Meet the Stallones! See Sylvester Stallone's Cutest Family Photos Through the Years

Mar. 15, 2025

Sylvester Stallone, Jennifer Flavin Stallone (middle) and their three daughters pose for a family photo.Photo:Jennifer Flavin Stallone/Instagram

Sylvester Stallone Family

Jennifer Flavin Stallone/Instagram

Sylvester Stalloneand his wife,Jennifer Flavin Stallone, along withtheir three daughters— Sophia, Sistine and Scarlett — have been relatively open about their lives, especially family moments.

“We share a lot moreabout our struggles and our good times and bad times,” Jennifer told PEOPLE. “And I think that people are really going to be able to relate more to us on a more human level instead of it being Sly as a movie star living with his family. I think the girls are really showing who they are.”

Ahead, check out some of the best photos over the years in the Stallone family photo album.

01of 22Longtime LovesSylvester Stallone and Jennifer Flavin Stallone on the red carpet.Jim Smeal/Ron Galella Collection via Getty ImagesJennifer, a co-founder ofSerious Skincare, and Sly tied the knot in May 1997.

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Longtime Loves

Sylvester Stallone and Jennifer Flavin Stallone on the red carpet.Jim Smeal/Ron Galella Collection via Getty Images

Sylvester Stallone Family

Jim Smeal/Ron Galella Collection via Getty Images

Jennifer, a co-founder ofSerious Skincare, and Sly tied the knot in May 1997.

02of 22Vintage VibesSylvester Stallone and Jennifer Flavin Stallone in 1988.Jennifer Flavin Stallone/InstagramAccording to Jennifer, this 1988 shot was the couple’s first photo together.“LOVE LASTS!” she wrote on Instagram in a Valentine’s Day tribute to her husband.

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Vintage Vibes

Sylvester Stallone and Jennifer Flavin Stallone in 1988.Jennifer Flavin Stallone/Instagram

Sylvester Stallone Family

According to Jennifer, this 1988 shot was the couple’s first photo together.

“LOVE LASTS!” she wrote on Instagram in a Valentine’s Day tribute to her husband.

03of 22#TBTSylvester Stallone and Jennifer Flavin Stallone in the ’90s.Ron Galella, Ltd./Ron Galella Collection via Getty ImagesThe couple suited up for a night on the town in the ’90s.

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#TBT

Sylvester Stallone and Jennifer Flavin Stallone in the ’90s.Ron Galella, Ltd./Ron Galella Collection via Getty Images

Sylvester Stallone Family

Ron Galella, Ltd./Ron Galella Collection via Getty Images

The couple suited up for a night on the town in the ’90s.

04of 22Costume PartySylvester Stallone, Jennifer Flavin Stallone and daughters Sophia and Sistine on Halloween.Sylvester Stallone/InstagramBefore their youngest daughter Scarlett was born in 2002, the family got into the spooky spirit for Halloween.

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Costume Party

Sylvester Stallone, Jennifer Flavin Stallone and daughters Sophia and Sistine on Halloween.Sylvester Stallone/Instagram

Sylvester Stallone Family

Before their youngest daughter Scarlett was born in 2002, the family got into the spooky spirit for Halloween.

05of 22Golden GirlsSophia, Sistine and Scarlett Stallone as Golden Globe 2017 ambassadors.Jennifer Flavin Stallone/InstagramThe couple’s daughters rose to fame in 2017, when they served as jointGolden Globe Ambassadors at the star-studded awards show.

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Golden Girls

Sophia, Sistine and Scarlett Stallone as Golden Globe 2017 ambassadors.Jennifer Flavin Stallone/Instagram

Sylvester Stallone Family

The couple’s daughters rose to fame in 2017, when they served as jointGolden Globe Ambassadors at the star-studded awards show.

06of 22Valentine’s Day FamilyThe mom-of-three shared one of thefamily’s old holiday cards on Instagramin 2017, writing, “Happy Valentine’s Day!❤️ I’m so blessed to have a kind and loving family!❣❣❣❣❣❣❣.”

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Valentine’s Day Family

The mom-of-three shared one of thefamily’s old holiday cards on Instagramin 2017, writing, “Happy Valentine’s Day!❤️ I’m so blessed to have a kind and loving family!❣❣❣❣❣❣❣.”

07of 22A “Royally” Good MatchSylvester Stallone and Jennifer Flavin Stallone in matching colors.Jennifer Flavin Stallone/InstagramThe longtime loves posed together for a photo in matching royal blue looks.

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A “Royally” Good Match

Sylvester Stallone and Jennifer Flavin Stallone in matching colors.Jennifer Flavin Stallone/Instagram

Sylvester Stallone Family

The longtime loves posed together for a photo in matching royal blue looks.

08of 22Glammed UpThe Stallone family in 2020.Sylvester Stallone/InstagramThe Stallones always step out in style! The family got dressed up for a night out in this shot thatthe proud dad shared on Instagramon Valentine’s Day in 2020.

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Glammed Up

The Stallone family in 2020.Sylvester Stallone/Instagram

Sylvester Stallone Family

The Stallones always step out in style! The family got dressed up for a night out in this shot thatthe proud dad shared on Instagramon Valentine’s Day in 2020.

09of 22Looking FierceThe Stallone family cosplaying ‘Tiger King’ in 2020.Jennifer Flavin Stallone/InstagramThefamily of five joined inon theviralTiger Kingtrendthat saw celebrities dressing up as the subjects of the Netflix true crime documentary series in March 2020.

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Looking Fierce

The Stallone family cosplaying ‘Tiger King’ in 2020.Jennifer Flavin Stallone/Instagram

Sylvester Stallone Family

Thefamily of five joined inon theviralTiger Kingtrendthat saw celebrities dressing up as the subjects of the Netflix true crime documentary series in March 2020.

10of 22"Hoppy" EasterThe Stallone family celebrating Easter in 2020.Sylvester Stallone/InstagramLooks like theRambostar couldn’t handle the cuteness ofmatching bunny ears and adorable puppies!

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“Hoppy” Easter

The Stallone family celebrating Easter in 2020.Sylvester Stallone/Instagram

Sylvester Stallone Family

Looks like theRambostar couldn’t handle the cuteness ofmatching bunny ears and adorable puppies!

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The OG Selfie

Sylvester Stallone with daughters Sophia, Sistine and Scarlett.Sylvester Stallone/Instagram

Sylvester Stallone Family

12of 22Celebrating LoveSylvester Stallone and Jennifer Flavin Stone in a photo from Dec. 25, 1988.Jennifer Flavin Stallone/Instagram"Happy birthday to the love of my life! My forever best friend❤️," Jennifer captionedthis sweet throwback shotof her and Sly.

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Celebrating Love

Sylvester Stallone and Jennifer Flavin Stone in a photo from Dec. 25, 1988.Jennifer Flavin Stallone/Instagram

sylvester stallone and family

“Happy birthday to the love of my life! My forever best friend❤️,” Jennifer captionedthis sweet throwback shotof her and Sly.

13of 22Safety FirstSylvester Stallone and daughters Sophia, Sistine and Scarlett in July 2020.Sylvester Stallone/InstagramThey grow up so fast! Sly posed with his girls for a family photo in July 2020.“Out with my daughters. We dropped our masks real fast for the picture. Be safe, keep punching!“he wroteat the time.

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Safety First

Sylvester Stallone and daughters Sophia, Sistine and Scarlett in July 2020.Sylvester Stallone/Instagram

Sylvester Stallone Family

They grow up so fast! Sly posed with his girls for a family photo in July 2020.

“Out with my daughters. We dropped our masks real fast for the picture. Be safe, keep punching!“he wroteat the time.

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Swimming Lessons

Sylvester Stallone Family

“I know it’s been said 1000,000,000,000 times before that you don’t realize how fast time goes until time has flown away! But it’s soooo true!” the actor captioned apair of adorable throwback shotsof him swimming with daughter Sophia.

15of 22Smooth SailingThe Stallone family in January 2021.Sylvester Stallone/InstagramThe dad shared atrio of sweet shotsfrom “a family outing” on a boat with his wife and daughters in January 2021.

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Smooth Sailing

The Stallone family in January 2021.Sylvester Stallone/Instagram

Sylvester Stallone Family

The dad shared atrio of sweet shotsfrom “a family outing” on a boat with his wife and daughters in January 2021.

16of 22Like Father, Like DaughterSylvester Stallone with daughter Sophia Stallone.Sylvester Stallone/Instagram"There’s nothing better than having the respect in the love of your children. It’s the greatest wealth in the world,” the actor and artist wrote alongsidea photo of himwith his oldest daughter, Sophia.“I’m trying to get photos with SCARLET and SISTINE but they’re not easy to nail down. They have very busy lives, thank God,” he added.

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Like Father, Like Daughter

Sylvester Stallone with daughter Sophia Stallone.Sylvester Stallone/Instagram

Sylvester Stallone Family

“There’s nothing better than having the respect in the love of your children. It’s the greatest wealth in the world,” the actor and artist wrote alongsidea photo of himwith his oldest daughter, Sophia.

“I’m trying to get photos with SCARLET and SISTINE but they’re not easy to nail down. They have very busy lives, thank God,” he added.

17of 22Mother’s Day Lunch DateThe Stallone family celebrating Mother’s Day in 2021.Jennifer Flavin Stallone/InstagramFlorals for spring! The family dressed up in coordinating outfits for aMother’s Day lunchout at a restaurant together.

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Mother’s Day Lunch Date

The Stallone family celebrating Mother’s Day in 2021.Jennifer Flavin Stallone/Instagram

Sylvester Stallone Family

Florals for spring! The family dressed up in coordinating outfits for aMother’s Day lunchout at a restaurant together.

18of 22Glowing with GratitudeSylvester Stallone and Jennifer Flavin Stallone in 2021.Sylvester Stallone/InstagramFor their 24th wedding anniversary on May 17, 2021, the actor shared atribute to his wife on Instagram, alongside a shot of them on vacation.“It’s happy 24th Wedding Anniversary Time !!! Time is flying but I have a blessed life Thanks to my wife and Family,” Sylvester captioned the post.

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Glowing with Gratitude

Sylvester Stallone and Jennifer Flavin Stallone in 2021.Sylvester Stallone/Instagram

Sylvester Stallone Family

For their 24th wedding anniversary on May 17, 2021, the actor shared atribute to his wife on Instagram, alongside a shot of them on vacation.

“It’s happy 24th Wedding Anniversary Time !!! Time is flying but I have a blessed life Thanks to my wife and Family,” Sylvester captioned the post.

19of 22Sly’s 75th BirthdayWhen Sylvester turned 75 on July 6, 2021, Jennifer celebrated with a handful ofthrowback pictures on Instagram, including the couple on a motorcycle, Sly on a horse and the pair sharing a kiss.Jennifer captioned the post: “Happy 75th birthday my love!🎉🎂🍰🧁💛 Thank you for always making me laugh and loving me so much! I love you forever❤️❤️❤️.”

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Sly’s 75th Birthday

When Sylvester turned 75 on July 6, 2021, Jennifer celebrated with a handful ofthrowback pictures on Instagram, including the couple on a motorcycle, Sly on a horse and the pair sharing a kiss.

Jennifer captioned the post: “Happy 75th birthday my love!🎉🎂🍰🧁💛 Thank you for always making me laugh and loving me so much! I love you forever❤️❤️❤️.”

20of 22Glam GirlsSylvester Stallone pictures with his daughters.sylvester stallone/InstagramThe proud dad shared a photo ofhimself and his daughters on Instagram, writing, “I am a very very lucky man to have such wonderful, loving children who brought me nothing but joy.“He playfully added, “Now I wish they would stop growing so tall! Lol.”

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Glam Girls

Sylvester Stallone pictures with his daughters.sylvester stallone/Instagram

sylvester stallone and family

sylvester stallone/Instagram

The proud dad shared a photo ofhimself and his daughters on Instagram, writing, “I am a very very lucky man to have such wonderful, loving children who brought me nothing but joy.”

He playfully added, “Now I wish they would stop growing so tall! Lol.”

21of 22Happiest Valentine’s DayJennifer Flavin Stallone and Sylvester Stallone with their three daughters in a throwback photo posted on Instagram on Feb. 14, 2023.sylvester stallone/InstagramSylvester sent out a “happiest Valentine’s Day ever” message “from the Stallone family"via Instagramin 2023.The actor shared an older photo of him with Jennifer and their daughters as kids, along with a current picture of the family including their three dogs.

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Happiest Valentine’s Day

Jennifer Flavin Stallone and Sylvester Stallone with their three daughters in a throwback photo posted on Instagram on Feb. 14, 2023.sylvester stallone/Instagram

sylvester stallone and family

Sylvester sent out a “happiest Valentine’s Day ever” message “from the Stallone family"via Instagramin 2023.

The actor shared an older photo of him with Jennifer and their daughters as kids, along with a current picture of the family including their three dogs.

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Happy New Year 2024

sylvester stallone and family

The Stallone family rang in the New Year together as they welcomed in 2024. Jennifer posted photos of the groupon her Instagram, showing them posing for the camera in one picture and being silly in another.

“Happy healthy New Year! Loved spending NYE with my family!❤️,” Jennifer wrote in the caption.

source: people.com