The Colosseum at night with illuminated arches and surrounding street lights.

Italy Romantic Vacations

Book a Romantic 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

Top Romantic vacation packages in Italy

Price found within the past 48 hours. Click for updated prices.
  • Oct 8 - Oct 14

    Grand Hotel Aminta + Flight

    Priora
    5 nights
    4.0 star property
    9.4/10 - Exceptional (1,002 reviews)
    "Great place up on the hills in a quiet area. Hotel provide a shuttle to the main Sorrento area back and forth. Great friendly staff, excellent breakfast and a nice bar and pool area. Rooms are very comfortable and the view is spectacular. I will definitely recommend this place."
    Reviewed July 20, 2026
    Roundtrip Boston (BOS) - Naples (NAP)
    BOS - NAP1 stop NAP - BOS1 stop
    $1,950
    $1,465
    per traveler
    found 1 day ago
    Grand Hotel Aminta
  • Aug 23 - Aug 29

    Hotel Splendide Royal - The Leading Hotels of the World + Flight

    Rome City Centre
    5 nights
    5.0 star property
    9.4/10 - Exceptional (1,004 reviews)
    "Superb location, pools, staff, restaurant, hotel design and lake access."
    Reviewed July 19, 2026
    Roundtrip Boston (BOS) - Rome (FCO)
    BOS - FCONonstop FCO - BOSNonstop
    Save 100% on your flight
    $3,251
    $2,252
    per traveler
    found 1 day ago
    Hotel Splendide Royal - The Leading Hotels of the World
  • Oct 1 - Oct 7

    Maya Beach Resort + Flight

    Massa Lubrense
    5 nights
    5.0 star property
    8.0/10 - Very Good (69 reviews)
    "Nice location and view and outstanding pool But place is noisy when night club is on Saturday and other nights people are often doing party in their room! So not super quiet!!!"
    Reviewed July 20, 2026
    Roundtrip New York (NYC) - Naples (NAP)
    JFK - NAP1 stop NAP - JFK1 stop
    $2,249
    $1,601
    per traveler
    found 14 hours ago
    Maya Beach Resort
  • Oct 4 - Oct 10

    Marincanto + Flight

    Positano City Centre
    5 nights
    4.0 star property
    9.6/10 - Exceptional (505 reviews)
    "We loved our new stay! The staff was very accommodating and welcoming! We recommend the villa with the beautiful jacuzzi! The food was delicious!"
    Reviewed July 19, 2026
    Roundtrip Los Angeles (LAX) - Naples (NAP)
    LAX - NAP1 stop NAP - LAX1 stop
    Save 100% on your flight
    $5,957
    $4,323
    per traveler
    found 7 hours ago
    Marincanto
  • Sep 21 - Sep 27

    Hotel Tramonto d'Oro + Flight

    Praiano
    5 nights
    4.0 star property
    9.6/10 - Exceptional (693 reviews)
    Roundtrip Boston (BOS) - Naples (NAP)
    BOS - NAP1 stop NAP - BOS1 stop
    $2,978
    $2,375
    per traveler
    found 1 day ago
    Hotel Tramonto d'Oro

Discover the most popular places to visit in Italy

Top Romantic Italy Hotels

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.

How to find a romantic Italy vacation

How can I find the best Italy vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Italy romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to Italy?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Italy?

Put a price on love with stunning deals for duos starting at just $1,465. Prices and availability are subject to change. Additional terms may apply.

Can I book Italy spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in Italy?

To book a loved-up break in Italy, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Italy with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Italy romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?