Aegean Islands Vacation Packages 2026 from $1,880

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The Latest Aegean Islands vacation packages

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

Anthology of Athens, a member of The Leading Hotels of the World

Athens City Centre

Save 100% on your flight

$1,880

per person

Oct 26 - Oct 30

found 1 day ago

Roundtrip flight included

New York (NYC) to Athens (ATH)

9.4/10 Exceptional! (71 reviews)

My stay at Anthology of Athens was fabulous, albeit too short. The hotel manager, front of house staff, restaurant employees, spa and housekeeping staff were all amazing and incredibly welcoming and helpful. I was travelling alone but did not feel lonely as there was always someone stopping and chatting. The Botany Restaurant was outstanding and my spa treatments were very relaxing. I would highly recommend this stunning boutique hotel.

Reviewed on Aug 19, 2026

Grand Ambassador Santorini Hotel

Save 100% on your flight

$1,911

per person

Oct 15 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Thira (JTR)

9.4/10 Exceptional! (259 reviews)

Art Maisons Aspaki Exclusive Suites

Save 100% on your flight

$2,423

per person

Nov 9 - Nov 15

found 18 hours ago

Roundtrip flight included

Boston (BOS) to Thira (JTR)

9.8/10 Exceptional! (145 reviews)

Excellent place and great staff. The ladies at front desk are excellent, the bar guys are the best! Definitely recommend it for anyone looking for comfort and location is next to the blue dome. Ahmed the guy who helped us with our luggage he is the best ! Thank you all and also the house keeping people.

Reviewed on Sep 5, 2026

Art Maisons Oia Castle

Save 100% on your flight

$2,345

per person

Nov 9 - Nov 15

found 18 hours ago

Roundtrip flight included

Boston (BOS) to Thira (JTR)

9.6/10 Exceptional! (124 reviews)

Everything was amazing!

Reviewed on Jul 27, 2026

Volcano View Hotel Santorini

Save 100% on your flight

$3,148

per person

Nov 9 - Nov 15

found 18 hours ago

Roundtrip flight included

Boston (BOS) to Thira (JTR)

9.4/10 Exceptional! (1,003 reviews)

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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 seaside or discover the area's volcano viewpoints.

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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 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 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 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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What to do in Aegean Islands

Picture 10 for Activity Chios: Sailing Boat Cruise to Oinouses with Meal & Drinks

Chios: Boat Cruise, Sailing, Swimming with Meal

$87

per adult

Chios welcome walking tour with a local

$47

per adult

Alaçatı & Çeşme Chill Tour: Vibes, Streets & Snapshots

$140

per adult

100% of travellers recommend

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

$115 nightly

$148 total

Oct 6 - Oct 7

Total with taxes and fees

Sheraton Rhodes Resort

Ialyssos Avenue Rhodes Rhodes Island

Fully refundableReserve now, pay when you stay

$220 nightly

$268 total

Oct 7 - Oct 8

Total with taxes and fees

9/10 Wonderful! (791 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

DIAMOND on the cliff Hotel &Suites

imerovigli 1 Santorini Cyclades

8.4/10 Very Good! (25 reviews)

"Great room, great place, location is perfect and the price is amazing !! Thanks you looking for next year return:)"

Reviewed on Sep 6, 2026

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See all 22,438 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.