Oia Vacations 2025/2026 from CA $2,239

Oia flight + hotel packages

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

Meltemi Blu - Adults Only

per person

Sep 23 - Sep 29

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Thira (JTR)

Stay at this 5-star luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Kamari Beach and Athinios Port are located nearby.

Santo Mangata Boutique Hotel - Adults only

per person

Sep 10 - Sep 15

found 12 hours ago

Roundtrip flight included

Montreal (YUL) to Thira (JTR)

Stay at this 5-star luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Athinios Port and Santorini Caldera are located nearby.

Volcano View Hotel Santorini

per person

Sep 10 - Sep 15

found 12 hours ago

Roundtrip flight included

Montreal (YUL) to Thira (JTR)

Stay at this 5-star luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Athinios Port and Kamari Beach are located nearby.

Art Maisons Aspaki Exclusive Suites

per person

Oct 21 - Oct 27

found 6 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Thira (JTR)

Stay at this 5-star luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Athinios Port and Oia Blue Dome Church Viewpoint are located nearby.

Phōs The Boutique Luxury Hotel & Villas

per person

Sep 13 - Sep 19

found 7 hours ago

Roundtrip flight included

Toronto (YYZ) to Thira (JTR)

Stay at this 5-star luxury hotel in Santorini. Enjoy free breakfast, free parking, and an outdoor pool. Popular attractions Athinios Port and Santorini Caldera are located nearby.

Top Oia hotels deals

Katikies Santorini - The Leading Hotels Of The World

Oia, Santorini, Santorini Island

CA $1,178

CA $1,362 total

Aug 12 - Aug 13

includes taxes & fees

Stay at this 5-star luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Athinios Port and Oia Blue Dome Church Viewpoint are located nearby.

Pool

Breakfast included

Santo Pure Oia Suites & Villas

Oia, Santorini

CA $640

CA $751 total

Aug 16 - Aug 17

includes taxes & fees

Stay at this 5-star luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Oia Blue Dome Church Viewpoint and Oia Castle are located nearby.

Pool

Hot tub

Andronis Arcadia Hotel

Oia, Santorini, Santorini Island

CA $1,041

CA $1,206 total

Aug 25 - Aug 26

includes taxes & fees

Stay at this 5-star luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Athinios Port and Oia Blue Dome Church Viewpoint are located nearby.

Pool

Breakfast included

Caldera Premium Villas - Adults Only

Oia, Santorini, South Aegean

Get rates

Stay at this hotel in Santorini. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Athinios Port and Oia Blue Dome Church Viewpoint are located nearby.

Pool

Breakfast included

Anemomilos Hotel & Apartments

Oia, Santorini, Santorini Island

Get rates

Stay at this hotel in Santorini. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Athinios Port and Oia Blue Dome Church Viewpoint are located nearby.

Pool

Parking included

Esperas Santorini

Oia, Santorini

CA $342

CA $404 total

Aug 14 - Aug 15

includes taxes & fees

Stay at this 4-star luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Athinios Port and Oia Castle are located nearby.

Pool

Breakfast included

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See all available properties in Oia

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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.

Popular places to visit

Oia Castle

4.5/5(144 reviews)

Find out about the history of Oia with a stop at Oia Castle. Discover the volcano viewpoints and beautiful sunsets in this romantic area.

Oia Blue Dome Church Viewpoint

5/5(1 review)

Find out about the history of Oia when you spend time at Oia Blue Dome Church Viewpoint. Wander the seaside and beautiful beaches in this romantic area.

Amoudi Bay

4.5/5(8 reviews)

Commune with nature and explore the great outdoors at Amoudi Bay during your travels in Oia. Wander the seaside or discover the beautiful sunsets in this romantic area.

Frequently asked questions

How much are vacation packages to Oia?

Vacation packages, including flights and hotels in Oia, start from as little as CA $2,239. Turn your daydreams into reality and lock in your trip with Travelocity today.

How long should my Oia vacation be?

Typically, visitors stay 3 nights in Oia. However, that might not be anywhere near enough for you. If you'd like to see some of the area's hidden gems, how about adding another night or two to your travel schedule?

Where can I get the best vacation package deals for Oia?

One word — Travelocity. With 400 partner airlines and 1,000,000 properties worldwide, it's easy to find an Oia package deal that suits your travel style.

Why should I book my Oia vacation package via Travelocity?

With top-quality service, 24/7 customer support and some of the most amazing getaways money can buy, you'll never wander alone. And if you find a lower price, we'll match it. That's our Price Match Guarantee.

Will I save money on my Oia car rental if I book it with a hotel or flight?

Bundling your flight, car and hotel into an Oia vacation package is a great way to score an amazing deal. Plus, having your own set of wheels gives you the freedom to find your way to all those amazing sights you'd like to see. Sitting 105 kilometers away from Oia, Paradise Beach is one place that should be on your agenda. Turn up the tunes and make a day trip of it.

Which airport is best for Oia?

For many wanderers, a stay in Oia means stepping off the plane at Santorini National Airport (JTR). This buzzing airport is 11 kilometers southeast of the city center. You could also opt to fly into Paros National Airport (PAS) (64 kilometers away from central Oia) or Milos Island National Airport (MLO) (88 kilometers away from central Oia).

Where should I stay when visiting Oia?

The Museo Grand Hotel is the top choice of many visitors. Book soon to avoid missing out.