Tuscany Romantic Vacations 2026

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Top Romantic vacation packages in Tuscany

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

Allegroitalia San Gallo Firenze

San Lorenzo

$580

per person

Oct 4 - Oct 7

found 1 day ago

Roundtrip non-stop flight included

Dublin (DUB) to Florence (FLR)

8.8/10 Excellent! (1,002 reviews)

Clean

Reviewed on Aug 27, 2026

Hotel Regency

Historic Centre of Florence

Save 100% on your flight

$1,056

per person

Oct 4 - Oct 7

found 1 day ago

Roundtrip non-stop flight included

Dublin (DUB) to Florence (FLR)

9.4/10 Exceptional! (459 reviews)

Hotel Balestri

Historic Centre of Florence

Save 100% on your flight

$911

per person

Oct 2 - Oct 4

found 1 day ago

Roundtrip non-stop flight included

London (LON) to Florence (FLR)

9.4/10 Exceptional! (1,002 reviews)

Palazzo Firenze by Baglioni Hotels & Resorts

Historic Centre of Florence

$3,078

per person

Oct 2 - Oct 5

found 23 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Florence (FLR)

9.4/10 Exceptional! (239 reviews)

very nice hotel

Reviewed on Aug 27, 2026

L'Andana

$1,647

per person

Oct 9 - Oct 12

found 7 hours ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

9.4/10 Exceptional! (93 reviews)

What a great experience, the hotel was excellent all the way around

Reviewed on Aug 17, 2026

Don't see what you're looking for?

See all available trips from Columbus to Tuscany

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5* Romantic vacations in Tuscany

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

Hotel Regency

Historic Centre of Florence

Save 100% on your flight

$1,056

per person

Oct 4 - Oct 7

found 1 day ago

Roundtrip non-stop flight included

Dublin (DUB) to Florence (FLR)

9.4/10 Exceptional! (459 reviews)

Palazzo Firenze by Baglioni Hotels & Resorts

Historic Centre of Florence

$3,078

per person

Oct 2 - Oct 5

found 23 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Florence (FLR)

9.4/10 Exceptional! (239 reviews)

very nice hotel

Reviewed on Aug 27, 2026

L'Andana

$1,647

per person

Oct 9 - Oct 12

found 7 hours ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

9.4/10 Exceptional! (93 reviews)

What a great experience, the hotel was excellent all the way around

Reviewed on Aug 17, 2026

Don't see what you're looking for?

See all available trips from Columbus to Tuscany

View all trips

3 Night Romantic vacations in Tuscany

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

Hotel Balestri

Historic Centre of Florence

Save 100% on your flight

$345

per person

Nov 19 - Nov 22

found 22 hours ago

Roundtrip flight included

Barcelona (BCN) to Florence (FLR)

9.4/10 Exceptional! (1,002 reviews)

Allegroitalia San Gallo Firenze

San Lorenzo

$580

per person

Oct 4 - Oct 7

found 1 day ago

Roundtrip non-stop flight included

Dublin (DUB) to Florence (FLR)

8.8/10 Excellent! (1,002 reviews)

Clean

Reviewed on Aug 27, 2026

Hotel Regency

Historic Centre of Florence

Save 100% on your flight

$1,056

per person

Oct 4 - Oct 7

found 1 day ago

Roundtrip non-stop flight included

Dublin (DUB) to Florence (FLR)

9.4/10 Exceptional! (459 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Tuscany

View all trips

4 Night Romantic vacations in Tuscany

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

L'Andana

$1,647

per person

Oct 9 - Oct 12

found 7 hours ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

9.4/10 Exceptional! (93 reviews)

What a great experience, the hotel was excellent all the way around

Reviewed on Aug 17, 2026

Hotel Regency

Historic Centre of Florence

$1,992

per person

Oct 6 - Oct 9

just found

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

9.4/10 Exceptional! (459 reviews)

Palazzo Firenze by Baglioni Hotels & Resorts

Historic Centre of Florence

$3,078

per person

Oct 2 - Oct 5

found 23 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Florence (FLR)

9.4/10 Exceptional! (239 reviews)

very nice hotel

Reviewed on Aug 27, 2026

Don't see what you're looking for?

See all available trips from Columbus to Tuscany

View all trips

How can I find the best Tuscany 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 Tuscany 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 Tuscany?

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 Tuscany?

Put a price on love with stunning deals for duos starting at just $345. Prices and availability are subject to change. Additional terms may apply.

Can I book Tuscany 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 Tuscany?

To book a loved-up break in Tuscany, 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 Tuscany 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 Tuscany 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 Tuscany Hotels

Villa Cora

Viale Machiavelli 18 Florence FI

22 min walk from Piazza di Santa Maria Novella

$814 nightly

$914 total

Sep 9 - Sep 10

Total with taxes and fees

You and your special someone are sure to love the

Hotel Mulino di Firenze, WorldHotels Crafted

Via di Villamagna 119 Florence FI

11 min drive from Piazza di Santa Maria Novella

$264 nightly

$307 total

Sep 2 - Sep 3

Total with taxes and fees

A spa, in-room massages, and a garden await couples visiting this romantic hotel. The property also offers jetted tubs, onsite dining, and a riverside ...

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.

San Gimignano

56 min drive from Piazza di Santa Maria Novella

Romance awaits at this villa, which features a garden and a hot tub. Couples will appreciate the in-room fireplaces and outdoor pool.

10/10 Exceptional! (122 reviews)

Couples like: hot tub, fireplace

Travelers say...

"My family of 10, 2 grandparents, two adult children and their spouses plus 4 teenagers spent a wonderful week at that the Villa Iris. The house is lovely and has air conditioning. The 6 bedrooms with 6 bathrooms were great to have. Every day we went went to a different hill town, explored them and ..."

Reviewed on Jul 25, 2026

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See all 43,421 properties in Tuscany

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.