These Are the Biggest Service Tips Ever Left by Celebrities

Location: Marshland Restaurants and Bakery
Cost Of Receipt: $35*
Tip Added: $2,020*

Actor Donnie Wahlberg is well-known for leaving major tips, and he has a reputation for being a generous Hollywood star. The Blue Bloods veteran left a $2,020 tip when he visited Marshland Restaurants and Bakery. The restaurant was thrilled with Wahlberg’s participation in the “2020 Tip Challenge,” and they posted the receipt on Twitter.

Donnie Wahlberg ©DFree/Shutterstock.ocm | @JennyMcCarthy/Twitter

The #2020TipChallenge wanted to motivate people to tip waitstaff, as they were hit hard by the events of that year. Wahlberg didn’t just tip during the challenge, however. A few months before that, he left a $2,000 tip and, in 2017, he left another one at a restaurant.

Location: Carew Inn
Cost Of Receipt: $313*
Tip Added: $783*

Russell Crowe is known for playing action stars (and sometimes villains) in Hollywood movies, and he is a consistent moneymaker at the box office. Apparently, he behaves heroically in real life. When he and nine of his friends went to Wales’ Carew Inn in 2009, Crowe left a huge tip.

Russell Crowe ©Denis Makarenko/Shutterstock.com | @hellomag/Pinterest

He and his friends dined on chicken and mussels, and the total bill came to around $313. In addition to that hefty dinner check, Crowe added on a $783 gratuity for his waiters. He and his friends also brought out their inner American Idol talents, singing karaoke for the waitstaff and other patrons.

Location: Whisky Mist Bar
Cost Of Receipt: Unknown
Tip Added: $9,200*

Supermodel Naomi Campbell is famous for being one of the greatest supermodels of all time. Though she has a reputation for getting fired up and throwing phones, she is a good tipper and quite generous. She and Cameron Diaz, star of many 2000s rom-coms, were having dinner in London.

Naomi Campbell ©Joe Seer/Shutterstock.com @chelseabutler05/Pinterest

After dinner, the two hit up the Whisky Mist bar to have a few drinks. When their girls’ evening ended, Campbell left her waitress a $9,200 tip. The waitress who waited on them was “shocked,” according to Metro. She didn’t know what to say or think, as she was so “stunned” by the generous gesture.   

Location: Peter’s Clam Bar
Cost Of Receipt: $49.00*
Tip Added: $500.00*

Amy Schumer used to work as a server, so it is no surprise that the actress and comedienne is a great tipper. She remembers the struggles that come with dealing with customers and remaining on your feet all day.

Amy Schumer ©Tinseltown/Shutterstock.com | @PageSix/Twitter

When the Hulu star went to a Long Island restaurant called Peter’s Clam Bar, she proved she wasn’t just funny—she also has a heart of gold. She left a $500 tip on her $49 bill after she learned that Ryan, her server, was a student who was working two jobs to pay for his education. Though she only ordered soup and some appetizers, her massive tip showed solidarity with the young waiter.

Location: Restaurant in New York
Cost Of Receipt: $382.29*
Tip Added: $100*

John Travolta is an actor and singer with a net worth of $250 million, thanks to his iconic, famous appearances in movies like Pulp Fiction, Grease, Saturday Night Fever, Hairspray, and more. He is known for being one of Hollywood’s more generous celebrities, and he proved that while dining at a restaurant in New York.

John Travolta @dailymail/Pinterest

Usually, gratuities are expected to be about 20%. In 2012, Travolta far exceeded that, leaving a $100 tip on a bill of $382.69. While most people would have left around $76, the veteran Hollywood star went above and beyond for his server.   

Location: Ralph’s Italian Market
Cost Of Receipt: $800*
Tip Added: $1,500*

Taylor Swift has been nicknamed “America’s Sweetheart” because of how consistently nice she is, and she proved that she deserves that moniker when she and her friends went to a restaurant in Philadelphia. They took a seat at Ralph’s Italian Market for a late-night dinner.

Taylor Swift @vrsacci/Twitter

This was in 2013, so Swift was only 23. Shunning the reputation that younger people are terrible tippers, Swift dropped a $500 tip on her $800 check. Word got around to the “Swifties” about the generous gift, even though the “All Too Well” singer never posted about the tip on Instagram or any other social media site.

Location: Hollywood PinkBerry
Cost Of Receipt: $4*
Tip Added: $100*

Celebrities—they’re just like us! In 2014, Charlize Theron stopped inside the Hollywood PinkBerry store because she was craving something sweet. However, there was one problem—she forgot her wallet. The employees at PinkBerry let Theron pick up a snack anyway, and the actress ran back to her house to grab her wallet after.

Charlize Theron ©Featureflash Photo Agency/Shutterstock.com | @froyogirl/PInterest

An hour later, the starlet, who is famous for her theater blockbusters and Netflix movies, returned with a $100 bill. The PinkBerry receipt was just $4, meaning that Theron left a $96 tip to thank the employees for being understanding about her wallet mistake. 

Location: Outback Steakhouse
Cost Of Receipt: $193.81*
Tip Added: $1,000*

Mikayla Scott, a waitress at an Outback Steakhouse in Centerville, Ohio, said she was floored when supermodel Chrissy Teigen came in to visit. The 21-year-old was a little nervous about waiting on such a celebrity, but she didn’t need to be, as Teigen left a massive $1,000 tip on a bill of just under $200.

Chrissy Teigen ©Tinseltown/Shutterstock.com | @littlethingscom/Pinterest

The Outback Steakhouse waitress said that she used the extra cash to fix her car, and she also shared some of it with her fellow waitstaff. Teigen was in town with John Legend and their kids to watch a high school football game, as her husband is originally from the Ohio area.  

Location: Mel’s Drive-In
Cost Of Receipt: Unknown
Tip Added: $1,000*

Post Malone is a superstar singer, but he doesn’t have a huge ego. Reportedly, he is very friendly and down to earth. He proved that reputation when he attended Mel’s Drive-In, a legendary restaurant on Sunset Boulevard. He was chatty with the waitstaff and, when he was done eating, he left a $1,000 tip for Mel’s staff.

Post Malone ©Kathy Hutchins/Shutterstock.com | ©Jllm06/Wikimedia Commons

The diamond-selling artist came in wearing a Cowboys jersey and a kilt and snapped many pictures with fans. On Instagram, Mel’s Drive-In posted a glowing review of the encounter, saying that Malone was a “great guy” who was always welcome back.

Location: Elios Upper East Side
Cost Of Receipt: $204.68*
Tip Added: $2,020*

Not to be outdone by his Bluebloods costar, longtime Hollywood actor Tom Selleck also accepted the #2020TipChallenge, leaving a massive tip that made Donnie Wahlberg happy. He left a $2,020 tip on his $204.68 bill, but that wasn’t all. He also penned a heartfelt note for the waitstaff at Elios Upper East Side.

Tom Selleck ©Joe Seer/Shutterstock.com | @DonnieWahlberg/Twitter

Wahlberg was thrilled that Selleck picked up the challenge, tweeting that he “found out” his “TV dad…generously accepted” the tipping endeavor. He finished off the tweet with a “Love ya dad.” Selleck and Wahlberg are both great examples of how being rich doesn’t mean you can’t be generous. 

Location: Restaurant in Germany
Cost Of Receipt: $1,000*
Tip Added: $700*

Germany is famous for its cuisine. It is known for its delicious, if a bit heavy, dishes, and it is easy to see why food-lovers from all over the world come to eat in Germany. Some of these food lovers are even famous. Brad Pitt dined there, and he racked up a $1,000 bill, likely sampling everything on the menu.

Brad Pitt @foxymom04/Pinterest

However, he paid nearly double that, thanks to a 70% tip. He put down $700 for his waiter or waitress, no doubt making their night. It’s a relief to know that one of Hollywood’s most venerated, beloved actors is also courteous to waitstaff. 

Location: A restaurant in Anguilla
Cost Of Receipt: $472.50*
Tip Added: $2,000*

Another 2020 tipper was Harry Styles, who tipped nearly 400% of his bill. The former One Direction singer and current fashion icon was on vacation with Adele and James Corden in Anguilla, tropical paradise. There, he tipped $2,020 on his $472 bill, no doubt making the waitstaff’s day.

Harry Styles @harrymoonchild/Twitter

A server named Yahya posted a picture of the receipt, saying “Big ups to Harry Styles for taking care of Mister Big Life.” Yahya praised Donnie Wahlberg, saying that his challenge got a “worldwide response” al the way from the Virgin Islands. This is nothing new for Styles, who has a long reputation of being one of show business’ nicest celebs. 

Location: Blackjack game
Cost Of Receipt: N/A
Tip Added: $25,000*

Charles Barkley was and still is one of the NBA’s most colorful characters. People either love or hate him, even though he isn’t playing anymore. Barkley always makes an impression wherever he goes, and, if you’re waiting on him, that impression is probably positive.

Charles Barkley ©u/timebestsong/Reddit

Barkley told Conan O’Brien on his talk show in 2014 that he believed it was “important” if you’re “successful” to tip well. He continued with a tale of his own of good tipping, explaining that he once won $700,000 in a blackjack game. To show his appreciation for the dealer, he tipped him $25,000, an amount that Barkley lamented “should have [been] more.”

Location: Unknown
Cost Of Receipt: Unknown
Tip Added: $4,000*

Shaquille O’Neal is a notoriously generous celebrity. The former NBA star has a net worth in the hundreds of millions, thanks to his superstar NBA career and many business ventures. As a result, he is a big tipper, often allowing servers to ask for the tip they want at the end of the meal.

Shaquille O’Neal ©Manny Hernandez/Getty Images | @VegasNews/Pinterest

He always tells servers, “The quicker I get my order,” the more of a tip they will get. The food comes fast, and Shaq makes good on his word. One time, a woman asked for $4,000 to cover two months’ rent. He said, “Ok, no problem,” and wrote the tip down.