THE INTERVIEW: Robert Whitman

“I’m old-school.”

“I’m old-school.”

He’s shot ad campaigns and celebrities, but Robert Whitman prefers keeping it real. The photographer talks to Life House about authenticity, travel, and losing a lover to Mickey Rourke.

In 1977, a Minneapolis teenager needed his photo taken. He was vying for a major record label's attention, but he didn't have professional headshots. After hearing the 19-year-old's demo, photographer Robert Whitman had no reservations—he was starting his career, needed fresh material, and agreed to take portraits of the unknown teen. That's how he met Prince Rogers Nelson. The photos helped Prince score a deal with Warner Bro. Records and launch his career. We all know Prince's story. This one is Robert Whitman's, who was our first-ever Life House guest in Little Havana.

The Setting: First trip you ever took?

I took a trip around the world by myself when I was 18. It got me thinking about traveling and living on the road. At that point, I wasn't a photographer, so all I have are my memories. In particular, one place that stands out is India, where I lived on a tea estate for two weeks.

The Plot: How did you get your first big break as a photographer?

I worked with Men's Health in New York, where I learned of a big ad campaign for Dewar's. They asked for my portfolio and hired me to shoot a handful of ads, which led to 20 ads. It was one of the biggest campaigns of the 1990s—it started the lifestyle movement in advertising and photography. It won award after award and changed my whole life.

In the 1990s, Whitman created images for an award-winning Dewar's ad campaign.

The Characters: Who have you most enjoyed photographing?

I'm very fortunate that my claim to fame is shooting with Prince before he was famous. I was a young photographer in Minneapolis, and he was an amazingly talented musician—we were just two guys creating images. We did three sessions, and they're some of the most real, authentic photos of him because there was no publicist, no manager, no one controlling the shoot. 

I photographed the singer Aaliyah in Jamaica and Los Angeles for a magazine called YM. And I shot Johnny Depp for the 1985 film Private Resort before he was well known.

Wherever I go, I like to shoot artists. The ballet dancer Mikhail Baryshnikov is one of them. We didn't do the typical dancer shots. Instead, he jumped in the pool and swam around in a tuxedo.

Whitman captured a pre-frame Prince Rogers Nelson in Minneapolis in 1977.

The Conflict: What's your biggest challenge as a photographer?

Keeping up with new technology is a challenge. I'm old school. I like shooting on film, and I love having my camera on automatic. I shoot digital, and I try to post on Instagram, but I'm not into Photoshop and over-edited photos. I'm a free spirit, and I like my work to reflect that.

The Theme: What unifies your work?

I seek out real, authentic people to shoot. And I think this is why I love Cuba so much, because it’s so real. In the late 1990s, I took thousands of photos, which eventually became a part of my Cuba Raw series. At this hotel in the suburbs of Havana, the hotel had this amazing swimming pool. An ocean pool. One time I went and there were these bodybuilders who were laying in the sun with their boots. Then there was this beautiful young girl dressed all in white standing by the edge of the pool smoking a cigarette. Wherever I go, I like shooting the people. And I love trying to get into their lives.

"Cuba Raw" is a series of photos captured by Whitman during his travels in Cuba in the late 1990s.

Point of View: A favorite story about staying in a hotel?

I love hotels. If I could live in a hotel, I would. Back in the day, I was good friends with Tony Goldman, the owner of Park Central Hotel on South Beach. I used to live at the hotel in the winter, and we did shoots there all the time. I fell in love a few times at that hotel and even had my heart broken once when a girl I was in love with left me for Mickey Rourke. I had so many crazy times in hotels.

Latest Stories

NantucketDiscover the House Built by a 19th-Century Sea Captain

Two centuries after Captain Robert Calder built his coastal retreat at 10 Cliff Road, Life House Nantucket is still a celebration of the far-flung destinations he visited and the wild island landscape he loved.

Read more
NantucketA Travel Editor’s Guide to Nantucket

To truly explore Nantucket, venture beyond its pristine beaches and admire its sumptuous hydrangeas and overgrown rose gardens. Former Food & Wine travel editor Gina Hamadey shares her favorite spots.

Read more
Lower HighlandsDiscover the House Inspired by Victorian Industrialists

In 1860, Denver was little more than a campsite on the latest edge of the Western frontier. Then Victorian industrialists transformed the mining outpost into a modern metropolis.

Read more
NantucketWhat to Do With 48 Hours in Nantucket

Break out the Breton stripes and break in your topsiders. It doesn’t get more nautical than spending a few days in Nantucket.

Read more

Life House, Palm Springs


Life House, Lower Highlands

rooms starting at $149/night


Life House, Nantucket

rooms starting at $149/night


Life House, Little Havana

rooms starting at $149/night