climb to a 5,900-foot summit with sweeping desert and mountain views.

By Paul StritmatterJun 22, 2026 · 5 min.
Your Local's Guide to the Best San Diego Summer Hikes (2026)
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Your Local's Guide to the Best San Diego Summer Hikes (2026)

Summer hiking in San Diego is all about timing. My local's guide to the best summer hikes — five trails, from easy coastal walks to a sunrise summit climb.

By William RouttJun 21, 2026 · 6 min.
Sunset Cliffs Natural Park: A Complete San Diego Guide to Running, Picnics, Tide Pools, and Sunsets
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Sunset Cliffs Natural Park: A Complete San Diego Guide to Running, Picnics, Tide Pools, and Sunsets

A complete guide to Sunset Cliffs Natural Park — San Diego's 68-acre cliffside park. Trails, tide pools, sunset views, surfing, picnicking, and everything you can do for free.

By Paul StritmatterJun 13, 2026 · 5 min.
Potato Chip Rock: My Local's Guide to San Diego's Most Famous Hike
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Potato Chip Rock: My Local's Guide to San Diego's Most Famous Hike

The Potato Chip Rock hike is the most photographed trail in San Diego. My local's guide to all three routes up Mount Woodson — with the truth about the climb, the photo wait, and exactly when to go to beat the crowds.

By Paul StritmatterJun 3, 2026 · 5 min.
Black Mountain Trail: My Local's Guide to One of San Diego's Best Summit Views
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Black Mountain Trail: My Local's Guide to One of San Diego's Best Summit Views

The Black Mountain Trail punches above its weight. My local's guide to this 4-mile climb to a 1,554-foot summit — with 270-degree views from downtown San Diego to Mexico, plus the route, parking, and what to pack.

By Paul StritmatterMay 26, 2026 · 8 min.
Annie's Canyon Trail: My Local's Guide to San Diego's Slot Canyon Hike
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Annie's Canyon Trail: My Local's Guide to San Diego's Slot Canyon Hike

Annie's Canyon Trail is one of those hikes that doesn't feel like anywhere else in Southern California. My local's guide to this slot canyon near Encinitas.

By Dorthy Routt MillsapMay 25, 2026 · 5 min.
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