Pick Your Own Trail
Design your ideal day outdoors with a private naturalist guide dedicated entirely to your interests, pace, and curiosity.
This fully customized guided hike or walk is crafted around what you most want to explore — wildlife, native plants, coastal geology, birding, hidden history, seasonal blooms, or a combination of it all. Before your tour, we’ll consult to select the perfect location and route, timed for peak conditions.
On the day of your experience, you simply arrive ready to explore. Your guide Cypress handles the logistics, trail selection, and preparation so you can immerse yourself in the landscape without planning or guesswork.
Whether you’re celebrating a milestone, hosting guests, planning a retreat activity, or seeking a more personalized alternative to a standard tour, this experience is designed to meet you where you are.
What You Can Expect
A fully tailored itinerary based on your interests
Flexible pacing and route selection
Expert ecological interpretation throughout
Seasonal timing for optimal wildlife or bloom viewing
Space for deeper questions and meaningful conversation
This is San Diego’s wild landscape — interpreted exclusively for you or your group.
Tour Details at a Glance
Location: San Diego County (trail selected together in advance)
Distance: Up to 4 miles (longer routes available at additional cost)
Difficulty: Flexible — your pace, your path
Group Type: individuals, couples, families, small groups, corporate groups
This Tour is Perfect For
Couples seeking a meaningful coastal experience • families wanting personalized education • visiting guests • corporate retreats • small private groups • photographers • birders • anyone who prefers a curated experience over a scheduled group tour
A private, restorative, and educational experience — crafted specifically for you.
Reserve your date to begin planning.
Cannot more highly recommend! I booked a private hike as an anniversary surprise, and Cypress went absolutely above and beyond. The communication was terrific throughout. We learned so much about San Diego history and of course plants and animals. Cypress customized the experience to end with a surprise sunset picnic to cap off an unforgettable celebration. We will absolutely be booking more in the future! - Josh J.
Cypress put together a custom-planned day for my son's 11 year old birthday trip to San Diego. My son is into frogs and she found a way to give us a behind-the-scenes tour of the science labs at the San Diego Natural History Museum. We met with a very gracious man named Brad who took us through their lab and specimen collections and shared SO much cool info with us about frogs in general. After that we did a [night] hike into the mountains in search of Frogs and found a few who were croaking their hearts out. It was such a special evening and I so appreciate Cypress for her positivity, helpfulness, and doing all the pre-hike work to make sure we do our best to see and hear some frogs. Thank you Cypress! - Albert A.
My brother-in-law and I had a great time exploring Garnet Peak with Cypress. She was very insightful on the nuances of the local flora and fauna along the trail, way beyond the basics. She was also a pleasure to work with in preparation for the hike that was based on her recommendation. Was a awesome experience and would recommend her for the beginner and experienced naturalist. - David N.
