Questions to Ask a Travel Advisor Before Hiring Them

Hiring a travel advisor is not about finding someone who can book a trip.
It’s about choosing who will guide decisions when the stakes are high.

Before you commit, the right questions can reveal how an advisor thinks, plans, and protects your experience — long before anything goes wrong.

This guide outlines the most important questions to ask a travel advisor before hiring, and why each one matters.

These questions help you evaluate whether an advisor is the right fit—but first, understand why choosing a travel advisor is about managing what can't be replaced.

Tara McCoy, experiential travel advisor designing personalized bucket list travel experiences.

Why Asking the Right Questions Matters

Most travelers ask surface-level questions:

  • “How much do you charge?”

  • “Where have you been?”

  • “Can you get me a deal?”

More useful questions go deeper.

They help you understand:

  • How decisions are made

  • How risk is managed

  • How problems are handled

  • Whether the advisor’s approach fits your trip

The goal isn’t to interrogate — it’s to evaluate.


Questions That Reveal How a Travel Advisor Thinks

1. “How do you plan a trip from start to finish?”

This is one of the most important questions you can ask.

A strong answer should include:

  • How information is gathered

  • How priorities are set

  • How recommendations are sequenced

  • How adjustments are handled

If the process feels unclear or improvised, that’s a signal worth noting.

Good planning is intentional — not reactive.

2. “How do you decide what to recommend?”

This question reveals judgment.

Listen for answers that explain:

  • Why certain options are chosen

  • How tradeoffs are evaluated

  • How your preferences shape decisions

  • How experience informs recommendations

If recommendations sound generic or trend-driven, personalization may be limited.

Beyond asking good questions, knowing what to look for in a travel advisor's answers helps you evaluate quality, not just information.

3. “How often do you plan trips like mine?”

Experience matters — but relevance matters more.

Ask about:

  • Similar destinations

  • Comparable complexity

  • Trip type (family, group, honeymoon, adventure, etc.)

You’re not looking for perfection — you’re looking for pattern recognition.


Questions About Fees, Scope, and Boundaries

4. “What does your fee cover — and what doesn’t it cover?”

Professional advisors are transparent about fees.

A clear answer should outline:

  • What services are included

  • What falls outside scope

  • When additional fees may apply

Clarity here protects both sides.

5. “How do you communicate during the planning process?”

This helps set expectations early.

Ask about:

  • Response times

  • Preferred communication channels

  • Check-in points during planning

Misaligned communication styles are one of the most common friction points.

6. “What happens if plans change?”

Disruptions are part of travel.

A strong advisor should be able to explain:

  • How changes are handled

  • What support is provided

  • What decisions may fall to the client

  • How emergencies are addressed

If this question is brushed aside, that’s a gap worth considering.

These questions help surface how an advisor manages risk—which is really what travel planning is all about.


Questions That Reveal Risk Management

7. “What are the biggest risks with this type of trip?”

This question tests honesty and foresight.

Good advisors acknowledge:

  • Timing constraints

  • Weather considerations

  • Operational challenges

  • Tradeoffs that may affect the experience

Every trip has limits. Ignoring them doesn’t make them disappear.

8. “How do you balance flexibility with structure?”

Travel planning is a balance.

You want:

  • Enough structure to protect key experiences

  • Enough flexibility to adapt when needed

This question reveals how an advisor sequences a trip — and how they protect momentum without overloading it.


Questions About Experience and Credentials

9. “What experience or training informs your recommendations?”

Credentials alone don’t guarantee quality — but they provide context.

Listen for:

  • How training is applied

  • How experience informs decisions

  • How the advisor stays current

The best advisors can explain how their background improves outcomes.

10. “How do you stay objective when recommending suppliers?”

This question helps clarify incentives and transparency.

A professional answer acknowledges:

  • Preferred partnerships

  • How recommendations are evaluated

  • Why certain suppliers are trusted

Objectivity builds trust.


The Most Important Question to Ask Yourself

After the conversation, ask yourself:

“Did this advisor help me feel clearer — or more overwhelmed?”

A good advisor reduces noise.
They help you understand tradeoffs.
They make complex decisions feel manageable.

That clarity is often the strongest indicator you’ve found the right fit.

Beyond how you feel after the conversation, there are concrete qualities and red flags to watch for when evaluating travel advisors.


How These Questions Fit Into the Bigger Decision

If you haven’t already, you may also want to read:

Together, these pieces are designed to help you evaluate travel planning decisions with confidence — not pressure.


Final Thought

The right travel advisor won’t rush these questions.
They’ll welcome them.

Because choosing a travel advisor isn’t about booking a trip.
It’s about choosing how much risk you’re willing to manage alone.

Tara McCoy

Owner/ Sr. Travel Advisor
Two Sisters Travel
803.687.8991
tara@twosisterstravelco.com

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