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Athens & Santorini plus Island Hopping Packages from Canada (Flights Included)

Prices include flights, hotels, transfers and a checked bag. Many options are multi-city with intercity transportation and sometimes sightseeing. Need help choosing? Talk to an agent who has been to Athens & Santorini.

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Athens - Santorini plus Island Hopping Packages with Flights from Canada - Prices from (pp, taxes incl.)

Athens - Santorini plus Island Hopping Packages with Flights from Toronto - Prices from (pp, taxes incl.)

Discover Greece, Island by Island — Flights from Canada Included

Few destinations capture the imagination quite like Greece. Ancient ruins rising above sun-bleached cities, whitewashed villages spilling down volcanic cliffs, crystal-clear water in every shade of blue — and a culture built around good food, good wine, and the unhurried pleasure of doing both with strangers who quickly become friends. Our curated packages take you there, with return flights from Canada included and every island transfer taken care of.

When to Go

Greece rewards travellers across a long season. July and August are peak summer — blazing sunshine, warm evenings, and sea temperatures perfect for swimming, though the islands are at their liveliest and most visited. If you prefer a quieter, more authentic experience, May, June, and September are the sweet spot: temperatures sit comfortably between 22 and 28°C, crowds thin out, and the landscape is at its most vivid. Wildflowers blanket the hillsides in spring, while September brings a golden, unhurried end-of-summer mood. Whichever window you choose, Greece delivers.

Beyond the Itinerary: Suggested Day Trips

Every island on our routes has more to offer than the highlights alone. From Athens, a coastal drive to the Temple of Poseidon at Cape Sounion is one of antiquity's most dramatic settings — or head inland to the ancient Oracle's sanctuary at Delphi. On Santorini, a caldera volcanic cruise into the flooded crater is unforgettable, with stops at thermal hot springs and the quiet village of Thirassia. In Crete, hike the epic Samaria Gorge — one of Europe's longest — or explore the 3,500-year-old Minoan palace at Knossos. Day-trip from Mykonos to the uninhabited sacred island of Delos, birthplace of Apollo and one of the Aegean's most impressive open-air museums. On Paros, the sea caves of Antiparos are a short ferry away; on Naxos, a hike to the Aegean's highest peak and through medieval tower villages reveals a slower, deeply charming interior.

Choose Your Journey

With eight carefully crafted itineraries ranging from 12 to 14 days, there's a route to suit every kind of traveller — whether you're drawn to lively nightlife, ancient history, secluded beaches, or all three.

A Taste of Greece — 14 days Athens · Naxos · Paros · Crete

The ultimate Greek Islands introduction. Over 14 days, you'll move from the grand marble cityscape of Athens to the fertile, mountainous interior of Naxos, the quaint fishing villages of Paros, and the wild, varied beauty of Crete. Sample exceptional Greek coffee, freshing cocktails and incredible local cuisine as you discover what gives each island its own distinct personality. This is Greece at its most complete.

Beta — Multi-city Athens · Mykonos · Paros · Ios · Santorini

Start in the storied capital of Athens before setting sail across the sparkling Aegean. Quaint Paros, lively Mykonos and Ios, and the unforgettable drama of Santorini each welcome you with open arms. Beta is the ideal itinerary for those who want the full range — cosmopolitan energy, island charm, and views that belong on a postcard.

Cycladic Explorer — 13 days Athens · Santorini · Ios · Paros

A refined 13-day journey through the heart of the Cyclades. Athens sets the tone with its history, art and culture, then Santorini delivers its world-famous spectacle, Ios brings vibrant nightlife, and Paros offers the quiet charm of whitewashed villages and unhurried afternoons. The Cyclades in one beautifully paced arc.

Cycladic & Crete Adventure — 12 days Athens · Paros · Santorini · Crete

Twelve days of history, romance and island paradise. Begin in Athens, where ancient sites and modern Greek culture sit side by side, then sail south to Paros, Santorini and finally Crete — each island distinct in mood and character, each one leaving its own lasting impression.

Epsilon — Extended tour Athens · Milos · Folegandros · Santorini · Paros

Designed for travellers who want the scenic and the secluded in equal measure. After Athens, Epsilon ventures off the well-worn path to volcanic Milos and the quietly beautiful island of Folegandros before arriving at breathtaking Santorini and stylish Paros. For those who want Greece without the crowds — and with all of the drama.

Gamma — Multi-island Athens · Mykonos · Crete · Paros · Santorini

If you want to experience Greece's greatest wonders in one journey, Gamma delivers. Mystical, historic Athens gives way to the Aegean's blue waters, where lively Mykonos, historic Crete, beautiful Paros and awe-inspiring Santorini each reveal more than a glimpse of their charms. This is the itinerary for those who don't want to miss a thing.

Kappa — Island-hopper Athens · Mykonos · Santorini · Crete · Rhodes

Athens may be the natural starting point, but on the Kappa itinerary, the islands are the main event. Vibrant Mykonos, the mind-blowing caldera views of Santorini, the rich culture and beaches of Crete, and architecturally splendid Rhodes — four islands that will each, in their own way, make you fall in love with Greece.

Sigma — Grand tour Athens · Mykonos · Naxos · Santorini · Crete

Greece's most celebrated beauties, one after another. From the impressive capital of Athens, set sail for lively Mykonos, alluring Naxos and its hidden villages, the dramatic volcanic landscapes of Santorini, and finally the endlessly rewarding island of Crete. Sigma is Greece without compromise — and your eyes won't know which way to turn.

Not sure which Athens - Santorini plus Island Hopping package is right for you? Call us at 1-800-665-4981 and speak with one of agents who've been there!

All packages include return flights from Canada and inter-island transfers. Departures available from Toronto, Montreal, Vancouver and Calgary. 

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