Aegean Islands Vacation Packages 2026 from $1,953

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The Latest Aegean Islands vacation packages

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

Santorini Princess Presidential Suites

Save 100% on your flight

$1,953

per person

Oct 13 - Oct 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Thira (JTR)

10/10 Exceptional! (72 reviews)

The property, service and food were amazing! Highly recommend.

Reviewed on Jul 3, 2026

Kove Hotel & Spa Mykonos - MGallery Collection

Save 100% on your flight

$2,171

per person

Oct 4 - Oct 10

found 20 hours ago

Roundtrip non-stop flight included

New York (NYC) to Mykonos (JMK)

9.6/10 Exceptional! (151 reviews)

Grand Ambassador Santorini Hotel

Save 100% on your flight

$2,560

per person

Oct 13 - Oct 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Thira (JTR)

9.4/10 Exceptional! (259 reviews)

Amazing facility and very hospitable. Would highly recommend

Reviewed on Aug 31, 2026

Alissachni Mykonos

Save 100% on your flight

$2,129

per person

Oct 4 - Oct 10

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Mykonos (JMK)

9.8/10 Exceptional! (95 reviews)

The best hotel I’ve ever stayed at! Everything was absolutely perfect, from the beautiful property to the incredible staff. Everyone was so warm, welcoming, and attentive, and they truly went above and beyond to make our stay special. Everything was thoughtfully done and the whole experience felt exceptional. I couldn’t recommend this hotel enough and would absolutely stay here again!

Reviewed on Aug 20, 2026

Art Maisons Oia Castle

Save 100% on your flight

$2,891

per person

Oct 14 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Thira (JTR)

9.6/10 Exceptional! (124 reviews)

Everything was amazing!

Reviewed on Jul 27, 2026

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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.

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.

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.

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.

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.

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 beautiful beaches or discover the area's beautiful sunsets.

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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 view with waves crashing onto the shore and a distant shoreline with buildings.

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 pebbled beach with sun loungers and thatched umbrellas.

Kamari Beach

9.0/10 (3,927 reviews)

Nothing says vacation like spending a lazy day at Kamari Beach, a popular beach in Santorini. Wander the seaside or discover the area's volcano viewpoints.

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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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A traditional wooden boat docked at a marina with clear blue water and a sunny sky.

Port of Kos

8.6/10 (638 reviews)

The arrival point for many visitors to Kos is a beautiful port that borders a collection of historical attractions, including Roman ruins and a medieval castle.

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What to do in Aegean Islands

Chios welcome walking tour with a local

$47

per adult

Alaçatı & Çeşme Chill Tour: Vibes, Streets & Snapshots

$140

per adult

100% of travellers recommend

Chios: Half-Day Sightseeing Tour

$420

per traveler

See all activities in Aegean Islands

Aegean Islands Hotel Deals

Rodos Palace Hotel

Trianton Avenue Rhodes Rhodes Island

Fully refundableReserve now, pay when you stay

$129 nightly

$164 total

Oct 2 - Oct 3

Total with taxes and fees

7.4/10 Good! (386 reviews)

"On first glance this hotel is really appealing to the eye and seemed to be the perfect way to start me and my girlfriend’s holiday, however not long after the problems began to show themselves. Halfway through our holiday my girlfriend and I contracted food poisoning from the ‘aqua-splash’ restaurant ..."

Reviewed on Aug 30, 2026

Cresanto Luxury Suites

Imerovigli Santorini

$278 nightly

$333 total

Sep 17 - Sep 18

Total with taxes and fees

Sheraton Rhodes Resort

Ialyssos Avenue Rhodes Rhodes Island

Fully refundableReserve now, pay when you stay

$219 nightly

$267 total

Oct 4 - Oct 5

Total with taxes and fees

9/10 Wonderful! (790 reviews)

"We chose the Sheraton Rhodes Resort because Sheraton is a hotel brand I know and trust, and I expected it would not disappoint me. Unfortunately, the experience was the complete opposite. I have always stayed in 5-star hotels whenever I go on holiday, but the Sheraton Rhodes Resort was very disappointing. ..."

Reviewed on Aug 31, 2026

See all 22,292 properties in Aegean 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.