Syros Vacations from $752

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Your Syros Vacation

Come and discover this wonderful city for yourself with a Syros vacation package. Consider staying in the neighborhood of Delfini, which is great for views and walking, and your time here will be nothing short of unforgettable. A trip to Syros is an ideal opportunity to see the sights. Be sure to stop by renowned attractions like Ermoupolis Town Square, Galissas Beach and Kini Beach. Your Syros vacation is just clicks away. Explore flights, accommodations and more on Expedia for an adventure that's tailored to suit your style.

The Latest Syros vacation packages

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

Villa Selena

5 out of 5
per person
Oct 20 - Oct 24
found 14 hours ago
Roundtrip non-stop flight included
New York (JFK) to Ermoupolis (JSY)
10/10 Exceptional! (5 reviews)
A very unique place. Tastefully designed, super clean room with a great view of the sea. Well situated, great breakfast and friendly, helpful staff. Will go down as one of our favorite stays.

Reviewed on May 25, 2025

Hotel Benois

Hotel Benois

4 out of 5
per person
Oct 28 - Nov 1
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Ermoupolis (JSY)
9.6/10 Exceptional! (118 reviews)
This is a lovely hotel with equally lovely staff. It has a variety of charming sitting areas where you can have breakfast, dinner or just sit, drink and relax. Little more than a minute from an outstanding beach with a few other bars, restaurants etc. Not the usual Greek resort but it very quickly grows on you. The hotel restaurant’s menu looks at first glance, nice but not eye- catching. Oh my lord though, don’t judge that book by its cover. I had the greatest moussaka of all time - like no other. I might never order it again because it would never be as good. And the kebabs were pretty otherworldly too. Came away happy and very relaxed. Thank you all.

Reviewed on Jun 28, 2025

Castro Hotel Syros

Castro Hotel Syros

4 out of 5
per person
Oct 28 - Nov 1
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Ermoupolis (JSY)
9.8/10 Exceptional! (35 reviews)
The Castro Hotel was outstanding in every possible aspect. It was magnificently restored, the amenities were superior and the staff could not do enough to make our stay more than comforting!

Reviewed on Jul 11, 2025

Guesthouse Lila

Guesthouse Lila

4 out of 5
per person
Oct 28 - Nov 1
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Ermoupolis (JSY)
10/10 Exceptional! (21 reviews)
Generous, warm, beautiful building.

Reviewed on Apr 29, 2024

Diogenis Hotel

Diogenis Hotel

4 out of 5
per person
Oct 28 - Nov 1
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Ermoupolis (JSY)
9.4/10 Exceptional! (100 reviews)
Very convenient to ferry and Seajet arrivals. Decent room and breakfast - nice staff. Great for arriving with luggage to the island. Bus to the beaches is close by as well.

Reviewed on Aug 4, 2025

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Discover the most popular places to visit in Syros

Agios Nikolaos

5/5(5 reviews)

Learn about the local history of Ermoupoli with a stop at Agios Nikolaos. Wander the beaches and waterfront in the area.

Agios Nikolaos

Ermoupolis Town Square

5/5(1 review)

You can learn about the history of Ermoupoli with a stop at Ermoupolis Town Square. Wander the beaches and waterfront in the area.

Ermoupolis Town Square

Apollon Theater

4.5/5(3 reviews)

You can enjoy a show at Apollon Theater during your trip to Ermoupoli. Wander the beaches and waterfront in the area.

Apollon Theater

What to do in Syros

Industrial Museum Hermoupolis Syros

Industrial Hermoupolis Walking Tour

$29
per adult
Industrial Hermoupolis Walking Tour
See all activities in Syros

Syros Hotel Deals

Tropicana Hotel , Suites & Villas Mykonos

Tropicana Hotel , Suites & Villas Mykonos

4 out of 5
Paradise Beach, Mykonos
$149 nightly
The price is $182 total per night from Sep 15 to Sep 16
$182 total
Sep 15 - Sep 16
Total includes taxes and fees
9.8/10 Exceptional! (574 reviews)
"AMAZING STAY!!!"

Reviewed on Aug 14, 2025

Tropicana Hotel , Suites & Villas Mykonos
Poseidon Hotel & Suites

Poseidon Hotel & Suites

4 out of 5
Mykonos Town, Mykonos, Mykonos Island
$303 nightly
The price is $356 total per night from Sep 13 to Sep 14
$356 total
Sep 13 - Sep 14
Total includes taxes and fees
9.4/10 Exceptional! (1,000 reviews)
"Good hotel. They could try harder to enable me an early check in into my room"

Reviewed on Aug 12, 2025

Poseidon Hotel & Suites
Myconian Korali

Myconian Korali

5 out of 5
Main Street, Mykonos Town, Mykonos
Fully refundableReserve now, pay when you stay
$363 nightly
The price is $431 total per night from Aug 20 to Aug 21
$431 total
Aug 20 - Aug 21
Total includes taxes and fees
9.4/10 Exceptional! (504 reviews)
"Amazing hotel & staff !! Highly recommend it . Had a wonderful time ."

Reviewed on Aug 3, 2025

Myconian Korali
See all 4,069 properties in Syros
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.

Syros Beach Vacation

A Syros vacation is the perfect opportunity to kick back and unwind. Whether you like the thought of lazing by the water's edge or wandering along the shore searching for pretty seashells, a trip to Syros will put a spring in your step. If you prefer to be close to the downtown area, find a hotel near Finikas Beach. This popular stretch of coast is just 5 miles (8 km) away. We also offer Syros vacation packages close to Delfini Beach and Lia Beach, two other fantastic options.

Things You Should Know About Syros

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Frequently asked questions

How much does a Syros vacation package cost?
You can grab a vacation package to this popular destination from $752 on Expedia. However, how much your vacation to Syros costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Syros?
If you're hoping to score a cheap Syros vacation package, consider traveling in October, November and December. You'll generally find lower prices on flights and hotels during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Syros?
To fully enjoy your Syros vacation, we recommend booking for 4 days. Divide your time between visiting Finikas Beach, Delfini Beach and other top attractions, on top of experiencing neighborhoods like Mesaria and Delfini. If you've got some time to spare, add a day trip or tour to your Syros vacation itinerary.
Is it worth booking a vacation package to Syros?
Syros is a good vacation destination with attractions like Ermoupolis Town Square among the many things to keep you entertained. Whether you're heading away with the family or planning a trip with friends, a Syros vacation promises fun for everyone.
How to find the best Syros package deals?
Use Expedia's filter tool to help you find some tempting Syros package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Syros package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Syros vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and hotels individually. Better still, you can tailor your Syros trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Syros?
If you've got your Syros travel dates confirmed, book as soon as you can to grab some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for traveling on a whim.
How to plan a trip to Syros?

  1. Choose your travel dates: The things you want to do in Syros and your preferred season will help you decide when to travel.
  2. Set your budget: Factor in expenses like food, flights and transportation when calculating how much to save for your trip to Syros. Then, choose a property that fits your budget, whether that's a low-cost stay or a deluxe getaway.
  3. Discover Syros using our trip planning tool: Gain insights into the leading attractions and best stays for your trip to Syros. You can also save your favorite locations, collaborate with family and friends and organize all your plans in one place.
  4. Set the duration of your trip: Start by listing all the activities and sights you want to get to in Syros. Then, estimate how long you'll need for each, along with any travel time.
  5. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalized Syros vacation package.
  6. Book any excursions or activities: Here's the fun part — organizing everything you want to see and do. Explore some of the incredible things to do in Syros and reserve your tickets in advance to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later Syros vacation packages?
Jet off on your dream escape to Syros with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait for your next paycheck — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily budget for your trip and snap up cheap deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.