Aegean Islands Vacation Packages 2026 from $1,309

The Latest Aegean Islands vacation packages

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

Kalisti Hotel & Suites

$1,309

per person

Oct 18 - Oct 24

found 1 hour ago

Roundtrip non-stop flight included

New York (NYC) to Thira (JTR)

8.8/10 Excellent! (288 reviews)

Grand Ambassador Santorini Hotel

Save 100% on your flight

$2,226

per person

Oct 15 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Thira (JTR)

9.4/10 Exceptional! (261 reviews)

Suite avec piscine vraiment grande, très belle vue, l’accès pour se rendre à la chambre vraiment unique.

Reviewed on Sep 8, 2026

Art Maisons Oia Castle

Save 100% on your flight

$2,174

per person

Nov 10 - Nov 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Thira (JTR)

9.6/10 Exceptional! (124 reviews)

Everything was amazing!

Reviewed on Jul 27, 2026

Heritage Hill

$1,518

per person

Oct 26 - Nov 1

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Athens (ATH)

9.2/10 Wonderful! (230 reviews)

Nice hotel, in a trendy area. Overall good.

Reviewed on Sep 6, 2026

Rimida Villas - Adults Only

$1,455

per person

Oct 18 - Oct 24

found 1 hour ago

Roundtrip non-stop flight included

New York (NYC) to Thira (JTR)

9.4/10 Exceptional! (173 reviews)

We had the most amazing 4-night stay here and couldn’t recommend it enough! From the moment we arrived, the staff were so welcoming and helpful. We arrived before check-in, but they kindly let us check in early, which was such a lovely surprise. They even took our suitcases to the villa while we spoke with reception, making everything so easy. Throughout our stay, the staff were always happy to help, giving us recommendations for places to visit and information on hiring vehicles. We hired a car after they recommended it as the safest option, and we’re so glad we did. It gave us the freedom to explore the island at our own pace. Breakfast was included every morning with plenty of choice, and we loved being able to choose what time it was served. The villa itself was beautiful, the views were absolutely incredible, and the jacuzzi was the perfect place to relax after a day exploring. The location was ideal, close enough to walk to shops and restaurants, but far enough away that it was peaceful and quiet. The staff were always there if we needed anything but also gave us complete privacy. Everything exceeded our expectations, and we wouldn’t hesitate to stay here again. Thank you for making our Santorini trip so special!

Reviewed on Jul 29, 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 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.

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.

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 beautiful sunsets.

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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

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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

7.4/10 Good! (394 reviews)

"We stayed in an Executive room for five nights. 1. We weren't told that the room is cleaned and tidied only every other day. Things like that should be mentioned in advance. 2. There was a coffee machine in the room. We ran out of coffee capsules after a day and a half. When I asked why the coffee ..."

Reviewed on Sep 9, 2026

Sheraton Rhodes Resort

Ialyssos Avenue Rhodes Rhodes Island

Fully refundableReserve now, pay when you stay

$202 nightly

$248 total

Oct 10 - Oct 11

Total with taxes and fees

9/10 Wonderful! (792 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

8.2/10 Very Good! (28 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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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.