Aegean Islands Vacation Packages 2026 from $1,725

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The Latest Aegean Islands vacation packages

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

Aria Suites

$1,725

per person

Oct 25 - Oct 31

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Thira (JTR)

10/10 Exceptional! (317 reviews)

Loved our stay at Aria Suites. Very friendly and helpful staff. Amazing view and villa. Stacy and her team is fantastic. Highly recommend!

Reviewed on Aug 13, 2026

Grand Ambassador Santorini Hotel

Save 100% on your flight

$3,402

per person

Oct 22 - Oct 28

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Thira (JTR)

9.4/10 Exceptional! (256 reviews)

Heritage Hill

$1,839

per person

Sep 26 - Oct 2

found 24 hours ago

Roundtrip flight included

Boston (BOS) to Athens (ATH)

9.2/10 Wonderful! (226 reviews)

West East Suites

Save 100% on your flight

$1,851

per person

Oct 19 - Oct 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Thira (JTR)

9.8/10 Exceptional! (208 reviews)

Staff were incredibly understanding, kind, and helpful. Great location and room.

Reviewed on Aug 13, 2026

Volcano View Hotel Santorini

Save 100% on your flight

$3,053

per person

Oct 5 - Oct 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Thira (JTR)

9.4/10 Exceptional! (1,002 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 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 collection of white mushrooms with gills, arranged on a blue surface.

Neochori

If you're spending some time in Neochori, Old Town Gates and Bar Street 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 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 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 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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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

$147 nightly

$178 total

Sep 2 - Sep 3

Total with taxes and fees

9/10 Wonderful! (807 reviews)

"Beautiful place to stay. In a prime part of Santorini would definitely recommend and the breakfast is delicious."

Reviewed on Aug 15, 2026

Rodos Palace Hotel

Trianton Avenue Rhodes Rhodes Island

Fully refundableReserve now, pay when you stay

$138 nightly

$174 total

Sep 16 - Sep 17

Total with taxes and fees

DIAMOND on the cliff Hotel &Suites

imerovigli 1 Santorini Cyclades

8.4/10 Very Good! (18 reviews)

"Great staff and management. Heavenly view"

Reviewed on Aug 7, 2026

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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.