Kathryn Theodore Travel

10/14/2026

Unpopular opinion from people who plan travel for a living: your itinerary is probably too full.

The trips clients rave about years later are rarely the ones with the most stops. They're the ones with margin. One hotel for five nights instead of three hotels in six. An afternoon with nothing scheduled. Going back to the café you loved instead of hunting down a new one.

So when we build itineraries, we protect white space on purpose. Fewer transfers, longer stays, and room for the trip to surprise you. It takes discipline to leave things out. That's part of what you hire us for.

If your last vacation needed a vacation, let's do the next one differently.

10/13/2026

A client recently asked us what it would take to rent out an entire resort. In Anguilla, less than you'd guess.

ANI Anguilla hosts one group at a time. Two villas on the cliffs above Little Bay, up to 20 guests, and a staff ratio of one to one. Your own chef, daily spa treatments, a sunset cruise, watersports, and kids activities are all built into the rate, so nobody is signing checks all week.

Our favorite moment here: waking up, walking down to the water, and starting the day swimming with the sea turtles that live in Little Bay.

Milestone birthdays, reunions, families who have outgrown hotel life. This is where we send them all. Reach out to learn more.

10/13/2026

Stay inside history in Cappadocia, where cave hotels have transformed ancient dwellings into some of the world’s most distinctive accommodations. Some date back thousands of years, offering a remarkable connection to the region’s underground heritage. 🏔️✨

Read more, then reach out to plan your stay ⬇️

At Argos in Cappadocia, Museum Hotel, and Tafoni Houses Cave Hotel, ancient dwellings have been elevated by UNESCO World Heritage as well as preservationist hoteliers.

10/12/2026

Want a noticeably better trip? Tell your advisor these five things up front.

Your pace: packed days or slow starts. There's no wrong answer, but there's definitely a wrong itinerary for each.

How much food matters: is dinner the main event of the day or just fuel between sights?

What went wrong on a past trip. This one is gold. One story about a hotel that missed tells us more than any wish list.

Your room priorities: the view, the bathtub, the quiet, the space. Ranked honestly.

And the one moment you're hoping for. A sunrise, a table, a reunion, a first. We build backward from that.

Honest answers in, better trip out. It really is that direct. Save this for your next planning call with us.

10/11/2026

The trips we'd start planning now? Almost all of them are at least a year away. Here's what's on the drawing board.

Japan for cherry blossom season. A villa summer in Europe. Patagonia at peak trekking season. Marbella or Tangier for front-row seats to the next total solar eclipse. Tuscany for the milestone birthday, and Bora Bora for the anniversary.

The common thread is lead time. These are the trips we lock in 12 to 18 months ahead, because the best guides, rooms, and dates genuinely run out. Eclipse week most of all.

If a big trip year is on your horizon, now is the time to say so. Send us a message, and we'll get started.

10/10/2026

Big news for train lovers. England and Wales finally have their first luxury sleeper train, and it was worth the wait.

The Britannic Explorer, Belmond's newest train, departs London on three-night journeys through Cornwall, Wales, or the Lake District, with just 18 suites on board.

On board you'll find a botanical bar in the observation car and, the part nobody expects, a wellness suite offering treatments while the countryside rolls past. Step off the train for coastal hikes, wild swims in the Lakes, and private gallery dinners.

The dining is reason enough to book. Menus come from Simon Rogan, the chef behind three-Michelin-star L'Enclume.

Advisor tip: the routes are scheduled back-to-back, so you can chain Cornwall into Wales for one week covering two very different Britains. Cabins are limited, so let's talk timing.

10/09/2026

Our favorite kind of recommendation? A resort so new your friends can't say they've been.

Ahãma just debuted on Günlüklü Bay, a protected cove on Türkiye's Turquoise Coast between the yacht town of Göcek and Fethiye, and it already carries the Relais & Châteaux badge. The resort is built into fifty acres of rare liquidambar forest, with timber cabanas hidden under the trees and a glass-walled centerpiece, the Glass House, opening straight to the sea.

Wellness here goes well past a spa menu. Sound baths in a purpose-built Sound Temple, watsu sessions in the water, guided forest bathing on the trails. Four restaurants cover everything from Aegean mezze to Latin flavors, and yachts pull right up to the bay for lunch.

The Turquoise Coast is climbing client wish lists fast, and this is the one to book before everyone else does. Message us to start planning.

10/08/2026

Centuries after artists and aristocrats embarked on the Grand Tour, Orient Express is reimagining the legendary journey for today. By rail, sea, and iconic hotel stays, this eight-day itinerary celebrates the timeless art of slow travel through Italy and France. 🚂⛵

Read more about this unique tour, then get in touch to plan your next getaway ⬇️

📷: Alexandre Tabaste

On this eight-day itinerary, stay at Orient Express Venezia and Rome's Orient Express La Minerva, ride La Dolce Vita Orient Express through Tuscany, and cruise the Mediterranean on the new Orient Express Corinthian sailing yacht.

10/08/2026

The biggest shift in how our clients book right now: the why comes before the where.

Purpose-first travel, some are calling them whycations, starts with the reason instead of the destination. Celebrating a milestone. Learning something real, like cooking in Oaxaca or sailing in Croatia. Getting three generations around one table. Marking a recovery, a retirement, a new chapter. The place gets chosen because it serves the purpose, not the other way around.

Honestly, these are our favorite requests. Tell us the why, and we'll handle everything after it.

10/07/2026

Three signs it's time to work with a travel advisor:

1. You have 27 tabs open and less clarity than when you started. Endless reviews contradict each other. We've been to these places and can tell you in one call what actually fits.

2. The trip matters. Honeymoon, big anniversary, a once-in-a-lifetime destination. When the stakes are high, guesswork gets expensive, and a wrong hotel choice can't be refunded in memories.

3. You're the one who plans everything for everyone, and you'd like to actually be on this vacation instead of running it.

Sound familiar? Send us a message and see the difference on the very first trip.