Greek Islands Adventure Vacations
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Top Adventure vacation packages in Greek Islands
- Ella Rocrita
Sept 13 - Sept 18Ella Rocrita + Flight
Sitia4 nights5.0 star property9.6/10 - Exceptional (7 reviews)Roundtrip • Toronto (YTO) - Heraklion (HER)YYZ - HER • 1 stop HER - YYZ • 1 stopCA $2,609CA $2,094found 1 day agoper traveller - Amirandes, A Resort to Live
Sept 13 - Sept 18Amirandes, A Resort to Live + Flight
Hersonissos4 nights5.0 star property9.4/10 - Exceptional (229 reviews)"This is a great hotel for a nice quiet getaway. Always opt for the all inclusive. It is worth it. This hotel is on the beach amd has great food options. A beach bar and an indoors bar. An olympic size pool and a kids pool. I got upgraded to a villa with it's own lounging deck and infinity pool! It was amazing! This is more of an adults hotel but there were families there. It is a top class hotel. The drinks were top quality for an all inclusive hotel. Eg: vodka was circo and we also had 120 euro..."Reviewed July 18, 2026Roundtrip • Toronto (YTO) - Heraklion (HER)YYZ - HER • 1 stop HER - YYZ • 1 stopCA $4,328CA $3,288found 1 day agoper traveller - Esperides Beach Resort
Oct 2 - Oct 8Esperides Beach Resort + Flight
Rhodes5 nights4.0 star property8.2/10 - Very good (134 reviews)"My room had several serious problems during my stay: a broken shower, a broken toilet seat, a broken soap dispenser, and ants throughout the room. These aren’t minor issues — the shower and the pest problem affected basic use of the rooms."Reviewed July 2, 2026Roundtrip • Toronto (YTO) - Rhodes (RHO)YYZ - RHO • 1 stop RHO - YYZ • 1 stopCA $3,040CA $2,313found 1 day agoper traveller - Kosmoplaz Beach Hotel
Aug 23 - Aug 29Kosmoplaz Beach Hotel + Flight
Mykonos5 nights4.0 star property9.0/10 - Wonderful (308 reviews)"The rooms pictures posted on Expedia are not the same in reality."Reviewed July 22, 2026Roundtrip • Toronto (YTO) - Mykonos (JMK)YYZ - JMK • 2 stops JMK - YYZ • 1 stopCA $4,293CA $3,268found 11 hours agoper traveller - Esperas Santorini
Sept 26 - Sept 30Esperas Santorini + Flight
Santorini3 nights4.0 star property9.6/10 - Exceptional (343 reviews)"Perfect location in Athens. The staff were always helpful and even gave us sandwiches since we left before breakfast for our early morning Acropolis tour. Everyone was so helpful and pleasant. The view from the roof top bar was amazing and the cocktails were great too. I would stay here again next time we visit Athens."Reviewed July 22, 2026Roundtrip • Toronto (YTO) - Santorini (JTR)YTZ - JTR • 2 stops JTR - YYZ • 2 stopsCA $2,757CA $2,241found 9 hours agoper traveller
Discover the most popular places to visit in Greek Islands
Top Adventure Greek Islands Hotels
Aria Lito Mansion
Aria Lito Mansion
Unique Blue! Resort and Villas Adults Only
Unique Blue! Resort and Villas Adults Only
Find awesome Greek Islands adventure vacations
How can I book the best Greek Islands adventure trips?
Choose your own adventure in Greek Islands, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.
How can I plan the perfect Greek Islands family adventure vacation?
Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Greek Islands. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.
Can I book all-inclusive Greek Islands adventure vacation packages?
By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.
Why should I book a Greek Islands adventure vacation for couples?
Book a Greek Islands couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.
How can I find the best deals on adventure packages in Greek Islands?
It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.
Can I book an adventure vacation package in Greek Islands with free cancellation and/or flexible dates?
Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.
Why should I book a Greek Islands adventure trip with Expedia?
Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.
What types of mountain accommodations are available in Greek Islands?
5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Greek Islands. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation.