
Aegean Islands Vacations from $1,406
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The Latest Aegean Islands vacation packages
Price found within the past 48 hours. Click for updated prices.

Santorini Dreams Villas
Price was $2,453, price is now $1,406 per person
$1,406
per person
Nov 7 - Nov 12
found 12 hours ago
Roundtrip flight included
Boston (BOS) to Thira (JTR)
8.2/10 Very Good! (14 reviews)
The room was magnificent, all the staff was wonderful, and the view is spectacular!!
Reviewed on Jul 18, 2024

The Pinnacle Athens
Athens City Centre
Save 100% on your flight
Price was $3,252, price is now $1,837 per person
$1,837
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Athens (ATH)
9.6/10 Exceptional! (1,155 reviews)
Was clean and had what I needed but did not think it was worth the money considering the area it was in.
Reviewed on Sep 15, 2025

Rocabella Santorini Hotel & SPA
Price was $2,229, price is now $1,418 per person
$1,418
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Thira (JTR)
9.4/10 Exceptional! (629 reviews)
Staff was very helpful and friendly. They took care us like family. Shout out to the front desk, they thought of things for us before we did.
Reviewed on Sep 12, 2025

Kapari Natural Resort
Price was $2,717, price is now $1,875 per person
$1,875
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Thira (JTR)
9.6/10 Exceptional! (151 reviews)
From the moment we arrived we were greeted warmly by the staff and continued until we left. We felt very pampered from the generous room upgrade, delicious included breakfast and kind service throughout our visit. I would definitely recommend this property for anyone looking for a beautiful place to stay in a centrally located spot. We enjoyed the walk to Fira each day to find cute bakeries, artsy shops and delicious restaurants.
Reviewed on Sep 10, 2025

Art Maisons Aspaki Exclusive Suites
Save 100% on your flight
Price was $3,232, price is now $2,235 per person
$2,235
per person
Nov 7 - Nov 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Thira (JTR)
9.8/10 Exceptional! (110 reviews)
Oia never disappoints and this establishment is the epitome of luxury and the centre of a world of sunrises and sunsets in the heart of this blue dome ancient town. Simply stunning!
Reviewed on Aug 21, 2025
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See all available trips from Columbus to Aegean Islands
View all tripsWhere to stay in Aegean Islands
Find the best Aegean Islands areas and neighborhoods for the activities you enjoy most. Learn more about Aegean Islands

Rhodes Old Town
4.5/5(61 area reviews)
One of the most awe-inspiring archaeological sites in all of Greece, this UNESCO-listed city is crammed with historic architecture and ruins.
Discover the most popular places to visit in Aegean Islands

Rhodes Port
Sightsee ancient windmills, dine at waterfront restaurants and shop for fresh produce at the principal seaport of Rhodes.

Mykonos New Port
Explore the waterfront in Tourlos with a trip to Mykonos New Port. Wander the beautiful beaches and seaside in the area.

Athinios Port
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.
What to do in Aegean Islands

Alaçatı And Çeşme Private Tour From Izmir
$120
per adult
100% of travellers recommend
Aegean Islands Hotel Deals

Sheraton Rhodes Resort
Ialyssos Avenue, Ixia, Rhodes, Rhodes Island
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $183 total per night from Oct 10 to Oct 11
$183 total
Oct 10 - Oct 11
Total with taxes and fees
8.8/10 Excellent! (722 reviews)
"I realize it’s part of the architecture. However, it was so frustrating having to constantly switch elevators from our room to the pool and to get to our car. Also, those are som of the slowest elevators we’ve ever experienced. The pool is Amazing! We enjoyed having access to shade at all times. ..."
Reviewed on Sep 16, 2025

Helea Lifestyle Beach Resort
Kallithea, Rhodes
Fully refundableReserve now, pay when you stay
$207 nightly
The price is $254 total per night from Oct 15 to Oct 16
$254 total
Oct 15 - Oct 16
Total with taxes and fees
8.4/10 Very Good! (282 reviews)
"Beautiful hotel and facilities but poor service - long queues, no pool service, room cleaning was late in the day (was often between 4-5pm), the corridors to the rooms were dark and damp smelling - lacked 5 star service imo. Very family friendly which it is advertised as and so many amazing facilities ..."
Reviewed on Sep 9, 2025

Tropicana Hotel , Suites & Villas Mykonos
Paradise Beach, Mykonos
$105 nightly
The price is $131 total per night from Sep 30 to Oct 1
$131 total
Sep 30 - Oct 1
Total with taxes and fees
9.8/10 Exceptional! (612 reviews)
"This is the best hotel I’ve ever stayed at. The staff were so amazing and attentive. The breakfast buffet was to die for. The rooms were impeccable. There is so much to do at the hotel alone, I almost didn’t want to leave. I can’t wait to come back! 10/10 recommend!"
Reviewed on Sep 13, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.