From Desert to Sea: Soaking in Southern California - Itinerary
- Jena Pomeroy

- Oct 20
- 3 min read

Trip Length: 14 Days / 13 Nights
Trip Type: Road Trip Fun — Adventure, Family, Creativity, Reconnection
Best For: All travelers (families, couples, creatives, slow adventurers)
Best Seasons: Any, with nuance — desert (skip peak summer), ocean swimming (skip mid-winter)
Getting Around: Road trip by car (convertible or camper is a vibe)
✨ Introduction – The Story Behind the Journey
We’re Southern California natives — raised by ocean light and warm canyon winds. We grew up in a beach town in LA and raised our children in San Diego. This Southern California itinerary is our love letter: boardwalk mornings, golden hour in Laguna, stargazing in Joshua Tree, laughter on roller coasters, sleepy sunsets over Mission Bay. Home, distilled into a two-week wander.
Trip Overview
Destinations: Santa Monica → Hollywood → Anaheim (Disneyland) → Laguna Beach → Palm Springs → Joshua Tree NP → San Diego (La Jolla / Torrey Pines / Del Mar / Mission Bay / Seaport Village)
Journey Pace: Balanced road-trip rhythm — play hard, rest well
Highlights: Santa Monica Promenade, Manhattan Beach strolls, Torrey Pines + Del Mar, Mission Bay sunsets, Seaport Village, Disneyland, LEGOLAND, Safari Park, Joshua Tree dark skies, desert hot springs
🗺️ Itinerary at a Glance - Southern California
Day | Destination / Title | Theme |
1 | Arrive LAX → Santa Monica | Touchdown & Ocean Air |
2 | Santa Monica & Manhattan Beach | Beach Roots |
3 | Hollywood & Griffith | City Magic & Views |
4 | Anaheim – Disneyland Day 1 | Play & Wonder |
5 | Anaheim – Disneyland Day 2 (or CA Adventure) | Joy & Thrill |
6 | Laguna Beach | Creative Coastline |
7 | Laguna → Palm Springs | Mid-century Sun |
8 | Joshua Tree NP | Desert Stillness |
9 | Joshua Tree (sunrise) → San Diego | Transition & Flow |
10 | San Diego – La Jolla & Torrey Pines | Cliffs & Clarity |
11 | San Diego – Del Mar & Cardiff | Salt & Slow Time |
12 | San Diego – Mission Bay & Seaport Village | Playful Water |
13 | San Diego – Safari Park or LEGOLAND | Family Adventure |
14 | Gentle Return | Carry It Home |
🌿 Local Wisdom & Connection
Hidden Gems (Harmony Moments): Sunrise at Torrey Pines, pier stroll in Manhattan Beach, stargazing in Joshua Tree.
Market & Makers: Santa Monica farmers markets (check days), Laguna art walks (seasonal).
Move with the Light: Plan big hikes for mornings; linger at coastlines for golden hour.
🏨 Stays & Lodging Style (choose your vibe)
Coastal Boutique Inns (Santa Monica, Laguna, La Jolla) – walkable, airy, creative.
Family-Friendly Suites (Anaheim, Mission Bay) – space for naps + pool breaks.
Palm Springs Mid-Century / Desert Casitas – pool + stars.
Glamping/Camper (JT area) – dark sky access.
(Swap in your specific favorites later; keep it values-aligned and cozy.)
🚗 Getting Around & Drive Times (approx.)
LAX → Santa Monica: 30–60 min
Santa Monica → Anaheim: 45–75 min
Anaheim → Laguna: 30–45 min
Laguna → Palm Springs: 1.5–2 hrs
Palm Springs → Joshua Tree: 45–60 min
Joshua Tree → San Diego: 3–4 hrs
Within SD (La Jolla / Del Mar / Mission Bay / Safari Park / LEGOLAND): 15–60 min
🎒 Packing with Intention
Essentials: Light layers (day/night swings), sandals + walking shoes, swimsuit, hat, sunscreen, reusable water bottle, daypack.
Nice-to-Haves: Beach blanket, compact umbrella (marine layer drizzle), portable phone battery, journal + pen.
Desert Notes: Extra water, sun shirt, closed-toe shoes for rocky trails; avoid mid-day heat.
🌅 Reflection & Closing
Southern California is sunshine you can wear on the inside. From salt-kissed mornings to warm desert nights, this route is simple joy in motion — expansive, playful, and deeply home.
Live Wild. Create With Intention. Tell Stories That Matter.
A pre-traveled, pre-curated journey by Harmony in the Wild — Greg & Jena Pomeroy.









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