Learn to plan and travel with confidence
Whether it's a family trip, a multigenerational getaway or a vacation with friends who all want something different, we'll help you turn the overwhelm into a plan you feel good about.
Learn moreToo many vacation decisions. Not sure where to start?
You want this trip to go well for the people you're responsible for. Instead of feeling excited, you're stuck in browser tabs, half-finished spreadsheets, group texts that never quite land on a decision and AI recommendations you don’t even know if they are real. You pick something, then second-guess it. Every choice seems to affect three others and you're not sure which one to make first.
That stuck feeling isn't a sign you're bad at this. It's a sign you're missing a process.
5 W's: A framework for making vacation decisions
Every vacation comes down to five foundational decisions that everything is built on top of: where you go, when you go, what type of vacation you take, who's coming and how their needs factor in, and the wallet impact. Our courses teach you to work through them in an order that cuts down the back-and-forth, so you always know what to decide next and why.
Where
When
What Type
Who
Wallet Impact
Once you learn the framework, you can use it for any trip. A beach week with the kids, a reunion with three generations or a long weekend with friends all start from the same five decisions.
Built on 30 Years of real-world travel
The 5 W's framework was created using 30 years of planning vacations to 66 countries and territories, 34 U.S. states and all 7 continents, plus 31 cruises. It has been tested and refined over the years to bring a structured process to make vacation decisions.
Start with the foundation
Regular price $700
Introductory price $350
Plan Your Vacation with Confidence
A live course delivered over Microsoft Teams in five 60-minute 1:1 sessions where we work through the 5 W's to help you make smart travel decisions with less stress.
Limited-time introductory pricing for the first 20 people.
Get more details on courseMore courses coming soon
Personalized travel coaching based on your needs
Want a real person walking through it with you?
Some people learn the system and run with it. Others want someone to talk decisions through or review what they have already planned. 1:1 Travel Coaching gives you private 1:1 sessions on your actual trips, so you never feel stuck figuring things out alone.
Get more details on 1:1 Travel CoachingDONE FOR YOU VACATION PLANNING
We offer done for you vacation planning. The cost is based on the number of people, number of day and complexity of the desired trip. Email us at [email protected] for more details.
Email us for details
Get a free Vacation Itinerary Template
Start planning your next trip with the same template we use to lay out each day. Map out where you'll be, what you're doing and what's already booked, all in one place.