Personal / Travel Planning
Travel that’s already booked when you remember to leave.
Flights, hotels, restaurants, ground transport, family itineraries. Your assistant builds the trip and hands you one document with every confirmation in it.
Free. About 20 minutes.
A trip is dozens of decisions stacked together. Your assistant takes the brief, comes back with options that match your budget and travel style, books what you pick, and writes it up in a single PDF you can hand to your phone or your spouse. No 14 browser tabs, no half-saved itineraries.
Works for solo trips, couples weekends, family vacations, and the multi-stop trips your friend group has been talking about for two years.
What we handle
The work your assistant takes off your plate.
- Flight research and booking, including miles redemptions, multi-leg routes, and same-day rebooking when something blows up at the airport
- Hotels and rentals matched to your taste and price band, with three vetted options instead of forty-seven Airbnb tabs
- Restaurant reservations across cities, including the hard-to-book ones (we’ll keep refreshing OpenTable so you don’t have to)
- Ground transport, transfers, day-trip planning, museum tickets, the small things that make a trip feel sorted instead of scrappy
- One consolidated itinerary document with confirmation numbers, addresses, and contact phone numbers, sent to you and anyone traveling with you
Top 0.1%
Of applicants accepted onto our team. Multi-stage screening, real work as the audition, references called.
Checked
Identity-verified and background-checked. You choose what access to give, and you can remove it any time.
Days
From intake call to your match. The same dedicated person, every week after.
Questions
Still circling?
Are you a travel agency? Do you take a kickback?
No. We’re not an agency, we’re not on commissions, and we don’t push specific hotels. Your assistant works for you. Whatever rate you find, you get.
Can you book with my points and miles?
Yes. Share your loyalty logins through the sharing method we give you, and we’ll book the cheapest combo of cash and points. Award flights, hotel free nights, transfer partners, the whole game.
What if my flight gets cancelled?
Text your assistant. They rebook the next flight, sort out the hotel, and update your itinerary. Late at night your assistant may not see it until morning, so if you need to fly that night, call the airline too.
Can you plan group trips?
Yes. A bachelorette weekend, a multi-family trip to Italy, a ski lodge for 14: send it over. We loop in the group, gather preferences, and book once everyone has agreed.
What if I don’t click with my assistant?
Tell your account manager. We rematch. No drama.

Your account manager
A dedicated account manager. The person you actually talk to.
Every account has its own account manager, separate from your dedicated assistant. They run the kickoff, own the match, and are the person you reach if something needs to be rematched, escalated, or just sanity-checked. Every assignment has a quality bar. You aren’t the one chasing it.
One dedicated match. No round-robin queue, no rotating contacts. If your assistant ever needs to change, we run the handover.
From people who hired one of us
They came back for the next year.
“They’ve saved me a lot of time dealing with a variety of tasks: canceling and scheduling appointments, booking work trips and vacations, researching, etc. It is really nice having a dedicated assistant and my assistant Anas has exceeded my expectations!”
Roy · OkayRelax client · review on VirtualAssistantAssistant.com, August 2018
“She checks in about details and keeps me on task, which is quite a tall order. … Love this service, my ADHD makes it impossible to keep up on all my adulting without it!”
Erin Jones · OkayRelax client · Trustpilot, August 2023
The quickest path
Book a 20-minute discovery call.
Talk to a real person first. Bring what’s on your plate, the tools you’re already using, and where it’s breaking. You leave with a scope, a price, and the name of your match, or the honest answer that this isn’t a fit.
Free. About 20 minutes.
No sales pressure. We say if it’s not a fit.
Prefer to write it out
Send the details. We typically reply within one business day.
Drop the basics. We typically reply within one business day with a match and a scope.
Typically replies within one business day · No sales pressure
Hand off the next trip.
Top 0.1% accepted. Matched within days. An account manager runs your account.
Free. About 20 minutes.