Cyclades Islands Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Cyclades Islands Vacation

Make organizing your next great adventure easy with a Cyclades Islands vacation package. If it's culture, gift and craft shops and views you're searching for, you won't be disappointed. Start your trip to Cyclades Islands with some time in Oia visiting popular sights like Kamari Beach and Santorini Caldera. Platis Gialos is another top city that lures crowds from near and far. Ornos Beach and Paradise Beach are two of the top places to see in this destination. Start packing your suitcase, because your Cyclades Islands vacation is just clicks away with Expedia.

Top Cyclades Islands Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Aelia Luxury Suites Thalassa

Aelia Luxury Suites Thalassa

5 out of 5
Price was CA $4,648, price is now CA $2,555 per person
CA $2,555
per person
Aug 7 - Aug 13
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Thira (JTR)
10/10 Exceptional! (1 review)
Anax Resort & Spa

Anax Resort & Spa

5 out of 5
Price was CA $8,296, price is now CA $4,457 per person
CA $4,457
per person
Jul 6 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Mykonos (JMK)
9.8/10 Exceptional! (335 reviews)
Anax Resort & Spa delivers a truly elevated experience, combining understated luxury with exceptional hospitality in a breathtaking setting. Every detail felt refined and effortlessly elegant, and the massage & facial at the spa was a particular highlight, a wonderfully indulgent treatment delivered in a serene and luxurious setting. A truly outstanding destination that defines sophisticated island luxury.

Reviewed on May 13, 2026

Rocabella Mykonos Hotel, a member of Design Hotels

Rocabella Mykonos Hotel, a member of Design Hotels

5 out of 5
Price was CA $5,541, price is now CA $3,000 per person
CA $3,000
per person
Jul 20 - Jul 25
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Mykonos (JMK)
9.4/10 Exceptional! (397 reviews)
Staff is very good and the restaurant is not much choice for the food . The menu is very small.

Reviewed on May 23, 2026

Boheme Mykonos Town - Small Luxury Hotels of the World

Boheme Mykonos Town - Small Luxury Hotels of the World

5 out of 5
Price was CA $5,102, price is now CA $2,959 per person
CA $2,959
per person
Aug 24 - Aug 29
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Mykonos (JMK)
9.4/10 Exceptional! (182 reviews)
Staff very friendly and accommodating. Relaxing experience. Would definitely recommend

Reviewed on Apr 15, 2026

Aeonic Suites and Spa

Aeonic Suites and Spa

5 out of 5
Price was CA $6,184, price is now CA $3,601 per person
CA $3,601
per person
Aug 24 - Aug 29
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Mykonos (JMK)
9.8/10 Exceptional! (163 reviews)
I booked 3 nights here, this hotel is insanely beautiful down to its aesthetic, signature scent, ambiance and architecture! Huge shout out to the staff for making us feel welcomed, being so accommodating and being there for our every need! From the reception staff, restaurant/pool staff, spa staff and room service they made each day so relaxing and stress free! Fotis was amazing greeting us and bringing any bags we had to our room. Dimitri was the driver who picked us up from the ferry and he set the tone for our whole trip by giving us all the positive energy! Vasilis was our driver on the last night and same with him he sent us home with radiating energy! This hotel is partners with other driving companies and each one was great by recommending a bunch of places to go to and being so quick & reliable! The whole team was just amazingly attentive to us we can’t thank them enough!

Reviewed on May 27, 2026

Where to stay in Cyclades Islands

Find the best Cyclades Islands areas and neighborhoods for the activities you enjoy most. Learn more about Cyclades Islands
Adamantas Adamas harbor town of Milos island, Greece

Adamas

1 out of top 10 points of interest in this area

Adamas is known for its waterfront views, and you can plan a trip to Adamas Port and Papikinou Beach while you're in town.

Find hotels in Adamas

Ready to book your vacation to Cyclades Islands?

 

Choose your dates

Cyclades Islands Hotel Deals

CAVO TAGOO MYKONOS

CAVO TAGOO MYKONOS

5 out of 5
TAGOO MYKONOS Mykonos
The price is CA $1,639 per night from Jun 9 to Jun 10
CA $1,639
CA $1,890 total
Jun 9 - Jun 10
includes taxes & fees
9.2/10 Wonderful! (37 reviews)
"The property is incredible, to say the least. From the time we arrived until checkout, the service was amazing, as well as the food and drink. Highly recommended!"

Reviewed on May 31, 2026

CAVO TAGOO MYKONOS
Cresanto Luxury Suites

Cresanto Luxury Suites

5 out of 5
Imerovigli Santorini
The price is CA $309 per night from Jun 9 to Jun 10
CA $309
CA $375 total
Jun 9 - Jun 10
includes taxes & fees
9.8/10 Exceptional! (319 reviews)
"Excellent hotel. Gorgeous with great staff."

Reviewed on May 31, 2026

Cresanto Luxury Suites
Myconian Ambassador Hotel Relais & Chateaux

Myconian Ambassador Hotel Relais & Chateaux

5 out of 5
Platis Gialos Mykonos Mykonos Island
Fully refundableReserve now, pay when you stay
The price is CA $503 per night from Jun 8 to Jun 9
CA $503
CA $597 total
Jun 8 - Jun 9
includes taxes & fees
9.6/10 Exceptional! (727 reviews)
"Excellent choice for a short stay! The rooms were spotless and the staff went out of their way to be helpful. The breakfast spread was a highlight—plenty of high-quality options to start the day. I didn't have time to use the spa this visit, but I’d definitely recommend this place to friends."

Reviewed on May 29, 2026

Myconian Ambassador Hotel Relais & Chateaux
See all 14,814 properties in Cyclades Islands
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Cyclades Islands

Wide aerial panorama of the town of Mykonos island, Greece, with the little venice district, the famous windmills and the old port

Mykonos Old Port

4.5/5(71 reviews)

Explore the waterfront in Mykonos Town with a trip to Mykonos Old Port. Stroll along the area's waterfront or simply enjoy its restaurants.

Mykonos Old Port
Aerial drone bird's eye view photo of busy new port of Mykonos island, Cyclades, Greece

Mykonos New Port

4/5(59 reviews)

Explore the waterfront in Tourlos with a trip to Mykonos New Port. Wander the beautiful beaches and seaside in the area.

Mykonos New Port
Panoramic view of Naoussa village, Paros

Port of Parikia

4/5(15 reviews)

Explore the waterfront in Parikia with a trip to Port of Parikia. Wander the beautiful beaches and waterfront in this quaint area.

Port of Parikia

Frequently asked questions

Can I cancel my flight booking to Cyclades Islands due to COVID-19?
Many airlines now offer more flexibility due to COVID-19. Our convenient Customer Service Portal will help answer most questions about which policies apply to your Cyclades Islands flight. It's also worth scanning over the terms and conditions of your preferred carrier — preferably before booking!
What's the best way to find cheap flights to Cyclades Islands that have flexible change policies?
At Expedia, we've been channeling our inner yogi to deliver you the most flexible airfares in town. Just tick the "No change fee" box directly below the filter subheading "Flexible change policies" to find your dream flight to Cyclades Islands.
What are some of the general tips for travelers to Cyclades Islands during the COVID-19 outbreak?
COVID-19 may have changed how we travel, but it hasn't curbed our eagerness for exploring. Here are some tips on how to cope with travel's new challenges:
  • Before you lock in a flight, check if any travel restrictions apply — in both your destination and origin. Get the latest updates by reviewing government websites.
  • When you go through airport checkpoints, keep your face mask on. You will be required to lower it briefly for ID purposes. Passengers who refuse to wear a mask may face civil penalties and may also be denied boarding.
  • Avoid handing your boarding pass directly to a TSA employee. Instead, you should position the pass on the reader and then hold it up to allow the agent to visually inspect it.
  • You are now permitted to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on luggage. This will need to be removed for screening.
  • Remove items from your pocket, such as your phone, keys and wallet, and put them in your carry-on instead of the bins. This will reduce handling during screening.
  • Separate any food you're carrying for X-ray scanning. Food items often set off the alarm. Placing them in a clear plastic bag and into a bin reduces the need for a TSA employee to touch and inspect your belongings.

Which airlines fly to Cyclades Islands?
Olympic Air is a major air carrier servicing Cyclades Islands. Search for airfares to Mykonos Island National Airport (JMK) and you'll have 217 Olympic Air flights every month to pick from.
How can I find cheap tickets to Cyclades Islands?
A useful strategy for nabbing cheap fares is to be flexible with your travel dates. Start by searching for your flight to Cyclades Islands, then click on the "flexible dates" link to see prices for nearby days. Want another good tip? Book well in advance. To give you an idea of costs, was the lowest price for a flight to Cyclades Islands in the last seven days.
How much is a flight to Cyclades Islands?
In the last seven days, round-trip tickets to Cyclades Islands sold for as low as and reached a maximum cost of . For one-way fares taking off from (), the cheapest seat during this same period was only .
What are the most popular airports to fly into in Cyclades Islands?
Fly into Mykonos Island National Airport (JMK) and enjoy all that Cyclades Islands has to offer. As the region's primary entry point, around 1562 flights land here each month.
When is the cheapest time to fly to Cyclades Islands?
Jetting off on a Tuesday, followed by a Monday, is usually the best way to score the cheapest fare. Steer clear of weekends if you can, because Saturday is typically the costliest day. Spend the dollars you saved having an awesome time in Cyclades Islands instead!
How much is a plane ticket to Cyclades Islands?
In the last seven days, flights to Cyclades Islands varied from to .
Which airlines with flights to Cyclades Islands employ COVID-19 cleanliness policies?
In an effort to lessen the contact between passengers and flight crew during the COVID-19 outbreak, the majority of airlines have taken physical distancing and other strategies to the skies. A good example of these are:
  • Olympic Air - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Sky Express - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Aegean Airlines - this airline is known for cleaning with disinfectant and providing passenger masks.

Explore a world of travel with Expedia

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