Your Personal Guide to San Diego's Greatest Hikes
With over a decade of trail experience and fitness expertise, Leighland guides you through San Diego's most scenic hikes, from beginner-friendly paths to exhilarating mountain challenges.
Explore San Diego's Best Hiking Trails
Ready to discover San Diego's hidden gems and iconic trails? Join certified personal trainer and veteran hiking guide Leighland for expertly guided adventures through Southern California's most breathtaking landscapes.
From serene beach paths at Torrey Pines to the challenging peaks of Iron Mountain, experience the perfect blend of outdoor exploration and fitness with a guide who brings over a decade of local trail expertise to every hike.
Popular San Diego Adventures
Experience these fan-favorite trails, perfect for your first guided hike with Leigh of the Land. From coastal views to mountain achievements, these trails offer something for every hiker.
Why Hike With Leigh of the Land?
Experience the difference of hiking with a certified personal trainer and experienced local guide. With over a decade of trail expertise in San Diego's diverse landscapes, every hike is tailored to create the perfect balance of challenge, safety, and enjoyment.
Prepare for Your Adventure
Your adventure starts with smart preparation. Here's what you need to know before we explore San Diego's beautiful landscapes together.
Plan Your Hike
Choose your ideal trail and adventure level, from coastal walks to mountain challenges. Book your preferred date and time, and I'll confirm all the details for your guided experience. Don't forget to let me know about any specific goals or concerns you have for the hike.
Gear Up Right
Come prepared with sturdy hiking shoes, weather-appropriate clothing, and sun protection. Bring at least 2 liters of water per person, trail snacks, and a small backpack. I'll provide detailed gear recommendations based on your chosen trail and current conditions.
Meet & Explore
Arrive at our designated meeting point 10 minutes early for a brief orientation. We'll review the trail conditions, safety guidelines, and what to expect. Then we'll hit the trail together, where I'll share local knowledge, point out hidden features, and ensure you have a safe, memorable experience.
Our Happy Hikers
"Being new to hiking, I was nervous about trying the harder trails. Leighland made it totally approachable and shared so many great tips along the way. Potato Chip Rock felt way less intimidating with his guidance!"
- Isaac W
"Best guided hike experience in San Diego! Leighland knows all the trails like the back of his hand and makes sure everyone's comfortable. Really appreciated his fitness tips during our Three Sisters hike. Will definitely book again!"
- Erin K
"Amazing day hiking with Leigh! Got to see some incredible views and felt totally comfortable the whole time. Perfect guide for a first-time hiker - definitely booking another trail soon!"
- Izzy B
Ready to Hit the Trail?
From coastal views to mountain peaks, your next adventure awaits. Book your guided hike and discover San Diego's natural beauty with a local expert.
