Hello again from Italy.
This time I'm writing from Taormina — and yes, it totally lives up to the White Lotus hype.
There are some big updates below, including more intel on Europe's new immigration system.
I'll have much more to share about the trip when I'm back next week. Stay tuned for some recommendations and a little-known points redemption at a luxe Sicilian hotel.
📋 In this edition
Southwest's lucrative free-bag fix
If you're looking to boost your Southwest Rapid Rewards balance, Chase just launched new limited-time welcome offers across its Southwest cards.
Ever since Southwest killed its two free checked bags, holding a cobranded card has become the easiest way to get a free bag again.
The new welcome offer is earn 80,000 bonus Rapid Rewards after spending $1,000 within the first 3 months.
This card is great for most casual Southwest flyers. You get a free bag, standard seat (within 48 hours of departure), priority boarding, and more.
Annual fee is $99
Here’s my affiliate link
Southwest Rapid Rewards® Premier Credit Card
The new welcome offer is earn 85,000 bonus Rapid Rewards after spending $2,000 within the first 3 months.
Annual fee is $149
Note that the details of the Southwest Rapid Rewards® Premier Credit Card were collected independently by From the Tray Table. The card details have not been reviewed or provided by the card issuer.
The new welcome offer is earn 90,000 bonus Rapid Rewards after spending $3,000 within the first 3 months.
This card is great for frequent Southwest flyers. I love the preferred and extra-legroom seating perks.
Annual fee is $229
Here’s my affiliate link
One final note. The Chase Sapphire Reserve® is offering its largest-ever public welcome bonus: earn 150,000 bonus points after spending $6,000 in the first three months.
You can transfer Chase points to Southwest at a 1:1 ratio — currently boosted 30% through June 5, only the second time Chase has ever run this bonus.
Here are plenty of other reasons the Reserve's offer shines right now.
Questions? Hit reply.
Europe’s new immigration, decoded
After I landed in Italy this week, I immediately updated my guide to the new European immigration system.
My experience entering at Milan Malpensa was relatively seamless, but there were a few twists and turns worth covering.

One of my friends waited two hours to clear immigration in Amsterdam, and I've heard from numerous readers that Paris, Frankfurt, Munich, and Madrid have had hours-long waits recently.
If I were booking a trip to Europe right now, I'd suggest:
Avoid connecting in a major hub when possible
Fly during off-peak hours
Study my guide
How to beat higher airfares
(Note that this is a paid placement, but I genuinely use this one.)
When I posted about FoundersCard, a bunch of you asked which perks actually matter most.
For me, it's the airline discounts.
These days, airfare is creeping up, and any savings move the needle, especially when I’m spending so much time in the air. I’ve loved saving on Southwest and Alaska flights, and a host of international carriers offer even better discounts.
I’m also a big fan of the lifestyle perks, including discounts on Equinox, Oura, Barry’s, and tons more.
You can get a free six-month trial using my link below.
From Emirates to Wizz Air
After landing in Emirates first class, I had a fall from grace. I went from the world's most luxurious commercial flight experience to the polar opposite: a Wizz Air flight from Milan to Catania.

The flight featured the European special — bus gates on both ends, an uncomfortable seat, and an indifferent crew.

That said, low-cost carriers practically operate as de facto domestic airlines in Italy. I generally find Wizz Air and easyJet better than Ryanair, but that's just my experience.
I did splurge on a 30 EUR upgrade to the bulkhead first row.
Would you have paid 30 EUR for the bulkhead?
Italy's rental car trap
Why does renting a car in Italy always have to suck? Here's what to do to beat it.
When we landed in Catania, we made our way to the rental car area, which meant walking through the scorching heat along a half-covered walkway to the Viaggiare Rental Car outpost.

Waiting for us: a line with six other parties and just one grumpy agent taking her grand old time.
We waited over an hour and were at risk of missing a meeting and our dinner reservation. (We'd moved up just four spots by then.)
So I walked into the company next door and asked if they had last-minute availability. They did.
We paid much more — and probably won't get a refund on the nonrefundable reservation we made through Priceline — but at least we made it to dinner.
When you rent a car in Europe, always take a video of the car to document its existing damage.
I've saved myself hundreds of euros in alleged damage over the years by sending that video to customer service after returning the car.
The iPhone trick I use on every trip
I'm always converting currency and units when I travel.

I used to use a separate app or do a Google search each time — until I learned that the iPhone calculator has a built-in convert feature.
It works with currency, temperature, units, and more.
💡 Tray Table Tip: Stop paying $12 for roaming
One of the best ways to save money while traveling is to buy a local digital eSIM instead of roaming with your home carrier for $12 a day. (Looking at you, Verizon.)
Most people don't realize you still get your phone calls, texts, and iMessages even while using a foreign eSIM.
This is made possible by a feature called Dual SIM, and every iPhone since the iPhone 14 supports it (assuming your device is unlocked).
Here's what you do:
Install the roaming eSIM (I generally use Airalo)
Turn off Data Roaming on your primary line
Switch Cellular Data to the roaming eSIM
Turn off Cellular Data Switching
With these settings, you'll still receive calls and texts on your primary line, but you won't be charged for roaming unless you answer.
Instead, call back using FaceTime or WhatsApp on the local eSIM.
🗞️ News you can use
A (small) silver lining to… Hyatt's brutal points devaluation: those with a cobranded card plus Explorist or Globalist status can soon book awards 13 months out — one month earlier than everyone else. That might help unlock some bucket-list redemptions, so I'm looking forward to trying it. The perk starts June 30.
Will United acquire JetBlue? That's been the loudest rumor in the airline world for months. United CEO Scott Kirby just said he's not interested — though I suspect he might be bluffing.
Ugh: One of the best redemptions is gone, at least for now. American is no longer offering last-minute domestic awards to partners, which means goodbye to 7,500 Alaska Atmos points for my flights from Florida to New York. Hopefully it's temporary. (If you've seen anything interesting here, hit reply and share.)
$4 million for what? Defunct Spirit is planning to auction its slots at New York's LaGuardia Airport (LGA). The airline had 22 slots, each worth about $4 million per the last valuation. It'll be interesting to see which airlines go after these prized assets — I'd assume American, United, and maybe even Frontier will open up their checkbooks.
🔗 Links to use
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