Tailored travel.
Timeless memories.

From weekend getaways to once-in-a-lifetime journeys, we design the thoughtful details so you can truly live the experience.

Plan Your Journey
A woman in a floral dress relaxing on a dock along a Venice canal, watching a gondola pass by.

100% Bespoke Itineraries

Luxury Family Travel Specialist

Personally Vetted Destinations

Concierge Care, Start to Finish

Our Story

Olivia Blaire Travel was born from a simple belief — that luxury travel should be extraordinary, not exhausting. Whether you're traveling solo, as a couple, or with family, we craft bespoke itineraries where every detail is handled, every moment curated, and every memory made.

Meet Michelle

The Olivia Blaire Experience

A woman smiling on a phone call at a wooden table in a resort setting, planning her travel itinerary.

Your journey begins with a conversation. We take the time to understand your travel style, interests, and vision — then we make it happen.

Complimentary Consultation

A tropical outdoor pool area with lounge chairs, palm trees, and a view of the ocean. People are relaxing on the loungers, some under large green trees, with a building visible on the right.

Through our preferred partnerships, we secure exclusive privileges at the world's finest properties — suite upgrades, curated welcome amenities, resort credits, and priority access, simply because of who we are.

Complimentary VIP Hotel Bookings

A woman relaxing in a small pool on a white rooftop overlooking the blue Aegean Sea in Santorini, Greece, with the iconic white buildings, church bell tower, and a cruise ship in the distance.

Bespoke Travel Itinerary Design

Every itinerary is crafted entirely around you with handpicked accommodations, private transfers, and curated local experiences. We seamlessly arrange every detail so you can simply arrive and enjoy.

How it works

01
Tell Us Your Vision

Share your travel dreams, dates, and preferences in a complimentary consultation.

02
We Design Your Journey

We craft a fully bespoke itinerary tailored to your style, budget, and destinations.

03
Simply Arrive and Enjoy

Every detail is handled. You show up, we've taken care of the rest.

What Our Clients Say

  • Michelle was phenomenal to work with on our once in a lifetime family trip to Italy! She’s wonderful through the whole planning process and supports you the entire way. She did all the work and made it so easy that I could truly enjoy the vacation. Michelle’s expertise and partnerships in Italy made the whole trip amazing, plus she built in so many special details. My family is so grateful and Michelle will always be our travel advisor.

    — Mary J

  • I loved everything about my experience with Michelle! From the conversations we had, Michelle was able to set up hotel and activity choices that were exactly what we were looking for. I loved all the communication throughout the process and appreciated that there was an app that laid everything out, and it had so much helpful info. I'm already thinking about the next place we want to go that we can work with Michelle!

    — Michelle P

  • Our family has taken multiple incredible trips to Edgewood Resort in Lake Tahoe, all thanks to Michelle! She handles every detail flawlessly and always includes personalized touches from bottles of bubbly in our rooms to stuffed animals and treats for the kids. She makes our vacations unforgettable. We cannot recommend her enough!

    — Tiffany B

Let’s Start Planning

Submit your inquiry and let’s start planning your next journey

Get in Touch
Michelle smiling on a stone terrace overlooking Positano and the Amalfi Coast.