Travel Advisor

Rebecca Orenstein



  • Sicily,
  • Tuscany,
  • Food & Wine,
  • Luxury Travel
Icon Share


Advisor - Rebecca Orenstein


I am based in NYC and spend any time I can traveling. I love to explore new cities and countries, eating my way through every city I visit.

Home airports

JFK and EWR for most flights, but LGA whenever possible.

My travel style

I am a mix between a luxe traveler and a boutique traveler. I am always down for an adventure and in search of trying an activity or adventure that I have never done before. I love both warm and cold destinations. I love a mix of planned activities with downtime to wander and explore. You can find me eating my way through each new city and enjoying the local fares and wine.

Favorite hotels

Recently returned from:

  • Journeying to Paris for wine and cheese.

  • Exploring London for Royal History. 

  • Partying with friends in Mykonos, Greece.

  • Road-tripping around Sicily from one amazing beach to the next – Taormina, Ortigia, Palermo.

Dreaming of:

  • Iceland.

  • Mendoza and Patagonia, Argentina. 

  • San Sebastian. 

  • Africa for a safari and Tanzania.

One thing I can't travel without...

My sheet.

Two truths, one lie:

  1. I studied abroad in Barcelona during college. 

  2. I've swam with sharks in Belize. 

  3. I rock climbed mountains in Utah.

Advisor - Rebecca Orenstein

Travel Advisor

Rebecca Orenstein

Get in touch with Rebecca

Reach out to customize and book your own experience. Or, just to chat about travel in general.

You can normally expect a response from Rebecca within a business day or so. You'll also be subscribed to our travel newsletter (you can unsubscribe at any time).