A Luxurious Journey Through the Greek Islands

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Advisor - Kaitlan Leonard
Curated By

Kaitlan Leonard

  • Beaches

  • Couples Travel

  • Family Travel

  • Honeymoons

  • Luxury Travel

  • Greece

  • Coast

  • Local Culture

  • Local Food

Advisor - A Luxurious Journey Through the Greek Islands
Curator’s statement

Greece is an exceptional destination for milestone celebrations — whether it’s a birthday, anniversary, honeymoon or a multigenerational getaway. It offers the perfect blend of adventure, history, natural beauty and relaxation. While Santorini is a perennial favorite, Greece’s magic extends far beyond its most well-known islands, revealing hidden gems waiting to be explored.

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Where to stay in the Greek Islands

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Things to do in the Greek Islands

Santorini

  • Set sail on a captivating sunset cruise around the caldera, stopping to swim, snorkel and savor a gourmet meal on board. Your journey will include visits to the striking Red and White Beaches, with a final stop at the rejuvenating hot springs. End the day with Santorini’s legendary sunset in Oia.

  • Spend the day exploring Santorini’s world-class wineries with a private driver, indulging in exquisite wine tastings while soaking in the island’s breathtaking views.

  • For the adventurous, embark on a guided hike from Fira to Oia, immersing yourself in the island’s stunning landscapes and rich history along the way.

Paros

  • Cruise in a private boat to Antiparos for a leisurely lunch at the renowned Rooster, making stops along the way to swim in the crystal-clear waters and take in the picturesque scenery.

  • Enjoy a lively yet relaxed beach club experience — Paros offers the perfect balance of vibrant energy without the crowds and chaos of Mykonos.

  • Immerse yourself in Greek culinary traditions with a cooking class — one of the finest in the country is offered here!

Milos

  • Spend a day exploring Milos’ most iconic landmarks. Discover the mesmerizing Papafragkas Cave, marvel at the lunar-like landscapes of Sarakiniko Beach, visit the ancient catacombs (where the famed Venus de Milo was unearthed) and wander through charming fishing villages.

  • Take a private boat to the nearby island of Polyegos, renowned for its dazzling turquoise waters and the mysterious “Dragon Cave.” On your return, stop at the breathtaking Kleftiko Bay, famous for its dramatic rock formations and hidden sea caves.

Crete

  • Venture out on a private boat excursion to Spinalonga, an island steeped in history with a fascinating fortress. Afterward, cruise through Mirabello Gulf, stopping to swim in secluded coves accessible only by boat.

  • Embark on a thrilling 4x4 Jeep safari, traversing Crete’s rugged mountains, visiting Zeus’s Cave and experiencing authentic local villages and farms.

  • Indulge in a beach day at one of Crete’s most spectacular shores — whether it’s the stunning pink sands of Elafonisi or the striking turquoise waters of Balos Beach, each offers an unforgettable escape.

Places to eat & drink in the Greek Islands

Santorini

  • Ambrosia – An intimate, romantic dining experience featuring gourmet Mediterranean cuisine, candlelit terraces and stunning vistas of the Aegean Sea.

  • Elements – A sophisticated fine-dining spot blending fresh, seasonal ingredients with creative flair, offering a fusion of Greek and international flavors.

  • Lycabettus – Perched on a cliffside, this exclusive dining destination offers an unparalleled setting and an exquisite menu, making it one of Santorini’s most sought-after culinary experiences.

Milos

  • Mikros Apoplous – A charming seaside taverna known for its fresh seafood, traditional Greek flavors, and laid-back ambiance, perfect for a sunset meal by the water.

  • Nostos Seafood Experience – A refined yet welcoming restaurant offering expertly prepared seafood dishes that highlight the rich culinary heritage of Milos.

  • Yialos Restaurant Milos – A stylish waterfront eatery blending modern and traditional Greek cuisine, featuring fresh local ingredients and stunning Aegean views.

Paros

  • Blue Oyster – A stylish seaside restaurant offering fresh seafood and Mediterranean flavors, complemented by stunning waterfront views and a relaxed atmosphere.

  • Siparos – A charming beachfront gem known for its exquisite seafood, farm-to-table ingredients and breathtaking sunset views over the Aegean.

  • Barbarossa – An iconic, upscale dining spot in Naoussa, blending contemporary Greek cuisine with a lively atmosphere and its famous napkin party.

Crete

  • Maistrali Taverna – A beloved, family-run taverna offering authentic Cretan dishes made with fresh, local ingredients, all served in a welcoming, traditional setting by the sea.

  • Gioma – A modern yet cozy eatery offering a creative take on Mediterranean cuisine, with an emphasis on fresh seafood and locally sourced produce, all accompanied by views of the picturesque harbor.

  • Karnagio by the Lake – Set in a stunning lakeside location, this refined restaurant offers a fusion of Mediterranean flavors with an emphasis on fresh fish and local Cretan specialties, perfect for a relaxing meal with a view.

Advisor - Kaitlan Leonard

Travel Advisor

Kaitlan Leonard

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