so you've got questions,
this isn't your average
copy + paste
travel experience.
We love that about you because it means you're ready to do this thing the right way.
Right?
This is Where Curiosity Meets Clarity.
It's a safe space to ask, wonder, or double-check. There's no pressure and no commitment, just straight answers (and maybe a little reassurance that you're in the right place).
And if you don't find the answer you need, please reach out to us. It doesn't mean you've signed your life away. We're here to make sure you feel completely confident about not only your trip, but the process of creating it too!
NOTE FROM JEN: (this is a hidden canvas)
If you have a large amount of content for each of your services and are having trouble with it stacking and being sticky, simply click each service canvas, then set the "sticky" settings to "none" instead of top on scroll. You may add or delete as many services as you need to — just make sure you change the "stacking order" to be one higher each time so they layer!
Q.
a.
Why Do You Need to Know so Much about Me just to Plan a Trip?
Because your perfect trip isn't hiding in a guidebook. It lies in understanding who you are and what truly fulfills you. Unlike some agencies, we don't just give you the same itinerary that everyone else is getting and we can't curate your personal oasis without knowing what oasis means to you.
No.
01
Do you plan trips around specific destinations or around who i am as a traveler?
Both, but if I had to choose, I’d say you come first. Every itinerary starts with understanding how you like to travel: your pace, your priorities, what makes you feel truly relaxed (or alive). Once we know that, we match you with the destinations and experiences that fit your version of paradise. Whether that’s barefoot luxury in the Maldives or wine-soaked sunsets in Tuscany.
The only place we don’t offer full planning services? The continental U.S. (Hawaii and Alaska still make the cut!). Our specialty is curating meaningful, personalized experiences abroad and we're talking the kind that feel effortless, totally you, minus the cookie-cutter.
Q.
a.
No.
02
Ideally, reach out 6–12 months before your trip. Especially if you have your heart set on a specific destination, resort, or travel season. It the state of travel we're in, things tend to book up early, and planning ahead means we can secure the good stuff.
If your timeline is shorter, don’t worry. We’ll always be honest about what’s realistic and do our best to create something beautiful within your window. Just know that the earlier we start, the more options and flexibility you’ll have.
Q.
a.
No.
03
wHAT MAKES TAILORED OASIS DIFFERENT FROM ANY OTHER AGENCY OUT THERE?
At Tailored Oasis, we don’t start with destinations, discounts, or popular “must-see” lists. We start with you and take the time to understand your style, values, and what truly makes you feel fulfilled through travel. Every itinerary is curated with intention, designed to align with what you need to get out of this particular trip (whether that’s adventure, indulgence, cultural immersion, or quiet reconnection).
Most travel advisors focus on logistics and trending destinations. We focus on transformation, meaning, and experiences that linger long after your tan lines have faded. Plus, we only offer full planning for international destinations (Hawaii and Alaska included!), so our expertise is specialized and intentional. We go deep, not broad.
Q.
a.
Put simply: while other agencies book trips focused on the destination, a discount, or a popular "must-see" list, we focus on you and craft journeys that feel effortless, personal, and unforgettable.
No.
04
No.
05
Q.
a.
will i still have control or input in the process?
Absolutely! Tailored Oasis isn't about taking over your trip. It's about amplifying your vision.
From the destinations you’re dreaming of to the experiences that matter most, your input guides every decision. We bring the expertise, connections, and planning magic, while you get the joy of seeing your personal oasis come to life without the overwhelm.
The best trips happen when we collaborate.
No.
06
WHY DO YOU CHARGE a PLANNING FEE?
DON'T YOU MAKE a COMMISSION?
While it's true that we earn a small commission from some brands we work with, we don't work for them... we work for you.
Our planning fee isn’t a cost. It’s an investment in getting it right the first time. Some travel advisors rely on commissions alone, which can subtly influence the experiences and accommodations they recommend. We don’t play that game here. Our fee ensures that every recommendation, every itinerary, and every detail is chosen based solely on what’s best for you. Your style, your values, and your fulfillment without compromise.
Q.
a.
Put simply: you’re paying for expertise, intentionality, and peace of mind, not a hidden incentive. The result? A trip that feels effortless, personal, and unforgettable from start to finish.
No.
07
Q.
a.
are your services worth it if I could just book things myself online?
- "How did I just spend three hours reading reviews and comparing, but I still have no idea what's good."
- "Ugh... I hope this isn't going to be a total disappointment."
- "This looked perfect in the photos, but it's meh... in real life."
