Snowbirds Expat Radio Podcast
Hear Gerry's conversations with professionals who work with the financial, tax, immigration, healthcare and lifestyle realities of living across the Canada-U.S. border.
Explore the Podcast
A Vancouver Island Snowbird Resource
What to review before leaving Vancouver Island and heading to the United States for the winter.
Prepare Before You Travel
Heading south for the winter should be enjoyable, not stressful. Before leaving Vancouver Island, take time to organize the details that protect your home, health, finances and family communications while you are away.
This checklist was contributed by Gerry Scott of Snowbirds Cross-Border Wealth Management and edited for clarity and online use. Open each section below and work through the items that apply to your trip.
The Complete Checklist
Requirements vary by policy and personal circumstances. Treat this as an organizing guide, then confirm the details with the appropriate insurer or professional.
Important: Vacancy and unoccupied-home conditions differ between policies. Get the requirements directly from your insurer and follow them precisely.
Do this before departure: An insurance card in a drawer is not enough. Know whom to call and what the policy requires before you need help.
Create both a physical and digital folder containing:
Make sure both spouses or partners know where the complete package is stored.
Review the questions that may affect healthcare, insurance, taxation, immigration and U.S. day counting before arriving at your winter destination. Gerry has selected short videos and podcast episodes to help snowbirds recognize the issues that may require further advice.
Gerry's book, Snowbirds Heading South for the Winter: What You Don't Know Will Hurt You, is a practical guide to U.S. day counting, immigration, taxation, healthcare, travel insurance and other cross-border considerations.
The point is not to make travelling south feel more complicated. It is to understand the rules, organize your documents, protect your home, confirm your healthcare coverage, track your days and stay connected with the people who matter.
View Gerry's BookContinue Your Planning
These resources support the checklist and help identify questions to raise with the appropriate professionals.
Hear Gerry's conversations with professionals who work with the financial, tax, immigration, healthcare and lifestyle realities of living across the Canada-U.S. border.
Explore the PodcastKeep a practical record of the days you spend in the United States and avoid relying on memory when reviewing immigration or tax-residency questions.
Explore the Day TrackerExplore Denise's resources for returning Canadians, snowbirds coming home permanently and U.S. residents considering a move to Vancouver Island.
Visit the Resource HubIf maintaining two homes no longer fits the life you want, review the real estate questions involved in making Vancouver Island your primary home.
Plan Your HomecomingAbout the Contributor
Gerry Scott is a Portfolio Manager and the Founder of Snowbirds Cross-Border Wealth Management. He has more than 32 years of experience helping Canadians and Americans navigate the financial, tax, immigration, retirement and lifestyle considerations of living on both sides of the border.
He hosts the Snowbirds Expat Radio Podcast, is the author of two cross-border books and created the Snowbirds U.S. Day Tracker and Canada Physical Presence Tracker.
Thinking Beyond This Winter?
If the upkeep, travel and cost of maintaining two homes are beginning to outweigh the benefits, Denise can help you assess the Vancouver Island real estate side of simplifying.
Important information: This checklist is general educational information only. Insurance policies, immigration status, tax circumstances, healthcare coverage and financial needs vary by individual. Confirm requirements with your insurance providers and obtain advice from appropriately qualified professionals who can review your circumstances. Denise Hodgins provides real estate services and does not provide tax, legal, immigration, insurance or financial advice.
Gerry Scott is a Portfolio Manager with Raymond James Ltd. Raymond James Ltd. is regulated by the Canadian Investment Regulatory Organization and is a member of the Canadian Investor Protection Fund. Raymond James (USA) Ltd., member FINRA/SIPC.