You Bring the Dreams — We’ll Map Out the Details ✈️✨

At Red Letter Travel, we believe that planning a vacation should be just as exciting as taking one. We’re not here to simply book your trip — we’re here to design a travel experience that feels inspired, personal, and unforgettable.

Two Red Letter Travel advisors sitting on a cream couch, stylishly dressed, holding up a large paper map while planning a luxury trip.

From the moment your idea is sparked — maybe it’s a summer escape to the Mediterranean, a honeymoon in wine country, or that once-in-a-lifetime African safari — we’re with you every step of the way. We take the time to get to know your travel style, interests, and goals, and then we get to work curating every detail with care and intention.

Our goal? To take the guesswork and stress out of planning, so you can focus on the moments that matter most.

What We Offer

We understand that no two travelers — or trips — are alike. Whether you’re looking for start-to-finish planning or just a little help with the right hotel, we offer a variety of services to fit your needs:

red letter travel advisors sitting and planning a luxury trip for clients.

✨ Full Trip Planning

From concept to completion, we handle all the details — including flights, hotels, transfers, tours, dining, and more — so your journey is seamless from start to finish.

🏨 Hotel-Only Bookings

Looking for the perfect hotel? We’ll match you with stunning properties and secure exclusive perks through our global luxury partnerships.

✈️ Air-Only Ticketing

Need help with complex or international flights? Let us take the stress out of booking air — we’ll find the best routing and fares available.
Our dedicated air team will track your flights, check you in when possible, and assist if delays or cancellations arise — so you're never navigating disruptions alone.

👯 Group Travel

Planning a family reunion, celebration trip, or retreat? We’ll coordinate every moving piece so your group experience is smooth and memorable.

🚢 Cruise & Yacht Charters

From luxury ocean liners to private yacht getaways, we’ll find the perfect fit for your style and destination.

🏡 Private Villas

Prefer privacy and space? We’ll source the most exquisite villas worldwide, tailored to your taste and needs.
Skip the risk of getting catfished by Airbnb — with Red Letter Travel, you’ll have the peace of mind knowing your villa has been fully vetted and comes with thoughtful extras like a private chef, daily housekeeping, or even a stocked fridge on arrival.

Why Red Letter Travel?

We’re not just booking your trip — we’re crafting your next red-letter memory.
The kind of travel day you’ll want to circle on your calendar. The kind that stays with you long after you return home.
With our trusted expertise, global connections, and passion for thoughtful travel, you can expect a smooth, high-touch experience — every time.

Let’s design your next unforgettable escape.
Contact us to get started!

Because life’s too short for ordinary travel.

Wallis Fairvalley

Co-Owner & Travel Advisor

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Meet the Women Behind Red Letter Travel!

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Who Are You on Vacation? How Travel Differs by Generation (and Why It Matters for Your Next Trip)