The Kardashian-Jenner family have long established themselves as a high-profile presence, not just in the entertainment industry but also as avid travellers. From frequent European trips to Italy to ski getaways in Colorado and Utah, this clan knows how to embrace a luxurious lifestyle filled with memorable vacations.
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The family’s escapades have often been shared on social media, notably by Kim Kardashian, Kourtney Kardashian, Khloé Kardashian, Kendall Jenner, Kylie Jenner, and their matriarch, Kris Jenner. Their travels frequently involve not just the parents but also their children, making it a family affair. Among the most notorious of these adventures is the Bora Bora getaway from 2011, where Kim infamously lost a $75,000 diamond earring, giving rise to the iconic line, “There’s people that are dying, Kim,” spoken by Kourtney Kardashian.
In addition to holidays filled with unexpected drama, the Kardashian-Jenners have enjoyed many peaceful retreats. The family often returns to Colorado’s Vail, where they have built a tradition of winter vacations filled with skiing and snowboarding. Kris shared a snapshot of the family in skiing outfits during one of their trips in 2016, highlighting their penchant for winter sports.
Internationally, the family does not shy away from glitzy destinations. At the Cannes Film Festival in 2017, Kourtney and Kendall relaxed on a boat, enjoying a moment of respite from the hustle and bustle often associated with such high-profile events. Meanwhile, in 2018, the sisters ventured to Japan just before Khloé welcomed her first child, soaking up culture in cities such as Tokyo and Kyoto. Kim has returned to Japan multiple times, taking her children along for two memorable trips in early 2023.
Kourtney Kardashian’s adventures with her children have also taken her to stunning locations, including a delightful 2019 trip to Costa Rica with her younger kids, Penelope and Reign. Snorkelling along the coast allowed for family bonding while enjoying the sun and sea. The Kardashian-Jenners also frequently visit Wyoming, where Kim’s ex-husband Kanye West owned ranches. During 2020, the family spent considerable time in this picturesque state, creating special memories away from the limelight.
In 2020, Kylie Jenner opted for a secretive retreat at the luxurious Amangiri Resort located in Canyon Point, Utah. The desert setting appealed to her and her sisters, who have often shared their experiences at the glam resort, showcasing the site’s stunning views and elegant atmosphere. In early 2021, the Jenner sisters explored the snow-covered hills of Aspen, demonstrating their affinity for winter adventures once again.
Spring skiing has also become a favourite, with Kourtney taking her son Reign to Deer Valley, Utah, for a relaxed getaway, capturing a calm moment which she shared on social media. Fun-filled escapades continued with a trip to Turks and Caicos to celebrate Kylie’s daughter, Stormi’s third birthday. The beach in the Caribbean became a backdrop for family bonding, with Kim posting delightful snapshots with her daughters, further solidifying their legacy of family getaways.
As summer approached, Italy became a recurring destination for various family members. In August 2023, Khloé and Kris shared a sunny selfie against a picturesque sunset, conveying the warmth of their bonding moments amid stunning surroundings. The Kardashian-Jenners frequently return to Italy, with past trips in Portofino and Sardinia adding to their collection of unforgettable holiday experiences.
In a recent expedition, Kim Kardashian ventured to Spain with her son Saint, a passionate football fan, where they visited the Real Madrid football headquarters. This excursion allowed Kim to indulge in her son’s interests while posing with players such as David Alaba and Jude Bellingham, showcasing yet another layer of familial connection through shared experiences.
Looking ahead, Kylie Jenner has plans for an extraordinary summer, jet-setting to Greece in July 2025. With her children in tow, her picturesque adventures included vibrant beach outings, striking a joyful balance between work and family.
Lastly, a trip to Cabo San Lucas, Mexico, in August 2025 brought Kim and her kids together for a further escapade filled with memories captured in photobooth snapshots. Even though Khloé wasn’t present, the shared laughter highlighted the unity that defines the Kardashian-Jenner family ethos.
As they continue to explore the world, the Kardashian-Jenners set a distinctive example of embracing luxury, family, and unforgettable experiences, seamlessly blending their roles in the public eye with cherished personal moments.