I Travel with Sterling

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I Travel with Sterling

Come along — solo, with your sister, or your best friend. 🥂 I host cruises for women 50+. 30+ years producing celebrations, now at sea. Let’s plan yours ↓”

10/22/2026

You made it to your destination. Your suitcase didn’t. 🧳😳

Waiting at the baggage carousel is stressful enough—especially when you have a cruise to catch!

Depending on your policy, baggage delay coverage may help reimburse essentials like clothing and toiletries while you wait. Lost baggage coverage may help if your suitcase never arrives. Check that your plan includes these benefits, along with the waiting periods, limits, and receipt requirements.

For me, travel insurance is about having a little more peace of mind. 💙

Read more on the blog:
https://travelswithsterling.com/travel-insurance-over-50/

Save this for your next trip and share it with a friend who’s traveling soon!

10/20/2026

Two trips a year? Let’s talk travel insurance. ✈️🛳️

I use an annual travel insurance plan for my own trips, and it was more affordable than I expected. But the right choice depends on your travel plans and the coverage you need.

If you have two or more trips planned, compare annual and single-trip quotes—and look beyond the price. Check the medical coverage, cancellation limits, and what each policy actually covers.

Honestly? I hope I never need mine. For me, it’s about peace of mind so I can enjoy the trip. 💙

Read the guide:
https://travelswithsterling.com/travel-insurance-over-50/

What’s on your travel calendar?

10/17/2026

🌍 3 things your health insurance may NOT do on your next trip!

Planning a trip abroad? Before you pack your bags, there's something important you should check. ✈️

Your health insurance may not:

❌ Cover medical care at your destination.

❌ Pay a foreign hospital upfront.

❌ Cover the cost of flying you home in a medical emergency.

And here's what surprises many travelers: Medical evacuation back to the U.S. can cost tens of thousands of dollars, depending on where you are and your medical needs.

Travel boldly. Keep a backup plan. 💗

Your coverage depends on your health plan and destination, so knowing what's included *before* you leave can make all the difference.

📌 SAVE this post before your next adventure!

💬 Comment INSURANCE for my full guide: Travel Insurance Over 50: 7 Questions to Ask Before You Go.

🔗 Read the blog:
https://travelswithsterling.com/travel-insurance-over-50/

10/15/2026

Your flight is delayed… but your cruise ship isn’t waiting. ✈️🚢

That’s a stressful way to start a vacation. My advice? Fly in the day before your cruise so you have time to get settled, breathe, and enjoy the anticipation.

And check your travel insurance before you go. Depending on your policy, coverage may help with eligible expenses if a covered flight delay causes you to miss your cruise. Know what’s included—and what isn’t.

I’d rather manage the day than have the day manage me. A little planning gives you something worth packing: peace of mind. 💙

Read more about travel insurance for travelers over 50:
https://travelswithsterling.com/travel-insurance-over-50/

Save this for your next cruise, share it with your travel buddy, and follow along for more travel tips.

10/13/2026

.✈️ TRAVEL INSURANCE: MYTH VS. FACT

This one surprises almost everyone! 😮

❌ MYTH: “If I need emergency evacuation, I get to choose where they fly me.”

✅ FACT: Your insurer’s assistance team typically works with your doctor to determine where you’ll receive appropriate medical care — often at the nearest suitable hospital.

Here's what many travelers don't realize: Emergency medical coverage and emergency medical transportation can be two separate benefits.

Before your next trip, make sure you understand both coverage limits and who to contact in an emergency.

In my latest blog, Travel Insurance Over 50: 7 Questions to Ask Before You Go, I break down what you should know before packing your bags.

📖 Read the full blog here:
https://travelswithsterling.com/travel-insurance-over-50/

💬 Have questions about travel insurance? Comment INSURANCE below!

10/08/2026

You booked the cruise and paid the deposit. Then life happens. 🛳️

A sudden illness. A death in the family. A storm that disrupts your plans.

Depending on your booking terms and when you cancel, some of the money you’ve paid may be non-refundable.

That’s where trip cancellation coverage can help: it may reimburse prepaid, non-refundable trip costs when you cancel for a covered reason, subject to your policy’s limits and conditions.

The key words? **A covered reason.** Every policy is different, and hurricane coverage has specific requirements. Take a moment to understand yours before you travel.

You can’t plan for everything. But knowing what’s covered can bring a little more peace of mind. 🤍

Read my travel insurance blog:
https://travelswithsterling.com/travel-insurance-over-50/

Follow along! Every week this month, I’m explaining one thing travel insurance can help protect you from.

10/06/2026

Sunshine or glaciers?☀️❄️ Help me choose our Spring 2027 group cruise!
Which trip would you choose?

10/01/2026

The best thing I pack for every trip? Peace of mind. 🤍

I hope I never use my travel insurance. But knowing I've checked the details means I'm not lying awake wondering "what if." I'm on the balcony, watching the sunset, fully present.

I took my 7 biggest travel insurance questions straight to Allianz, from Medicare abroad to the 14-day deadline most travelers miss.

👉 Full guide here: https://travelswithsterling.com/travel-insurance-over-50/

Want to feel confident about your next trip? Plan with Jan: a free 20-minute conversation. 💬
👉 https://portal.sterlingeventservices.com/public/appointment-scheduler/6a5dfc4f8f007a8859183a12/schedule

I may earn a referral commission on insurance purchased through my links. General info only, not a coverage determination.

09/29/2026

You booked the trip. ✈️ Your itinerary is ready. You’re already thinking about what to pack.

But have you thought about what would happen if you got sick while traveling, needed medical transportation, or had to cancel your trip?

Travel insurance isn’t the most exciting part of planning a vacation — but asking the right questions before you go can make a big difference.

In my newest blog, I’m sharing **7 questions to ask about travel insurance over 50**, including:

✈️ Will Medicare or my health insurance cover me abroad?
🏥 What happens if I need medical care while traveling?
🚁 Who arranges emergency medical transportation?
📅 How are pre-existing conditions handled?
🧳 What happens if I have to cancel or come home early?
💳 What’s the difference between primary and secondary coverage?
🌎 Should I consider an annual travel insurance plan?

I also share what I personally do when planning insurance for my own travels.

👉 Read the full blog:
https://travelswithsterling.com/travel-insurance-over-50/

Save this one before your next trip — and share it with a friend who loves to travel. 💗

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Cleveland, OH
44072

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https://travelswithsterling.com/, https://linktr.ee/travelswithsterling

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