Meet Cheyenne Day
Travel should feel personal.
Planning it should too.
Luxury Travel Advisor & Experience Designer
Her Story
The personality to understand what you want. The organization to make it happen.
Her value isn't finding a hotel. It's understanding the experience you want and coordinating the moving pieces required to make it happen.
People
Connection comes first.
Cheyenne has spent her life around people — including years of dance, where reading a room, timing and presence are everything. Conversation comes naturally to her, and so does listening for the things clients don't quite say out loud.
Organization
A background built on details.
Before travel, Cheyenne helped run a payroll and staffing business — an industry where deadlines are non-negotiable and a single missed detail is felt by real people. That discipline carries into every itinerary she builds.
Logistics
Every piece, in the right order.
Flights, transfers, accommodations, reservations, timing, the space between the plans. Cheyenne coordinates all of it so the trip holds together from the first morning to the last.
Her Philosophy
Luxury isn't the hotel.
It's everything going right.
You take the trip. We take care of everything else.
Personally Experienced
Places I've Experienced
Destinations Cheyenne has travelled herself — and a list that keeps growing.
Northern California
United States
Southern California
United States
Arizona
United States
Cabo San Lucas
Mexico
Bahamas
Caribbean
Barcelona
Spain
London
England
Croatia
Croatia
Greece
Greece
Upstate New York
United States
Wisconsin / Door County
United States
St. Louis, Missouri
United States
Home Territory
California, the way she knows it
Northern, Central and Southern California are home territory — the coast, the cities, wine country and the desert. It's the part of the collection Cheyenne can speak to in the most detail, down to which beach town suits which kind of week.
Explore CaliforniaA Place We Know Personally
Bolton Landing, New York
Some destinations we visit. Some become part of our story.
Orca has deep family familiarity with Bolton Landing spanning generations — the character of the village, the lake, the restaurants, the accommodations and the surrounding Adirondacks.
Plan Bolton Landing