Paradise Found: The Favorite Vacation Spots of 10 A-List Celebrities

While the world watches their every move, celebrities escape to carefully chosen corners of the globe where they can recharge, reconnect, or simply disappear. Some seek total seclusion on private islands, others return to childhood homes, and a few indulge in old-world glamour on European lakes. These destinations are more than just pretty backdrops — they reflect personal tastes, family traditions, and the endless quest for privacy in an always-on world. Here are the go-to getaways of ten iconic stars who know how to vacation in style.

George Clooney

George Clooney’s ultimate escape is Villa Oleandra, his 18th-century mansion on Italy’s Lake Como. He and Amal have turned this serene waterfront estate into their European sanctuary, often spending long summers there with their twins. The actor fell in love with the area’s emerald waters, cypress-lined shores, and quiet villages years before he bought the property in 2002. Days are spent boating on the lake, dining al fresco on fresh seafood and risotto at local trattorias, or hosting intimate gatherings with close friends. The Clooneys value the low-key sophistication of the region — no paparazzi swarms, just timeless Italian elegance. George has been spotted riding his motorcycle along winding roads or sipping espresso in Bellagio. For him, Lake Como offers the perfect blend of beauty, history, and peace — a place where Hollywood feels very far away.

Leonardo DiCaprio

Leonardo DiCaprio vacations like an eco-conscious nomad, hopping between ultra-private yachts and sustainable retreats. His most frequent playgrounds are the Caribbean, especially St. Barts, and the Mediterranean in summer, where he charters massive superyachts to host friends away from prying lenses. He is also deeply attached to Belize, where he owns Blackadore Caye, a private island he is restoring into an eco-resort. Leo prioritizes destinations that align with his environmental passion, including overwater villas in the Maldives, remote Fijian resorts, or Brazilian rainforest lodges. Activities include scuba diving, wildlife spotting, and ocean conservation projects. Despite the luxury, his trips feel purposeful rather than flashy. He avoids overcrowded hotspots, preferring places where he can swim with sharks or plant coral reefs by day and stargaze on deck by night. For DiCaprio, vacation is less about indulgence and more about reconnecting with the planet he has spent decades trying to protect.

Rihanna

Rihanna always returns home to Barbados for true relaxation. The island is her emotional anchor, and she spends weeks each year at her luxurious west-coast villa or family properties, soaking up Bajan culture. Crop Over festival is non-negotiable — she dives into the carnival spirit in glittering costumes, dancing through the streets with locals. When she wants quieter moments, she hits pristine beaches like Crane or Bottom Bay, jetskiing or lounging under palm trees. Fresh flying fish, cou-cou, and rum punches are daily staples. Rihanna has also been spotted villa-hopping in nearby Mustique or Antigua for ultra-private getaways with friends and her sons. No matter how global her life becomes, Barbados grounds her. She describes the island’s turquoise waters and laid-back vibe as medicine for the soul — the one place where she can truly switch off and just be Robyn again.

Taylor Swift

Taylor Swift’s vacations blend nostalgic American escapes with romantic European hideaways. She owns a sprawling oceanfront mansion in Watch Hill, Rhode Island, where she hosts star-studded Fourth of July parties and spends quiet summers writing music by the sea. The property’s private beach and classic New England charm make it her East Coast haven. In recent years, she has favored ultra-secluded spots like the Bahamas’ Harbour Island or Exumas for romantic trips with Travis Kelce, featuring pink-sand beaches, piggy swims, and private villas. Europe also calls, with rented castles in Ireland, trips to the English Lake District, and downtime in Tuscany’s rolling hills. Taylor values privacy above all, choosing destinations where she can hike, bake with friends, or curl up with books without interruption. Her getaways feel like chapters from her songs, whimsical, heartfelt, and always a little magical.

Oprah Winfrey

Oprah Winfrey’s spiritual home is her 163-acre estate in Montecito, California, but her true paradise is Maui, Hawaii. She owns a vast property there known as the Promised Land, complete with gardens, orchards, and ocean views. Oprah spends significant time on the island hiking lush trails, practicing yoga at sunrise, and hosting intimate retreats for close friends. The slower pace and aloha spirit recharge her. She is also fond of seamless luxury getaways to places like Seychelles or Fiji when she wants total seclusion. Meals are farm-to-table, featuring fresh poke, tropical fruits, and vegetables from her own land. Oprah describes Maui as the place where she feels most connected to nature and herself, often reading, meditating, or simply watching whales breach from her veranda.

Kylie Jenner

Kylie Jenner turns vacations into full-scale productions, often jetting to turquoise-water destinations with her children and closest circle. Favorites include Turks & Caicos, especially Parrot Cay’s exclusive resorts, Punta Mita in Mexico, and Aspen for winter ski trips. She rents entire resort compounds or mega-yachts for total privacy, filling days with beach picnics, ATV rides, and sunset photoshoots. Positano and Capri on Italy’s Amalfi Coast have become summer staples, with pastel villages, yacht-hopping, and pasta dinners overlooking the sea. Kylie’s trips are aesthetically flawless, complete with matching swimsuits for Stormi and Aire, private chefs, and endless content creation. Beneath the glamour, she cherishes family bonding, from building sandcastles to cozy movie nights in overwater villas.

Harry Styles

Harry Styles gravitates toward soulful, culture-rich destinations that inspire his music and fashion. Italy is a perennial favorite, with frequent sightings around Lake Como, Bologna, or small Tuscan villages where he rents rustic villas with friends. He loves Japan for its blend of tradition and modernity, wandering Tokyo’s neon streets or soaking in onsen in Kyoto. Mexico’s Guadalupe Valley wine region and Portugal’s Comporta beach area also draw him for their bohemian vibe. Harry keeps things low-key, favoring vintage shopping, long dinners with local wine, late-night swims, and impromptu guitar sessions. He avoids typical celebrity hotspots, preferring places where he can blend in. His getaways feel artistic and introspective, focused on collecting experiences rather than moments for display.

Margot Robbie

Margot Robbie escapes to her native Australia whenever possible, craving the beaches and laid-back lifestyle she grew up with. Byron Bay and the Gold Coast are home bases, where she surfs, barbecues with childhood friends, and reconnects with family. She and husband Tom Ackerley own property in the area and embrace its bohemian surf culture. For international breaks, she favors Greece, including Mykonos and quieter islands, as well as Nicaragua for its volcanic landscapes and empty waves. Margot’s vacations are active and outdoorsy, featuring sunrise surfs, coastal hikes, and yoga on the sand. Food stays simple and fresh, from seafood straight off the boat to avocado toast and sunset beers. Authenticity matters more than luxury.

Zendaya

Zendaya keeps her vacations extremely private, rarely sharing details, but she has been spotted in serene, culture-rich destinations. Italy tops her list, from quiet seasons in Venice to Rome’s historic streets and hidden Amalfi Coast towns. She is also drawn to Hawaii, especially Lanai or Kauai, for their natural beauty and seclusion. Paris is a romantic go-to with Tom Holland, strolling lesser-known neighborhoods and visiting museums discreetly. Activities lean toward relaxation and inspiration, including long walks, reading in cafés, market visits, and spa days. Zendaya avoids party-heavy locations, preferring grounding and artistic environments. Her travel style is understated and refined, centered on quiet joy and meaningful connection.

Justin Bieber

Justin Bieber frequently returns to Hawaii for healing and reset, favoring the Big Island or Kauai’s rugged north shore. He and Hailey own property there and spend weeks surfing, hiking waterfalls, and soaking in the island’s spiritual energy. Bora Bora remains iconic, as the couple honeymooned there in an overwater bungalow and have returned for anniversaries. Canada’s lakes, especially in Ontario or British Columbia, offer nostalgic summer escapes filled with boating and campfires. Justin’s vacations now prioritize wellness, featuring early ocean dips, mindful meals, and time away from screens. He has traded party destinations for peaceful ones, using nature to recharge creatively and emotionally.