Charming Cyclades Vacation Packages from Canada | Flights Included

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August	September

Charming Cyclades

Tour Greece in comfort and explore this fascinating country with lots of free time in all the best spots. Over 14 days, visit Athens, Sifnos, Milos, Santorini and Mykonos as you delve into Greece past and present, with incredible monuments and museums, lovely sandy beaches and charming islands.

Visit iconic Greek islands and experience the history, charm and sunny skies of this incredible region.

Self-guided tour | 14 days | 12 nights

Trip Highlights | Greece

Athens | Sifnos | Milos | Santorini | Mykonos

Inclusions

Round-trip flights to Athens (if flight and hotel package option is chosen)
Local flight from Mykonos to Athens
12 nights of accommodation
12 breakfasts
Airport and port transfers in Athens, Sifnos, Milos, Santorini and Mykonos
Hydrofoil Athens to Sifnos, Sifnos to Milos, Milos to Santorini and Santorini to Mykonos
1 activity included:
Half-day tour to the Acropolis and the New Acropolis Museum
Porterage
Earn extra Aeroplan® points per member on this tour

Day 1 | Depart Canada

Fly to Athens.

Day 2 | Welcome to Athens

Upon arrival in Athens, transfer to your hotel and check-in. The rest of the day is yours to explore the largest city in Greece.

Day 3 | Athens: Sightseeing

Enjoy a half-day morning tour of the city, including a visit to the Acropolis.

More Moments Activities Included

The Acropolis and the New Acropolis Museum
This tour gives you the opportunity to observe the striking contrasts that make Athens such an intriguing city. Expert guides will take you for a quick stop to see the Panathenaic Stadium where the first modern Olympic Games were held in 1896. Next, you’ll pass by the Temple of the Olympian Zeus, Hadrian's Arch, the Parliament and the Monument of the Unknown Soldier, the Academy, the University, the National Library, the Constitution Square (Syntagma). Admire architectural masterpieces like the Temple of Athena Nike and the incredible Parthenon, on your visit of the Acropolis. Next up is the New Acropolis Museum, voted by the Sunday Times as the 3rd best museum of the world.
Meal(s): Breakfast

Day 4 | Athens - Sifnos

Transfer to the port at Piraeus and board the hydrofoil to Sifnos. Upon arrival, transfer to your hotel for check-in. Spend the afternoon exploring the island at your leisure.
Meal(s): Breakfast

Day 5 | Sifnos: At Leisure

Spend the day at your leisure on Sifnos, the island of harmony.
Meal(s): Breakfast

($) Optional Activities

Out and About
Admire this lovely island’s traditional Cycladic architecture, or perhaps take a stroll through Kastro, a stunning medieval clifftop village. Adventurers may want to go for a hike around the island and veer off the beaten path to find your very own private beach to relax on. Foodies don’t fear - the island is abound with quaint seaside tavernas serving up freshly-caught seafood options.

Day 6 | Sifnos - Milos

After breakfast, transfer to the Sifnos port for your hydrofoil to Milos, an incredible volcanic island on the Aegean Sea. Upon arrival, transfer to your hotel for check-in.
Meal(s): Breakfast

Day 7 | Milos: At Leisure

Spend the day in volcanic Milos. This enchanting volcanic island boasts gorgeous landscapes and fascinating rock formations.
Meal(s): Breakfast

($) Optional Activities

Out and About
Visit the beautiful Sarakiniko and Kleftiko beaches, lively Adamas, the island’s main hub, or quaint Tripiti village, home to wonderful seaside cafés and restaurants. Discover the stunning island at your own pace.

Day 8 | Milos - Santorini

After breakfast, transfer to the Milos port for your hydrofoil to Santorini. Check into your hotel in Santorini and spend the rest of your afternoon at leisure on this spectacular island.
Meal(s): Breakfast

Day 9-10 | Santorini: At Leisure

The next two days are yours to explore the breathtaking beauty and incredible sunsets of this romantic island.
Meal(s): 2 Breakfasts

($) Optional Activities

Out and About
Stroll through winding streets, admire the charming houses and enjoy the sea air. You may choose to visit the Museum of Prehistoric ($) Thera in Fira, or discover Oia, the most photographed spot in Greece.

Day 11 | Santorini - Mykonos

Today, head to Mykonos via hydrofoil. Upon arrival, transfer to your hotel and check-in, then spend the rest of the day at leisure.
Meal(s): Breakfast

Day 12-13 | Mykonos: At Leisure

Today, head to Mykonos via hydrofoil. Upon arrival, transfer to your hotel and check-in, then spend the rest of the day at leisure.
Meal(s): 2 Breakfasts

($) Optional Activities

Out and About
Explore the town’s narrow winding streets with great shops, or laze on one of the island’s spectacular beaches. Stroll through villages filled with iconic white houses, beautiful windmills and chapels, or hit the beach for some sun and relaxation. Check out the famous Church of Panagia Paraportiani or people-watch at a seaside café.

Day 14 | Mykonos - Athens - Return to Canada

After breakfast, transfer to Mykonos airport for your local flight to Athens and board your flight home.
Meal(s): Breakfast

Comfort Accommodation

Athens

Athenaeum K29 Hotel (or similar)
Room Category: Standard Room

Sifnos

Alk Hotel (or similar)
Room Category: Standard Room

Milos

Santa Maria Village (or similar)
Room Category: Standard Room

Santorini

Astir Thira Hotel (or similar)
Room Category: Standard Room

Mykonos

Mykonos Beach Hotel (or similar)
Room Category: Standard Room

Superior Accommodation

Athens

Titania Hotel (or similar)
Room Category: Standard Room

Sifnos

Alexandros Hotel (or similar)
Room Category: Standard Room

Milos

Olea Bay Hotel (or similar)
Room Category: Standard Room

Santorini

El Greco Hotel (or similar)
Room Category: Standard Room

Mykonos

San Antonio Summerland Hotel (or similar)
Room Category: Standard Room

Premium Accommodation

Athens

Athens Marriott Hotel (or similar)
Room Category: Standard Room

Sifnos

Elies Resort (or similar)
Room Category: Standard Room

Milos

Midland Suites Hotel (or similar)
Room Category: Standard Room

Santorini

Orama Hotel (or similar)
Room Category: Standard Room

Mykonos

Petasos Beach Resort & Spa (or similar)
Room Category: Standard Room

Important Information | Departure Dates | May 1 to September 30, 2026

Not included:

Meals, unless noted
Transfers, unless noted
Additional activities and excursions
Personal expenses and insurance

Activities

The Acropolis and the new Acropolis Museum: Half-day morning tour
April to October : Daily service - English/French departure 8:45 a.m. – return 1:30 p.m.
Out & About - Suggested Itinerary
The day-to-day locations are already set and hotel accommodations will already be booked, but what you do during the day in each location is completely up to you. We’ve gathered our top picks for suggested itineraries, places to visit, things to do and even great spots for tasty treats. Explore to your heart’s content and take our suggestions - or don’t! No one decides what your travel days look like but you. Just make sure to get to the hotel on time!!

Transportation