Dare Vacations from $1,332

Book a Hotel + Flight or Car together to unlock savings

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    Save up to $2,000 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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The Latest Dare Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 17 - Jan 24

    Uptown Palace + Flight

    Milan Centre
    6 nights
    4.0 star property
    8.8/10 - Excellent (1,000 reviews)
    Roundtrip • New York (EWR) - Milan (MXP)
    EWR - MXP • Nonstop MXP - EWR • Nonstop
    $1,830
    $1,332
    per traveler
    found 9 hours ago
    Uptown Palace
  • Jan 17 - Jan 24

    Magna Pars- L'Hotel à Parfum Small Luxury Hotels of the World + Flight

    Porta Genova
    6 nights
    5.0 star property
    9.4/10 - Exceptional (668 reviews)
    "Magna Pars is a spectacular hotel. Beautifully restored old perfume factory with a modernist Milanese touch. I will stay here again and again"
    Reviewed November 6, 2026
    Roundtrip • New York (EWR) - Milan (MXP)
    EWR - MXP • Nonstop MXP - EWR • Nonstop
    $2,125
    $1,415
    per traveler
    found 3 hours ago
    Magna Pars- L'Hotel à Parfum Small Luxury Hotels of the World
  • Jan 12 - Jan 17

    Valtur Cervinia Cristallo Ski Resort + Flight

    Valtournenche
    4 nights
    5.0 star property
    8.4/10 - Very good (29 reviews)
    "A hidden gem, just don’t tell everyone or there will be no room for our booking next year. "
    Reviewed April 13, 2026
    Roundtrip • New York (JFK) - Milan (MXP)
    JFK - MXP • 1 stop MXP - JFK • 1 stop
    $2,095
    $1,474
    per traveler
    found 1 day ago
    Valtur Cervinia Cristallo Ski Resort
  • Dec 23 - Dec 27

    Mandarin Oriental, Milan + Flight

    Milan Centre
    3 nights
    5.0 star property
    9.4/10 - Exceptional (197 reviews)
    Roundtrip • New York (EWR) - Milan (MXP)
    EWR - MXP • 1 stop MXP - EWR • 1 stop
    $5,378
    $3,810
    per traveler
    found 19 hours ago
    Mandarin Oriental, Milan
  • Jan 8 - Jan 15

    Palazzo San Gottardo Lake Como, a Radisson Collection + Flight

    Como City Centre
    6 nights
    5.0 star property
    9.8/10 - Exceptional (39 reviews)
    Roundtrip • New York (JFK) - Milan (MXP)
    JFK - LIN • 1 stop LIN - JFK • 1 stop
    $2,218
    $1,644
    per traveler
    found 1 day ago
    Palazzo San Gottardo Lake Como, a Radisson Collection

Dare 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

Do you need to rent a car in Dare, or is public transport enough?

For a Dare vacation package, renting a car is generally recommended to fully explore this outdoor and nature destination. A car provides the flexibility to visit attractions like Rendena Valley, located about 4 miles from central Dare, and other natural wonders. While many hotels and resorts in such areas offer on-site dining and activities, making a car less essential for daily needs, having your own vehicle makes it easier to reach trailheads and scenic viewpoints. This is particularly helpful for travelers arriving via airports such as Venice (VCE-Marco Polo) or Milan (LIN-Linate), providing convenient travel to your accommodation and throughout the region for your Dare vacation packages with flights.

Can I change or cancel my Dare vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Dare vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

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

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Dare vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How can I save money on a Dare vacation package?

When you bundle, you can save up to 30%*. To save money on a Dare package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

How do I find last-minute vacation packages to Dare?

To find last-minute vacation packages to Dare, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Dare vacation packages?

Free cancellation on a Dare vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Dare vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Dare getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Dare vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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