Travel Advisor

Tess Woods


  • Solo Female Travel,
  • Couples Travel,
  • Weekend Getaways,
  • Girls Trips & Bachelorettes,
  • New England,
  • Florida,
  • Europe,
  • Caribbean
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Advisor - Tess Woods


Boston-based events professional. Dog momma. Believer in unlimited PTO and the phone eating first.

Home airports


My travel style

I believe every trip should be the trip of your dreams, and you should always have the memories – and pics – to show for it. I’m passionate about making your trip feel special and luxurious, even when you’re ballin’ on a budget. I do custom research and lay out the extensive details so you can live in the moment, relax and explore!

Favorite hotels

Recently returned from:

  • Spending two weeks on a solo trip through France and Italy. 

  • Exploring Jamaica for the seventh time. 

  • Passing through Vegas for 48 hours.

  • Taking a weekend getaway to Quebec.

Dreaming of:

  • A sushi and sake tour of Japan.

  • South African safari.

  • A girls trip to Amsterdam.

  • Belize.

One thing I can't travel without...

A custom trip playlist.

Two truths, one lie:

  1. I met Naomi Campbell in Morocco.

  2. I shuck oysters on Cape Cod during the summer.

  3. I re-read The Alchemist on every (long) trip I take.

Advisor - Tess Woods

Travel Advisor

Tess Woods

Get in touch with Tess

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