Oia Vacations 2025/2026 from CA $2,189

Oia flight + hotel packages

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

Antoperla Luxury Hotel & Spa

CA $2,189

per person

Nov 2 - Nov 8

found 1 day 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 in our reviews. Popular attractions Kamari Beach and Athinios Port are located nearby.

Art Maisons Aspaki Exclusive Suites

CA $3,319

per person

Nov 9 - Nov 15

found 17 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 Oia Blue Dome Church Viewpoint are located nearby.

Rocabella Santorini Hotel & SPA

CA $2,405

per person

Nov 2 - Nov 8

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Thira (JTR)

Stay at this 4-star spa hotel in Santorini. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Athinios Port and Kamari Beach are located nearby.

Volcano View Hotel Santorini

CA $2,665

per person

Nov 18 - Nov 21

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. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Athinios Port and Kamari Beach are located nearby.

Santo Mangata Boutique Hotel - Adults only

CA $2,266

per person

Nov 2 - Nov 8

found 1 day 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 Kamari Beach and Athinios Port are located nearby.

Top Oia hotels deals

Santo Pure Oia Suites & Villas

Oia, Santorini

CA $388

CA $465 total

Oct 23 - Oct 24

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 $569

CA $671 total

Oct 19 - Oct 20

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

Andronis Luxury Suites

Oia, Santorini, Santorini Island

CA $863

CA $1,005 total

Oct 26 - Oct 27

includes taxes & fees

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

Pool

Hot tub

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

Katikies Santorini - The Leading Hotels Of The World

Oia, Santorini, Santorini Island

CA $719

CA $841 total

Oct 21 - Oct 22

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

Canaves Oia Suites - Small Luxury Hotels of the World

Oia city, Santorini, Santorini Island

Free cancellation

Reserve now, pay when you stay

CA $822

CA $958 total

Oct 16 - Oct 17

includes taxes & fees

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.

Pool

Hot tub

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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

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

Oia Blue Dome Church Viewpoint

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

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 $2,189. 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.