Your AI travel assistant for Canadian Snowbirds 55+
Housing, insurance, cars, eSIM, and more — all arranged in minutes, not weeks. It’s free for you — we only earn if you book through our partners.
Try Free for 5 Days Everything Canadian Snowbirds need — in one place
From housing and insurance to cars, eSIM, money transfers, and local experiences — your AI assistant covers it all.
- Housing 🏡Trusted rentals close to beaches and medical services.
- Insurance 🛡️Travel-medical plans tailored for Canadians 55+.
- 🚗 Cars & shuttlesLong-term rentals and senior-friendly transport options.
- 📶 eSIM & connectivityStay connected with instant U.S. data.
- Money transfers 💵Fast, low-fee CAD→USD transfers whenever you need.
- Community & events 🎉Discover local activities and meet fellow snowbirds.
Your winter plan in 3 simple steps
Skip the endless searches. In just three steps, your AI assistant builds a full winter plan — housing, insurance, cars, and more.
Where and when do you want to spend the winter?
Tell us your travel needs
Personalized housing, insurance, cars, and more in seconds.
Get your AI winter plan
Secure links to Booking, Airbnb, insurance, and more.
Book with trusted partners
Make your winter stress-free.
Your AI concierge finds trusted housing, insurance, and travel options in seconds.
Free for 5 days — see how simple winter planning can be.
Free for 5 days — see how simple winter planning can be.
Why Snowbirds trust us
Real Canadians share how our AI concierge makes winter planning simple, affordable, and stress-free.
- Linda M. — Snowbird from Toronto, 7 yearsPlanning winters in Florida used to take weeks. With this AI concierge, I booked housing and insurance in one evening. Now I enjoy the sun without stress — just freedom.
- Richard P. — Snowbird from Calgary, 12 yearsI used to spend hours comparing condos and flights. This tool showed me the best options in minutes — and even saved me $350 on insurance. It feels like having a personal travel assistant.
- Margaret S. — First-time Snowbird, VancouverAs a newcomer, I was worried about missing details. The concierge reminded me about medical coverage deadlines and rental rules I didn’t know. It gave me peace of mind — I didn’t miss a single step.
- James W. — Snowbird from Ottawa, 5 yearsWhenever I had questions, the support answered instantly. It’s reliable, simple, and built for Canadians like me. I never want to go back to searching on my own.
Ready to plan your winter escape?
Join hundreds of Canadians 55+ who trust AI City Travel to make snowbird trips simple and stress-free.
Try it free for 5 days.
Try it free for 5 days.
Trusted partners you can rely on
We proudly work with trusted brands to give you seamless travel services. Here are some of our partners:
Your winter escape starts today
Join Canadians 55+ who already simplified their travel planning. Try it free for 5 days
Become a Snowbird AI Partner
Are you a hotel, rental host, or local guide in a snowbird destination? Join our trusted network and connect with Canadians 55+ looking for safe, easy winter stays.
Phone: +1-437 733 75 43
Email: info@citytravel.com
Email: info@citytravel.com
Victoria BC. Canada
