Dear Travelers,
We hope you're all enjoying this beautiful fall season. The trees have turned gold and crimson, the evenings are crisp, and there's something about this time of year that invites us to slow down and savor it.
It's also the moment every fall when our calendar starts filling with next year. The holidays are coming into view, and the most thoughtful travelers we know are already asking about 2027.
It isn't about rushing. The best trips of 2027 are being planned right now because the experiences that make them memorable are often the most limited: the corner suite with the terrace, the safari camp with a handful of tents, the table everyone hopes to get. Here is how we think about the year ahead, season by season.
Spring break, March and April. Family travel lives and dies by the school calendar. Once the dates are set, connecting rooms, villas and family suites are the first to go, whether you're dreaming of warm sand or fresh powder. If spring break is on your mind, now is when we start.
Summer in Europe, June through August. Sea-view rooms on the Amalfi Coast, a villa in Provence, a slow week in the Greek islands. These are the trips people picture all winter long, and the most sought-after rooms tend to be spoken for early. Planning now means choosing the room, not taking what's left.
Safari season. Many of the most intimate camps hold only a few tents, and the most coveted months fill well ahead. A safari is also a trip with many moving parts: light aircraft, camp transfers, the right guide. It rewards a longer runway.
The holidays, December 2027. Some families return to the same resort for the holidays year after year, and they often rebook before they leave. If you'd love a Christmas morning somewhere new, it helps to be in the conversation early.
Cruises and river journeys. On smaller ships, the best suites and the most popular sailings are often the first to fill. If you're thinking about the water in 2027, let's look at sailings together.
Thinking of someone as you read this?
Much of our work comes through introductions from clients like you. If a friend, family member or colleague has a milestone circled for 2027, we'd love to meet them. Send them our way, and we'll reach out personally.
How we begin
You don't need dates, a destination or a budget to start. Tell us which season is calling to you and what you'd love to feel when you get there. We'll take it from there, drawing on the places and partners we trust, and you can relax while it all comes together.
Book a time to talk, and let's start with the season you're dreaming about.
Warmly,
Elaine & Stephanie
Well Traveled Moments
