A boat docked at a turquoise harbor surrounded by rocky cliffs and lush greenery.

Greek Islands Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Your Greek Islands Vacation

With everything planned before you take off, our vacation packages to Greek Islands let you focus on having fun. Famous for its underwater activities, fishing and coastal beaches, the only thing you'll need to do is relax and enjoy every unforgettable moment. Your trip to Greek Islands wouldn't be complete without spending some time in its leading cities, starting with Oia. Two of the most popular attractions here include Kamari Beach and Santorini Caldera. Chania should also be on the itineraries of all Greek Islands travellers. Visitors to this exciting city enjoy Agia Marina Beach and Nea Chora Beach. Expedia has hotels, flights and all your other travel needs to help you curate your own customized Greek Islands vacation today.

The Latest Greek Islands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 16 - Jan 22

    Aelia Luxury Suites Thalassa + Flight

    Santorini
    5 nights
    5.0 star property
    10/10 - Exceptional (1 review)
    Roundtrip • Montreal (YUL) - Santorini (JTR)
    YUL - ATH • 1 stop ATH - YUL • 1 stop
    CA $1,896
    CA $1,401
    per traveller
    found 1 day ago
    Aelia Luxury Suites Thalassa
  • Jan 22 - Jan 29

    Delion View Hotel + Flight

    Santorini
    6 nights
    4.0 star property
    9.4/10 - Exceptional (341 reviews)
    "Excellent view, well priced"
    Reviewed October 30, 2026
    Roundtrip • Toronto (YTO) - Santorini (JTR)
    YYZ - ATH • 1 stop ATH - YYZ • 1 stop
    CA $2,348
    CA $1,564
    per traveller
    found 10 hours ago
    Delion View Hotel
  • Jan 16 - Jan 22

    Divino Caldera + Flight

    Santorini
    5 nights
    5.0 star property
    9.8/10 - Exceptional (51 reviews)
    "Great welcome , easy quick check in, stunning pool area , nice room , good size , very comfortable"
    Reviewed October 12, 2026
    Roundtrip • Montreal (YUL) - Santorini (JTR)
    YUL - ATH • 1 stop ATH - YUL • 1 stop
    CA $1,913
    CA $1,433
    per traveller
    found 1 day ago
    Divino Caldera
  • Dec 9 - Dec 15

    Divino Suites - Adults only + Flight

    Santorini
    5 nights
    5.0 star property
    9.8/10 - Exceptional (38 reviews)
    "A brilliant relaxed stay, we enjoyed the hot tub, location and the daily housekeeping kept the room impeccable."
    Reviewed October 23, 2026
    Roundtrip • Toronto (YTO) - Santorini (JTR)
    YYZ - JTR • 2 stops JTR - YYZ • 2 stops
    CA $2,133
    CA $1,734
    per traveller
    found 1 day ago
    Divino Suites - Adults only
  • Jan 11 - Jan 17

    Astro Palace Hotel & Spa + Flight

    Santorini
    5 nights
    5.0 star property
    9.2/10 - Wonderful (770 reviews)
    Roundtrip • Toronto (YYZ) - Santorini (JTR)
    YYZ - JTR • 2 stops JTR - YYZ • 2 stops
    CA $2,421
    CA $1,984
    per traveller
    found 14 hours ago
    Astro Palace Hotel & Spa

Discover the most popular places to visit in Greek Islands

Greek Islands Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about Greek Islands

Things to do near Greek Islands

The Greek Islands offer a delightful mix of beach relaxation, outdoor adventures, and rich cultural experiences. Visitors can enjoy activities such as golfing on scenic courses, thrilling water parks, and exploring vibrant local culture. Consider various tour packages for island hopping, Greece tours, and unforgettable beach vacations to make the most of your trip. The islands promise a perfect blend of leisure and exploration for every traveller.

Shopping

Steps from the waterfront, explore the vibrant Agora Market for local crafts and fresh produce. For a more modern experience, visit the Mall of Athens, where you can find trendy boutiques and international brands. Don’t forget to pick up unique mementoes from local artisans along the way.

Recreation

Open Air Cinema Kamari offers a unique cinematic experience under the stars, perfect for families and couples seeking a romantic evening. For a cultural touch, Odysseas Elytis Theatre presents captivating performances, making it an ideal venue for those who appreciate art and entertainment with loved ones.

Adventure

The Fira to Oia Walk is an exhilarating 9.7km hiking trail offering breathtaking views of the caldera. Experience the stunning scenery while traversing charming paths, and immerse yourself in the vibrant atmosphere of the Greek Islands, making it a must-do for any adventurous traveller.

Nightlife

The Greek Islands offer vibrant nightlife, with beach clubs and bars pulsating with energy. Visit Mykonos' Cavo Paradiso for stunning views and DJs, or Santorini's Koo Club for cocktails and dancing under the stars. Enjoy local music at tavernas for a truly authentic experience.

Find the best attractions near Greek Islands

The Greek Islands offer a perfect blend of beach relaxation, outdoor adventures, and rich cultural experiences. Explore stunning beaches, fascinating museums, and captivating archaeological sites that cater to every traveler's interests. Whether you're seeking a laid-back vacation or a deep dive into local history, the islands provide numerous attractions and activities to enhance your getaway. Don’t miss the chance to immerse yourself in the charm of the Greek Islands during your vacation.

  • Kamari Beach: Experience the vibrant beach vibes at Kamari Beach, located only 1.1km from the Greek Islands. With its black volcanic sand and crystal-clear waters, it’s an ideal spot for sunbathing, swimming, and enjoying beachside cafes.
  • Ancient Thira: Delve into the rich culture of Ancient Thira, situated 1.6km away. Explore the archaeological site, which features ruins of Hellenistic, Roman, and Byzantine periods, offering a fascinating glimpse into the island's past.
  • Vlychada Beach: Discover the romantic atmosphere of Vlychada Beach, 6.4km from the Greek Islands. Known for its unique cliffs and friendly nudist community, it's perfect for those seeking a more laid-back and open-minded beach experience.

Best time to go to Greek Islands

The best time to visit Greek Islands can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Greek Islands falls in July and August. August has high visitor numbers and sunny weather. The coolest average temperature around Greek Islands falls in January, visitor numbers are low and weather is mostly sunny with light rain.

Tips to save on your trip to Greek Islands

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Greek Islands during the low season (December to February) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Frequently Asked Questions

How much does a Greek Islands vacation package cost?

Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Greek Islands from just CA $1,401. And the more you bundle, the more you save. Your dream vacation has never been more affordable.

How do I get a cheap travel package to Greek Islands?

If you love bargains, combine your bookings into a Greek Islands vacation package. Whether you need flights, hotels, rental cars or activities, you can book them all in one place. You'll have endless choice at your fingertips as well. Expedia has over 550 air carriers and 1,000,000 hotels throughout the world to select from. Fly with who you prefer, book a room where you like and save precious dollars — now that's the ideal vacation!

Where should I stay in Greek Islands?

To explore popular sights like Museum of Prehistoric Thira and Archaeological Museum of Thera, Fira is where you need to be. Plenty of travelers also adore Mykonos Town, home to Windmills of Mykonos and Church of Panagia Paraportiani. If time is on your side, why not check out both cities?

What are the top hotels in Greek Islands?

When it comes to hotels in Chania, Samaria Hotel and Kydon, The Heart City Hotel are two fantastic options. If you're visiting Rethymno, Aquila Porto Rethymno and Veneto Boutique Hotel will make you feel at home.

How far in advance should I book my Greek Islands vacation?

Savvy travelers book early. Air carriers typically release flight tickets up to 12 months ahead of departure, and this is when you can pick up some of the lowest prices. Boss just told you to take your vacation time next month? No need to worry. Expedia are never short on fantastic bargains to send you on the getaway of your dreams, at a price you can afford.

What does an Expedia Greek Islands travel package include?

Rental cars, hotels and flights, or any combination of them — the choice is all yours! Whether you're exploring Greek Islands with the entire family or traveling by yourself, there's a package to match every style and budget. Once you've made your booking, why not add on one or two activities?

What should I know before booking a Greek Islands travel package?

When you book your hotels, flights and car rentals together, you'll pick up terrific discounts. Whether you're planning a rural escape in a cottage or prefer to stay in a luxurious city hotel, Expedia will help make it happen.

If I'm not able to travel, can I cancel my Greek Islands vacation package?

Yes, you can. We understand that life doesn't always go to plan, so we're here to help if you need to make changes to your Greek Islands vacation package. You may be able to cancel or amend your itinerary at no cost if you've booked within 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.