Tommy Hilfiger is seen boarding his yacht with pretty wife

September 2024 · 5 minute read

Tommy Hilfiger sure seems to have the world on a string.

The 66-year-old fashion designer looked as relaxed as can be as he boarded his giant yacht with his fetching wife Dee, 50, this weekend while they were in Portofino, Italy.

This comes after the New York native's new campaign Gigi Season 3 featuring model Gigi Hadid, 22, came out.

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Grazie! Tommy Hilfiger and his wife Dee Ocleppo went shopping in Portofino on Saturday

Grazie! Tommy Hilfiger and his wife Dee Ocleppo went shopping in Portofino on Saturday

Twinning in Italy: They both had on blue Adidas track suits that were monogrammed

Twinning in Italy: They both had on blue Adidas track suits that were monogrammed

The fashion king looked toned as he wore his blue Adidas outfit with new white sneakers.

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His wife of nine years, stunning blonde Dee Ocleppo, had on the exact same track suit. Both had their initials monogrammed below the waist band.

The two walked side by side on the dock as she held onto her cell phone and a bottle of water.

The setting: They seemed to enjoy their shopping spree in the picturesque coastal town where celebrities flock during the summer

The setting: They seemed to enjoy their shopping spree in the picturesque coastal town where celebrities flock during the summer

They seemed to enjoy their shopping spree in the picturesque coastal town where celebrities flock during the summer.

The pair also enjoyed an al fresco lunch as locals gazed on.

Later the spouses were seen getting into a dark brown wood speedboat to take them to his large yacht which is called the George Town.

Back on board: Later the spouses were seen getting into a dark brown wood speedboat

Back on board: Later the spouses were seen getting into a dark brown wood speedboat

Relaxed man: Tommy put his arms up on the boat as his wife looked out at the sea

Relaxed man: Tommy put his arms up on the boat as his wife looked out at the sea

He sure looks like he doesn't have a thing to do: The T-shirt king didn't smile but he did seem to be content with his vacation

He sure looks like he doesn't have a thing to do: The T-shirt king didn't smile but he did seem to be content with his vacation

A Van Dam good time! The two were in a boat named the Van Dam as they bobbed on the Mediterranean

A Van Dam good time! The two were in a boat named the Van Dam as they bobbed on the Mediterranean

Tommy - born Thomas Jacob 'Tommy' Hilfiger - has been overseeing his fashion empire since 1985.

He got his start with trendy T-shirts that sold like crazy; later he went into preppy clothing and made his image with nautical wear.

In the 1990s he branched out to perfumes and even wrote a book. 

He has worked hard: Tommy - born Thomas Jacob 'Tommy' Hilfiger - has been overseeing his fashion empire since 1985

He has worked hard: Tommy - born Thomas Jacob 'Tommy' Hilfiger - has been overseeing his fashion empire since 1985

Man on board: He got his start with trendy T-shirts that sold like crazy; later he went into preppy clothing and made his image with nautical wea

Man on board: He got his start with trendy T-shirts that sold like crazy; later he went into preppy clothing and made his image with nautical wea

A look at his pride and joy: He has had pals such as Kris Jenner on the yacht

A look at his pride and joy: He has had pals such as Kris Jenner on the yacht

In the past decade the style icon has been smart to use some of the top names in the modeling world in his campaigns.

He has often used rock stars as well as he long been fascinated with the music world. 

She Hadid it again! Gigi Hadid looked striking in red for the new Tommy Hilfiger x Gigi Season 3 campaign

She Hadid it again! Gigi Hadid looked striking in red for the new Tommy Hilfiger x Gigi Season 3 campaign

As far as his personal life, in 1976 Hilfiger met Susan Cirona, an employee at the People’s Place in Ithaca, and they married in 1980.

They had four children together. In 2000 they divorced. In 2008, Hilfiger married his second wife Dee. They had a son in 2009.

This is a great week for Tommy. His favorite model Gigi looked incredible as she posed for his latest collection.

The line features a rocky patent handbag, a tour T-shirt and a leather bomber jacket to suit the musical inspiration.

Shot predominantly in black and white, the campaign sees Gigi's blonde locks and porcelain skin take a step back and her new collection pop in full colour. 

Leggy look: Posing in black boots and a barely there jumper, the blonde showed off her endless legs

Leggy look: Posing in black boots and a barely there jumper, the blonde showed off her endless legs

Peek-a-boob: She wore sportswear that brandished her famous name

Peek-a-boob: She wore sportswear that brandished her famous name

A matching red sports bra worn with leggings allows her to showcase her impeccable physique, which has just earned her a third year at the Victoria's Secret Fashion Show.

With 'Gigi Hadid TH' brandished on the chest, it's Gigi's sportsbra that serves up a subtle hint of sex appeal to the sportswear. 

It's the third time that Gigi has worked with designer Tommy and as he explained their collaboration in May, the fashionista insisted that the Tommy x Gigi line will grow and grow.

Lithe: The stunner showed off the body that's earned her three years on the Victoria's Secret catwalk

Lithe: The stunner showed off the body that's earned her three years on the Victoria's Secret catwalk

Shake your tambourine: The rocky shoot saw Gigi posing in edgy leather trousers

Shake your tambourine: The rocky shoot saw Gigi posing in edgy leather trousers

'Gigi is a force in the fashion industry and the ultimate Tommy Girl,' Tommy told Vogue.co.uk.

'Her positive, down-to-earth energy, and cool, effortless style continue to captivate her audiences around the world. 

'I have loved designing the Tommy X Gigi collections with her and I look forward to continuing our partnership for another year.' 

Tommy tour: The beauty turned rock chick in her tour gear

Tommy tour: The beauty turned rock chick in her tour gear

The Tommy x Gigi collaboration made its debut with the autumn/winter 2016 line, a year ago.

The second one, spring/summer 2017, followed in February and therefore the third is right on time.

Showcasing on the runway - something which Gigi is very familiar with as a catwalk model - has been Gigi's favourite part of it.

'We’ve loved presenting our collections directly to our fans on the runway each season - it has been such a memorable experience that has been exciting to share with my followers.' 

Model body: Zayn Malik's girlfriend put her own spin on edgy Tommy looks

Model body: Zayn Malik's girlfriend put her own spin on edgy Tommy looks

Rocking out: Featured in black and white, the beauty's clothes popped off the page

Rocking out: Featured in black and white, the beauty's clothes popped off the page

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