Let's play hotel roulette

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šŸØ TRENDING TRAVEL NEWS šŸØ

• Points Sale: Buy 5,000 or more IHG points, get 100% bonus through May 22 (targeted!).

• New TSA Rule: Power banks are allowed in carry-ons but not in checked bags. 

• Useful Guide: Learn how to use one of the best travel portals in the game.

• Heads Up: Hawaii adds new "climate tax" to tourist lodging and cruises.

It's been over 72 hours since this newsletter was published, so some info and links might be out of date or expired.

šŸØ TRENDING TRAVEL NEWS šŸØ

• Points Sale: Buy 5,000 or more IHG points, get 100% bonus through May 22 (targeted!).

• New TSA Rule: Power banks are allowed in carry-ons but not in checked bags. 

• Useful Guide: Learn how to use one of the best travel portals in the game.

• Heads Up: Hawaii adds new "climate tax" to tourist lodging and cruises.

Good morning and happy Friday! You made it to the end of the week - and I brought a few parting gifts. šŸŽ

Specifically: easy points, flash deals, and maybe a side of hotel-related gambling.

Here we go:

😢 100k is almost gone

I know, I know… we won’t shut up about the welcome offer on the Chase Sapphire PreferredĀ® Card to earn 100,000 UR points.

But there are two reasons for this:

  1. It’s freaking awesome.

  2. It’s ending very soon.

Let’s go through those in order:

1. It’s the best offer that we’ll see all year (probably)

It’s been YEARS since we saw this offer come around, which is why the points and miles blogosphere has been so stoked about it.

That also means we likely won’t see it again for years to come.

Even if you redeem these points for the lowest possible value (1.25 cents each in the bank’s travel portal), you’re looking at $1,250 in travel from a card with an annual fee of under $100… So it’s a no-brainer.

2. The offer is ending soon

We finally know that this offer is ending on May 15 at 9AM EST. 😢

So if you’ve been on the fence, consider this your go/no-go moment (Spoiler: It’s go time.).

Anyway, check it out and consider applying before it’s too late. Here — I’ll even make it super easy for you:

āš™ļø Hotel roulette (spin to win)

I’m not a huge gambler myself… but what if I told you there was a way to play roulette and maybe win a million points without risking anything at all? šŸ˜

That’s exactly what Marriott has gifted us with their new, fun promo:

Marriott Roulette landing page

Screenshot from marriottbonvoyroulette.com

Here’s the deal:

Simply go to this page on Marriott’s website, log in with your Marriott account, and you’ll be faced with a page like this:

Marriott roulette wheel

Screenshot from marriottbonvoyroulette.com

When you spin, you’ll have the chance to win all kinds of prizes, including:

  • Grand Prize of one million Bonvoy points and four nights at a fancy hotel in Washington, D.C.

  • Various shorter stays at other properties around the country

  • Additional bonus points

  • Other prizes like discounts, food & beverage vouchers, and more

It takes two seconds to do and could be insanely valuable… so everybody should do this immediately.

Personally, I am a big fat loser and got this message after spinning:

Marriott roulette loser message

Screenshot from marriottbonvoyroulette.com

As lovely as Scottsdale sounds in the summer… It’s a hard pass from me.

But even if you don’t win instantly, everyone is still eligible for the grand prize that I mentioned earlier, which will be announced sometime in the future.

šŸØ Earn 40k bonus Marriott points

Speaking of Marriott doing good things…

There’s an offer from Marriott Homes and Villas (the vacation rental arm of Marriott) that is deceptively good and will allow you to earn 40,000 bonus points from a single stay.

New Marriott H&V promo

Screenshot from homes-and-villas.marriott.com

Here’s the deal:

If you have Marriott elite status (at any level), you are eligible to earn 40,000 bonus points on a Homes & Villas stay if you follow these rules:

  • You must book your stay by May 11 (two days from now)

  • The stay must be at least two nights

  • You must spend $1,500 😬

  • You need to register for this offer

  • Valid for stays between June 1 and January 4, 2026

At first glance, you might want to vomit all over yourself (no, just me?) when you see that $1,500 spending requirement.

But here’s the silver lining…

The promo requires two nights minimum, but that doesn’t mean it’s only valuable for short stays.

In fact, I was eyeing this place in Bali, where I could book 11 nights for $1,507, triggering the promo:

Example of a Marriott H&V property in Bali

Screenshot from homes-and-villas.marriott.com

That’s a lot of money, yes… but for 11 nights in Bali? Honestly, I’ve spent more on oat milk lattes over the same time period living in New York. 😬

As a reminder, you also earn Marriott elite nights and points from Homes & Villas stays.

Plus, elite members earn bonus points:

Status Level

Points Earned

Bonus %

Total Points

Member

5 points/dollar

0%

5x

Silver

5 points/dollar

10%

5.5x

Gold

5 points/dollar

25%

6.25x

Platinum

5 points/dollar

50%

7.5x

Titanium

5 points/dollar

75%

8.75x

Ambassador

5 points/dollar

75%

8.75x

Speaking of that… if you’re sad because you don’t have any elite status, you might have it without even knowing it.

All Marriott co-branded credit cards give you elite status as a perk, and even The Platinum CardĀ® from American Express offers Gold status — so I bet many of you actually do have elite status.

Anyway, you don’t need to travel all the way to Bali to leverage this offer for good value.

For example, this property on Lake Tahoe costs a bit over $1,600 for six nights, which isn’t bad:

Example of a Marriott H&V property on Lake Tahoe

Screenshot from homes-and-villas.marriott.com

Plus, many of these homes have multiple bedrooms and can accommodate a group of people, so this is a great option for families and friend groups (though you’ll have to have a fight to the death to decide who gets the points and elite nights šŸ˜‰).

Just don’t forget to register first because Marriott will absolutely not give you the points out of the kindness of their Bonvoyed hearts. šŸ’”

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…or you can just buy these prizes from our website if you want to keep us all to yourself. šŸ˜‰

That’s gonna finish off the week, amigos. I hope you enjoyed this jam-packed week of travel tips and tricks.

But there’s a lot more where that came from, so make sure you pay attention next week. šŸ¤—

Cheers,

Mike Dodge
Head Writer, Daily Drop

5.1616° S, 119.4359° E

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