The Four Words Every Luxury Travel Advisor Hates

It can happen to you, so here’s how to make sure you’re ready.

In partnership with

It was a Tuesday, I think. Just past noon.

I’m sitting across from a friend at a café in Madrid.

A light bell comes out of her cellphone.

She takes a glimpse.

She stirs her cortado, pauses, then opens her laptop to show me the email she just received.

Four words glare from the subject line: “Can you justify this?”

She closes the lid slowly and leans back in her chair.

She says … “Alex, I’ve worked with this client for twelve years. This trip is a milestone. Six nights in Èze, a clifftop villa with panoramic Mediterranean views, a private perfume workshop, and a finale dinner at Château Eza overlooking the sea. Every detail is perfect. And still, here I am, defending it like I’ve overcharged them.”

Her eyes drift to the window.

“It’s not about the money. They can afford it. It’s about whether the villa feels rare enough, whether the experience feels personal enough, whether the story they come home with is one they couldn’t buy online.”

I watch her sigh, and I know she isn’t alone.

More and more, even the most loyal clients are asking the same unspoken question:

Is this truly worth it?

Sections:

From The Editor’s Desk (My Laptop)

Turning “Can You Justify This?” Into a Win

When clients question value, it isn’t a rejection. It’s an invitation to prove why you matter more than a booking engine.

Here are three ways to answer without sounding defensive:

  1. Anchor value in exclusivity, not price. Don’t defend the villa’s nightly rate. Explain why this villa gives them access no one else gets.

  2. Show the transformation, not the transaction. Instead of inclusions, frame outcomes: “You’ll come back with a signature fragrance you created yourself, and a memory of dining on a terrace that seems suspended above the sea.”

  3. Bundle details into a narrative. Replace line items with a single storyline. “Six days of Riviera indulgence, capped by a Michelin-starred dinner at Château Eza — an experience few ever live.”

These moves don’t require more budget. They require sharper positioning, stronger systems, and smarter tools.

Example in Action: Èze

Input (simplified):

  • Client profile: couple, 20th anniversary, love art & fine dining

  • Destination: Èze, South of France, 6 nights in September

  • Core inclusions: clifftop villa, private perfume workshop, Michelin dinner at Château Eza

  • Differentiators: my partnership perks + after-hours access to the exotic gardens

Output (excerpt):
“Six nights in a private clifftop villa in Èze, where sunsets spill over the Mediterranean. One morning, you’ll step into a perfume atelier closed to the public, creating your own signature scent with a master perfumer. Evenings include a Michelin-starred dinner on the terrace at Château Eza, with a view most travelers only glimpse from the road below. These are moments that can’t be packaged or Googled. They exist only through relationships.”

That’s the difference between defending a price and proving value before it’s questioned.

Learn from this investor’s $100m mistake

In 2010, a Grammy-winning artist passed on investing $200K in an emerging real estate disruptor. That stake could be worth $100+ million today.

One year later, another real estate disruptor, Zillow, went public. This time, everyday investors had regrets, missing pre-IPO gains.

Now, a new real estate innovator, Pacaso – founded by a former Zillow exec – is disrupting a $1.3T market. And unlike the others, you can invest in Pacaso as a private company.

Pacaso’s co-ownership model has generated $1B+ in luxury home sales and service fees, earned $110M+ in gross profits to date, and received backing from the same VCs behind Uber, Venmo, and eBay. They even reserved the Nasdaq ticker PCSO.

Paid advertisement for Pacaso’s Regulation A offering. Read the offering circular at invest.pacaso.com. Reserving a ticker symbol is not a guarantee that the company will go public. Listing on the NASDAQ is subject to approvals.

The Marketing Corner

How to Prove Value Before Clients Ask

The worst time to justify a trip’s worth is after the client questions it. Smart advisors are using AI to front-load value into proposals so clients see the worth before they see the price.

Here’s the exact step-by-step prompt you can paste into ChatGPT today:

Value-Forward Proposal Generator Prompt

You are a senior copywriter and strategist for luxury travel advisors. Your job is to turn raw trip notes into a value-forward proposal that prevents the client from asking for Justification. Follow all steps. If any input is missing, make a sensible assumption and label it.

Brand voice
Clear, warm, expert, never salesy. Confident but humble. No long dashes. No sarcasm about wealth. Use complete sentences that flow.

Inputs

  • Client profile: [age range, who is traveling, purpose of trip, preferences, past trips, non-negotiables]

  • Destination and dates: [where, when, length]

  • Core inclusions: [villa or hotel, transfers, activities, special access, dining, guides]

  • Exclusivities I can unlock: [owner access, after-hours entry, private tastings, behind-the-scenes]

  • Constraints: [diet, mobility, pace, budget band, blackout dates]

  • My differentiators: [networks, partnerships, on-the-ground support, 24-7 advocacy, preferred partner perks]

  • Pricing notes: [rate ranges, taxes, service, cancellation rules]

  • Past client testimonials or feedback text: [paste any raw comments here]

  • Alternatives I can propose: [good, better, best or 2 variants]

Your tasks and outputs

  1. Cover note – 90–120 words framing the trip as a story anchored in exclusivity and transformation.

  2. Story-driven itinerary – Day-by-day narrative with “Only with us” notes.

  3. Value comparison sheet – Two columns: “With your advisor” vs. “Book it yourself.”

  4. Price framing – Clear summary with outcomes and two curated options (Signature & Refined).

  5. Proof of worth – Extract or create 5 short quotes focused on transformation.

  6. Objections and answers – 5 likely objections with concise, reassuring responses.

  7. WhatsApp voice-note outline – 60–90 second talk track with 3 highlights, one-line price framing, and next step.

  8. One-page summary for PDF – Title, Snapshot, Three Signature Moments, Investment, What You Get With Us, Next Step.

  9. Final checklist – Names, dates, currency, cancellation, time zones, tipping, emergency support, payment step.

Luxury clients aren’t asking for line items, they’re asking for meaning. With the right prompts, you can show them that value before they even think to question it. The tools are here, the know-how is yours. What sets you apart is how consistently you use them.

Did you enjoy this week's Newsletter?

Login or Subscribe to participate in polls.

AI Essentials for Travel Professionals
Learn the workflows reshaping luxury travel. From instant proposals to marketing automation. Founding Member access is $97 until Aug 31.

📩 Share this email with your colleagues and invite them to join our expanding community of luxury travel professionals.

📫 If you received The Expert’s Guild Weekly from a friend and would like to subscribe, please do so here:

The Expert's Guild Logo Red