Prince Harry‘s trip to Las Vegas was unforgettable – for perhaps all the wrong reasons – so when he makes his expected way to New York City on Monday evening, PEOPLE is hoping he can remember his trip for only a royally good time.

These locations are fit for a prince to eat, drink and be merry in The City That Never Sleeps.

• Bounce Sporting Club
Prince Harry may be able to get into the sporting spirit with the likes of Leonardo DiCaprio, Jonah Hill or Marc Anthony, who are all fans of the high-end sports bar, which boasts truffle mac and cheese, along with tuna nachos – and special guest deejays.

“As an athlete, it is a perfect place for Prince Harry to enjoy the evening dining on gourmet food while watching his favorite sporting events,” owner Cole Bernard tells PEOPLE. “There’s not a bad seat in the house, but even in the VIP area where you have your private TVs, you still don’t miss out on the fun and entertainment going on in the venue. You get the best of both worlds – royal treatment with a taste of the hustle and bustle of N.Y.C.’s riveting nightlife scene.”

• DavidsTea
In case the prince is feeling a little homesick or simply just wants to take a breather from partying, DavidsTea (there are three N.Y.C. locations) offers more than 150 blends of fresh, unique flavors including forever nuts (made with almonds, apple bits, cinnamon and beetroot turns) and lime gelato – along with traditional flavors he’s probably used to like English breakfast.

“NYC is too fast-paced for the traditional British teatime, but that doesn’t mean New Yorkers can’t enjoy an amazing cup while they rush to their next appointment,” co-owner David Segal says. “If Harry is looking to bring back any souvenirs … our Big Apple tea is a must-have.”

• Beauty & Essex
Known for it’s lively brunch and decadent around-the-clock menu created by Chef Chris Santos, Beauty & Essex hosts everything from big events to birthday parties. After a late night of partying, this hotspot is a perfect stop for Prince Harry – its kitchen is open until 1:00 a.m. nightly.

“On any given night, Beauty & Essex houses Hollywood royalty like Tom Cruise, Jay-Z and

Michael Douglas

Courtesy of New York Magazine

Many dream of kissing Matt Damon, but Michael Douglas is one of the lucky few who has actually done it. But for him, it was simply part of the job.

“Once you get that first kiss in, you are comfortable,” Douglas, who stars as pianist Liberace in HBO’s Behind the Candelabra, tells New York magazine in its latest cover story (on newsstands May 13). “Matt and I didn’t rehearse the love scenes. We said, ‘Well – we’ve read the script, haven’t we?’ “

While locking lips with Damon was no big deal for Douglas, he says the film – which premieres May 26 – still came with challenges.

“The hardest thing … is that everybody is a judge,” Douglas, 68, says. “I don’t know the last time you murdered somebody or blew anyone’s brains out, but everyone has had sex and probably this morning, which means everyone has an opinion on how it should be done.”

In real life, Douglas is married to Catherine Zeta-Jones, 43, who recently returned to treatment for bipolar II disorder. While she has the support of her husband, the Oscar-winning actor and son of Hollywood legend Kirk Douglas has dealt with several other personal crises, including stage four throat cancer and the incarceration of his son Cameron for drug-related charges.

Cameron, 34, received a five-year sentence in 2010 for conspiring to sell crystal meth and heroin possession. A year later, he pled guilty to possessing drugs in prison.

“I have gone from being a very disappointed but loving father who felt his son got what was due him to realizing that Lady Justice’s blindfold is really slipping,” Douglas tells New York about Cameron’s experience with the criminal justice system. “I’m not defending Cameron as a drug dealer or drug addict, but I believe, because of his last name, he’s been made an example … When he had the ‘slip,’ I said, ‘You were two weeks away from starting your rehab program!’ But years of shooting up heroin screws up your system.”

Cameron’s legal problems coincided with Douglas’s cancer diagnosis in 2010, when doctors discovered a tumor at the base of his tongue. Douglas fought it with a combination of radiation and chemotherapy, which fortunately worked – even if it was a rough road to recovery.

“When I was ill, I mostly lay on that couch,” he explains. “I watched a lot of sports, anything where I didn’t know the ending … I did [miss working], but I was too weak to miss much of anything. I was stage four, and there is no stage five.”

But after his recovery he did return to work, and today he is clear-eyed about the opportunities – and drawbacks – of coming from Hollywood royalty.

“The good and the bad of being second generation is there are no illusions,” he says, pointing out that only a few, like him and Jane Fonda, have been truly successful. “I always knew that this was a business. It can be wonderful, but it is a business.”