You need a vacation.
You need a vacation.
Trust us.
You do.
At Oscar & Olive, we understand that you have discerning taste—because we do, too.
Let us take the work out of travel planning by finding airfare, booking hotels, advising on experiences, and curating the perfect itinerary for your next trip.
Leave the details to us so you can relax and enjoy the vacation you deserve.
Travel services
Just book my hotel.
GRATIS
Know where you want to stay? Let us book your hotel and pass the perks on to you!
I need some guidance.
$450
After a virtual getting-to-know-you session, we’ll create up to three full itineraries for your consideration and book your selected hotels (booking airfare incurs a small additional fee).
I’m busy.
Help me.
BILLED HOURLY
Need help with dinner reservations, visa applications, booking tours, or getting tickets to a show? We’ll be your personal travel concierge.
Manage my trip for me.
PACKAGES START AT $650
Hand the legwork off to us—we can book hotels and airfare, plan excursions, orchestrate dinner reservations, and more.
“Travel is fatal to prejudice, bigotry, and narrow-mindedness.” – Mark Twain
Let’s work together.
Please fill out the form below and we’ll reach out to set up a meeting.
Travel Inspo
