Syros Vacations from $1,002

Book a Hotel + Flight or Car together to unlock savings

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.
Guesthouse Lila

Guesthouse Lila

4 out of 5
Price was $1,137, price is now $1,002 per person
$1,002
per person
Nov 28 - Dec 1
found 12 hours ago
Roundtrip flight included
New York (NYC) to Ermoupolis (JSY)
10/10 Exceptional! (22 reviews)
Generous, warm, beautiful building.

Reviewed on Apr 29, 2024

Castro Hotel Syros

Castro Hotel Syros

4 out of 5
Price was $1,277, price is now $1,183 per person
$1,183
per person
Oct 28 - Nov 3
found 21 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ermoupolis (JSY)
9.8/10 Exceptional! (39 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

Syrou Melathron

Syrou Melathron

4 out of 5
Price was $1,355, price is now $1,308 per person
$1,308
per person
Oct 25 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ermoupolis (JSY)
8.8/10 Excellent! (65 reviews)
We enjoyed morning, breakfast and night time drinks and snacks with Thomas. We found him to be very informative and entertaining..

Reviewed on Aug 23, 2025

Diogenis Hotel

Diogenis Hotel

4 out of 5
Price was $1,641, price is now $1,617 per person
$1,617
per person
Nov 9 - Nov 14
found 20 hours ago
Roundtrip flight included
Houston (HOU) to Ermoupolis (JSY)
9.4/10 Exceptional! (101 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

Don't see what you're looking for?
See all available trips from Columbus to Syros
View all trips

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
$105 nightly
The price is $132 total per night from Sep 30 to Oct 1
$132 total
Sep 30 - Oct 1
Total with taxes and fees
9.8/10 Exceptional! (612 reviews)
"This is the best hotel I’ve ever stayed at. The staff were so amazing and attentive. The breakfast buffet was to die for. The rooms were impeccable. There is so much to do at the hotel alone, I almost didn’t want to leave. I can’t wait to come back! 10/10 recommend!"

Reviewed on Sep 13, 2025

Tropicana Hotel , Suites & Villas Mykonos
Harmony Boutique Hotel

Harmony Boutique Hotel

4 out of 5
Mykonos Town, Mykonos, Mykonos Island
Fully refundableReserve now, pay when you stay
$150 nightly
The price is $183 total per night from Oct 4 to Oct 5
$183 total
Oct 4 - Oct 5
Total with taxes and fees
9.4/10 Exceptional! (436 reviews)
"Very nice hotel with outstanding staff. Excellent breakfast and an unbeatable location. I found the bed a bit hard but that’s only my opinion."

Reviewed on Sep 13, 2025

Harmony Boutique Hotel
CAVO TAGOO MYKONOS

CAVO TAGOO MYKONOS

5 out of 5
TAGOO MYKONOS, Mykonos
$656 nightly
The price is $765 total per night from Oct 2 to Oct 3
$765 total
Oct 2 - Oct 3
Total with taxes and fees
8.8/10 Excellent! (22 reviews)
"Top"

Reviewed on Sep 8, 2025

CAVO TAGOO MYKONOS
See all 4,070 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Syros vacation package cost?
You can grab a vacation package to this popular destination from $1,002 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.

Explore a world of travel with Expedia

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.