Personal travel planning
Your vacation should fit you.
Share your budget, travel companions, timing, and vacation personality. Jill will match you with a destination and experience that actually make sense.
Tell Jill
Budget. Who’s going. When. Your vacation personality.
What to expect
Thoughtful recommendations, not a recycled shortlist.
Jill starts with how you want the trip to feel—not whichever resort happens to be trending.
Honest fit
Clear guidance on where your budget works hardest and which options are not right for you.
Personal attention
Recommendations shaped around your group, priorities, pace, and definition of luxury.
No invented hype
Practical planning support, transparent scope, and choices explained in plain language.
The travel matchmaking process
From “where should we go?” to a trip that clicks.
- 01
Share your vacation personality
Tell Jill your budget, dates, who is traveling, and what you want more—or less—of. Think relaxation, nightlife, family ease, adventure, privacy, or all-out celebration.
- 02
Get a focused match
Instead of an overwhelming search result, receive informed destination or resort direction with the reasoning behind each recommendation.
- 03
Plan and book with support
Once the fit feels right, Jill helps turn the recommendation into a workable vacation plan with details aligned to your priorities.
Ways to work with Jill
Choose the support your trip needs.
Current consultations and planning services are listed below with live availability and pricing.
Your next trip starts with four details
Tell Jill your vacation personality.
Bring your budget, your travel crew, your dates, and the feeling you want. Jill will help you narrow the world to the places that fit.