Will Smith is up there among one of the entertainment industry's most beloved celebrities and one of the world's most successful entertainers. It started when he was introduced as a rapper next to DJ Jazzy Jeff. Starting off as nothing but a kid from Philly with a dream, The Fresh Prince blew up with huge hit records like "Summertime" and "Parents Just Don't Understand." In between that time, he decided to crossover into rap and after The Fresh Prince of Bel Air was a hit, Will went to Hollywood. He now has several award-winning movies under his belt and just as many critically acclaimed performances.
Outside of acting, Will married Jada-Pinkett. They had two kids together, one of which was Jaden Smith. After a few years of trying out acting and deciding it failed to strike his fancy, Jaden took under his dad's footsteps in becoming a rapper. He has found some incredible success as a musician. After a slew of mixtapes and loose singles, Jaden's debut album Syre debuted at #10 on the R&B/Hip-Hop Billboard chart and peaked at #24 on the Billboard 200.
Another thing that Jaden inherited from his dad is that he's a workaholic, but also like his dad, he feels like he needs a vacation every once in a while.
25 JADEN: A BEACH VACATION IN BRAZIL
Back in May 2016, in hopes of celebrating the launch of the summer season just a little bit earlier than expected, Jaden Smith got a first class ticket to Rio de Janeiro, Brazil with some friends where they all enjoyed kicking back on the beach with the sun rays beaming onto them.
Jaden Smith was seen on the beach swimming through the waters in Calvin Klein briefs. There was also a point during his Brazil trip where he took a detour from water dipping and got some pro photo work done to support his side gig as a model.
24 WILL: CELEBRATING FATHER'S DAY IN HUNGARY
Earlier this summer, starting in June, Will Smith began filming for his latest movie Gemini Man, which is to be directed by the Oscar-winning director of Brokeback Mountain, Ang Lee.
As the saying goes, all work and no play makes Jack a dull boy. Will's name may not be Jack, but the Ali actor decided to give himself a day's worth of vacation in Hungary, Budapest for Father's Day. He celebrated his special day by sightseeing with his wife Jada Pinkett, daughter Willow, son Trey, and friends. Jaden would've been there, but he missed his flight, according to Will.
23 JADEN: IN MIAMI WITH GIRLFRIEND SARAH SNYDER
Sarah Snyder is a model who Jaden Smith used to date starting back in 2015 until they split in early 2017.
Just a couple months before the breakup, the two vacationed together in Miami. While enjoying the sight of the seas, the pair was caught by paparazzi while under an umbrella at the beach. Rather than panic at getting caught, they were comfortable enough and not camera shy enough to embrace the sight of the camera.
22 WILL: A SOLO VACATION IN TUSCANY, ITALY
In 2014, four years before he would bring his family there for a summer vacation, Will Smith would take a solo vacation to the beautiful country of Italy. Specifically, Smith visited the country's central city of Tuscany.
Tuscany served as the next destination on Will Smith's European Vacation list. Previously that summer, he trekked through Ibiza and Spain. The Pursuit of Happyness actor closed out his Western European vacation by heading over to Pisa where he took a selfie in front of the Leaning Tower.
21 JADEN: OUT ON A HIKE IN MALIBU WITH KENDALL JENNER
Jaden Smith has long been friends with the Kardashian-Jenner connection ever since he was a kid back when he used to date Kylie Jenner. The two may not remain as close coming out of their relationship, but the "Icon" rapper remains good pals with her sister Kendall. The two creative personalities met up just as recently as last month for brunch, according to Daily Mail.
Back in 2015, while on vacation in Malibu, Jaden and Kendall went on a hike together with some friends.
20 WILL: MIAMI BLOCK PARTY WITH CASTMATES
It was only back in 1997 when Will Smith rapped about his love for the city of "Miami" in a song of the same name. Just under 20 years later, the rapper turned actor returned to the Floridian city to hose a block party to promote his latest film Suicide Squad.
At the block party, Will was seen partying it up with his Suicide Squad castmates, which included Oscar nominee Margot Robbie. The Aussie born actress had previously played Will's love interest in caper flick Focus. In their follow-up superhero romp, she played Harley Quinn while Smith played Deadshot.
19 JADEN: HOLIDAY IN MIAMI WITH GF ODESSA ADLON
As of 2017, Jaden Smith has been dating rising actress Odessa Adlon. Anyone who is not familiar with Odessa Adlon may be more likely to have heard of her famous mother, Pamela Adlon. Pamela is best known for being the Emmy winning voice of Bobby Hill on King of the Hill, the co-producer of Louie, and the writer/creator/star of FX's Better Things.
The romance between Odessa and Jaden seems to be going strong, especially following their romantic getaway to Miami back in April.
18 WILL: PARTYING IN MUMBAI WITH BOLLYWOOD STARS
In 2016, Bollywood superstar Akshay Kumar held a special party at his home to celebrate having three hit movies that year. Fans expected the party to include big stars from the Bollywood scene - which it did - but one actor who no one expected to make an appearance was Hollywood's Will Smith.
Apparently, Smith and Kumar are good friends with each other. Kumar was kind enough as a host to spend much of the party catering to everyone's needs and introducing them to The Fresh Prince. Smith loved Mumbai enough to return in 2017 and 2018.
17 JADEN: HAS BRUNCH WITH JAY-Z IN CALIFORNIA
As a musician, Jaden Smith is currently signed to Jay-Z's label, Roc Nation. Under his tutelage, the heir of the Smith family has learned a lot of valuable knowledge regarding the industry from Beyonce's husband. In his song, "GHOST," Jaden told his listeners that "When [he] wanna grow, [he] listen to Hov, take notes," shedding light on just how far Jay's mentorship has taken Jaden.
When they were together in California, Jay and Jaden shared a pre-Grammy brunch together. Surely, Jay passed on some wise words in between meals.
16 WILL: FAMILY VACATION IN HAWAII
It would be an understatement to say that Will Smith loves the 50th state of the United States. Will is so in love with the state of Hawaii - in fact - that up until he sold this property in 2017 for $12 million, he and his wife Jada Pinkett-Smith used to own a Kauai getaway compound out there in Hawaii.
Back in December 2015 for the holiday, Will brought the whole family along with him on a big vacation to Hawaii. Jaden and Willow were surfing while Jada and Will were just enjoying the sun on the beach.
15 JADEN: CELEBRATING 4TH OF JULY IN MALIBU WITH KENDALL JENNER
As we mentioned earlier, Jaden Smith is a big friend to both the Kardashians and the Jenners family. In many regards, Jaden gets treated by both the Jenners and the Kardashians as if he were an extended member of the family.
The whole family especially loved and spent a whole bunch of time with Jaden back when he was still dating Kylie Jenner. When they were still dating in 2013, Jaden tagged along on a trip to Malibu with his then-girlfriend Kylie, Kendall, and some friends.
14 WILL: VISITING ETHIOPIA WITH HIS WIFE JADA PINKETT
For just over 21 years now, Will and Jada Pinkett Smith have been in a long and loving marriage to each other. It is a marriage that spawned two children and a combined net worth of $320 million. Add that number to the cute chemistry they always emulate while in public, they seem to have a marriage that anyone would die for.
The two longtime lovers decided to go on a romantic getaway with each other on a trip to Ethiopia. In addition to a vacation, they also visited some charity water projects.
13 JADEN: CELEBRATING 18TH BDAY AT WIRELESS FEST
As a kid coming from the rich household of the Smith family, someone like Jaden Smith is expected to always go big when it comes to planning big birthday events. This was especially the case for his huge milestone of turning 18 years old.
To celebrate his 18th trip around the sun, Jaden decided to take his whole family to London so that they could all celebrate his birthday at the Wireless Festival. Wireless Fest is a much acclaimed and famous music festival.
12 WILL: MOBBED BY FANS ON A BEACH IN IBIZA
In 2014, Will Smith spent his summer going on a wonderful vacation by himself around Western Europe. Among all of the Western European tourist spots he went to, he went out to Ibiza.
While in Ibiza, he hung out with a few friends - among them being DJ Calvin Harris - on a superyacht, at nightclubs, and on the beach. The beach had to be a surreal experience for Will as it is perfectly legal to roam Ibiza beaches while topless. When seen approached by a topless woman who wanted a picture with him, the actor seemed a bit flustered.
11 JADEN: FILMING A MUSIC VIDEO WHILE ON VACATION IN COLOMBIA
Sometimes, a true artist's work is never over. Not even while on vacation. This is especially the case for Mr. Rapper, Jaden Smith, who while on vacation in Colombia back in April was seen filming a music video on one of the Colombian beaches.
No word yet on which song Jaden made a music video. Most of the speculation is pointing towards either a yet to be released single from his next album - Erys - or something from his recently released EP titled The Sunset Tapes: A Cool Tape Story.
10 WILL: A TRIP THROUGH AFRICA WITH MODELS
Many African Americans deem it essential to visit Africa at least once in their lifetime to truly experience what it means to walk through their motherland. Will Smith felt this similar urge when he decided to visit Africa back in 2017.
As part of his African vacation, he only accompanied a handful of friends on his personal voyage; most of which were models. Specifically, he brought with him Sterling Shepard, a Victoria Secret's Angel - Chanel Iman - and a bunch of her model friends.
9 JADEN: IN COSTA RICA WITH HIS MOM AND DAD
Will Smith has only made a small handful of movies together. The most notable being The Pursuit of Happyness - which earned a Best Actor Oscar nomination for Papa Smith - and a notorious box office bomb in After Earth.
The father and son duo filmed that latter movie in Costa Rica, but when they were not on the set, they were enjoying some quality downtime and familial bonding moments. Will's wife and Jaden's mother - Jada - was in tow as well and while there, she took the time to teach Jaden some Spanish.
8 WILL: FAMILY VACATION IN JAMAICA
Will Smith frequently brings his family along to wondrous spots in the world for vacation all year round, but perhaps none have ever been as wondrous as the family's vacation trip to Jamaica.
Will brought his sons Trey and Jaden, daughter Willow, wife Jada Pinkett, some friends, and Jada's mother Adrienne Banfield-Jones out to Jamaica in 2014 to celebrate a very special Thanksgiving Day. Rather than turkey that coincides with the spirit of America's birth, the Smith family indulged in local Jamaican cuisine whilst listening to Reggae music.
7 JADEN: SURFING WITH HIS SISTER IN HAWAII
We mentioned earlier how much Will Smith is in love with the state of Hawaii. As it turns out, he managed to spread that love affectionately onto his two kids. Both Jaden and Willow seem to be in love with the land as well considering they both went on trips to Hawaii outside of their family vacation.
While on holiday last January on a brother and sister vacation, Jaden and Willow Smith chose none other than the great state of Hawaii as their choice of destination.
6 WILL: CELEBRATING TYRESE'S 35TH BDAY IN DUBAI
Back in 2014, Will Smith traveled to Dubai to celebrate his buddy Tyrese's 35th birthday. Both men were accompanied by R&B singer Maxwell as they enjoyed the Dubai scenery while also wearing the country's cultural garb.
We are not sure just how close these two supposed friends are nowadays considering the strange developments in their relationship in recent years. In 2017, the Fast & Furious actor claimed that Will & Jada Pinkett Smith gave him $5 million to stay off social media, only for Will to come and quickly debunk those remarks.