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.

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