Trip Tailor was born from a simple belief:

Luxury is not what you show, but how you feel.

We create journeys that are not loud, but lasting.

Not filled with noise, but with nuance. We don’t chase the “best” restaurants, the “top” destinations, or the “most exclusive” resorts — we seek the right ones. The ones that speak your language, even in silence.

Every itinerary we shape is deeply personal:

crafted slowly, deliberately, and without excess. It’s a conversation, not a product. A way of being, not a service.

Our clients are individuals who live with intention.

They do not need suggestions, only alignment. They value time, privacy, aesthetic intelligence, and the quiet confidence of knowing that every detail has been seen, considered, and seamlessly handled.

Trip Tailor is not a typical travel agency.

It is a trusted confidante, one who understands that how you travel says everything about who you are.

We listen closely. We move quietly. We deliver beautifully.

Because in a world of endless options, true luxury is having only what truly belongs to you.

We gather a circle of kindred spirits, individuals who travel not to escape life, but to meet it more fully.

If this way of moving through the world resonates with you, you are already one of us. We’re shaping a private space where inspiration, access, and elevated experiences are shared with those who value refinement over noise.

Join the waitlist to be among the first to know when the doors open.

Customer experiences

”Thank You.
Everything was so well organized!
Have a beautiful evening!”

M.B

”Thank you!
I’ll let you know if anything new comes up.
By the way, all the actors have such nice things to say about what a great job you do ”

F.A

” We want to thank you so much for your planning and scheduling of our movement and tours.
The Baglioni was great for the family, the Colosseum tour guide was lovely, the driver to and from Naples/Rome was great, the Dolce Vita boat ride from Capri to Naples was great, the ride to the airport from Parco was wonderful.”

K.K

”Aw Georgiana sweetie, it is ME that should be thanking YOU, from the bottom of my heart. You get pulled into all of these situations that I know you don’t have time for and you sort everything so meticulously - I really, truly don’t know what I would do without you. T too. YOU are the most important part of Team B frankly!!!
We are grateful for YOU, forever!!! Lots and lots of love! XX”

N.T

”There’s a reason Georgiana won 40 under 40 - I don’t know how she did it but I’m headed to the plane, tell her thank you very much for moving it so early.”

T.B

”Triptailor is a sharp company! Thank you Georgiana.”

W.D

”Hi Georgiana,
I was told you helped out with the flowers from Catherine from her agent in Los Angeles.
There were amazing thank you! M.D office have been in touch and asked to send flowers and I mentioned that she received flowers from you and they were beautiful.”

M.D

”Thank you!!! It was a Real Pleasure to meet you for me too!!
Thank you for your kindness and your professionalism!! Enjoy your stay in L.A !!!”

M.B

At TRIPTAILOR we start with you:

Your pace, your tastes, the little things that make you feel at home.

We line up the restaurants locals keep quiet about, the fast-track entrances, the moments of calm between headline sights, so every day feels smooth and yours.

Think of us as the team working quietly in the background, turning potential hassles into highlights and leaving you free to enjoy the story as it unfolds.