Sillano Vacations from $1,003

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

The Latest Sillano Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 12 - Jan 17

    Aurum Firenze + Flight

    Historic Centre of Florence
    4 nights
    4.0 star property
    7.4/10 - Good (1,004 reviews)
    Roundtrip • New York (JFK) - Florence (FLR)
    JFK - FLR • 1 stop FLR - JFK • 1 stop
    $1,518
    $1,003
    per traveler
    found 1 day ago
    Aurum Firenze
  • Jan 2 - Jan 8

    The Place Firenze + Flight

    Historic Centre of Florence
    5 nights
    5.0 star property
    9.8/10 - Exceptional (203 reviews)
    Roundtrip • Boston (BOS) - Florence (FLR)
    BOS - FCO • Nonstop FCO - BOS • 1 stop
    $3,177
    $2,229
    per traveler
    found 15 hours ago
    The Place Firenze
  • Jan 15 - Jan 22

    Donati Luxury Tower Suites + Flight

    Historic Centre of Florence
    6 nights
    5.0 star property
    9.8/10 - Exceptional (82 reviews)
    "Great location. Historical building. Rooms were stunning. Lovely breakfast box delivered daily. Nice staff. The only negative is the roof is €250 per 2 hour booking, which I didn't expect, and would have been a reason for booking. Hence 4/5."
    Reviewed October 19, 2026
    Roundtrip • New York (JFK) - Florence (FLR)
    JFK - FLR • 1 stop FLR - JFK • 1 stop
    $2,952
    $2,186
    per traveler
    found 1 day ago
    Donati Luxury Tower Suites
  • Jan 17 - Jan 23

    Hotel Berchielli + Flight

    Historic Centre of Florence
    5 nights
    4.0 star property
    9.4/10 - Exceptional (1,000 reviews)
    Roundtrip • Boston (BOS) - Florence (FLR)
    BOS - FLR • 1 stop FLR - BOS • 1 stop
    $1,372
    $1,030
    per traveler
    found 1 day ago
    Hotel Berchielli
  • Jan 2 - Jan 8

    Portrait Firenze - Lungarno Collection + Flight

    Historic Centre of Florence
    5 nights
    5.0 star property
    9.8/10 - Exceptional (324 reviews)
    Roundtrip • Boston (BOS) - Florence (FLR)
    BOS - FCO • Nonstop FCO - BOS • 1 stop
    $3,408
    $2,669
    per traveler
    found 15 hours ago
    Portrait Firenze - Lungarno Collection

Sillano 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 Sillano vacation package cost?

Offering great value package deals from $1,003 on Expedia, you'll be surprised at how little a vacation to Sillano costs! Expedia's packages mean less travel planning for you and greater savings.

What are the cheapest months to go to Sillano?

If you'd like to snag a cheap Sillano vacation package, consider traveling in April, September and November. You'll generally find better rates on airfares and hotels during these months — ideal for a budget-friendly break.

How many days is enough for Sillano?

The ideal length for your Sillano vacation depends on what you'd like to see and do. Usually, a few days to a week will give you enough time to check out all the leading attractions and discover some hidden gems along the way.

How to find the best Sillano package deals?

Finding a cheap Sillano package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Sillano package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.

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

Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component individually. And you'll still get the freedom to create a personalized Sillano vacation by choosing your favorite airline, accommodation type and car class.

When to book a vacation package to Sillano?

If you've got your Sillano vacation dates confirmed, book as soon as you can to score some unbeatable deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are perfect for jetting off on a whim.

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

If you're like us, you love discovering new places but don't love 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 break down the overall cost of your Sillano vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.

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