Author: Manny Estrada

  • How Buying Points Helped Me Fly My Family to Europe in Business Class for Less Than $900 Each

    How Buying Points Helped Me Fly My Family to Europe in Business Class for Less Than $900 Each

    Flying business class to Europe as a family of four? Most people think that’s a once-in-a-lifetime splurge. But with a little strategy, the right timing, and the right tools, I made it happen for a fraction of the cost.

    Here’s the full story of how I saved over $10,000 on our flights and turned a dream family trip into reality.

    Step 1: Catching the Points Sale of the Year

    In late 2024, Hawaiian Airlines ran a 100% bonus sale on miles. When you know how to use points, deals like this are impossible to pass up. I didn’t hesitate. I bought around 320,000 Hawaiian miles for $4,064.00 because I knew I could put them to work later.

    But here’s what made this special.

    At the time, there was a workaround that let you transfer Hawaiian Airlines miles to Alaska Airlines Mileage Plan. This was huge. Normally, getting points into Alaska is difficult, but this Hawaiian path opened up access to some of the best award redemptions in the game.

    I didn’t know exactly when I would use the miles, but I knew the opportunity was too good to miss.

    Step 2: The Search for Four Business Class Seats

    Fast forward to February and March 2025. I started searching for four business class tickets from the West Coast to Europe for a late spring or early summer family trip.

    Finding four seats in business class on the same flight? That’s not easy. But it’s possible if you know where to look.

    I spent weeks searching, checking routes, flipping through dates, and running searches across multiple airlines. I knew I needed a tool that could keep up with me and help me move fast.

    That’s why I used PointsYeah’s Daydream Explorer. It’s fast, flexible, and my absolute go-to for finding award flights. You can search across programs and dates in seconds, which saves a ton of time and opens up flights most people miss.

    Then I found it.

    Four business class seats from Las Vegas to Frankfurt on Condor Airlines for just 70,000 Alaska miles per ticket.

    Finding one seat at that rate is pretty rare. Finding four on the same flight? That’s tough, but this is exactly what Daydream Explorer is built for. It helped me spot this deal quickly before it was gone.

    I stared at the screen, double-checked the dates, the cabin, the taxes. I refreshed the page. I ran the search again. I triple-checked everything just to be sure.

    It was real. And I knew I had to move fast. Deals like this don’t wait around. If you hesitate, they’re gone.

    So I booked them immediately.

    The trip was locked in.

    The Final Numbers:

    • Total Miles: 280,000 Alaska miles
    • Cash Paid: $196.80 in taxes and fees

    Just out of curiosity, I checked the cash price for those same flights on Google Flights.

    $14,080 for 4 people.

    I booked them for less than $900 per person. That’s a savings of over $10,000.

    That’s not a discount. That’s a major win!

    Step 3: Flying in Style

    When the day finally came, it all felt surreal. We weren’t crammed in economy. We weren’t worrying about sleep, legroom, or whether our kids would be miserable for ten hours. We were flying in comfort. We were flying in business class.

    Boarding Condor’s A330, we settled into wide, spacious seats that fully reclined into beds. The cabin was quiet. The service was smooth. The food was surprisingly good. And when we took off, I had this moment of realizing this is why I chase points. It’s not just about saving money, it’s about creating moments that make travel easier, more enjoyable, and more memorable.

    The flight was perfect. We dined, we slept, and we landed in Frankfurt feeling refreshed, rested, and genuinely excited to kick off our European adventure.

    When you travel with your family, this matters. Arriving well-rested changes everything. It sets the tone for the entire trip.

    And the best part? I didn’t need to spend $14,000 to make it happen.

    This is the power of points. This is why I play the game.

    How Daydream Explorer Made It Happen

    It’s not just fast. It’s not just easy. It’s built to help you find flights most people miss. I could quickly scan wide-open date ranges, mix and match departure cities, and explore hidden opportunities that would have been buried in endless airline searches.

    While others are still clicking through airline websites, I’m already booking.

    If I wasn’t using Daydream Explorer, I never would have found those four seats. I never would have pulled this off.

    Looking back, this whole experience changed how I think about buying points.

    Buying Points Can Be a Game-Changer When It Makes Sense

    This trip really opened my eyes to what buying points can unlock. It’s not something I do for every trip, but when the right opportunity shows up, it can make a huge difference.

    When there’s a big sale, when you’ve done the math, and when you can actually find the seats you want, buying points can be the key to getting incredible value. It can turn flights that seem completely out of reach into something that’s possible.

    I didn’t buy points just to have them sitting in my account. I bought them because I had a real plan and a real way to use them.

    Buying points isn’t always the answer, but sometimes, it’s exactly what makes trips like this happen.

    Important: The Points Game Is Always Changing

    When I bought Hawaiian miles last year, the Hawaiian-to-Alaska transfer path was wide open. It was one of the best workarounds in the game. That path has since closed, and it’s a perfect reminder that these windows don’t stay open forever.

    Award programs, transfer partners, and sweet spots are constantly shifting. What works today might be gone tomorrow. We’ve seen it happen with Virgin Atlantic’s rising fees, Emirates’ recent Amex transfer devaluation, and other changes across the points landscape.

    The key takeaway?

    Maximize transfer bonuses and partner sweet spots while you can, but don’t move points speculatively. Wait until you find a real, bookable flight. Programs can devalue, transfer ratios can shift, and award space can vanish overnight.

    There will always be new deals, but the industry moves fast. Staying ready, staying flexible, and using the right tools is how you stay ahead.

    Final Takeaway: You Can Do This Too

    Buying points when the math works out can be one of the smartest moves in points travel. You don’t have to be an expert. You just need to:

    • Be ready to act when a deal drops.
    • Use the right tools, like Daydream Explorer, to search smarter and faster.
    • Trust the process.

    This is how you win with points.

  • Why This Travel Insurance Deserves a Spot in Your Wallet

    Why This Travel Insurance Deserves a Spot in Your Wallet

    We get it, you love to travel. And if you’re here, you probably book with points and miles like a pro. You might even have a credit card that technically includes travel insurance.

    So why bother reading this?

    Because this one is different. It’s not just fine print on a credit card. It’s the kind of protection that actually works, and pays out fast, even on award travel. From miles redeposit fees to stolen gear, this is the kind of travel insurance you’ll wish you had, until you do.

    And yes, we know that from experience.


    The Flight That Turned Around, and the Claim That Didn’t

    In 2022, Troy, our co-founder, was flying from Istanbul to Belgrade. A points master, travel pro, and co-founder of PointsYeah, he was halfway through the flight when the plane turned around due to weather.

    Troy didn’t wait. He booked a hotel inside the terminal, paid for dinner, and went to sleep, while everyone else waited in line for airline accommodations.

    A few days later, he filed a claim through Allianz. He was reimbursed without drama. No phone calls. No delays. No stress.

    That moment changed how he thought about travel insurance. It wasn’t about the money. It was about keeping control of the trip when everything else fell apart.


    Stolen Laptops. A Missing Wallet. Covered.

    And that wasn’t the only time Allianz stepped up.

    In Cancun, one laptop and an iPad were stolen from Troy’s hotel room. In Madrid, his wallet (yes, the one with 20+ cards) was snatched while he was out exploring.

    Both times, he filed a claim online, uploaded the documents, and was reimbursed in less than a week.

    Not every plan includes baggage loss or theft coverage, but many do. You can review the details before you buy, and if it’s not the right fit, cancel within 15 days for a full refund.

    Plan changed, charged miles redeposit fee?

    We all know by now that U.S. airline programs no longer charge a redeposit fee to cancel mileage bookings. However, most non-U.S. programs still do. The Annual Executive Plan will reimburse up to $500 for these fees


    The Kind of Coverage That Matters

    Travel insurance from Allianz is built around real-life problems, the ones travelers actually face. Depending on your plan, benefits may include:

    • Miles redemption redeposit fee
    • Trip cancellation
    • Trip interruption
    • Emergency medical and dental
    • Emergency transportation
    • Baggage loss, damage, or delay
    • Travel delay reimbursement
    • 24-hour assistance line
    • Concierge support

    You’ll see all of these listed in your policy documents, along with covered reasons, exclusions, and limits. The point is, this isn’t fluff. It’s designed for the kind of travel we actually do.


    How It Works

    Travel insurance is designed to protect you from the unexpected so you can focus on the part that matters, actually enjoying your trip.

    Getting started with Allianz is simple. You don’t need to sort through dozens of policies or decode complicated language. Just follow the basics:

    1. Enter your trip details Include your travel dates destination
    2. Explore plan options Allianz will show you coverage options tailored to your trip.
    3. Choose the plan that fits Select the coverage that works for your travel style, budget, and needs.

    That’s it. No guesswork. No long forms. Just straightforward protection that travels with you.

    Get started now and see your options in seconds.


    The Claims Process That Doesn’t Make You Want to Scream

    Allianz rebuilt their entire claims system based on customer feedback. It’s now one of the most intuitive in the industry.

    • You’ll get a short walkthrough when you start your claim
    • A clean dashboard shows exactly where your claim stands
    • You’ll get a personal document checklist
    • You can file and track everything from the Allyz app

    You can also choose how you want to be paid. Direct deposit and debit disbursement are the fastest, often arriving within a few business days.

    If you’re already traveling and something goes sideways, the 24-hour assistance hotline is your lifeline. From lost passports to medical emergencies, the support team is ready when you need them.


    Not Sure Yet? You’ve Got Flexibility

    Still not sure? Allianz offers a 15-day free look period (or longer, depending on your state). That means you can buy now, review later, and cancel with a full refund, as long as your trip hasn’t started and you haven’t filed a claim.

    You don’t have to commit blindly. You can see exactly what’s included and make sure the plan fits your needs.

    In other words, you can plan responsibly without overthinking it.


    When One Thing Goes Wrong, You’ll Be Glad You Did

    We spend hours building perfect trips. We choose routes with better aircraft, hotels with better lounges, transfer partners with better value. But even the most optimized itinerary can fall apart with one delayed flight, one missed connection, one stolen bag.

    That’s why travel insurance isn’t just backup. It’s part of the strategy.

    It protects your time. It protects your momentum. And it makes recovery feel manageable instead of overwhelming.

    Because when things go right, you’ll never think about your policy. But when something goes wrong, you’ll feel like it saved your entire trip.

    Get a personalized quote and make sure your next adventure has the backup it deserves.