Top 10 Trending Vacation Destinations in 2025 & The Luxury Watches (and Style) That Elevate Them
Luxury is in the details—especially when you're jet-setting.
Looking for the ultimate combination of style, travel, and horology this summer? Whether you're headed to the beaches of Mykonos or the streets of Amsterdam, pairing your destination with the perfect luxury watch elevates your entire experience.
In this curated 2025 guide, we match the most iconic summer vacation spots with timepieces from Rolex, Omega, Cartier, Patek Philippe, and more—including celebrity-approved favorites, current price estimates, and outfit suggestions to match the vibe. Discover which watch belongs on your wrist this season, from sun-drenched coastlines to stylish city breaks.
From your watch to your wardrobe, and even the famous names who wore them first, here's the ultimate summer style guide: we've paired dream destinations with the perfect luxury watch, outfit, and celebrity inspiration to get you there in full style.
1. Amalfi Coast, Italy
Watch: Rolex Yacht-Master 40 Everose Gold on Oysterflex
This luxurious Rolex is made for sun-soaked boat decks and seaside terraces. Its 40mm Everose gold case, black Cerachrom bezel, and sporty Oysterflex strap exude effortless Mediterranean cool. Water-resistant to 100m and powered by the in-house Calibre 3235, it blends elegance and utility—just like the Amalfi lifestyle.
💰 Price: Around 25,000€ pre-owned
🌟 Worn by: Roger Federer
👔 Outfit: White linen shirt, navy chino shorts, espadrilles, and Persol sunglasses.
2. Mykonos, Greece
Watch: Omega Seamaster Aqua Terra (Blue Dial)
Nautical roots meet modern polish in this 41mm stainless steel Aqua Terra. With 150m water resistance and Omega’s Co-Axial Master Chronometer movement, it's ideal for both yacht parties and ancient ruins.
The striking sun-brushed blue dial reflects the Aegean perfectly.
💰 Price: Around €5,000 pre-owned
🌟 Worn by: Daniel Craig (as James Bond)
👔 Outfit: Pale blue linen shirt, white linen pants, leather sandals, straw fedora.
3. Saint-Tropez, France
Watch: Cartier Santos de Cartier (Steel & Gold)
One of the most iconic watches ever made, the Santos mixes aviation history with Riviera chic. This two-tone steel and yellow gold model offers timeless Parisian flair, making it a favorite for sunset cocktails or strolls past luxury yachts.
💰 Price: ~€8,000 retail depending on size/model
🌟 Worn by: Timothée Chalamet
👔 Outfit: Silk camp-collar shirt, slim ivory trousers, designer loafers.
4. Kyoto, Japan
Watch: Grand Seiko SBGW285 “Byōka”
Inspired by the late summer transition ("Byōka") in Japan, this manually-wound 37mm timepiece showcases Grand Seiko’s famous textured dials and artisan finishing.
Subtle, poetic, and incredibly refined—just like Kyoto.
💰 Price: ~€5,000
🌟 Worn by: Brad Pitt (noted Grand Seiko collector)
👔 Outfit: Minimalist shirt, cropped charcoal trousers, suede loafers.
5. Maui, Hawaii
Watch: Panerai Luminor Marina Carbotech
This 44mm carbon fiber beast thrives in rugged tropical settings. Lightweight yet bold, its cushion case and luminous dial make it a reliable dive partner or beach statement piece.
💰 Price: ~ €8,000
🌟 Worn by: Dwayne “The Rock” Johnson
👔 Outfit: Camp-collar floral shirt, hybrid swim trunks, leather slides.
6. Ibiza, Spain
Watch: Rolex Cosmograph Daytona – Tiffany Blue Dial (Custom)
Ibiza calls for something rare, eye-catching, and full of personality—just like the island itself. The Rolex Daytona with a custom Tiffany blue dial is the ultimate party piece. The stainless steel case, iconic chronograph layout, and playful pastel hue strike a perfect balance between beachwear and luxury.
💰 Price: ~€60,000–150,000+ on the secondary market, depending on custom provenance
🌟 Worn by: Seen on celebs like Michael B. Jordan and John Mayer in various custom colorways
👔 Outfit: Sheer linen open shirt, white relaxed-fit trousers, designer sneakers—pair it with a mojito at a cliffside villa and you're golden.
7. Reykjavik, Iceland
Watch: Omega Speedmaster Moonwatch Professional
From moon landings to glaciers, the Speedmaster is a legend. The latest model features the hand-wound Calibre 3861, 50-hour power reserve, and the same explorer spirit that makes it ideal for Iceland’s otherworldly terrain.
💰 Price: ~€7,000–8,000
🌟 Worn by: George Clooney, Buzz Aldrin
👔 Outfit: Technical outerwear, hiking pants, trail boots.
8. The Hamptons, New York
Watch: Patek Philippe Aquanaut 5167A
Casual luxury at its finest. With a tropical rubber strap and a 40mm steel case, the Aquanaut is a modern classic. It’s understated yet incredibly coveted—perfect for polo matches and rosé-filled afternoons.
💰 Price: ~€40,000-45,000
🌟 Worn by: Drake, Paul McCartney
👔 Outfit: Pastel polo, white shorts, loafers, sweater over the shoulders.
9. Amsterdam, Netherlands
Watch: Audemars Piguet Royal Oak “Jumbo” Extra-Thin (Ref. 16202ST)
Amsterdam is where old-world charm meets modern design—and the Royal Oak embodies that duality perfectly. With its iconic octagonal bezel, “Tapisserie” dial, and integrated bracelet, the Extra-Thin Royal Oak is a work of horological architecture. At just 8.1mm thick and 39mm in diameter, it slips effortlessly under a cuff while still turning heads in any canal-side café.
💰 Price: ~€55,000
🌟 Worn by: LeBron James, John Mayer, and countless fashion-forward collectors
👔 Outfit: Lightweight merino sweater, tapered wool trousers, suede loafers—perfect for cycling across cobblestone streets or sipping espresso in De Pijp.
10. Bali, Indonesia
Watch: Cartier Tank Must (Green Dial)
Understated and elegant, the Tank Must in green is a nod to effortless minimalism. Available in quartz or automatic, it’s the perfect balance between art and timekeeping.
💰 Price: ~€2,700 (quartz) / ~€3,500+ (automatic)
🌟 Worn by: Rami Malek, Andy Warhol (Tank legacy)
👔 Outfit: Mandarin-collar shirt, soft drawstring trousers, woven sandals.
Final Thoughts:
A great destination deserves a great look. When your watch is as dialed-in as your outfit—and when you’re channeling icons like Clooney, Federer, or Chalamet—you’re not just traveling; you’re making a statement.
So—passport, timepiece, and personal style all set? Let the summer begin.