Kalypso Vacations from $996
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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!
The Latest Kalypso vacation packages
Price found within the past 48 hours. Click for updated prices.
Lagon Life Spirit Design Villas - Adults Only
$2,310
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Chania (CHQ)
9.8/10 Exceptional! (15 reviews)
Beautiful villa with a beautiful view of Chania. Great villa that’s private and away from the hustle and bustle of the town. Gated so security is not an issue. Only one downside was the pool is not heated so it’s very cold so couldn’t swim in it. Would be nice if it was heated so it can be used outside of the summer months. Would love to stay here again.
Reviewed on Oct 20, 2026
Creteco Hotel & Suites
$1,349
per person
Dec 7 - Dec 11
found 14 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Heraklion (HER)
8.4/10 Very Good! (47 reviews)
This a beautiful hotel right at the Mediterranean Sea. The prices are very good and the staff are friendly. Breakfast and WiFi is included. The rooms are spacious and clean. Wish we would have been able to stay more than one night. We highly recommend this hotel.
Reviewed on Oct 9, 2026
What to do in Kalypso
Arkadi, Melidoni, Margarites, olive oil factory
$28
per adult
From Rethymno: Arkadi Monastery,Melidoni Cave and Margarites
$28
per adult
Kalypso Hotel Deals
Kalypso Cretan Village Resort and Spa
Karavos Beach Plakias Agios Vasileios Crete
$48 nightly
$66 total
Oct 25 - Oct 26
Total with taxes and fees
6.8/10 (170 reviews)
"Loved the room and pools. The lagoon was pretty epic and the hiking trails were well maintained. The resort itself is a bit dated and had the cost been higher than what we paid I probably wouldn't review it as highly. However everything was clean so thats kind of my main expectations with hotels. ..."
Reviewed on Oct 23, 2026
Nautilux Rethymno by Mage Hotels
Australon Polemiston 23 Rethymno Crete
Fully refundableReserve now, pay when you stay
$177 nightly
$206 total
Nov 7 - Nov 8
Total with taxes and fees
9.6/10 Exceptional! (424 reviews)
"We loved it here! Service was amazing. Loved being able to walk to the beach and enjoy local restaurants. It was also lovely to be so close to Old Town Rethymno! Will definitely recommend this hotel to any and everyone!"
Reviewed on Oct 23, 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.
Find the Best Kalypso Vacation Packages
Kalypso Essential Information
Language | Greek |
|---|---|
Currency | Euros |
Local Welcome | Ya su |
Local Goodbye | Yiá sou |
Closest Airport | Ioannis Daskalogiannis Airport (CHQ) |
Top Sights | Plakias Beach, Ammoudaki Beach and Damnóni Beach |
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Frequently asked questions
How much does a Kalypso vacation package cost?
You can snap up a vacation package to this popular destination from $996 on Expedia. However, how much your vacation to Kalypso costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Kalypso?
If you'd like to book a cheap Kalypso vacation package, consider planning a trip in November, December and January. You'll typically find lower rates on hotels and airfares during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Kalypso?
With a well-organized itinerary, you can easily tick off the most popular Kalypso attractions in a handful of days. But if you'd like to discover lesser-known spots or take day trips, think about booking your Kalypso vacation for longer.
How to find the best Kalypso package deals?
Begin your search for a Kalypso package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Kalypso package deal straight away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Kalypso escape underway.
Is it cheaper to book a Kalypso vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Kalypso vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Kalypso?
If you're considering a spur-of-the-moment Kalypso getaway, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Kalypso?
- Choose your dates: What you want to do in Kalypso and your favorite season will help you decide when to go.
- Calculate your budget: Make sure you have enough money to pay for everything from transportation and meals to activities and flights. Your accommodations will probably be the biggest expense during your trip to Kalypso.
- Organize your Kalypso getaway with Expedia's trip planning tool: Look for and book stays and things to do all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Kalypso together.
- Decide how many days away: Start by compiling a list of the attractions you'd like to experience in Kalypso. Then, estimate how long you'll need for each, as well as any travel time.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to find a Kalypso vacation package that brings all your bookings together.
- Book activities and experiences ahead of time: Whether it's a ticket to a major attraction or a walking tour, you won't have to worry about missing out on Kalypso's highlights. Find all the incredible things to do in Kalypso with our dedicated travel guide.
Does Expedia offer Book Now, Pay Later Kalypso vacation packages?
Your Kalypso getaway is meant to be an escape from your busy life, not a reason for money-related stress. So to allow you a little more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
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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.