Title: Mesaria Vacation Packages & Trips 2026 from CA $1,248 | Expedia.ca

[Hotels in Mesaria](https://expedia.ca/Mesaria-Hotels.d553248635975856777.Travel-Guide-Hotels)[Vacation Rentals in Mesaria](https://expedia.ca/Mesaria-Vacation-Rentals.d553248635975856777.Travel-Guide-VacationRentals)[Mesaria Car Rentals](https://expedia.ca/Car-Rentals-In-Mesaria.d553248635975856777.Car-Rental-Guide)

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# Mesaria Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

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#### Your Mesaria Vacation

Book a custom vacation package to Mesaria and start looking forward to your next epic adventure. Consider staying in the neighborhood of Delfini, which is great for views and walking, for a real taste of this captivating city. Love to venture out and explore? [Ermoupolis Town Square](https://www.expedia.ca/Ermoupolis-Town-Square-Syros.d6107202.Vacation-Attraction), [Galissas Beach](https://www.expedia.ca/Galissas-Beach-Syros.d553248635997386053.Vacation-Attraction) and [Kini Beach](https://www.expedia.ca/Kini-Beach-Syros.d553248635997385286.Vacation-Attraction) are just a few of the best places to visit during your trip to Mesaria. No matter your travel plans or budget, organizing a tailored Mesaria vacation is a breeze with Expedia.

## Top Mesaria Vacation Deals

Price found within the past 48 hours. Click for updated prices.

![Maistrali](https://images.trvl-media.com/lodging/4000000/3800000/3799600/3799538/ceaee2d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Maistrali

CA $1,248

per person

Apr 13 - Apr 17

found 20 hours ago

Roundtrip flight included

Toronto (YYZ) to Ermoupolis (JSY)

7.6/10 Good! (14 reviews)

![Hotel Benois](https://images.trvl-media.com/lodging/2000000/1510000/1507300/1507285/bdbe862d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Benois

CA $1,482

per person

Apr 11 - Apr 17

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Ermoupolis (JSY)

9.6/10 Exceptional! (125 reviews)

Had a wonderful week here, the staff were lovely and friendly, the property is beautiful, food was delightful and the close proximity to the gorgeous beach all made it a memorable stay!

Reviewed on Oct 12, 2025

![Castro Hotel Syros](https://images.trvl-media.com/lodging/69000000/68420000/68419200/68419104/9fe4e78d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Castro Hotel Syros

CA $2,890

per person

Apr 11 - Apr 17

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Ermoupolis (JSY)

9.8/10 Exceptional! (40 reviews)

Nicely tucked off in the narrow streets, with easy and quick access to clothing shops, restaurants and bars. It is a 5 minute walk from the ferry terminal and provides you with a clean and friendly environment to rest your head.

Reviewed on Aug 28, 2025

![Electra Syros Boutique Hotel](https://images.trvl-media.com/lodging/20000000/19350000/19344400/19344329/6f13d2b1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Electra Syros Boutique Hotel

CA $1,424

per person

Apr 13 - Apr 17

found 20 hours ago

Roundtrip flight included

Toronto (YYZ) to Ermoupolis (JSY)

9.2/10 Wonderful! (17 reviews)

Staff were very helpful and friendly. The view from our room was lovely. So close to swimming spot-down the stairs! A nice walk into the Port area and restaurants.

Reviewed on Oct 3, 2025

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_553248635975856777)

## Ready to book your vacation to Mesaria?

Choose your dates

## Mesaria Hotel Deals

![House with panoramic view in Syros](https://images.trvl-media.com/lodging/40000000/39970000/39967300/39967285/09482164_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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House with panoramic view in Syros

 ERMOUPOLI SYROS South Aegean

10/10 Exceptional! (1 review)

Magnifique maison idéalement située sur Syros

Splendide maison avec vue sur l'intérieur de l'ile et en fond la mer Egée ! Tout confort, maison irréprochable ! Dimitrios nous a reçu royalement avec un repas de spécialité de Syros à notre arrivée ... Location incontournable sur l'ile de Syros !!!! Merci Dimitrios de nous avoir gaté ainsi !

Reviewed on Jul 31, 2018

[Get rates](https://expedia.ca/Hotel-Search?startDate=13%2F03%2F2026&endDate=14%2F03%2F2026&selected=39967285&PinnedHotelID=39967285&HadPinnedHotel=true&regionId=553248635975856777)

[](https://expedia.ca/Hotel-Search?startDate=13%2F03%2F2026&endDate=14%2F03%2F2026&selected=39967285&PinnedHotelID=39967285&HadPinnedHotel=true&regionId=553248635975856777)

![Dolphin Bay Seaside Resort & Suites](https://images.trvl-media.com/lodging/1000000/530000/520700/520606/8fb07804_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Dolphin Bay Seaside Resort & Suites

Galissas Syros Syros Island

8.4/10 Very Good! (89 reviews)

Great family stay

Great family hotel next to beautiful beach.

Reviewed on Oct 7, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=13%2F03%2F2026&endDate=14%2F03%2F2026&selected=520606&PinnedHotelID=520606&HadPinnedHotel=true&regionId=553248635975856777)

[](https://expedia.ca/Hotel-Search?startDate=13%2F03%2F2026&endDate=14%2F03%2F2026&selected=520606&PinnedHotelID=520606&HadPinnedHotel=true&regionId=553248635975856777)

![Odera, Tinos, Autograph Collection](https://images.trvl-media.com/lodging/104000000/103100000/103095400/103095313/fab86494_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Odera, Tinos, Autograph Collection

Vourni Beach Tinos Tinos Island

[Get rates](https://expedia.ca/Hotel-Search?startDate=13%2F03%2F2026&endDate=14%2F03%2F2026&selected=103095313&PinnedHotelID=103095313&HadPinnedHotel=true&regionId=553248635975856777)

[](https://expedia.ca/Hotel-Search?startDate=13%2F03%2F2026&endDate=14%2F03%2F2026&selected=103095313&PinnedHotelID=103095313&HadPinnedHotel=true&regionId=553248635975856777)

[See all 885 properties in Mesaria](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F02%2F2026&endDate=01%2F03%2F2026&regionId=553248635975856777)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## 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.

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