Cyclades Islands Vacation Packages
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Top Cyclades Islands vacation package deals
Price found within the past 48 hours. Click for updated prices.
5.0-star property
Art Maisons Oia Castle
9.6/10 Exceptional! (123 reviews)
Nov 4 - Nov 8
4 night stay
Chicago (CHI) to Thira (JTR)
Air Canada • Coach
Thira (JTR) to Chicago (CHI)
Sky Express • Coach
Save 100% on your flight
Price was $3,265, price is now $2,167 per person
$2,167
per person
found 1 day ago
Everything was amazing!
Reviewed on Jul 27, 2026
5.0-star property
Grand Ambassador Santorini Hotel
9.4/10 Exceptional! (256 reviews)
Sep 21 - Sep 27
6 night stay
Chicago (CHI) to Thira (JTR)
Swiss International Air Lines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $5,429, price is now $2,913 per person
$2,913
per person
found 1 day ago
5.0-star property
Santorini Princess Presidential Suites
10/10 Exceptional! (71 reviews)
Sep 21 - Sep 27
6 night stay
Chicago (CHI) to Thira (JTR)
Swiss International Air Lines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,982, price is now $2,615 per person
$2,615
per person
found 1 day ago
The property, service and food were amazing! Highly recommend.
Reviewed on Jul 3, 2026
4.0-star property
Aria Suites
10/10 Exceptional! (320 reviews)
Oct 7 - Oct 13
6 night stay
Newark Liberty Intl. Airport (EWR) to Thira (JTR)
Lufthansa • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,646, price is now $2,419 per person
$2,419
per person
found 12 hours ago
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
Top rated hotels for your Cyclades Islands vacation package
Santorini Palace
Fira town Santorini Santorini Island
45.4 mi from city center
$153 nightly
The price is $186 total per night
$186 total
Sep 2 - Sep 3
Total with taxes and fees
Guests of Santorini Palace have access to a children's pool, a gym, and a rooftop terrace. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for EUR 30 per person one-way. Front-desk staff can answer questions 24/7, and assist with luggage storage, dry cleaning/laundry, and concierge services. Additional amenities include free WiFi in public areas, conference space, and a business center.
Pool
Breakfast included
Cresanto Luxury Suites
Imerovigli Santorini
44.71 mi from city center
$289 nightly
The price is $346 total per night
$346 total
Sep 4 - Sep 5
Total with taxes and fees
Guests staying at Cresanto Luxury Suites enjoy access to a full-service spa, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has multilingual staff ready to assist with concierge services, dry cleaning/laundry, and securing valuables. Other amenities at this adults-only hotel include a business center, a seasonal outdoor pool, and a terrace.
Pool
Spa
DIAMOND on the cliff Hotel &Suites
imerovigli 1 Santorini Cyclades
44.65 mi from city center
DIAMOND on the cliff Hotel &Suites features free WiFi in public areas, a seasonal outdoor pool, and a terrace. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, dry cleaning/laundry, and luggage storage. Additional amenities include local meal delivery service and wedding services.
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View all propertiesLowest 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.
