Syros Vacations from $671

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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.
Hotel Omiros

Hotel Omiros

4 out of 5
Price was $680, price is now $671 per person
$671
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Ermoupolis (JSY)
9.2/10 Wonderful! (21 reviews)
The staff was kind and friendly like the staff at every other hotel in Greece; nothing remarkable. They don’t answer when you call and the wi-fi barely works so it was the least tech savvy hotel I stayed at. There were moments when no one was in the hotel except one housekeeper so it felt deserted most of the time. The rooftop views are gorgeous but they don’t have an outdoor seating area. I went up there to take photos and the door locked me out and no one was able to help for over five minutes and no one answered the phone or email. I would not return.

Reviewed on May 26, 2025

Hotel Benois

Hotel Benois

4 out of 5
Price was $861, price is now $727 per person
$727
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Ermoupolis (JSY)
9.6/10 Exceptional! (121 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

Guesthouse Lila

Guesthouse Lila

4 out of 5
Price was $856, price is now $815 per person
$815
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Ermoupolis (JSY)
10/10 Exceptional! (22 reviews)
Generous, warm, beautiful building.

Reviewed on Apr 29, 2024

Diogenis Hotel

Diogenis Hotel

4 out of 5
Price was $799, price is now $769 per person
$769
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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

Castro Hotel Syros

Castro Hotel Syros

4 out of 5
Price was $931, price is now $903 per person
$903
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Ermoupolis (JSY)
9.8/10 Exceptional! (35 reviews)
Beautiful hotel , staff was friendly and helpful Rooms where great , clean and comfy

Reviewed on Aug 16, 2025

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Discover the most popular places to visit in Syros

Agios Nikolaos

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

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

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
$169 nightly
The price is $204 total per night from Sep 13 to Sep 14
$204 total
Sep 13 - Sep 14
Total with taxes and fees
9.8/10 Exceptional! (585 reviews)
"Great property with everything you need on your trip and especially clean. Staff outstanding."

Reviewed on Aug 21, 2025

Tropicana Hotel , Suites & Villas Mykonos
Myconian Korali

Myconian Korali

5 out of 5
Main Street, Mykonos Town, Mykonos
Fully refundableReserve now, pay when you stay
$417 nightly
The price is $492 total per night from Aug 26 to Aug 27
$492 total
Aug 26 - Aug 27
Total with taxes and fees
9.4/10 Exceptional! (506 reviews)
"Amazing hotel & staff !! Highly recommend it . Had a wonderful time ."

Reviewed on Aug 3, 2025

Myconian Korali
Myconian Ambassador Hotel Relais & Chateaux

Myconian Ambassador Hotel Relais & Chateaux

5 out of 5
Platis Gialos, Mykonos, Mykonos Island
Fully refundableReserve now, pay when you stay
$321 nightly
The price is $384 total per night from Sep 20 to Sep 21
$384 total
Sep 20 - Sep 21
Total with taxes and fees
9.4/10 Exceptional! (695 reviews)
"-"

Reviewed on Aug 19, 2025

Myconian Ambassador Hotel Relais & Chateaux
See all 4,064 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 $671 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.