Island-Hopping Through Greece

Written By Haley Covel

Athens, Paros and Santorini

A one-week romantic itinerary blending ancient history, stylish island stays, unforgettable meals and plenty of time on the water.

This romantic Greece itinerary blends ancient history, stylish island stays, unforgettable meals and plenty of time on the water. Over the course of one week, the couple traveled from the historic heart of Athens to the laid-back beauty of Paros before ending among the iconic caldera views of Santorini.

 

Athens (2 nights)

Hotel: Electra Metropolis

A contemporary five-star hotel near Syntagma Square and many of Athens' most important sights.

Experiences:

  • A guided walking tour of the Acropolis and Parthenon

  • Dinner overlooking the illuminated Acropolis at the Grande Bretagne Roof Garden

  • Dinner at Dionysos Zonar's

Paros (3 nights)

Hotel: Avant Mar

A chic beachfront retreat on Piperi Beach, within walking distance of Naoussa.

Experiences:

  • Dinner at Matsuhisa Paros

  • A full-day private speedboat cruise to Schinousa and Koufonisia — swimming and snorkeling in crystal-clear water and exploring peaceful, smaller Cycladic islands

  • Dinner at the beloved Barbarossa

  • A leisurely day at leisure to enjoy the hotel, beaches and charming streets of Naoussa

Santorini (2 nights)

Hotel: Canaves Oia Suites

A beautiful suite with a private plunge pool and sweeping views of the caldera and Aegean Sea.

Experiences:

  • Dinner at Petra Restaurant

  • A private sunset catamaran cruise through the caldera, taking in the volcanic coastline, brilliant blue water and famous golden-hour views

From ancient landmarks and celebrated restaurants to private boat days and luxurious island hotels, this itinerary offered the perfect balance of exploration and relaxation - an ideal route for couples seeking a romantic Greek escape that feels elevated, seamless and deeply connected to each destination.

Haley Covel
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