Start by using reputable trail platforms and apps that allow you to filter hikes by distance, elevation gain, difficulty, and user ratings. Combine this with official resources from San Diego County Parks and the City of San Diego Parks & Recreation, which provide detailed trail maps and descriptions. Always review recent user comments for updates on trail conditions, closures, and parking. When in doubt, begin with well-known beginner‑friendly trails such as Torrey Pines State Natural Reserve or Mission Trails Regional Park before progressing to more challenging routes like Cowles Mountain or Iron Mountain.

San Diego offers several highly regarded scenic hiking areas. Torrey Pines State Natural Reserve is known for its coastal cliffs, ocean views, and rare Torrey pine trees. Mission Trails Regional Park features diverse terrain, including the popular Cowles Mountain summit and lake vistas. Sunset Cliffs Natural Park offers short coastal walks with dramatic bluff views and sea cave overlooks. For more rugged scenery, El Cajon Mountain and Iron Mountain in the inland foothills provide panoramic views of the backcountry and surrounding peaks. Each location has multiple trails with varying difficulty, allowing you to choose routes that match your fitness level and time available.

The most comfortable time to hike in San Diego is typically early in the morning, starting near sunrise, especially on inland and desert-adjacent trails where temperatures can rise quickly. Afternoons can become hot and exposed, and some trails have minimal shade. Seasonally, late fall through early spring tends to offer milder temperatures and clearer visibility, while summer and early fall can be hot and dry, increasing dehydration and heat-related risks. Coastal trails remain more moderate year‑round, but fog and marine layer can reduce visibility in the early morning. Always check the weather forecast, heat advisories, and any posted trail warnings before you go.

Many popular San Diego trails have free access but may require paid parking or specific passes. For example, some lots at Torrey Pines State Natural Reserve and certain state beaches use a day-use fee or accept a California State Parks pass. County and city parks often have free parking, but some lots fill early on weekends, leading hikers to park in surrounding neighborhoods where time limits or restrictions may apply. Backcountry and wilderness areas may have special rules, seasonal closures, or limited access points. Always review the official park or agency website ahead of time to confirm whether you need a day pass, annual pass, or to follow particular parking guidelines before arriving at the trailhead.

Prioritize hydration by carrying more water than you think you will need, particularly on inland or exposed trails where heat can become intense. Wear appropriate footwear with good traction, sun protection such as a hat and sunscreen, and light, breathable clothing. Check trail maps and conditions in advance, download offline maps where possible, and let someone know your route and expected return time. Stay on marked trails to avoid erosion, rattlesnake encounters, and getting lost, and be especially cautious near cliffs and unstable coastal bluffs. Respect posted warnings about heat, fire danger, and trail closures, and carry basic essentials such as a small first-aid kit, snacks, and a fully charged phone for emergencies.