Tholos Vacations from $1,145

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Tholos Vacation

Come and discover this wonderful city for yourself with a Tholos vacation package. Consider basing yourself in the neighborhood of Órmos Athiniós, which is great for gift and craft shops and cafes, and your time here is bound to be unforgettable. Every trip to Tholos needs a well-thought-out itinerary. Fill yours with leading attractions like Museum of Prehistoric Thira, Archaeological Museum of Thera and Oia Castle. Whatever your travel plans or the size of your budget, putting together the ultimate tailored Tholos vacation is a breeze with Expedia.

The Latest Tholos Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 15 - Jan 19

    Nikos Hotel + Flight

    Santorini
    3 nights
    4.0 star property
    8.4/10 - Very good (49 reviews)
    "Nice large room that could have benefited from some additional furniture such as a couch or chairs, as well as cups & tea/coffee to complement the kettle provided. Balcony was ok but had to step over the constant stream of water coming from a damaged external pipe to get to the furniture. Bathroom ok with limited space to put products and shower felt like a cave due to no lights in the shower area. Rest of the hotel that I saw was clean and well maintained. Friendly staff."
    Reviewed September 10, 2026
    Roundtrip • New York (JFK) - Santorini (JTR)
    JFK - JTR • 2 stops JTR - JFK • 2 stops
    $1,401
    $1,145
    per traveler
    found 1 day ago
    Nikos Hotel
  • Dec 26 - Jan 2

    Delion View Hotel + Flight

    Santorini
    6 nights
    4.0 star property
    9.4/10 - Exceptional (341 reviews)
    "Excellent view, well priced"
    Reviewed October 30, 2026
    Roundtrip • New York (EWR) - Santorini (JTR)
    EWR - JTR • 1 stop JTR - EWR • 1 stop
    $4,219
    $3,359
    per traveler
    found 1 day ago
    Delion View Hotel
  • Dec 26 - Jan 2

    Santorini Dreams Villas + Flight

    Santorini
    6 nights
    3.0 star property
    8.4/10 - Very good (15 reviews)
    "You cannot get to this hotel by vehicle which I didn’t know ahead of time. They “contacted us” on WhatsApp which I don’t have. Our driver once realizing you cannot reach by vehicle dropped us off at the bottom of the hill and said it’s up there. The phone number doesn’t reach anybody so after wandering around up the hills and down the hills for over an hour we finally found some nice person that could help us. He directed us to the hotel. it takes 20 minutes when you know where you’re going to..."
    Reviewed August 17, 2024
    Roundtrip • New York (EWR) - Santorini (JTR)
    EWR - JTR • 1 stop JTR - EWR • 1 stop
    $4,120
    $3,311
    per traveler
    found 1 day ago
    Santorini Dreams Villas
  • Dec 26 - Jan 2

    Divino Caldera + Flight

    Santorini
    6 nights
    5.0 star property
    9.8/10 - Exceptional (51 reviews)
    "Great welcome , easy quick check in, stunning pool area , nice room , good size , very comfortable"
    Reviewed October 12, 2026
    Roundtrip • New York (EWR) - Santorini (JTR)
    EWR - JTR • 1 stop JTR - EWR • 1 stop
    $3,929
    $3,240
    per traveler
    found 1 day ago
    Divino Caldera
  • Jan 18 - Jan 22

    Aelia Luxury Suites Thalassa + Flight

    Santorini
    3 nights
    5.0 star property
    10/10 - Exceptional (1 review)
    Roundtrip • New York (EWR) - Santorini (JTR)
    EWR - JTR • 1 stop JTR - EWR • 1 stop
    $1,477
    $1,227
    per traveler
    found 1 day ago
    Aelia Luxury Suites Thalassa

What to do in Tholos

Frequently Asked Questions

How much does a Tholos vacation package cost?

You can pick up a vacation package to this top destination from $1,145 on Expedia. But how much your vacation to Tholos costs will depend on factors like the length of stay, season and hotel choice.

What are the cheapest months to go to Tholos?

October, November and December are great times to search for cheap Tholos vacation packages. Traveling in quieter periods means you can typically find better prices on flights and hotels.

How many days is enough for Tholos?

The ideal duration for your Tholos vacation depends on what you'd like to see. Usually, a few days to a week will give you enough time to go to all the major attractions and discover some hidden spots along the way.

How to find the best Tholos package deals?

Finding a cheap Tholos package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, add some filters and see what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most economical Tholos package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.

Is it cheaper to book a Tholos vacation as a package?

Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Tholos vacation by choosing your preferred type of stay, airline and car class.

When to book a vacation package to Tholos?

If you have your Tholos travel dates locked in, book as soon as you can to score some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for traveling on a whim.

How to plan a trip to Tholos?

  1. Choose your dates: What you'd like to do in Tholos and your favorite season will help you decide when to go.
  2. Work out your budget: Make sure you have enough money to cover everything from dining out and transportation to flights and experiences. Your hotel will probably be the largest expense during your trip to Tholos.
  3. Explore Tholos with Expedia's trip planning tool: Gain insights into the leading attractions and best stays for your trip to Tholos. 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 much time you'd like to spend exploring Tholos. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  5. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick a Tholos vacation package that brings all your bookings together.
  6. Book any excursions or activities: Now to the fun part — locking in everything you want to do and see. Explore some of the best things to do in Tholos and book your tickets in advance to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Tholos vacation packages?

If you're anything like us, you love jet-setting around the world but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Tholos trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.