Bespoke Travel Planning

Extraordinary journeys, thoughtfully within reach.

Luxury that meets you where you are. From a long-awaited family getaway to a once-in-a-lifetime escape, Stephaine designs trips that feel effortless, personal, and unforgettable — for every budget.

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Truly Personalized

Every itinerary is built around you — your pace, your tastes, your budget. No cookie-cutter packages, ever.

Completely Stress-Free

From the first flight to the final sunset, Stephaine handles the details so you can simply enjoy the journey.

Every Budget Welcome

Luxury isn't a price tag — it's how cared-for you feel. Great trips start at any number.

Curated Escapes

Destinations for every kind of dreamer

From hidden gems that won't break the bank to bucket-list splurges worth every penny.

Tropical beach
Budget-Friendly

Caribbean Coast

All-inclusive escapes from $1,200 / person

Santorini, Greek Isles
Signature Luxury

Greek Isles

Private villas & sunset sailing

Paris
City Romance

Paris & Beyond

Boutique stays in the heart of it all

Bali
Adventure

Bali & Indonesia

Jungle, surf & serenity

Maldives overwater bungalow
Signature Luxury

The Maldives

Overwater villas & private reefs

Machu Picchu, Peru
Bucket List

Machu Picchu

Ancient wonders & the Sacred Valley

Meet Your Travel Agent

Stephaine Chappelle

For Stephaine, travel has never been about checking boxes — it's about the look on a client's face when a trip turns out even better than they imagined. Having booked over 5,500 trips and counting, she's built her reputation on one simple belief: luxury isn't a price tag, it's how cared-for you feel.

She works with travelers of every budget — from the family saving all year for their first big getaway to the couple celebrating a milestone in style. She treats each trip as if it were her own: researching the hidden gems, negotiating the upgrades, and quietly handling the details most people never think to ask about.

Going above and beyond isn't a slogan for Stephaine — it's just how she works. She's the kind of agent who texts you the moment a flight changes, who remembers you mentioned a shellfish allergy, who books the table with the sunset view because she knew it would matter. When a storm grounded one client's connection at midnight, she had a new route and a hotel arranged before they'd even reached the gate.

Whether you're dreaming of an all-inclusive escape or a once-in-a-lifetime adventure, Stephaine makes it effortless, personal, and unforgettable — without ever making you feel like it's out of reach.

Let's plan something extraordinary.

01

Budget-Honored Promise

Your number is the plan — she makes it stretch beautifully.

02

Personal Itineraries

A keepsake travel booklet made just for your trip.

Find Your Fit

Three ways to travel beautifully

Whatever your budget, there's a thoughtfully designed way to go. Every tier includes Stephaine's full personal planning service.

Essential

Great value, beautifully done
  • Personalized destination matching
  • Curated mid-range stays & flights
  • Custom day-by-day itinerary
  • Insider local recommendations
Start Here

Indulgent

Once-in-a-lifetime, fully handled
  • Everything in Elevated
  • Luxury & five-star accommodations
  • Private guides & exclusive access
  • VIP upgrades & special touches
  • Dedicated trip designer
Go All Out

Kind Words

Travelers who felt the difference

★★★★★

"We had a real budget and Stephaine never once made us feel small about it. She found us a resort that felt like a million dollars. Best anniversary of our lives."

M
Maria & Devon T.Riviera Maya
★★★★★

"Our flight got cancelled at midnight and Stephaine had us rebooked and in a hotel before I'd even finished panicking. That's when I knew she was different."

J
James R.Greece
★★★★★

"She remembered our daughter's peanut allergy at every single restaurant. The whole trip I felt like someone had our backs. We won't book any other way now."

P
The Patel FamilyItaly

Let's Begin

Your next journey starts with a conversation

Tell Stephaine a little about your dream trip — no pressure, just possibilities.

Prefer to talk? Call or text (918) 978-0801 · travelbystephanie@gmail.com