Work With Me
Planning a trip should feel exciting—not overwhelming.
Whether you’re trying to build a realistic itinerary, decide where to stay, or make sense of points and miles, I’ll help you create a plan that fits your travel style, budget, and priorities.
My approach is practical. I focus on realistic pacing, thoughtful logistics, and helping you avoid the small planning mistakes that can have a big impact once you’re on the road.
If you’re looking for a trip that feels well planned, flexible, and enjoyable, you’re in the right place.
Free Intro Call (15 minutes)
15 Minutes | Free
Not sure which service is right for you?
Let’s start with a quick conversation.
We’ll Discuss
- Your travel goals
- Where you are in the planning process
- Any challenges or questions you’re running into
- Whether a strategy session, trip template, or full trip design would be the best fit
Ideal For
- Travelers who aren’t sure where to start
- People comparing service options
- Anyone wondering whether professional trip planning would actually help
You’ll Leave With
- A better understanding of your next steps
- Clarity on which service (if any) makes sense
- An honest assessment of whether I’m the right fit for your trip
No pressure.
No preparation required.
And if I don’t think one of my services would provide value, I’ll tell you.
Paid Services
I offer 3 levels depending on how much structure you need:
1. Points & Flight Strategy Session
45 Minutes | $99
Best for: Travelers who want to use points more effectively, book smarter flights, and create a plan for future travel.
We’ll Cover
- Where you are in your points journey (Building, Earning, or Burning)
- Your current credit cards, points balances, and travel goals
- How to use points for a specific trip or future travel plans
- The best airline programs and transfer partners for your situation
- Flight routing options and airport strategy
- Economy vs. Premium Economy vs. Business Class tradeoffs
- Timing considerations for earning, transferring, and booking points
You’ll Leave With
- A personalized points strategy
- Recommended flight options and routing ideas
- Guidance on which points to use (and which to save)
- Credit card recommendations tailored to your goals
- A clear action plan for your next trip
Whether you’re trying to book your first award flight or figure out how to use a growing points balance, the goal is simple:
Leave with clarity and a plan.
2. Custom Trip Template
Starting at $249
Best for: Travelers who want a well-structured trip plan but prefer handling their own bookings.
You Receive
- Recommended destinations, neighborhoods, and pacing
- A day-by-day framework for your trip
- Hotel area recommendations based on your travel style and budget
- Transportation strategy between destinations
- Key attractions, day trips, and logistics considerations
- Suggested trip flow designed to minimize unnecessary backtracking
Ideal For Travelers Who
- Enjoy booking their own hotels and transportation
- Want confidence that their itinerary makes sense
- Feel overwhelmed by travel research
- Want to avoid common first-time planning mistakes
You’ll Leave With
- A clear roadmap for your trip
- A realistic pace based on your travel style
- The confidence to book everything yourself
- A plan designed around your priorities, not someone else’s
In other words: I’ll build the framework. You handle the bookings.
3. Custom Trip Design
Starting at $599
Best for: Complex, multi-city, multi-country, family, or milestone trips where getting the logistics right matters.
Includes Everything In The Custom Trip Template Plus
- Detailed itinerary optimization and sequencing
- Flight and routing strategy
- Accommodation recommendations tailored to your budget and travel style
- Tradeoff analysis between competing itinerary options
- Personalized adjustments based on interests, mobility, pace, and priorities
- Cost optimization opportunities throughout the trip
Ideal For
- Multi-country Europe trips
- Family travel
- Trips involving points and miles
- Bucket-list vacations
- Travelers who want expert guidance before making expensive bookings
You’ll Leave With
- A fully customized trip plan
- A clear understanding of why each destination fits into the itinerary
- Confidence that your time is being used efficiently
- Fewer logistics headaches during the trip
- A stronger overall travel experience
Why Work With Me
I’ve spent years planning trips for myself, my family, and friends across Europe, South America, Central America, the Middle East, and Asia.
Along the way I’ve learned that the biggest travel mistakes usually aren’t dramatic—they’re small planning decisions that compound over the course of a trip.
The wrong home base.
Too many hotel changes.
Underestimating travel times.
Trying to fit in one destination too many.
My goal is to help you make those decisions before you book, so you can spend less time troubleshooting and more time enjoying the experience.
Planning Experience
Over the years I’ve planned everything from long weekends to month-long international trips for myself, family, and friends. Every itinerary has reinforced the same lesson: the best trips aren’t necessarily the ones that visit the most places—they’re the ones that are thoughtfully planned around the people taking them.
Trips I’ve planned and traveled include:
- Spain
- Central Europe
- The Croatian Coast
- Egypt & Jordan
- South America
- Central America
- Southeast Asia
I’ve planned travel for:
- Solo travelers
- Couples
- Family vacations
- Multi-generational trips
- Points and miles redemptions
- Budget, mid-range, and luxury travel
While every trip is different, my planning philosophy stays the same: create realistic itineraries, make thoughtful tradeoffs, and leave enough flexibility for the unexpected.
How to get started
- Book a free 15 minute intro call
- We discuss your trip and goals
- If it’s a fit, I’ll recommend the right service level
For partnerships, collaborations, or travel consulting inquiries: workwithme@travelbreakdown.com