
Kalypso Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Kalypso Vacation
Take away the hard part of planning your next grand adventure with a Kalypso vacation package. Whether you're in town for its history, food or something else, this city offers limitless opportunities for discovery. If a sightseeing tour is part of the program during your trip to Kalypso, visit major attractions like Plakias Beach, Preveli Beach and Monastery of Preveli. Stop daydreaming and start doing. Browse the range of options on Expedia today and finally put your Kalypso vacation plans into gear!
Top Kalypso Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Castello Boutique Suites by the sea - Adults Only
Price was CA $3,478, price is now CA $2,331 per person
CA $2,331
per person
Aug 9 - Aug 15
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Heraklion (HER)
7.6/10 Good! (5 reviews)
Beautiful Hotel in a Great Location, But Some Details Let It Down
We recently stayed at Castello Boutique Suites in Sissi, Crete to celebrate our anniversary, and overall, we had a very good holiday. The hotel made a wonderful gesture by upgrading us to a larger suite with a private side pool, which felt so special and really set the tone for our stay. The suite itself was stylish and comfortable, the breakfast was excellent every morning, and the staff were consistently warm, welcoming, and genuinely kind. The location couldn’t be better — just a 2-minute walk from the charming port of Sissi, with plenty of tavernas and shops nearby. That said, as this is marketed as a five-star hotel, we were a little disappointed by some details.
Positives:
– Thoughtful anniversary upgrade to a suite with private pool.
– Beautiful, modern, and spacious room.
– Fantastic location (2 minutes from Sissi port).
– Excellent breakfast with plenty of choice and quality.
– Friendly, professional, and welcoming staff.
– Relaxed, peaceful atmosphere throughout.
Negatives:
– Private pool jets and lights didn’t work; nothing was fixed during our stay.
– Pool needed topping up and sides had algae.
– No towel hooks in the bathroom; “do not disturb” system broken.
– Daily housekeeping, but balcony wasn’t cleaned in 8 nights.
– Cups and glasses not refreshed — had to wash them ourselves. No blinds/curtains: poolside window let in sun at 5am, back window was lit at night, affecting sleep and
Reviewed on Aug 23, 2025



Creta Blue Boutique Hotel
Price was CA $3,685, price is now CA $2,342 per person
CA $2,342
per person
Aug 9 - Aug 15
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Heraklion (HER)
9.4/10 Exceptional! (252 reviews)
This hotel was perfect! Great location, amazing breakfast and friendly staff. I would definitely stay there again.
Reviewed on May 17, 2026

Amirandes, A Grecotel Resort to Live
Price was CA $6,221, price is now CA $4,016 per person
CA $4,016
per person
Aug 9 - Aug 15
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Heraklion (HER)
9.4/10 Exceptional! (211 reviews)
We were late getting in but the driver remained until we made it. The hotel was a short drive from the airport. We received a nice greeting from the staff. Check in was personalized and speedy. They presented some snacks and beverages were available. We were escorted to our room, which overlooked an Infinity water feature, a beautiful view of the sea and it was CLEAN. Dinner and Breakfast provided a wonderful variety of Greek dishes. A/C was available but the Sea breeze kept us very comfortable thru the night.
Reviewed on May 15, 2026
Kalypso Hotel Deals

Kalypso Cretan Village Resort and Spa
Karavos Beach Plakias Agios Vasileios Crete
Fully refundableReserve now, pay when you stay
The price is CA $77 per night from May 30 to May 31
CA $77
CA $104 total
May 30 - May 31
includes taxes & fees
6.8/10 (157 reviews)
"Staff was great we enjoyed the food I think the main draw back was it’s a very popular spot on hot days and there isn’t designated parking for people staying at the resort, so sometimes when we would come back it was really hard to find a parking spot"
Reviewed on Sep 21, 2025

Nautilux Rethymno by Mage Hotels
Australon Polemiston 23 Rethymno Crete
The price is CA $372 per night from May 30 to May 31
CA $372
CA $447 total
May 30 - May 31
includes taxes & fees
9.8/10 Exceptional! (359 reviews)
"This was a true gem - Staff went above and beyond to make our stay amazing. It was my birthday on our check-in and we were upgraded to their best suite with an amazing view - encourages us to stay another night. Zana in guest experiences was absolutely amazing. Gorgeous pools, beach access right ..."
Reviewed on May 18, 2026

Atlantis Beach Hotel
Ari Velouchioti Street 28 Rethymno Crete
Fully refundableReserve now, pay when you stay
The price is CA $229 per night from May 31 to Jun 1
CA $229
CA $285 total
May 31 - Jun 1
includes taxes & fees
9.2/10 Wonderful! (96 reviews)
"Excellent location! Right on the beach in a short distance into old town. All the amenities needed and staff were so friendly and helpful."
Reviewed on May 17, 2026
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.
What to do in Kalypso

From Rethymno: Lake Kournas and Villages Full-Day Tour
CA $45
per adult
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.









