Chianti Region Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Romantic vacation packages in Chianti Region
Palazzo Leopoldo Dimora Storica & Spa
Reviewed on Aug 14, 2026
5* Romantic vacations in Chianti Region
How to find a romantic Chianti Region vacation
How can I find the best Chianti Region 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 Chianti Region 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 Chianti Region?
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 Chianti Region?
Put a price on love with stunning deals for duos starting at just $1,433. Prices and availability are subject to change. Additional terms may apply.
Can I book Chianti Region 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 Chianti Region?
To book a loved-up break in Chianti Region, 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 Chianti Region 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 Chianti Region 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 Chianti Region Hotels
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.
- 29 min drive from Antinori nel Chianti Classico
Couples like: hot tub, fireplace
"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
Palazzo Leopoldo Dimora Storica & Spa
- 35 min drive from Antinori nel Chianti Classico
Couples like: full-service spa, couples spa treatments, al fresco dining, hot tub
"Very helpful and friendly staff, beautiful and spacious room, and wonderful location in the most lovely town in Tuscany. We loved our stay!"
Reviewed on Aug 14, 2026
COMO Castello Del Nero
- 10 min drive from Antinori nel Chianti Classico
Couples like: full-service spa, couples spa treatments, Michelin star restaurant, hot tub
"Great staff!"
Reviewed on Jun 27, 2026
Things to do
City Sightseeing Florence Hop-on Hop-off Bus Tour
Florence: Pasta Cooking Class with Unlimited Wine
Accademia timed-entry Ticket with Instant Delivery & Priority Access
More vacations you might like
Top Romantic Vacation Destinations
- Romantic Vacations in Las Vegas
- Romantic Vacations in Hawaii
- Romantic Vacations in Tennessee
- Romantic Vacations in Florida
- Romantic Vacations in Mexico
- Romantic Vacations in Arizona
- Romantic Vacations in Italy
- Romantic Vacations in the USA
- Romantic Vacations in Costa Rica
- Romantic Vacations in California
- Romantic Vacations in New York
- Romantic Vacations in Texas
- Romantic Vacations in San Diego
- Romantic Vacations in the Florida Keys
- Romantic Vacations in Colorado
- Romantic Vacations in Jamaica
- Romantic Vacations in the Bahamas
- Romantic Vacations in Chicago
- Romantic Vacations in the Caribbean
- Romantic Vacations in Alaska
