Oia Vacation Packages 2025/2026 from $1,692

Oia flight + hotel vacation packages

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

Santo Mangata Boutique Hotel - Adults only

$1,692

per person

Nov 24 - Nov 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Thira (JTR)

This hotel features 2 bars/lounges, a beach bar, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.

Aelia Luxury Suites Thalassa

Save 100% on your flight

$6,329

per person

Nov 23 - Nov 25

found 2 hours ago

Roundtrip flight included

Boston (BOS) to Thira (JTR)

A full-service spa, 2 outdoor pools, and an indoor pool are all featured at this luxury hotel. Enjoy a meal from the restaurant and perks like free full breakfast and free self parking. A bar/lounge, a 24-hour front desk, and a coffee shop are also provided.

Art Maisons Aspaki Exclusive Suites

$2,749

per person

Nov 24 - Nov 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Thira (JTR)

A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Enjoy the sauna and free perks like cooked-to-order breakfast and free self parking. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.

De Sol Spa Hotel

$2,225

per person

Nov 24 - Nov 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Thira (JTR)

A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.

Santorini Dreams Villas

$1,904

per person

Nov 25 - Nov 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Thira (JTR)

A full-service spa, 2 outdoor tennis courts, and a hot tub are all featured at this smoke-free hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a hair salon, and dry cleaning are also on offer.

Top Oia hotels deals

Canaves Oia Suites - Small Luxury Hotels of the World

Oia city, Santorini, Santorini Island

Free Cancellation

Reserve now, pay when you stay

$546 nightly

$637 total

Oct 31 - Nov 1

Total with taxes and fees

A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Enjoy the gym and free perks like full breakfast and free self parking. Enjoy the seasonal outdoor pool and unwind at the bar/lounge and poolside bar.

Caldera Premium Villas - Adults Only

Oia, Santorini, South Aegean

$181 nightly

$208 total

Oct 18 - Oct 19

Total with taxes and fees

A seasonal outdoor pool is featured at this hotel, along with free WiFi in public areas and a terrace. Enjoy the free continental breakfast each morning. Luggage storage and a safe deposit box are also provided.

Ducato di Oia - Adults Only

Oia Village, Santorini

$251 nightly

$297 total

Oct 14 - Oct 15

Total with taxes and fees

Free WiFi in public areas, a terrace, and dry cleaning are available at this hotel. Luggage storage, laundry facilities, and concierge services are also on offer.

Esperas Santorini

Oia, Santorini

$185 nightly

$221 total

Oct 25 - Oct 26

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Unwind with a drink at the poolside bar and enjoy perks like free full breakfast and free WiFi. A business center, a terrace, and a library are also on offer.

Pool

Breakfast included

Andronis Arcadia Hotel

Oia, Santorini, Santorini Island

$493 nightly

$578 total

Oct 19 - Oct 20

Total with taxes and fees

A full-service spa, 2 restaurants, and a gym are all featured at this luxury hotel. Relax with a drink at one of the 2 poolside bars and enjoy free perks like full breakfast and free self parking. Relax with a drink at one of the 2 bars/lounges and enjoy the seasonal outdoor pool.

Anemomilos Hotel & Apartments

Oia, Santorini, Santorini Island

$86 nightly

$100 total

Oct 14 - Oct 15

Total with taxes and fees

This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A terrace, a garden, and luggage storage are also on offer.

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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(652 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(41 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 $1,692. 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 65 mi 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 7 mi southeast of the city center. You could also opt to fly into Paros National Airport (PAS) (40 mi away from central Oia) or Milos Island National Airport (MLO) (55 mi 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.