Italy Romantic Vacations

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Experience romance in Italy's enchanting cities and picturesque countryside

Italy is renowned for its diverse and enchanting landscapes, making it the perfect destination for a romantic vacation. From the stunning coastlines of the Amalfi Coast and Cinque Terre to the picturesque countryside of Tuscany and the rolling hills of Umbria, Italy offers a breathtaking backdrop for couples. Explore the historical treasures of Rome, Florence, and Venice, with their magnificent cathedrals, world-class museums, and iconic monuments. Admire the awe-inspiring art and architecture, wander through charming cobblestone streets, indulge in delicious cuisine, and immerse yourselves in the vibrant theater and urban culture that Italy has to offer.

Top Romantic vacation packages in Italy

Price found within the past 48 hours. Click for updated prices.
Palazzo Veneziano

Palazzo Veneziano

Dorsoduro
$723
per person
Sep 12 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Amsterdam (AMS) to Venice (VCE)
9.6/10 Exceptional! (1,186 reviews)
Uptown Palace

Uptown Palace

Milan Centre
Save 100% on your flight
$982
per person
Sep 13 - Sep 16
found 21 hours ago
Roundtrip non-stop flight included
Yerevan (EVN) to Milan (MXP)
8.6/10 Excellent! (1,008 reviews)
Breakfast Delicious and Services

Reviewed on Aug 12, 2026

Venezia Palazzo Barocci

Venezia Palazzo Barocci

Venice City Center
$1,236
per person
Sep 13 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Yerevan (EVN) to Venice (VCE)
9.2/10 Wonderful! (1,003 reviews)
A very pleasant stay in Venice. The hotel was clean, and the reception staff were friendly and welcoming. They even treated us to a coffee at check-in, which was a lovely touch. The rooms are small, but very comfortable and, most importantly clean. The location is priceless, especially for getting around Venice. The hotel is right at the Sant’Angelo vaporetto stop, making it very convenient for both airport connections and exploring the city. It’s also within easy walking distance of the main sights, around 10 minutes to Rialto Bridge and about 15 minutes to St. Mark’s Square. Overall, a clean, comfortable and wonderfully located hotel. I would happily stay here again.

Reviewed on Aug 12, 2026

Carnival Palace Hotel

Carnival Palace Hotel

Cannaregio
$855
per person
Sep 13 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Yerevan (EVN) to Venice (VCE)
9.6/10 Exceptional! (1,009 reviews)
Hotel was very nice, great buffet breakfast. It is not in the popular San Marco area but in a quieter area. Still convenient to walk or take public water bus to other areas, if needed. Hotel staff is very friendly & lots of local restaurants in area close to hotel. Highly recommend!!

Reviewed on Aug 12, 2026

Hotel Splendide Royal - The Leading Hotels of the World

Hotel Splendide Royal - The Leading Hotels of the World

Rome City Centre
$1,706
per person
Sep 13 - Sep 15
found 1 day ago
Roundtrip flight included
New York (NYC) to Rome (FCO)
9.4/10 Exceptional! (1,001 reviews)
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5* Romantic vacations in Italy

Price found within the past 48 hours. Click for updated prices.
Hotel Splendide Royal - The Leading Hotels of the World

Hotel Splendide Royal - The Leading Hotels of the World

Rome City Centre
$1,706
per person
Sep 13 - Sep 15
found 1 day ago
Roundtrip flight included
New York (NYC) to Rome (FCO)
9.4/10 Exceptional! (1,001 reviews)
Villa Cora

Villa Cora

Oltrarno
Save 100% on your flight
$2,627
per person
Oct 15 - Oct 19
found 11 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.8/10 Exceptional! (481 reviews)
QC Grand Hotel Roma

QC Grand Hotel Roma

$2,733
per person
Sep 13 - Sep 19
found 19 hours ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Rome (FCO)
9/10 Wonderful! (1,003 reviews)
The experience was extremely disappointing from start to finish. The room had a strong, unpleasant smell, almost as though an animal had died somewhere in the building. The hotel itself felt damp, moldy, unclean, and generally poorly maintained. The staff was largely unhelpful, and there was no concierge or adequate assistance with luggage. There was also very little guidance or information about how the hotel operates, which made the overall experience unnecessarily difficult. We chose not to have breakfast because, given the general condition and cleanliness of the building, we did not feel comfortable eating there. There were also basic maintenance and security concerns. The lock on Room 311 did not fully secure the door, which was particularly concerning. Overall, the hotel felt noisy, unkempt, and poorly managed. Unfortunately, it was a very poor experience, and I would not recommend staying here.

Reviewed on Aug 11, 2026

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3 Night Romantic vacations in Italy

Price found within the past 48 hours. Click for updated prices.
Uptown Palace

Uptown Palace

Milan Centre
Save 100% on your flight
$982
per person
Sep 13 - Sep 16
found 21 hours ago
Roundtrip non-stop flight included
Yerevan (EVN) to Milan (MXP)
8.6/10 Excellent! (1,008 reviews)
Breakfast Delicious and Services

Reviewed on Aug 12, 2026

Hotel Excelsior Venice

Hotel Excelsior Venice

Lido
Save 100% on your flight
$994
per person
Sep 15 - Sep 18
found 1 day ago
Roundtrip flight included
Paris (CDG) to Venice (VCE)
9/10 Wonderful! (1,002 reviews)
Alessandro at the pier was helpful, friendly, and polite. Beautiful pool. Friendly staff. Not enough chairs. Some guests saved chairs all day, and never used them til late afternoon. Food was excellent. Front desk very polite and professional. Maid service and room service was good.

Reviewed on Aug 10, 2026

Hotel Ai Reali di Venezia

Hotel Ai Reali di Venezia

Castello
Save 100% on your flight
$3,178
per person
Sep 15 - Sep 18
found 1 day ago
Roundtrip flight included
Paris (CDG) to Venice (VCE)
9.6/10 Exceptional! (1,002 reviews)
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4 Night Romantic vacations in Italy

Price found within the past 48 hours. Click for updated prices.
SUITE SISTINA FOR BRAVE LOVERS

SUITE SISTINA FOR BRAVE LOVERS

Rome City Centre
$506
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip flight included
Munich (MUC) to Rome (FCO)
9.2/10 Wonderful! (1,001 reviews)
Very clean and close to all the attractions, staff was super helpful would highly recommend.

Reviewed on Aug 11, 2026

Uptown Palace

Uptown Palace

Milan Centre
Save 100% on your flight
$1,789
per person
Sep 14 - Sep 18
found 19 hours ago
Roundtrip flight included
Beirut (BEY) to Milan (MXP)
8.6/10 Excellent! (1,008 reviews)
Breakfast Delicious and Services

Reviewed on Aug 12, 2026

Villa Cora

Villa Cora

Oltrarno
$3,044
per person
Sep 16 - Sep 19
found 1 day ago
Roundtrip flight included
Mobile (MOB) to Florence (FLR)
9.8/10 Exceptional! (481 reviews)
Don't see what you're looking for?
See all available trips from Chicago to Italy
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Top reasons for your vacation to Italy

  • Diverse and enchanting landscapes: Italy offers stunning coastlines, picturesque countryside, and rolling hills, providing a breathtaking backdrop for a romantic vacation.
  • Historical treasures: Explore the magnificent cathedrals, world-class museums, and iconic monuments of Rome, Florence, and Venice, immersing yourselves in Italy's rich history and culture.
  • Enchanting urban settings: Wander through charming cobblestone streets, indulge in delicious cuisine, and immerse yourselves in the vibrant theater and urban culture that Italy has to offer.
  • Unique attractions: Visit Piazza Navona in Rome for its picturesque square, art, history, and birdwatching opportunities. Experience the thrill of Gardaland theme park and the relaxation of Terme di Saturnia's natural hot springs.
  • Romantic destinations: From the enchanting canals of Venice to the historical charm of Rome, Italy offers a plethora of romantic destinations, including Florence, the Amalfi Coast, and Naples.

Book a Package and Save Money on Your Italy Vacation

A travel package allows you to conveniently book your flights and accommodations together. Instead of searching for separate deals, you can find everything you need in one place. Flights, hotels, and car rentals - we've got them all. Select the best combination for your romantic vacation in Italy and even save money. Customize your package to suit your preferences and budget with Expedia's price and theme filters.

Planning a romantic getaway? Italy has it all, from historical sites and stunning cathedrals to world-class museums and breathtaking monuments. Explore charming churches, admire art and architecture, indulge in urban dining, and enjoy theater. Booking a package in Italy ensures a perfect romantic vacation filled with unforgettable experiences.

How to Save Money on a Vacation to Italy

  • Take advantage of Expedia's OneKey program to collect points and save money on your bookings.
  • Consider traveling during the off-peak season to save on flights and accommodations.
  • Use public transportation like buses and trains instead of taxis to save on local transport costs.
  • Look for free or affordable activities and sightseeing options, such as exploring local parks, visiting museums on discounted days, or taking walking tours.
  • Book your activities and sightseeing tours in advance to secure early bird discounts.
  • Consider staying in smaller, locally-owned accommodations or bed and breakfasts instead of luxury hotels to save money.
  • Try local street food or dine at family-run trattorias to save on dining expenses.
  • Rent a scooter or bike to explore the cities and countryside at a lower cost.
  • Pack light to avoid excess baggage fees when flying within Italy.
  • Take advantage of combo tickets or city passes that offer discounts on multiple attractions.

Where to Stay in Italy

When it comes to planning a romantic vacation in Italy, there are numerous cities and neighborhoods that offer a blend of history, art, and culture. From the romantic canals of Venice to the ancient ruins of Rome, or the charming streets of Florence, Italy has something to offer every romantic traveler.

  • Rome: Immerse yourself in history and culture as you explore ancient ruins, breathtaking cathedrals, and world-renowned museums. The city's artistic architecture and urban charm provide a romantic backdrop for leisurely tours and cozy cafes.
  • Milan: Indulge in the grandeur of magnificent cathedrals, visit fascinating museums, and admire stunning monuments and architectural wonders. The city's vibrant art scene, theaters, and high-end shopping options make it a perfect destination for a romantic getaway.
  • Florence: Discover the artistic treasures housed in its museums, marvel at the exquisite cathedral, and wander through the historical streets lined with magnificent churches and monuments. The city's charming architecture, riverside ambiance, and diverse shopping opportunities create a truly romantic atmosphere.

Explore the best places to visit in Italy

Italy is the ideal destination for a romantic package vacation. Immerse yourself in the rich history and culture as you explore stunning cathedrals, museums, and monuments. The country's beautiful churches, art, and architecture create a truly romantic atmosphere. Enjoy enchanting urban settings and indulge in exquisite dining experiences. Italy also offers a vibrant theater scene, adding a touch of drama and excitement to your romantic getaway.

  • Piazza Navona: This picturesque square in Rome offers a unique blend of art, architecture, and history. Admire the stunning fountains and sculptures, visit the beautiful churches and cathedral, and explore the nearby shops along the river. Don't miss the opportunity for birdwatching and immerse yourself in the rich historical ambiance.
  • Gardaland: Located near a scenic lake, Gardaland is a thrilling theme park that guarantees a fun-filled experience. Enjoy the exciting rides, visit the winery, and indulge in a relaxing spa treatment. You can also explore the nearby castle and golf course to immerse yourself in the local culture and history.
  • Terme di Saturnia: Nestled in the countryside, Terme di Saturnia is renowned for its natural hot springs. Take a rejuvenating dip in the healing waters and enjoy the soothing waterfalls. Immerse yourself in luxury at the spa, visit the winery, and unwind at the library amidst the hilly surroundings.

Best months to visit Italy

Italy boasts a year-around average temperature of 63.3°F, peaking at 76.6°F in July, its warmest month, and dipping to an average low of 48.4°F in December, the coolest. Rainfall averages at 59.7mm annually, with December seeing the heaviest showers and July being the driest month.

MonthTemperature (Fahrenheit)Rainfall (mm)
January55.045.7
February55.953.3
March57.736.8
April57.059.7
May63.788.9
June70.940.9
July76.60.0
August74.829.2
September71.288.9
October64.691.4
November63.988.9
December48.492.2

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 $506. 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?

Top Romantic Italy Hotels

SUITE SISTINA FOR BRAVE LOVERS

SUITE SISTINA FOR BRAVE LOVERS

Via Sistina 54 Rome RM
  • 21 min walk from Colosseum
$115 nightly
$141 total
Aug 17 - Aug 18
Total with taxes and fees
Whatever your love language might be, you and your special someone are sure to love the local sightseeing at this romantic hotel.
9.2/10 Wonderful! (1,000 reviews)
"Very clean and close to all the attractions, staff was super helpful would highly recommend."

Reviewed on Aug 11, 2026

SUITE SISTINA FOR BRAVE LOVERS
Hotel Artemide

Hotel Artemide

Via Nazionale 22 Rome RM
  • 15 min walk from Colosseum
$199 nightly
$236 total
Aug 18 - Aug 19
Total with taxes and fees
A spa, al fresco dining, and a garden await visiting couples at this romantic hotel. The property also offers a hot tub and premium mattresses.
9.8/10 Exceptional! (1,019 reviews)

Couples like: full-service spa, couples spa treatments, al fresco dining, hot tub

Travelers say...
"Exceptional breakfast"

Reviewed on Aug 11, 2026

Hotel Artemide
Palazzo Veneziano

Palazzo Veneziano

Fondamenta delle Zattere 1413 Venice VE
  • 10 hours drive from Colosseum
$193 nightly
$223 total
Aug 24 - Aug 25
Total with taxes and fees
You and your sweetheart are sure to love the in-room massages and winery tours at this upscale hotel. You'll also appreciate the terrace, bar, and local ...
Palazzo Veneziano
See all 282,369 properties in Italy
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.

More vacations you might like

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