Key Takeaways
- Your legal residence, not the number of months you spend in each state, determines which plans and subsidies apply, so start by confirming where you truly live.
- A winter stay in Naples or a summer in Michigan does not qualify as a Special Enrollment Period; only a genuine, permanent move to a new state typically does.
- Emergency care is usually covered in both states, but routine care outside a plan's local service area may cost more or not be covered at all.
- HMO and EPO plans often fail split-year households, while a nationwide PPO network can offer in-network routine care in both Naples and Michigan.
- Before enrolling, search the provider directory for your doctors, hospitals, and pharmacies in both locations, and get out-of-area rules confirmed in writing.
- Compare total cost, including deductibles, copays, and out-of-pocket maximums, rather than choosing based on monthly premium alone.
Winters in Naples. Summers in Michigan. It sounds like the dream, and honestly, it is. But when it comes to health insurance for people who split the year between Naples and Michigan, the dream gets a little tangled. Which state is your "home" for insurance? Will your doctor visits be covered in both places? What happens if you get sick on the drive back north?
I'm Sterling Watnem, a licensed health insurance advisor, and I work with plenty of folks who live this two-state lifestyle. The good news is that there's a clear way to think about it. In most cases, you're really choosing between two approaches: building your coverage around a Florida home base or around a Michigan home base. Either can work. The right one depends on where you legally live, where you see your doctors, and what kind of plan network you pick.
This guide is for people under 65, including self-employed folks, families, and small business owners. Let's walk through it together.
Why Splitting the Year Makes Health Insurance Tricky
Health plans are built around local areas. Most plans have a "service area," which is the part of the country where the plan expects you to live and get care. Doctors and hospitals near that area are in the plan's network. Care outside the area may cost more, or may not be covered at all unless it's an emergency.
When you live in two places, you stretch that system. A plan that works beautifully in Naples may have very few in-network doctors near your Michigan home. And the reverse is true too.
Here are the main things that make a split year tough:
- Residence rules: Plans and subsidies are tied to where you actually live, not just where you spend the most months.
- Local networks: Many plans only cover routine care inside a limited area.
- Emergency vs. routine care: Emergencies are usually treated more generously than regular checkups or follow-ups.
- Enrollment timing: A seasonal move does not automatically open a special enrollment window.
Step One: Decide Where You Are a Resident
Before you compare a single plan, figure out your legal residence. This is the question that drives everything else. It usually comes down to where you are a true resident, not simply how many months you spend in each place.
Think about where you:
- Are registered to vote
- Hold your driver's license
- File your state taxes (or would, if your state has an income tax)
- Consider your permanent home
Florida and Michigan both use HealthCare.gov for 2026 individual Marketplace coverage, according to CMS. If you genuinely move your residence from one state to the other, you generally need a new application and a plan available in the new state. You can't just carry an out-of-state plan along as your resident-state coverage.
Here's the part many snowbirds miss. HealthCare.gov says that spending time somewhere for vacation does not count as a qualifying move. So heading to Naples for the winter does not, by itself, give you a Special Enrollment Period. If you're curious how a real move works, I break it down in How Does a Special Enrollment Period Work After Moving to PSL?.
Naples Home Base vs. Michigan Home Base: Side by Side
Once you know your residence, the next step is choosing a plan built around that home base and then testing how it holds up in your second location. Here's how the two approaches compare.
| Factor | Naples (Florida) Home Base | Michigan Home Base |
|---|---|---|
| Best for | People whose permanent home, license, and taxes are in Florida | People whose permanent home, license, and taxes are in Michigan |
| Plan pricing | Based on Florida plans and rating rules | Based on Michigan plans and rating rules |
| Network focus | Strong around Naples and Southwest Florida | Strong around your Michigan county or region |
| Care in the other state | Must verify; emergencies usually covered, routine care varies | Must verify; emergencies usually covered, routine care varies |
| Special Enrollment | Seasonal stays don't qualify; a true move may | Seasonal stays don't qualify; a true move may |
| Biggest risk | Thin network in Michigan summers | Thin network in Naples winters |
Notice that the last row looks the same either way. Whichever state you pick, the "other" state is where the surprises hide. That's why the network check matters so much.
Network Type Matters More Than You Think
For split-year folks, the plan type can be just as important as the state. Here's the simple version:
- HMO plans: Usually keep you inside a local network. Great pricing, but routine care away from home is often not covered. Tough for a two-state lifestyle.
- EPO plans: Similar to HMOs in that out-of-network care is generally not covered, except emergencies.
- PPO plans: Often include a broader or nationwide network, which can give you in-network access in both places. These often cost more, but they may fit a split year better.
Don't assume that a plan covering emergencies everywhere also offers routine in-network care everywhere. Those are two different things. For a deeper look at this, see How Do You Compare Local and Nationwide Networks? and How to Choose a Nationwide PPO for Naples Snowbirds.
How to Test a Plan in Both Locations
Before you enroll, run this simple checklist. It takes a bit of time, but it can save you from a very unpleasant bill later.
- Look up your doctors. Search for your primary care doctor and key specialists near both Naples and your Michigan home.
- Check your hospitals. Confirm that at least one hospital near each home is in network.
- Check your pharmacy. Make sure your pharmacy chain works in both states, and look at how your medications are tiered. How Do You Compare Prescription Formulary Tiers? can help.
- Ask about out-of-area rules. Call the insurance company and ask exactly how routine, urgent, and emergency care are handled when you're away from your home service area.
- Get it in writing. Ask for the answer in an email or plan document, not just a phone conversation.
I walk through this process in more detail in 6 Steps to Verify Out of State Health Insurance Benefits. If you want a second set of eyes, I'm happy to help you test plans against your real doctors and prescriptions.
Private Underwritten Plans vs. Marketplace Plans for a Split Year
You'll hear about two main plan types. Here's how they differ for people who live in two states.
Medically Underwritten Private Plans
Private plans ask health questions before approving you. For healthy adults who don't qualify for a tax credit, they often come with lower premiums and sometimes broader networks. That can be a nice fit if you want a nationwide PPO-style option. The trade-off is that approval depends on your health history, and I can never promise approval or a specific price. Learn more in Medical Underwriting in Private Health Insurance Explained.
Marketplace (ACA) Plans
Marketplace plans accept everyone regardless of health history. They can be the better choice if you have a major health condition, costly medications, or you qualify for a tax credit. The catch for snowbirds is that these plans are tied to your state of residence and often have local networks. Subsidies depend on the residence and household details on your application, so accuracy matters.
Neither option is automatically better. It depends on your health, your budget, and how you split your time. If you want to see the two compared head to head, check out Private vs. Marketplace Plans: Which Wins at Open Enrollment?.
Open Enrollment and Timing for Your Split Year
Timing is another place snowbirds get caught. For 2026, HealthCare.gov open enrollment ran November 1, 2025 through January 15, 2026. Outside open enrollment, you generally need a qualifying Special Enrollment Period to enroll or change plans.
CMS reported that 23.0 million consumers signed up for 2026 individual-market coverage through Marketplaces nationally. That includes 4,538,772 plan selections in Florida and 497,064 in Michigan. Those are state totals, not counts of people who split the year, but they show how many people are making this choice every year.
Since it's November 8, 2026 as I write this, the window for 2027 coverage is right around the corner. Dates and rules can change, so always recheck them for the coverage year you're planning. A few helpful reads:
- 4 Health Insurance Enrollment Steps to Do Before 2027
- 11 Health Insurance Annual Enrollment Tips for 2026
- 3 Enrollment Period Mistakes That Leave You Uninsured
What If You're Self-Employed or Own a Small Business?
Many people who split the year are self-employed, remote workers, or small business owners. Your work can travel with you, which is one reason the two-state life is possible. But without a group plan, you carry the responsibility for sorting out coverage yourself.
A few tips that tend to help:
- Pick a plan type that supports care in both states, even if the premium is a bit higher.
- Pay attention to the deductible and out-of-pocket maximum, not just the monthly premium.
- Keep your residence details consistent across your application, taxes, and licenses.
- Review your plan every year, since networks and rates change.
If you work for yourself, you may find these useful: Health Insurance for Self-Employed: Your 2026 Guide and How to Choose Health Insurance for Remote Workers in 2026. And if you're a few years from 65 and living in Naples part of the year, take a look at How Do Early Retirees in Naples Get Health Insurance?.
Common Mistakes Split-Year Households Make
After helping many people in this situation, I see the same slip-ups over and over. Here are the big ones to dodge:
- Assuming nationwide emergency coverage means nationwide routine coverage. It usually doesn't.
- Skipping the doctor lookup. A great premium means little if your doctors aren't in network where you spend half the year.
- Treating a winter in Naples as a qualifying move. Vacation stays don't open a Special Enrollment Period.
- Giving inconsistent residence information. Accuracy on your application protects you and your subsidy eligibility, if you have one.
- Choosing on price alone. Total cost includes deductibles, copays, and coinsurance. See 12 Health Insurance Comparison Mistakes to Avoid in 2026 for more.
How I Help Split-Year Clients
I'm licensed in Florida and Michigan, along with 12 other states, so I can help whichever state you call home. Kela and I are a family-run team, and we work with clients virtually by phone and screen share, so it doesn't matter whether you're in Naples or Michigan when we talk.
Here's how it works:
- You get a free estimate on my website. It's four quick questions, and you don't need to give an email or phone number.
- We book a 30-minute call to talk through your health, medications, and the doctors you want to keep in both states.
- I narrow your choices to the best plans for your budget.
- I share my screen and walk you through each plan so you know exactly what you're buying.
- We complete the application together, and I stay with your policy afterward.
My service costs you nothing. The insurance company pays me, and your price is the same whether you enroll with me or on your own. I focus on people under 65, and I don't help with Medicare or Medicaid. You can also see what our Sterling Coverage Solutions clients say on Google, or learn more about our Naples office area.
Ready to Sort Out Your Two-State Coverage?
Health insurance isn't one size fits all, and a split year makes the details matter even more. The right answer depends on where you legally live, what your health looks like, and which doctors you want to keep. If a private plan isn't a fit for you, I'll tell you and point you toward a better option.
When you're ready, get an instant quote on my website, or book a call and we'll talk through your situation together. You can also call Sterling directly. I'd love to help you enjoy both of your homes with coverage you feel good about.
FAQs
Q: Can I keep one health insurance plan if I spend part of the year in Naples and part in Michigan?
A: Often yes, but it depends on your legal residence and plan type. Choose coverage based on where you truly live, then check that the plan's network and out-of-area rules work in your second home. A broader or nationwide PPO-style network may fit a split year better than a local HMO.
Q: Does spending the winter in Florida qualify me for a Special Enrollment Period?
A: Generally no. HealthCare.gov says a move solely for vacation does not qualify. A genuine, permanent move to a new state may open a Special Enrollment Period, but a seasonal stay usually does not.
Q: Will my Michigan health plan cover routine doctor visits in Naples?
A: Not always. Emergency care is usually covered, but routine, non-emergency care outside your plan's service area can be treated very differently. Ask the insurance company directly and get the answer in writing before you rely on it.
Q: How can I find a plan with doctors and hospitals near both Naples and Michigan?
A: Search the plan's provider directory for your doctors, hospitals, and pharmacies in both locations before you enroll. A nationwide PPO network can help, and an advisor can compare plans against your real doctors and medications.
Q: When can I enroll in or change my health coverage?
A: Outside open enrollment, you generally need a qualifying Special Enrollment Period. For 2026, HealthCare.gov open enrollment ran November 1, 2025 through January 15, 2026, so always recheck the dates for the coverage year you're planning.