Feeling the pull to try something new this winter? Let's make it a warm, welcome reality. Fresh Shores Winter Planning helps Canadian snowbirds and semi-retired adventurers step beyond Florida — into soulful, affordable seasonal living where freedom, comfort, and community meet.
Not sure where to go next? That's where I come in. Changing your winter home for 3–6 months a year can feel overwhelming — but you don't have to figure it out alone. As your Licensed Travel and Seasonal Relocation Coach, I guide you through 14 carefully vetted warm-weather destinations and help you plan a confident, seamless shift into seasonal living that truly fits.
Find Your Perfect Winter Escape
Take our quick quiz below to discover which of our 14 vetted non-US winter destinations matches your unique snowbird style and preferences.
Ready to discover your perfect winter escape beyond the usual US sunstates? Answer a few fun questions about your ideal lifestyle, and I'll match you with your best-fit snowbird destination from my 14 specially vetted winter escape plans.
Explore Our Photo Gallery
Discover stunning destinations through our high-quality photo collections. See real beaches, landscapes, and local experiences that could become your winter home.
Lagos, Portugal
Boquete, Panama
Cuenca, Ecuador
Chiang Mai, Thailand
These are just 4 of our 14 carefully vetted winter destinations. View our complete portfolio to find your perfect winter escape!
Your Warm-Weather Winter Life Starts Here
Fresh Shores Winter Planning helps Canadians confidently trade cold routines for soulful, seasonal living — in 14 handpicked, vetted destinations beyond Florida.
Whether you're drawn to Mexico, Portugal, Colombia, or beyond, we offer the tools and guidance to make your 3–6 month winter shift smooth and stress-free.
Have a different destination in mind? If you're considering somewhere outside our 14 curated locations, I'm still here to help. I can research your preferred area and create customized planning support tailored to your specific needs. Just reach out and let me know where you're dreaming of.
Explore our expert-crafted Winter Residency Manuals
20+ page guides filled with real costs, visa tips, healthcare access, and insights from Canadians already living there.
Use our Comprehensive Scouting Itinerary Kits
Turn your first visit into a focused, confidence-building step toward your new seasonal lifestyle.
Work 1-on-1 with your Licensed Travel and Seasonal Relocation Coach
Plan your ideal scouting trip and get expert support every step of the way.
Expert Guidance
Benefit from a decade of travel expertise and TICO-certified knowledge
Seasonal Transition
Get practical support for your winter lifestyle transition
Beyond Florida
Discover welcoming destinations where Canadians are thriving
Popular Picks from Our Vetted Destinations
Here's a sneak peek at a few of the most loved warm-weather spots where Canadians are living well — outside the U.S.
Explore these handpicked destinations with ideal winter weather and growing Canadian communities
Puerto Vallarta, Mexico
Sunny beachfront paradise with vibrant Canadian community
Algarve, Portugal
European coastal gem with Mediterranean charm and familiar comforts
Medellín, Colombia
City of Eternal Spring with modern amenities and mountain views
Want to Be Fully Supported?
Your Licensed Travel & Seasonal Relocation Coach
After seeing Canadians struggle lately with where to change their seasonal living destination to, beyond the US, I created Fresh Shores Winter Planning to make it easy, stress-free, and deeply personal.
This isn't a travel agency. It's a concierge relocation experience built just for Canadians who want to get a reprieve from our harsh winters.
What You Get:
- ✔️14 Vetted Destinations with real cost comparisons, communities, safety insights
- ✔️20+ Page Relocation Manuals with local contacts, visa tips, and housing links
- ✔️1:1 Support from Kymm to remove confusion and replace it with confidence
- ✔️Travel Planning Help – flights, car rentals, short-term housing, and more
- ✔️Community-Centered Approach – no pressure, just real Canadian honesty
Real Canadians. Real Shifts.
Don't just take our word for it. Hear how Fresh Shores helped others feel empowered, informed, and excited about their seasonal escape.
"I met Kymm over 20 years ago and in that time have always known her to be a deeply caring, compassionate, kind and sincere person. When she is passionate about something she puts her ALL into it - whether that be caring for animals, her travel adventures, raising her beautiful daughter (as a single mom) or supporting other women - Kymm can be counted on to go the distance. She is a beautiful soul that anyone would be fortunate to have in their corner."
Leah Quinn
Would you recommend my services to others? If so, why?
"Definitely Kymm 'listens'. Some people 'hear' you, but they don't 'listen'. If you take the opportunity to work with her, you won't be disappointed."
Bonnie Dehart-Allen
Would you recommend my services to others? If so, why?
"Definitely Kymm 'listens'. Some people 'hear' you, but they don't 'listen'. If you take the opportunity to work with her, you won't be disappointed."
Rose Ann Restrepo
"I met Kymm over 20 years ago and in that time have always known her to be a deeply caring, compassionate, kind and sincere person. When she is passionate about something she puts her ALL into it - whether that be caring for animals, her travel adventures, raising her beautiful daughter (as a single mom) or supporting other women - Kymm can be counted on to go the distance. She is a beautiful soul that anyone would be fortunate to have in their corner."
Leah Quinn
More Client Feedback
How would you describe your experience working with me?
You're very thorough, responsive, and considerate. You always make sure to address all my concerns and provide comprehensive information.
What was most valuable about my travel coaching/advising or planning services?
Your personalized approach and attention to detail. You don't just provide generic advice - you really tailor your recommendations to individual needs and preferences.
How did I make you feel about traveling or stepping outside your comfort zone?
You made it feel less intimidating by breaking down complex information into manageable steps, and by sharing your passion for new experiences in a way that's contagious.
Ready to Take the Next Step?
Book a free 30-minute consultation to explore how we can help you find your perfect winter destination.
Schedule Your Call NowGet in Touch
Have questions about our winter relocation guides or personalized planning services? Send us a message and we'll get back to you as soon as possible.
Contact Information
freshshoresplanning@gmail.com
Phone
By appointment only
Customer Support
Available Monday-Friday, 9am-5pm EST
About Fresh Shores Winter Planning
We're a TICO-certified travel company specializing in helping Canadian snowbirds find affordable, safe, and beautiful winter destinations beyond the traditional options.
Send a Message
Get Your Free Canadian Snowbird Pivot Guide
Start your winter planning journey with our comprehensive guide - available at the bottom of this page
Canadian Snowbird Pivot Manual
Learn how to shift your winter lifestyle away from the U.S. — and toward a new, welcoming place that fits your future.
Discover why it's time for Canadian snowbirds to expand their horizons beyond Florida and explore new winter destinations that offer sunshine, affordability, and excellent healthcare.
Enter your email to access this free guide:
By Kymm Dracup, founder of Soulful Bloom Inc. & Fresh Shores Winter Planning