Aegean Islands Vacation Packages

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Top Aegean Islands Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Lotus Center Inn

Lotus Center Inn

Athens City Centre
CA $1,475
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Athens (ATH)
9/10 Wonderful! (259 reviews)
Fanari Villas Santorini

Fanari Villas Santorini

Save 100% on your flight
CA $3,085
per person
Nov 8 - Nov 15
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Thira (JTR)
9.4/10 Exceptional! (327 reviews)
Elite City Resort

Elite City Resort

CA $1,479
per person
Dec 10 - Dec 16
found 7 hours ago
Roundtrip flight included
Toronto (YYZ) to Athens (ATH)
8.6/10 Excellent! (230 reviews)
From the outset, this place couldn't do enough to be welcoming and accommodating. We thoroughly enjoyed our stay and the beach is close and was a lovely way to start our vacation!

Reviewed on Sep 8, 2026

Regal Hotel Mitropoleos

Regal Hotel Mitropoleos

Athens City Centre
CA $1,813
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Athens (ATH)
9.4/10 Exceptional! (211 reviews)
Nice hotel for a short stay in Athens. Really well located, everything at walking distance. Room was comfortable and clean.

Reviewed on Sep 22, 2026

Art Maisons Oia Castle

Art Maisons Oia Castle

Save 100% on your flight
CA $3,940
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Thira (JTR)
9.6/10 Exceptional! (124 reviews)
We stayed 5 nights at Art Maisons Oia Castle and 1 night at Aspaki the sister property and both are absolutely amazing! From conscience of airport transportation to meeting the bell boy who carried our bags to the room everything was seamless. Oia castle sits right above Ammoudi Bay with the best sunsets I have ever seen right from your porch. Chris was very helpful and handled everything we needed from scheduling catamaran tours, to renting ATVs for us. He truly is one of a kind! The last night Chris arranged for us to end our trip by upgrading us to Aspaki. This was the best dinner experience at EOS. Breathtaking sunset views on the rooftop terrace and amazing dishes and wine. All in all I have 0 complaints and will be a returning customer for sure!

Reviewed on Sep 22, 2026

Where to stay in Aegean Islands

Find the best Aegean Islands areas and neighborhoods for the activities you enjoy most. Learn more about Aegean Islands
A historic cityscape with prominent domed and minaret structures, surrounded by lush greenery and traditional architecture.

Rhodes Old Town

One of the most awe-inspiring archaeological sites in all of Greece, this UNESCO-listed city is crammed with historic architecture and ruins.

Find hotels in Rhodes Old Town
A densely packed white village with terraced buildings on a hillside.

Old Town Naxos

1 out of top 10 points of interest in this area

The pristine beaches and captivating waterfront views are top of the list for many visitors to Old Town Naxos. A stop by Port of Naxos or Naxos Archaeological Museum might round out your trip.

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A coastal town with white buildings, a dock, and a boat.

Adamas

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

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A coastal village with white buildings, a prominent mountain, and a clear blue sky.

Plaka

The beaches and restaurants are a few reasons travelers visit Plaka. Though there aren't many top sights in the neighborhood, you can visit Catacombs of Milos and Plathiena Beach, a few notable attractions nearby.

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A collection of white mushrooms with gills, arranged on a blue surface.

Neochori

If you're spending some time in Neochori, Old Town Gates and Rhodes Municipal Gallery are top sights worth seeing.

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Aegean Islands Hotel Deals

Rodos Palace Hotel

Rodos Palace Hotel

Trianton Avenue Rhodes Rhodes Island
Fully refundableReserve now, pay when you stay
CA $144
CA $189 total
Oct 24 - Oct 25
includes taxes & fees
Rodos Palace Hotel
Ella Helea

Ella Helea

Kallithea Rhodes
Fully refundableReserve now, pay when you stay
CA $348
CA $420 total
Oct 16 - Oct 17
includes taxes & fees
8.6/10 Excellent! (394 reviews)
"Ella Helea Resort Review (3.5/5 Stars) Arrival & Birthday Add-On: Paid extra for balloons, cake, fruit, and champagne for my partner's birthday. Reception failed to call ahead; my partner opened the door to see the room being decorated mid-setup. Fruit was missing, and the drink was just the standard ..."

Reviewed on Sep 22, 2026

Ella Helea
Sheraton Rhodes Resort

Sheraton Rhodes Resort

Ialyssos Avenue Rhodes Rhodes Island
Fully refundableReserve now, pay when you stay
CA $161
CA $208 total
Oct 18 - Oct 19
includes taxes & fees
9/10 Wonderful! (796 reviews)
"Excellent hotel clean room, friendly staff. Sea view was amazing."

Reviewed on Sep 13, 2026

Sheraton Rhodes Resort
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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.
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Stay near popular Aegean Islands attractions

A marina with several yachts docked, a white building with a dome, and a green-roofed structure in the background.

Rhodes Port

9.0/10 (2,045 reviews)
Sightsee ancient windmills, dine at waterfront restaurants and shop for fresh produce at the principal seaport of Rhodes.
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A coastal road with a steep drop-off, a clear blue sea, and rocky cliffs.

Athinios Port

8.4/10 (4,035 reviews)
Explore the waterfront of Athinios Port and enjoy activities such as boating in Órmos Athiniós. Stroll along the seaside or discover the area's volcano viewpoints.
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A coastal view with waves crashing onto the shore and a distant shoreline with buildings.
Photo by Lillian Phua

Port of Naxos

9.0/10 (1,141 reviews)
Explore the waterfront in Naxos Town with a trip to Port of Naxos. Wander the beautiful beaches and waterfront in this quaint area.
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A marina with numerous yachts docked, a large cruise ship, and a coastal town with white buildings.

Mykonos New Port

8.8/10 (3,440 reviews)
Explore the waterfront in Tourlos with a trip to Mykonos New Port. Wander the beautiful beaches and seaside in the area.
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A coastal town with white buildings, a harbor with boats, and a stone wall.

Port of Parikia

9.0/10 (825 reviews)
Explore the waterfront in Parikia with a trip to Port of Parikia. Wander the beautiful beaches and waterfront in this quaint area.
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A pebbled beach with sun loungers and thatched umbrellas.

Kamari Beach

9.0/10 (3,927 reviews)
If a restful vacation is part of your travel plans, Kamari Beach might be the perfect place to seek out during your trip to Santorini. Wander the seaside or discover the area's beautiful sunsets.
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A coastal town with white buildings, a beach, and boats in the water.

Ornos Beach

9.0/10 (1,946 reviews)
Nothing says vacation like spending a lazy day at Ornos Beach, a popular beach in Ornos. While in this romantic area, you can savor the top-notch restaurants.
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What to do in Aegean Islands

Samiopoula Half Day Boat Trip with Bus Transport

Samiopoula Half Day Boat Trip with Bus Transport

CA $60
per adult
Samiopoula Half Day Boat Trip with Bus Transport
Kusadası National Park Boat Tour

Kusadası National Park Boat Tour

CA $72
per adult
Kusadası National Park Boat Tour
Kusadası: Countryside Tour with Lunch and Drinks

Kusadası: Countryside Tour with Lunch and Drinks

CA $86
per adult
Kusadası: Countryside Tour with Lunch and Drinks
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