8 downright weird things Boomers do on cruises that crew members quietly discuss among themselves—every single sailing

Farley Ledgerwood by Farley Ledgerwood | January 22, 2026, 8:15 am

Last summer, I found myself on a Caribbean cruise celebrating my 40th wedding anniversary. While chatting with a bartender who’d been working cruise ships for over a decade, he let slip something that made me chuckle: “You can always spot the patterns after a while.” When I pressed him for details, he just smiled and changed the subject. But over the next seven days, I started noticing things too.

After that cruise, I couldn’t resist digging deeper. Through conversations with former crew members and some careful observation on two more sailings, I discovered what really goes on behind those professional smiles. Turns out, crew members have their own running commentary about passenger behavior, especially when it comes to my generation.

Here’s what I learned about the things boomers do that become legendary stories in the crew quarters.

1. The buffet plate tower challenge

You know that feeling when you see all that food and think you need to try everything? Well, apparently we boomers take this to Olympic levels. Crew members have a term for it: “mountain building.” They watch in amazement as passengers stack their plates so high that walking back to the table becomes a balancing act worthy of Cirque du Soleil.

One former server told me they’d place bets on who could spot the tallest plate tower of the day. The record? Seventeen items on a single plate, including a precarious crown of shrimp. The thing is, half of it usually goes uneaten. But there’s something about that abundance that triggers our “get your money’s worth” instinct, even when the food is unlimited anyway.

2. The poolside chair wars at dawn

Ever wondered why crew members are trying not to laugh when they see passengers up at 6 AM? They’re watching the daily chair reservation ritual. Boomers apparently treat poolside loungers like prime real estate, marking territory with towels, books, and hats before disappearing for hours.

The crew calls it “ghost town hour” because by 7 AM, the pool deck looks fully occupied, but there’s nobody actually there. They’ve seen it all: elaborate towel arrangements, multiple chairs claimed by one person, even arguments over spots that won’t see sun until 2 PM. Meanwhile, by noon, half these “reserved” chairs remain empty while other passengers circle like sharks looking for a place to sit.

3. Formal night fashion extremes

Remember when getting dressed up meant something? Well, on formal nights, boomers either go full James Bond or show up in cargo shorts. There’s apparently no middle ground, and crew members find this hilarious.

They’ve told me about seeing sequined gowns that haven’t left the closet since 1987 standing next to guys in Hawaiian shirts who insist the dining room dress code doesn’t apply to them. One crew member said they play a mental game called “prom or protest” when formal night arrives. The best part? Both extremes often come from the same cabin.

4. The complaint letter novelists

Here’s something I witnessed firsthand: a fellow passenger handed the guest services desk a three-page, handwritten letter about the temperature of the butter at breakfast. Three pages. About butter.

Crew members collect these literary masterpieces and share the best ones during breaks. They’ve seen complaints about everything from the ocean being too wavy to the sunset happening at an inconvenient time. One former cruise director told me about a passenger who documented every single announcement made over five days, rating them for clarity and necessity. The crew particularly enjoys the ones that conclude with threats to “never cruise again” from passengers who are clearly on their fifteenth voyage with the same line.

5. Technology battles in public spaces

Want to see crew members exchange knowing looks? Watch what happens when a boomer tries to connect to the ship’s WiFi. Or attempts to figure out the interactive TV system. Or asks why their phone doesn’t work in the middle of the ocean.

The patient crew members become impromptu IT support, explaining for the hundredth time that airplane mode needs to be on, or that yes, internet at sea costs extra, or that the TV remote needs to be pointed at the sensor. They’ve seen passengers bring printed emails to ask about them, take photos of computer screens with their phones, and my personal favorite, ask if the ship’s internet “goes through the same cables as at home.”

6. The trivia champions who take it too seriously

Cruise trivia should be fun, right? Well, some of us boomers treat it like the World Series of knowledge. Crew members running these games have stories about accusations of cheating, demands for score recounts, and heated debates about answer validity that would make Supreme Court hearings look casual.

They’ve seen partnerships dissolve over wrong answers and winners who insist on photographs with their plastic trophy prizes. One activities coordinator told me about a passenger who brought reference books to prove the quiz master wrong. The prize? A ship keychain worth about two dollars.

7. Medical center frequent flyers

Every minor ailment becomes a medical emergency worthy of immediate attention. Crew members in the medical center know certain passengers by name within two days of sailing. These folks show up for everything from suspicious mosquito bites to concerns that the ship’s motion might be affecting their digestion.

The medical staff swap stories about passengers who visit daily just to have their blood pressure checked, or who insist on second opinions about their self-diagnosed seasickness while the ocean is completely calm. They’ve learned to spot the regulars who treat the medical center like a social club, complete with daily updates on their various conditions.

8. The port shopping mathematicians

Finally, there’s the bizarre economics of cruise port shopping. Boomers will spend twenty minutes haggling over a two-dollar discount on a ten-dollar souvenir, then buy three bottles of “duty-free” perfume that costs more than it does at home.

Crew members watch passengers return with bags full of identical items from every port, having fallen for the same “special deal just for cruise passengers” at each stop. They particularly enjoy overhearing conversations where someone explains how they “saved” two hundred dollars on a watch by only paying four hundred for it. The crown jewel? Passengers who buy local rum at every port, not realizing they can only bring one bottle back into the country.

Final thoughts

Before you think I’m throwing my generation under the cruise ship, remember that I’m guilty of at least half of these myself. That butter complaint letter writer? I understood their frustration completely, even if three pages seemed excessive.

The truth is, these quirks make cruises entertaining for everyone, crew included. Those same crew members who chuckle about our behavior also appreciate that boomers tip well, participate enthusiastically, and keep the cruise industry thriving. We might be predictable, but at least we’re predictably amusing.