From the sun-drenched beaches of the Greek Isles to the exotic shores of the Seychelles, luxury island hopping is this summer’s ultimate travel flex. Whether you’re chasing sunsets in Santorini or sipping rum in the Caribbean, we’ve rounded up the world’s most glamorous archipelagos—and the essentials you can’t jet off without. Spoiler: our Summer Four Seasonal Travel Well Box has everything you need for your next beach escape. 🏖️
Island hopping isn’t just a vacation—it’s a lifestyle. Imagine turquoise waters, private yachts, breezy beach clubs, and sunset dinners under the stars. Whether you’re sailing through the Greek Isles, diving into the Caribbean, sunbathing in the Seychelles, or exploring the untouched bays of Croatia, luxury island hopping promises unparalleled adventure and elegance.
Let’s explore 2025’s top destinations—and don’t miss our insider recommendations for the best swimsuits, beach bags, and the all-new Summer Four Seasonal Travel Well Box, shipping June 1st!
Luxury Island Hopping: Explore the World’s Most Beautiful Archipelagos in Style
🇬🇷 Greek Isles: Mediterranean Glamour at Its Finest
Highlight Islands: Mykonos, Santorini, Paros, Milos
Island hopping through the Greek Isles is the epitome of chic. From the whitewashed cliffs of Santorini to the beach clubs of Mykonos, each stop brings a mix of culture, cuisine, and crystal-clear waters.
Luxury Tips:
- Charter a catamaran from Athens and cruise the Cyclades.
- Dine cliffside in Oia with panoramic caldera views.
- Lounge at Scorpios Beach in Mykonos for a perfect blend of music and luxury.
🏝️ Caribbean: Sun-Drenched Diversity
Highlight Islands: St. Barts, Anguilla, Turks & Caicos, The Grenadines
The Caribbean offers everything from French elegance to laid-back luxury. Whether you’re sipping rosé in St. Barts or snorkeling in the turquoise bays of the Grenadines, this region is a haven for beach lovers.
Luxury Tips:
- Rent a private villa in Anguilla with direct beach access.
- Enjoy a chef-curated picnic on a secluded cay in Turks & Caicos.
- Explore Mustique, the ultra-private island retreat of the rich and royal.
🌴 Seychelles: Exotic Beauty and Barefoot Luxury
Highlight Islands: Mahé, Praslin, La Digue
Tucked away in the Indian Ocean, the Seychelles are all about serene luxury. Think lush jungles, granite rock beaches, and eco-conscious five-star resorts.
Luxury Tips:
- Stay at Six Senses Zil Pasyon on Félicité Island.
- Try paddleboarding through crystal lagoons at sunset.
- Visit Anse Lazio—frequently voted one of the most beautiful beaches in the world.
🇭🇷 Croatia: Hidden Gems of the Adriatic
Highlight Islands: Hvar, Vis, Korčula, Brač
Croatia’s Adriatic coast offers old-world charm with modern luxury. Think medieval towns, yacht-filled harbors, and secluded coves perfect for a private dip.
Luxury Tips:
- Sail from Split to Dubrovnik, stopping at sun-drenched islands along the way.
- Book a wine-tasting tour on Korčula, birthplace of Marco Polo.
- Enjoy a rooftop dinner overlooking Hvar’s harbor as yachts dock for the night.
👙 Best Swimsuits & Beach Bags for 2025
When you’re hopping between islands, your beachwear should be both stylish and functional. Here are our travel editors’ top picks:
- Swimsuit Brand: Hunza G – One-size-fits-all, textured & chic
- Sustainable Swim: Summersalt – Eco-friendly with full support
- Luxury Beach Bag: Loewe Basket Bag – Iconic and versatile
- Affordable Bag: Aloha Collection Splash-Proof Tote – Travel-friendly
- Accessories: Oversized straw hat, waterproof pouch, and wrap sarong
🎁 Don’t Miss the Summer Four Seasonal Travel Well Box – Shipping June 1st!
Skip the guesswork—our Summer Four Seasonal Travel Well Box is curated with everything you need for a luxe island escape. Packed with beach essentials and chic surprises, this limited-edition box begins shipping June 1st.
🛍️ Order now before it sells out
Choose Your Island Vibe
No matter where you hop—whether it’s the Aegean Sea or the Indian Ocean—luxury island hopping is the perfect blend of adventure and indulgence. All you need is your passport, a breezy outfit, and your Travel Well essentials to enjoy sun, sand, and serenity in style.