Aegean Islands Vacation Packages 2026 from $1,296

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The Latest Aegean Islands vacation packages

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

Lotus Center Inn

Athens City Centre

Save 100% on your flight

$1,296

per person

Sep 29 - Oct 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Athens (ATH)

9/10 Wonderful! (257 reviews)

The view was amazing! We didn’t want to leave

Reviewed on Aug 2, 2026

Grand Ambassador Santorini Hotel

Save 100% on your flight

$2,880

per person

Sep 11 - Sep 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Thira (JTR)

9.4/10 Exceptional! (255 reviews)

Hotel isn’t very modern. For guests who stay out of the country, you have to bring your own outlet to charge your things or do your hair (women). Also, the upstairs part of the room (where the bed is) is SUPER HOT! A/c isn’t strong enough. We stayed there 5 days and on night 3, the hot water to shower wasn’t working and everyday we showered, the drain didn’t drain quick enough so I was standing in my own dirty shower water. Had to rinse my feet at the end. Also, free breakfast was mid. The 2 times we had breakfast there, the waiter would forget something that I had ordered and had to remind him again.

Reviewed on Aug 6, 2026

Virtu on the Hill

Save 100% on your flight

$2,441

per person

Sep 29 - Oct 5

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Naxos (JNX)

8.8/10 Excellent! (6 reviews)

Incredible place! The views, the staff (especially, Dulal at the bar), the room, and the location were all perfect. As a Greek native, this was truly the best stay I've ever had on a Greek island. The breakfast was incredibly abundant, and I can't say enough good things about it. Konstantaya at the front desk was exceptionally helpful and welcoming, and she even brought my wife and me complimentary desserts to celebrate our wedding anniversary. 10/10, I would absolutely stay here again!

Reviewed on Jul 31, 2026

Aria Suites

Save 100% on your flight

$3,111

per person

Sep 11 - Sep 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Thira (JTR)

10/10 Exceptional! (317 reviews)

Staff was very helpful and friendly.

Reviewed on Jul 31, 2026

Kalisti Hotel & Suites

$1,798

per person

Sep 17 - Sep 23

found 16 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Thira (JTR)

8.6/10 Excellent! (284 reviews)

There is no other place anyone should stay but Kalisti! Close to everything including bus station! Super clean and wonderful breakfast! All the staff are amazing especially the front desk staff! They helped plan what we should do! This place is the best when in Santorini!! Highly recommend

Reviewed on Aug 3, 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 Milos Mining Museum and Papikinou Beach 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 Kastro might round out your trip.

A coastal landscape with white cliffs and the ocean.

Apollonia

Unique features of Apollonia include the beaches and restaurants. Make a stop by Pollonia Beach or Pollonia Dock while you're exploring the area.

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 Sarakiniko Beach and Catacombs of Milos, a few notable attractions nearby.

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 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 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 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 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 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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What to do in Aegean Islands

Chios welcome walking tour with a local

$45

per adult

Chios: Half-Day Sightseeing Tour

$409

per traveler

Alaçatı & Çeşme Chill Tour: Vibes, Streets & Snapshots

$140

per adult

100% of travellers recommend

See all activities in Aegean Islands

Aegean Islands Hotel Deals

Santorini Palace

Fira town Santorini Santorini Island

$159 nightly

$192 total

Aug 22 - Aug 23

Total with taxes and fees

9/10 Wonderful! (805 reviews)

"Clean property very friendly staff, great location"

Reviewed on Aug 6, 2026

Rodos Palace Hotel

Trianton Avenue Rhodes Rhodes Island

Fully refundableReserve now, pay when you stay

$162 nightly

$201 total

Sep 7 - Sep 8

Total with taxes and fees

7.6/10 Good! (363 reviews)

"For such big hotel, only five people working on the check in counter. So many people were waiting for the check in. I have waited for three hours. The room was ready for after 4pm. This is not the worst. The air conditioner for the whole building was broken. My room was 30 degrees."

Reviewed on Aug 1, 2026

Cresanto Luxury Suites

Imerovigli Santorini

$204 nightly

$249 total

Sep 1 - Sep 2

Total with taxes and fees

See all 22,158 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.