About Snowbird Advisor

Whether you’re a longtime snowbird or just getting started, SnowbirdAdvisor.ca is your ultimate guide to spending winters outside Canada!

Our Mission

At SnowbirdAdvisor.ca, our mission is to provide Canadian snowbirds with a FREE one-stop resource to find all the tips, tools, news, and services you need to plan and enjoy your winters outside Canada.

What We Offer

Our snowbird experts and editorial team provide high-quality, original guides and articles to help you choose a destination, plan your trip, save money, find the best services for snowbirds, and much more.

We cover a wide range of topics including:

  • Destinations and Travel Tips
  • Travel Medical Insurance
  • Finances, Banking and Currency Exchange
  • Accommodations
  • Buying and Selling U.S. and Foreign Real Estate
  • Tax and Legal Issues
  • Services
  • News


Snowbird Advisor is located in Toronto. Our address is:

245 Eglinton Avenue East, Suite 430,
Toronto, ON M4P 3B7

Who we are

Stephen Fine, LLB - President

Stephen Fine, LLB

Driven by his passion for travel, research and information sharing, Stephen founded Cross Border Media in 2007 as a boutique media company specializing in online publications for travel, tourism and shopping.

He is active in many Canadian travel industry organizations, serving as a director of Discover America Canada and SKAL Toronto, and is on the advisory committee for Shop America.

Stephen is a frequent guest speaker at travel industry events and conventions and has appeared on television and in print media as an expert on cross border shopping and travel.

Prior to founding Cross Border Media, Stephen was in-house counsel for multiple media and entertainment companies, where he advised them in both a legal and business capacity. He currently lives in Toronto with his wife and two children.

Jill Wykes – Editor

Jill Wykes

Jill is an accomplished journalist, travel writer and communications executive who has worked with some of Canada’s leading travel and media companies, including Thomas Cook, Sunquest, Air Canada rouge, The Globe and Mail and Travelweek. Jill is a former chairman and director of The Travel Industry Council of Ontario and the Canadian Association of Tour Operators.  

She is also an experienced snowbird with a passion for researching and sharing snowbird tips and information. Jill lives in Toronto with her husband and spends her winters in Florida.