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Air Canada Vacations

Charming Cyclades

Overview

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. Your flights, accommodations, land and ferry transfers are included, and you’ll have ample time to explore the islands at your own pace.

14 days | 12 nights

Format

Self-guided tour

Locations

  • Athens
  • Sifnos, Greece
  • 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 and redeem Aeroplan® Miles

Itinerary

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.

($) 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.

Meal(s): Breakfast

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.

($) 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.

Meal(s): Breakfast

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.

($) 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.

Meal(s): 2 Breakfasts

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.  

($) 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.

Meal(s): 2 Breakfasts

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

Accomodations

Where you'll stay

The hotels listed below are presented as examples for your reference only. Hotel accommodation details will be communicated to you or your travel agent prior to departure.

Location

Hotel

Athens
Athenaeum K29 Hotel (or similar)
3
Sifnos, Greece
Alk Hotel (or similar)
3
Milos
Santa Maria Village (or similar)
3
Santorini
Astir Thira Hotel (or similar)
3
Mykonos
Mykonos Beach Hotel (or similar)
3

Room details

Bed size(s): 2 twin beds or 1 double bed
Room occupancy: max. 3 adults or 2 adults and 1 child. Maximum 1 infant or 1 child (ages 2–11) allowed when sharing a room with 2 full-paying adults

Unless otherwise indicated, guests will stay in a standard room at all hotels during the trip.

Athens
Titania Hotel (or similar)
4
Sifnos, Greece
Alexandros Hotel (or similar)
4
Milos
Olea Bay Hotel (or similar)
4
Santorini
El Greco Hotel (or similar)
4
Mykonos
San Antonio Summerland Hotel (or similar)
4

Room details

Bed size(s): 2 twin beds or 1 double bed
Room occupancy: max. 3 adults or 2 adults and 1 child. Maximum 1 infant or 1 child (ages 2–11) allowed when sharing a room with 2 full-paying adults.

Unless otherwise indicated, guests will stay in a standard room at all hotels during the trip.

Athens
Athens Marriott Hotel (or similar)
5
Sifnos, Greece
Elies Resort (or similar)
5
Milos
Midland Suites Hotel (or similar)
4
Santorini
Orama Hotel (or similar)
5
Mykonos
Petasos Beach Resort & Spa (or similar)
4

Room details

Bed size(s): 2 twin beds or 1 double bed
Room occupancy: max. 3 adults or 2 adults and 1 child. Maximum 1 infant or 1 child (ages 2–11) allowed when sharing a room with 2 full-paying adults.

Unless otherwise indicated, guests will stay in a standard room at all hotels during the trip.

Important Information

  • May 1 to September 30, 2025

  • Not included:

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

    • Hydrofoil: Economy class
    • Local flight (Mykonos to Athens) baggage allowance: 1 piece of luggage (max 23kg) and 1 piece of hand luggage (max 8kg)
  • City taxes are applicable for hotel stays in Greece and are payable in local currency upon arrival.

  • The order of the islands visited may change due to operational restrictions. The itinerary above is for reference only.