Santo Vacations from $787

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The Latest Santo Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 13 - Jan 17

    Aurum Uffizi + Flight

    Historic Centre of Florence
    3 nights
    4.0 star property
    7.6/10 - Good (1,001 reviews)
    Roundtrip • New York (JFK) - Florence (FLR)
    JFK - FLR • 1 stop FLR - JFK • 1 stop
    $1,052
    $787
    per traveler
    found 1 day ago
    Aurum Uffizi
  • Jan 22 - Jan 29

    Hotel Lungarno - Lungarno Collection + Flight

    Historic Centre of Florence
    4 nights
    5.0 star property
    9.6/10 - Exceptional (648 reviews)
    "Overall, the property is beautiful, very centrally, located and easy walking distance to every place. Our room was lovely very clean and the staff very helpful. I would definitely stay here again."
    Reviewed November 10, 2026
    Roundtrip • Boston (BOS) - Florence (FLR)
    BOS - FLR • 1 stop FLR - BOS • 1 stop
    $1,812
    $1,336
    per traveler
    found 3 hours ago
    Hotel Lungarno - Lungarno Collection
  • Dec 13 - Dec 19

    Monastero di Cortona Hotel & Spa + Flight

    Cortona Old Town
    5 nights
    5.0 star property
    9.8/10 - Exceptional (366 reviews)
    "The highlight was the experience at the bar with the entertaining bartenders! Great breakfast and service!"
    Reviewed November 2, 2026
    Roundtrip • New York (NYC) - Florence (FLR)
    EWR - FCO • Nonstop FCO - JFK • 1 stop
    $1,500
    $1,118
    per traveler
    found 4 hours ago
    Monastero di Cortona Hotel & Spa
  • Jan 23 - Jan 28

    Hotel Duomo Firenze + Flight

    Historic Centre of Florence
    4 nights
    3.0 star property
    9.2/10 - Wonderful (999 reviews)
    "Amazing location. So cool to be literally across from the Duomo. Easy walk to so many places to shop and eat. Free sparkling and still water was great. Snacks and free gelato! Staff was the most friendly and helpful. Highly recommend this place!"
    Reviewed November 3, 2026
    Roundtrip • Seattle (SEA) - Florence (FLR)
    SEA - FLR • 1 stop FLR - SEA • 1 stop
    $1,846
    $1,388
    per traveler
    found 1 day ago
    Hotel Duomo Firenze
  • Dec 13 - Dec 19

    Relais La Corte dei Papi + Flight

    Cortona
    5 nights
    5.0 star property
    9.6/10 - Exceptional (67 reviews)
    Roundtrip • New York (NYC) - Florence (FLR)
    EWR - FCO • Nonstop FCO - JFK • 1 stop
    $1,801
    $1,377
    per traveler
    found 4 hours ago
    Relais La Corte dei Papi

Santo Hotel Deals

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.

Frequently Asked Questions

How much does a Santo vacation package cost?

You'll find cheap prices from $787 on Expedia for your Santo break. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Santo costs.

What are the cheapest months to go to Santo?

If you'd like to snag a cheap Santo vacation package, consider visiting in November, December and January. You'll typically find lower prices on hotels and airfares during these months — perfect for a budget-friendly break.

How many days is enough for Santo?

The ideal length of your Santo vacation depends on what you'd like to do. Usually, a handful of days to a week will give you time to visit all the top sights and discover some hidden treasures along the way.

How to find the best Santo package deals?

Start your search for a Santo package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Santo package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Santo escape off to a flying start.

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

An Expedia vacation package could land you great savings when compared to booking flights and stays individually. Better still, you can tailor your Santo trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.

When to book a vacation package to Santo?

If you have your Santo vacation dates locked in, book as soon as you can to snap up some outstanding deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for quick escapes.

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

Set off on your dream getaway to Santo with our Book Now, Pay Later vacations. No need to scrimp and save or wait until your next payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to budget for your trip and snap up travel deals before they disappear.

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