Skopelos Vacations from $1,758

Book a Hotel + Flight or Car together to unlock savings

Your Skopelos Vacation

There's a lot to love about Skopelos, from its laid-back lifestyle to its spectacular views and beyond. When you're ready to spend some time in this lively city, our Skopelos vacation packages will be just the thing. You'll want to go sightseeing during your trip to Skopelos. Don't miss top attractions such as Kastani Beach, Panormos Beach and Agios Ioannis Beach. Don't delay exploring this destination any longer. Your perfect Skopelos vacation is a few clicks away with Expedia.

The Latest Skopelos vacation packages

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

Hotel Prince Stafilos

4 out of 5
per person
Aug 18 - Aug 23
found 18 hours ago
Roundtrip non-stop flight included
New York (NYC) to Skiathos (JSI)
7.4/10 Good! (61 reviews)
What a Greek experience! This family-run, hotel is like stepping back into a more simple, regal time. This is a stay for those willing to slow down, immerse themselves in Greek culture and enjoy a more basic experience. If you enjoy character, personality and good people this is for you. The amenities are very simple but adequate. The hotel is a bit like a museum with beautiful antiques and architectural flourish. The rooms have balconies with sea views and AC. Sure the hot water only comes on during the time of day when people bathe, but it’s rustic. Don’t come to this hotel if you expect every convenience and luxury, come for the experience and the family. We were lucky to be there for Greek night, when musicians come for dinner and the old patriarch of the family sings and dances. The festivities lasted late into the night. A true Greek experience. The food was authentic Greek and delicious. There is poolside service for snacks and drinks. The hotel is run by two generations and everyone was warm and friendly. They went out of their way to accommodate us. Step back in time, slow down and enjoy what is important in life, the experience, but, don’t come looking for Egyptian cotton bedding and day spa services.

Reviewed on Sep 21, 2024

Radisson Resort Plaza Skiathos

Radisson Resort Plaza Skiathos

4 out of 5
per person
Aug 18 - Aug 23
found 18 hours ago
Roundtrip non-stop flight included
New York (NYC) to Skiathos (JSI)
7.8/10 Good! (27 reviews)
Katerina was very helpful! The boat trip she booked for us was absolutely amazing!

Reviewed on Aug 28, 2024

Alonissos Beach Bungalows & Suites Hotel

Alonissos Beach Bungalows & Suites Hotel

4 out of 5
per person
Aug 18 - Aug 23
found 18 hours ago
Roundtrip non-stop flight included
New York (NYC) to Skiathos (JSI)
8.6/10 Excellent! (37 reviews)
ELIVI Skiathos

ELIVI Skiathos

5 out of 5
per person
Aug 18 - Aug 23
found 18 hours ago
Roundtrip non-stop flight included
New York (NYC) to Skiathos (JSI)
9.2/10 Wonderful! (136 reviews)
Best hotel I have ever been to, Elivinis tranquil, peaceful with outstanding facilities. A few meters from four of the best best beaches in Skiathos. Restaurants are spectacular! The food is fresh, delicious and pure 10 stars!

Reviewed on Jul 4, 2025

Skiathos Princess Resort

Skiathos Princess Resort

5 out of 5
per person
Aug 18 - Aug 23
found 18 hours ago
Roundtrip non-stop flight included
New York (NYC) to Skiathos (JSI)
8.6/10 Excellent! (198 reviews)
Service was fantastic. Panos the manager was very helpful when we needed assistant. He went above and beyond. There are so many restaurants within walking distance. Property is beautiful and beach is gorgeous. Would highly recommend!

Reviewed on Aug 20, 2024

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

Discover the most popular places to visit in Skopelos

Skopelos Town by night. Skopelos is a wonderful Greek island with an authentic feel and most certainly my favourite. Reputed to be the greenest of all the Greek islands it is covered in pine forests. It is also relatively unspoilt as it does not have an airport & is not the easiest island to get to. Like nearly all the islands however it can get busy at the height of the summer. The main town tumbles down to the harbour through a mass of narrow streets where rubbish is still collected by mule. The tavernas abound with live music & several well known Greek musicians live and/or perform regularly here.

Port of Skopelos

4.5/5(6 reviews)

Explore the waterfront in Skopelos Town with a trip to Port of Skopelos. Wander the beaches and seaside in the area.

Port of Skopelos
219 steps will bring you to the "Mamma Mia chapel". Beautiful surrounding, amazing view from up there and a great exercise!

Agios Ioannis Beach

Why not spend a lazy afternoon at Agios Ioannis Beach during your trip to Skopelos? While you're in the area, stroll along the beaches.

Agios Ioannis Beach
Simply Greek food #greeksalad #tzatziki #octopusinvinegar #delicious

Agnontas Beach

Why not spend a carefree afternoon at Agnontas Beach during your travels in Agnontas?

Agnontas Beach

What to do in Skopelos

Skiathos Luxury Cruise: Full Day Private Trip to Sporades Islands

Skiathos Luxury Cruise: Full Day Private Trip to Sporades Islands

$2,765
per traveler
Skiathos Luxury Cruise: Full Day Private Trip to Sporades Islands
See all activities in Skopelos

Skopelos Hotel Deals

Rigas Hotel Skopelos
Rigas Hotel Skopelos
3 out of 5
Skopelos Town, Skopelos, Skopelos Island
$86 nightly
The price is $103 total per night from Jul 13 to Jul 14
$103 total
Jul 13 - Jul 14
Total includes taxes and fees
7.8/10 Good! (72 reviews)
"You are 7min walking from the town square, close to everything (resturants, grocery store, fruit stands, car rental, port and beaches). This is quiet country meets the ocean and beaches in beautiful Greece!"

Reviewed on Jun 25, 2025

Rigas Hotel Skopelos
Aeolos Hotel
Aeolos Hotel
4 out of 5
Skopelos Beach, Skopelos, Thessalia
8.2/10 Very Good! (67 reviews)
Great location
"Lovely hotel overlooking the harbour. Lovely pool and bar, great service from George and Sofia. Easy walk to tavernas and port."

Reviewed on Jul 10, 2025

Get rates
Aeolos Hotel
Hotel Amalia
Hotel Amalia
4 out of 5
Skopelos, Skopelos, Skopelos Island
$97 nightly
The price is $122 total per night from Jul 17 to Jul 18
$122 total
Jul 17 - Jul 18
Total includes taxes and fees
8.6/10 Excellent! (34 reviews)
"This was a very good, clean Hotel in a good location"

Reviewed on Jun 11, 2025

Hotel Amalia
See all 1,150 properties in Skopelos
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.

Find the Best Skopelos Vacation Packages

Skopelos Beach Vacation

A Skopelos vacation makes it easy to kick back and unwind. Whether you like the idea of sitting by the water's edge or walking along the shoreline in search of treasures, a trip to Skopelos will leave you refreshed and rejuvenated. If you want to be close to the town center, find a hotel near Kastani Beach. This stretch of coast is only 4 miles (6 km) away. We also have Skopelos vacation packages within easy reach of Milia Beach and Panormos Beach, two other excellent nearby options.

Things You Should Know About Skopelos

  • If your idea of an ideal escape is fresh sea air and water views, check out our Skopelos beach hotels. You'll forget the stresses of daily life at these blissful beachy retreats.
  • Villas are another top choice for people planning a stay in Skopelos. Some great options are Aegean Diamonds Boutique Villas and Skopelos Country Villas.
  • Our Skopelos things to do page is an excellent place to check out fun activities around here. Of course, it's hard to beat a little local knowledge. With a population of 2,900 in Skopelos, we're sure you'll find a few people willing to pass on some tips.
  • If you're searching for things to do while you're in town, add Kastani Beach, Milia Beach and Panormos Beach to your travel schedule. Also, look up our Skopelos vacation deals to get great deals on your experiences, hotels and more.

Skopelos Essential Information

Language
Greek
Currency
Euros
Local Welcome
Ya su
Local Goodbye
Yiá sou
Closest Airport
Skiathos Island National Airport (JSI)
Population
2,900
Max Temp Winter
55ºF
Max Temp Summer
80ºF
Top Sights
Panormos Beach, Kastani Beach and Milia Beach

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 Skopelos vacation package cost?
Offering excellent value package deals from $1,758 on Expedia, you'll be surprised at how little a vacation to Skopelos costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Skopelos?
You're likely to find lower rates and better availability in November, December and January. Browse our cheap Skopelos vacation packages and you could land some great off-season discounts.
How many days is enough for Skopelos?
Generally, a handful of days is enough to tick off the main sights during your Skopelos vacation. But if you prefer to have some time to kick back or go on day tours, think about extending your trip.
Is it worth booking a vacation package to Skopelos?
Boasting a host of highlights starting with its top-notch coastal beaches, Skopelos is a good vacation destination. Whether you'd like to visit sights such as Panormos Beach and Kastani Beach or take the path less traveled, you'll find plenty to keep you busy during your Skopelos vacation.
How to find the best Skopelos package deals?
Bagging a cheap Skopelos package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Skopelos package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Skopelos vacation as a package?
You can enjoy significant savings on your Skopelos retreat by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Skopelos?
Land incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Skopelos adventure.
How to plan a trip to Skopelos?

  1. Choose your dates: What you'd like to do in Skopelos and your favorite season can help you decide when to go.
  2. Set a budget: Factor in costs such as food, flights and transportation when working out how much to set aside for your trip to Skopelos. Then, select a hotel that fits your budget, whether that's a low-cost option or a more upscale retreat.
  3. Discover Skopelos with our trip planning tool: Gain insights into the leading attractions and best properties for your trip to Skopelos. You can also save your favorite places, collaborate with your group and arrange all your plans in one place.
  4. Work out your trip length: Consider how long you'd like to spend discovering Skopelos. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  5. Bundle your accommodations and airfare: Once you've nailed down your trip dates and duration, book the ideal Skopelos vacation package for you.
  6. Add on experiences and excursions: Take a look at our travel guide to find some awesome things to do in Skopelos. Book tickets or make reservations in advance to save time and avoid the hassle of searching for activities once you arrive.

Does Expedia offer Book Now, Pay Later Skopelos vacation packages?
Your Skopelos break should be an escape from your busy life, not a reason for money-related stress. So to allow you that extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.