Island Hoping
Cycladic Elegance – A 12-Day Luxury Escape Through the Greek Islands.

Overview
Embark on a luxurious 12-day journey through the enchanting Cyclades, where stunning landscapes, rich culture, and indulgent experiences await. Begin in Athens, where ancient history meets contemporary elegance. Then, set sail for Paros, an island of chic villages, golden beaches, and traditional charm. Discover Milos, a hidden gem with surreal volcanic landscapes and crystal-clear waters. Experience the glamour of Mykonos, where cosmopolitan luxury blends with whitewashed beauty. Finally, bask in the romance of Santorini, with its world-famous caldera views, exclusive wine tastings, and breathtaking sunsets. Each destination offers handpicked luxury accommodations, curated experiences, and the ultimate in Greek island sophistication.
ATHENS
Your journey starts in the historic heart of Greece, where timeless wonders meet modern luxury. Stay at Doli Athens, a sophisticated boutique hotel blending neoclassical elegance with contemporary design. Explore the Acropolis with a private guide, gaining exclusive access to hidden archaeological sites. Stroll through Plaka’s neoclassical streets, then indulge in a fine dining experience at a rooftop restaurant with spectacular Parthenon views. Visit the Benaki Museum for a glimpse into Greece’s artistic heritage, and enjoy a private sunset yacht cruise along the Athenian Riviera before setting sail for the islands.
PAROS
Arrive in Paros, where elegance meets traditional Cycladic beauty. Stay at Parilio Hotel, a sleek design-forward retreat blending modern luxury with island aesthetics. Explore the chic fishing village of Naoussa, known for its stylish boutiques and seafront tavernas. Take a private sailing trip to the turquoise coves of Antiparos, or enjoy a secluded beach picnic with gourmet Greek delicacies. Wander the marble-paved streets of Lefkes, a serene mountain village, before unwinding at a beach club with signature cocktails and golden sunset views.
MILOS
Milos enchants with its surreal landscapes and pristine beaches. Check into White Coast Suites, a cliffside retreat with private infinity pools offering panoramic sea views. Set out on a luxury catamaran cruise, uncovering the otherworldly rock formations of Kleftiko and the hidden sea caves of Sikia. Walk the colorful fishing village of Klima, where vibrant boathouses line the shore, and enjoy an exclusive seafood dining experience by the water. Take a private jeep tour to the island’s lesser-known gems, including Sarakiniko’s moonlike cliffs, before relaxing with a sunset wine tasting overlooking the Aegean.
MYKONOS
Arrive in Mykonos, the island of style, sophistication, and effortless luxury. Stay at the Boheme Mykonos, an elegant adults-only retreat just minutes from Mykonos Town, offering breathtaking sea views and a serene atmosphere. Spend your days exploring the charming whitewashed alleyways, shopping at designer boutiques, or unwinding at exclusive beach clubs. Enjoy a private culinary experience with a renowned Mykonian chef, discovering the island’s authentic flavors. Take a sunset yacht cruise to Delos, the mythological birthplace of Apollo, before indulging in a gourmet dinner at one of the island’s Michelin-starred restaurants.
SANTORINI
Conclude your journey in the breathtaking beauty of Santorini. Stay at Canaves Oia Suites, a cliffside oasis offering private plunge pools and uninterrupted caldera views. Visit world-class wineries for a private tasting of Assyrtiko and Vinsanto wines, paired with gourmet local cuisine. Take a helicopter tour over the volcanic isles, capturing the island’s iconic white-and-blue scenery from above. Hike from Fira to Oia for a stunning panoramic experience, then enjoy a sunset dinner at a cliffside restaurant, where the fiery Santorini sky creates a magical farewell to your Cycladic escape.
Inclusions
- Boutique 4-5* accommodation
- All private tours as described at the itinerary
- All private transfers with luxury vehicles
- All domestic flights/ferries
- Skip the line entrance fees in all sites
- Services of excellent licensed guides and professional drivers
Exclusions
- All personal expenses, meals/beverages not detailed in the itinerary
- International flights & personal travel insurance