The lifestyle of a celebrity is viewed as glamorous and extravagant. Most famous people have both a great schedule in between their projects along with the funds to spend a lot of free time doing fun things. Almost every major celebrity is caught living it up at beautiful locations all over the world, since vacations are part of the celebrity life when it comes to enjoying the fruits of their labor. There are many celebrity couples known for taking vacations together as a bonding experience, while others are known for going to new locations on their own or meeting friends there thanks to the single life.

We will look at stories from both sides of the celebrities and their vacations. The couples try to find romantic getaways in between just making big trips together. They certainly enjoy the time together in all these beautiful places. Celebrities that don’t need others to take a trip will get spotted having fun on their own on their vacations. Find out exactly what goes into a vacation for your favorite performer. These are ten celebrity couples that are always caught traveling together along with ten that don’t mind traveling alone.

20 Couple: Will Smith and Jada Pinkett-Smith

The pairing of Will Smith and Jada Pinkett-Smith are among the most beloved couples in entertainment. Will dominated film, television and music throughout his legendary career. Jada is an acting superstar as well and they have a pair of famous children with Jaden and Willow.

Will and Jada often take vacations together and try to make it a family affair. All four Smiths were together as recently as this summer during an extravagant Italy trip where Will posted photos and videos on Instagram of them doing fun things like scuba diving or interacting with exotic animals. Jada and Will certainly find fun vacation activities to spend their free time doing.

19 Alone: Lady Gaga

Lady Gaga has become a pop star icon over the past decade. Many hit songs and albums put her on par with any other artist of the time. Most musicians who reach such a high level of success spend a lot of time traveling, between going to their concerts and vacationing in fun hotspots.

Gaga has been spotted having fun with her friends or on her own in various locations when traveling. She spent her entire weekend in an extravagant Airbnb during Coachella weekend to appreciate her time in California. Another concert location featured Gaga spending Thanksgiving on Miami beach, proving you don’t need a partner with you when traveling to enjoy the scenery.

18 Couple: Jamie Foxx and Katie Holmes

The relationship between Jamie Foxx and Katie Holmes has not been going on for as long as most other couples on the list, but they are clearly in love. Both celebrities have a history of taking a lot of fun trips before getting together, so it makes perfect sense that they would find a way to adventure in each other's company.

One of their vacations featured Foxx and Holmes going to Cabo San Lucas, Mexico to celebrate Katie’s birthday. Holmes even flew out to Paris to spend time with Foxx when he was filming the upcoming Robin Hood movie. This couple can’t stay apart as they are madly in love.

17 Alone: Benedict Cumberbatch

Benedict Cumberbatch is considered one of the top actors in the world right now. Many critics claimed that Cumberbatch’s portrayal of Doctor Strange was the peak performance in hit Marvel film Avengers: Infinity War. The career of Cumberbatch is booming with everyone wanting to hire him.

Unlike Jamie Foxx, Cumberbatch reportedly does not like to have people visit him on set. Don’t expect any of his loved ones to make extravagant trips to visit him while he is at work, because he, like many actors, prefer to be on their own to get in the right frame of mind for a role. Cumberbatch appears to be one of those that likes traveling alone to work.

16 Couple: Tom Brady and Gisele Bundchen

NFL quarterback Tom Brady has one of the most high-profile romances in sports. Brady and supermodel Gisele Bundchen have been an item for many years now. The couple is always spotted together during the NFL season as Gisele shows up to quite a few important games each season to cheer him on.

Brady and Bundchen also find time between their two busy schedules to take extravagant trips together. Both stars went all the way to Qatar for an upper scale vacation following the NFL season. Another summer trip featured Tom and Gisele taking their children to Costa Rica for a fun family vacation.

15 Alone: Sandra Bullock

The acting career of Sandra Bullock has seen her become one of the premiere actresses of this generation. Chances are a movie featuring her will either get rave reviews or bring in huge money at the box office if not both.

Bullock typically does not like to bring her family to the set of filming due to the chaotic nature of the job. Most instances of the paparazzi finding Bullock will see her alone out and about in between filming. She also seems to want to keep her significant other and children out of the public spotlight. This leads to Bullock traveling alone, especially when it comes to the job.

14 Couple: Sofia Vergara and Joe Manganiello

The happy couple of Sofia Vergara and Joe Manganiello features two of the top actors in Hollywood. Both celebrities have booming careers and fell in love. Vergara and Manganiello got married and have been spotted together traveling to many beautiful places all over the world.

They were recently taking a vacation together in the Bahamas to get away from the busy acting lives. Other vacations in recent years have seen Manganiello and Vergara in places like Mexico, Bora Bora and Turks and Caicos. This top celebrity couple certainly wants to spend all their time together traveling to their dream spots.

13 Alone: John Mayer

John Mayer has been involved in many high-profile celebrity romances. Recent stories have leaked that publicists have gone out of their way to request their famous actresses and singers avoid dating him. Mayer is reportedly single right now and traveling all over the world on his own.

The singer is still apparently having great fun, despite being a lone ranger. Mayer was recently spotted in Chicago for a wrestling event titled All In without a date. Life without a romantic partner is seeing Mayer do things with his friends more often and the partying lifestyle is still going strong.

12 Couple: John Legend and Chrissy Teigen


John Legend and Chrissy Teigen are considered one of the most likable couples in Hollywood. Both talented partners define the term “relationship goals” when looking at their time together. Legend and Teigen have been in love for many years now and are tied together.

The recent tour of Legend’s concerts featured Teigen and their young child traveling with him. They rented fancy Airbnb locations to stay at in between Legend’s shows in each city. Teigen and Legend decided to take a big vacation with their son Miles to Bali for a wellness retreat this past summer, showing they want to always travel together.

11 Alone: Kourtney Kardashian

The Kardashian sisters are known for spending big money when it comes to just about everything, including vacations. All members of the Kardashian family take huge trips all over the world to live it up. Kourtney Kardashian is no different as she went on twelve vacations over the past year, averaging one per month.

The trips for Kourtney sometimes featured her ex-boyfriend, but most involved friends or visiting others. Many people even criticized her for not taking her kids with her. It seems Kourtney loves to be alone on her trips to unwind from the stresses of everyday life (if that still exists for the Kardashians).

10 Couple: Justin Timberlake and Jessica Biel

There are few celebrity couples out there with as much star power as Justin Timberlake and Jessica Biel. Timberlake is arguably the top pop singer of the past twenty years, and Biel is a top-level actress. Both partners fell in love enough to get married. They are currently expecting their second child.

Timberlake and Biel have taken quite a few trips together through the years after becoming an official couple. 2017 saw them attending the U.S. Open tennis event and World Series games together. Biel even traveled with Timberlake for the Europe portion of a tour this past summer. The two truly love each other’s company.

9 Alone: Jon Hamm

Jon Hamm is among the top actors in Hollywood right now. The success on Mad Men made him a standout star, and now he is acting in many hit films. Hamm, unfortunately, saw his personal life change when he got a divorce in 2015 following 18 years of marriage.

An interview in 2017 saw Hamm reveal that he hates being single. One of the perks for being out of a relationship is that he gets to have fun on his own now. Hamm revealed he was going to do a lot of traveling this summer to meet up with friends. Whitewater rafting, camping and mountain biking were some of the activities he had planned for his travels.

8 Couple: Gabrielle Union and Dwyane Wade

The relationship between Gabrielle Union and Dwyane Wade has featured both partners finding individual and collective success. Union is a tremendous actress with many hit roles on her resume, while Wade has been one of the top basketball players in the world, winning three NBA Championships.

The couple take vacations together every summer during Wade’s offseason away from the basketball court. 2018 featured a couple of extravagant vacations in France and in Ibiza. Past summers would see them go on five-star retreats with LeBron James, Chris Paul, Carmelo Anthony and their respective wives. During the NBA season, Union travels to many of Wade’s games with him to cheer him on.

7 Alone: Chelsea Handler

Chelsea Handler has been perfecting her craft as a comedian for many years before finding major success. Most people know Handler for her role as a comedic talk show host. Between her time on the E! Network and on Netflix, each hosting her own show, Handler became a household name in US pop culture.

The fame and success of Handler have allowed her to live a fun life. There have been quite a few vacations for Chelsea during her downtime. Many of the trips see her alone as she doesn’t mind traveling without a partner. Handler is enjoying her best life.

6 Couple: Ashton Kutcher and Mila Kunis

The love story of Ashton Kutcher and Mila Kunis is one of the most fascinating real-life fairytales. Both talented actors worked together early in their career on That 70’s Show. Their characters dated for most of the series, but they did not date in real life. This was until they gave it a shot over a decade later.

Kutcher and Kunis fell in love and have been happily together for a few years now. The couple spends almost all their time together, including having great vacations in beautiful places. Saint Tropez and Bali are two hot spots Kutcher and Kunis have been spotted at.

5 Alone: Tom Cruise

Tom Cruise is clearly one of the top actors of his generation as he’s dominated the box office for over three decades now. The life of Cruise outside of the big screen sees a lot of controversy following him, as many criticize him for his role in the Scientology beliefs that have reportedly hurt others.

Cruise has done a lot of traveling on his own as part of the journey. Past interviews have seen him reveal he took 24-hour long trips for Scientology alone to join their events. Cruise usually travels alone, following his relationship with Katie Holmes ending. It seems less stressful than the dangerous stunts he pulls off in his movies.

4 Couple: Kim Kardashian and Kanye West

Kim Kardashian and Kanye West have become one of the most famous couples in the history of pop culture. Both were already polarizing figures due to their individual careers. West is a controversial and outspoken rapper that has found his way into trouble many times, while Kardashian is criticized for building an empire in the reality television industry.

West and Kardashian getting together mean paparazzi following them everywhere. The couple takes quite a few extravagant vacations together with their children, and past trips have seen them go just about everywhere, from the Bahamas to France to Idaho. Expect to always see Kardashian and West together unless going somewhere solo for work.

3 Alone: Charlize Theron

Charlize Theron is arguably the top actress today with many hit roles in recent years boosting her in the power rankings of Hollywood. The star power and talent of Theron have allowed her to thrive in the industry as she takes roles in just about every genre.

Theron has been single for quite some time which means she does not have a travel partner like the couples on the list. Many of her acting trips or vacations will see her go solo. Theron did take her mother and children to the Bahamas this past year, proving she does like spending time with others. However, she’s most likely alone when traveling.

2 Couple: Jay-Z and Beyoncé

Jay-Z and Beyoncé have become arguably the top celebrity couple in the world today. Many of the prior fellow top couples like Angelina Jolie and Brad Pitt among others have split up, while Jay-Z and Beyoncé remain united. Both music artists are iconic on their own, but people now view them as a couple first due to always being together.

Family vacations for Jay-Z, Beyoncé and their children have seen them go to beautiful places like Cannes, Saint Tropez and Cancun. The Carter family (Shawn Corey Carter is Jay-Z's real name) clearly loves to enjoy the perks that come from their success. Jay-Z and Beyoncé even decided to travel together as both performed nightly for the On the Run II tour this year.

1 Alone: Leonardo DiCaprio

The acting career of Leonardo DiCaprio has seen him become one of the best of all-time. DiCaprio has been a top-tier actor for over two decades now, finding wealth at a young age. The lifestyle of DiCaprio sees him take many annual vacations to enjoy all that life has to offer for him.

DiCaprio often likes to travel alone when it comes to work, so you won’t see others with him on set for big movies. Past vacations have seen him with former love interests, but DiCaprio has been single for quite some time now. He spent this past summer on a yacht in France before meeting up with others.

References: Us Magazine, MSN, Travel and Leisure