Travel ✈️ Photography 📸 Everything in between✨

Curating trips, moments, & stories that move you.

Services

Travel

I help you plan trips that feel easy, intentional, and full of adventure — from Colorado day trips to bucket-list destinations. Whether it’s a weekend escape or a family getaway, I handle the details so you can focus on making memories.

www.gypsytravelagency.com

Photography

I capture warm, natural moments that tell your story — whether it’s exploring the mountains, celebrating milestones, or creating dreamy content for your brand. My goal is to make every shoot feel relaxed, fun, and authentically you.

Everything in between

This is where life happens — the homeschooling, the cozy days, the creative projects, and the little things that make your world feel full. From Amazon favorites to home finds and lifestyle inspiration, this space ties it all together.

Sample Itinerary — Colorado Weekend Getaway

What Your Trip Could Look Like

🌲 Day 2 — Adventure + Connection

Morning:

  • Early wake-up for a hike at Seven Bridges Trail — a local favorite for waterfalls and forest views.

  • Pack a picnic breakfast or grab bagels and coffee before you go.

Afternoon:

  • Visit Manitou Springs Penny Arcade and browse local shops with Cam.

  • Optional: ride the Cog Railway up to Pikes Peak for insane panoramic views.

Evening:

  • Relax at SunWater Spa with a soak in their mineral tubs.

  • Dinner recommendation: The Cliff House or a cozy takeout night back at your Airbnb.

  • Perfect time for journaling, editing photos, or planning tomorrow’s drive.

☀️ Day 3 — Slow Morning & Scenic Drive

Morning:

  • Sleep in, make breakfast, and enjoy a slow start.

  • Optional mini hike at Red Rock Canyon Open Space before heading home.

Afternoon:

  • Scenic drive back through Woodland Park or Deckers, stopping for coffee and mountain views.

  • End your trip with a final photo stop or local lunch before heading home.

A peek into what a custom trip planned by Somewhere with Cait looks like — balanced, beautiful, and built for real life.

Every trip I plan is completely customized — whether you want to rest, explore, or do a little of both.
This is just one example of what your Colorado adventure could look like.


Background

Photographer

2020 - Present

Homeschool Mom

2018 - Present

Travel Agency Founder

2023 – Present

I’m Cait- a travel planner, photographer, and homeschooling mom based in Colorado. Over the last few years, I’ve built a life around freedom, curiosity, and exploring new places with my daughter. I believe learning doses’t just happen in a classroom- it happens on mountain trails, road trips, and through everyday adventures! Somewhere with Cait is where I share our journey- helping others plan meaningful travel, capture their favorite moments, and find beauty in the in-between.

HOW IT WORKS

'“Cait plans the kind of trips you dream about — and photographs the places that take your breath away.”

Global travel planning. Colorado photography. One creative studio built to help you explore more and remember it all.