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

Top Romantic vacation packages in Italy

Price found within the past 48 hours. Click for updated prices.
  • Oct 16 - Oct 20

    Grand Hotel Aminta + Flight

    Priora
    3 nights
    4.0 star property
    9.4/10 - Exceptional (1,003 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
    $1,333
    $1,072
    per traveler
    found 5 hours ago
    Grand Hotel Aminta
  • Oct 14 - Oct 19

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

    Rome City Centre
    4 nights
    5.0 star property
    9.4/10 - Exceptional (1,005 reviews)
    "Beautiful , spotless and helpful staff, breakfast was superior with lots of buffet choices. The staff were dressed beautifully and took great pride in their work and appearance. It was expensive , but well worth it. Great location. Rooftop restaurant was fabulous and the view was phenomenal . The hotel is 5 stars . We have stayed there twice. And hope to return soon"
    Reviewed July 20, 2026
    Roundtrip Los Angeles (LAX) - Rome (FCO)
    LAX - FCO1 stop FCO - LAX1 stop
    Save 100% on your flight
    $3,570
    $2,354
    per traveler
    found 1 day ago
    Hotel Splendide Royal - The Leading Hotels of the World
  • Sep 15 - Sep 21

    Hotel Tramonto d'Oro + Flight

    Praiano
    5 nights
    4.0 star property
    9.6/10 - Exceptional (695 reviews)
    Roundtrip Boston (BOS) - Naples (NAP)
    BOS - NAP1 stop NAP - BOS1 stop
    Save 100% on your flight
    $4,580
    $3,332
    per traveler
    found 1 day ago
    Hotel Tramonto d'Oro
  • Aug 23 - Aug 29

    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 Boston (BOS) - Naples (NAP)
    BOS - NAP1 stop NAP - BOS1 stop
    $2,872
    $2,227
    per traveler
    found 10 hours ago
    Maya Beach Resort
  • Oct 14 - Oct 20

    Villa Neroli + Flight

    Coverciano
    5 nights
    4.0 star property
    9.6/10 - Exceptional (636 reviews)
    "We loved this place! We are a family of 4 and got a joined room. It was lovely. Would stay here again."
    Reviewed July 14, 2026
    Roundtrip Boston (BOS) - Florence (FLR)
    BOS - FLR1 stop FLR - BOS1 stop
    $1,515
    $1,211
    per traveler
    found 1 day ago
    Villa Neroli

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 $1,072. 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?