Four Dreamy Destination Wedding Locations in Tuscany

Advisor - Sara Graham-Baldi
Curated By

Sara Graham-Baldi

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  • International Travel

  • Italy

  • Destination Weddings

  • Luxury Travel

  • Group Travel

  • Special Event

  • Wedding Inspo

  • High-End

Sunset over rolling green hills
Curator’s statement

When it comes to dreamy destination weddings, it’s no surprise that Italy tops the list. And as far as where in Italy to have your wedding, well, Tuscany is at the top of that list. I can tell you that it’s truly everything and more because I was lucky to have my own September 2018 wedding high on a hilltop, overlooking those rolling hills that gracefully meet the Mediterranean sea. As a small event and wedding planner myself, there are more than a few spectacular locations where you can invite guests into a magical experience. Here’s your guide to the most beautiful locations for a wedding in Tuscany.

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Where to stay

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Castel Monastero Resort

Old-world hotel in a former 11th-century monastery featuring cozy rooms with sophisticated decor and sitting on four hectares of grounds, overlooking the countryside.

Fora Perks
  • $100 hotel / resort credit.

  • Breakfast daily.

  • Upgrade & extended check-in/out whenever possible.

Il Salviatino

Elegance and luxury abound at this gorgeous hotel, set in a restored 15th-century villa nestled in the rolling Tuscan hills.

Fora Perks
  • $50 hotel / resort credit.

  • Breakfast daily.

  • Upgrade & extended check-in/out whenever possible.


Ideally located between the towns of Montepulciano and Pienza, Lupaia is one of Tuscany's most magical countryside estates.

Fora Perks
  • Food / beverage or spa credit.

  • Breakfast daily.

  • Upgrade & extended check-in/out whenever possible.

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Castel Monastero

Chairs with flowers next to large stone building during daytime

Castel Monastero

While on a self-guided tour of possible wedding locations, my first impression of this 11th century Tuscan treasure was that is was the most "me". Me if I was able to spare no expense, but me nonetheless. And I only fell deeper under its spell during a short stay at this sophisticated resort, which also offers fireworks as part of a wedding package. I love fireworks.

Advantages: While one can completely immerse themselves in this exclusive retreat that feels like a small hamlet (it actually was at one point), Siena is only a 20-minute drive away with its own ancient walls, historic sites, restaurants and additional accommodations.

Favorite Features:

  • Gorgeous and spacious country-chic rooms.

  • Delicious, and beautiful, outdoor gourmet dining.

  • 11th century church in the main piazza.

  • Open-air gym and infinity pools.

  • Major focus on wellness. The spa boasts comprehensive treatments, as well as a high saline density sea oil pool designed by the medical team of Thalasso del Forte.

  • Lots of activities on offer; from tennis to truffle hunting to wine tasting and cooking courses created by their executive chefs.

Maximum number of wedding guests possible: While Monastero's church can hold 50 people, there is another larger church nearby. In terms of the reception, a cocktail party can serve 200 guests, whereas 150 can be seated for a banquet.
Number of rooms: 74 rooms and suites, plus a detached villa.

Il Salviatino

Gardens surrounded by trees with clouds in the sky during daytime

Il Salviatino

Ah Florence… the city of love. If you want romance, this city’s got it in spades. Hundreds of couples get hitched here every year. With a backdrop like this you can keep it simple, but with boutique hotels like Il Salviatino why not do it with all the magic you’ve dreamed of? Here you get award-winning service at a 16th century villa, all while surrounded by five hectares of greenery and gardens in the rolling hills of Fiesole. There are several unique environments that can be adapted to suit your personal style and any size of wedding — from the most intimate of soirees, to large receptions for up to 250 of your nearest and dearest.

Advantages: Located just ten minutes from the centre of Florence, Il Salviatino offers guests a free shuttle service.

What makes it perfect:

  • The rooms! Artfully designed and stylishly appointed, each one is sumptuous but the Greenhouse Suite is something special.

  • A spa that is mindful of the seasons in treatments offered.

  • Lovely terraced pool.

  • Incredible views of Florence.

Maximum number of wedding guests: 250
Number of rooms and suites: 40


Man and woman holding hands with mountainside in the background during daytime


With a view to Montepulciano, at Lupaia you get all the old world romance with graceful, modern comforts that include a lovely infinity pool. The main house dates to 1622, before it became a goat farm and then was abandoned. An Austrian couple saw the potential and lovingly restored the property into a setting that is tranquil and perfect for an intimate event that exudes relaxed glamour. And (my favourite thing) you can completely takeover this hotel without spending a small fortune. Only a three-night minimum is required.

Advantages: Located in the Val d’Orcia, Lupaia positions you close to historical towns such as Siena, Arezzo, Florence and Perugia.Their team of 21 will be at your disposal for anything from wine tastings to midnight snacks.

Why I love it:

  • The views from anywhere on the property are pure Tuscany.

  • Elegance-meets-country-home design aesthetic.

  • The rooms have a medieval touch without being kitschy.

  • No issues with noise or night curfew so your event can go as long as you like!

Maximum number of wedding guests possible: 34
Number of rooms: 12 rooms and suites.

Poggio ai Santi

White chairs surrounded by gardens during daytime

Poggio ai Santi

And finally, the relais where my Italian and I got married, Poggio ai Santi.

Advantages: The first time friends took us to Sal8, Poggio’s bar, we immediately knew we wanted to host our wedding on the property. All the suites are spacious as your garden, terrace or veranda blends beautifully with the surroundings. As a guest, you’re totally immersed in nature, while close to San Vincenzo with its cafes, restaurants on the marina and shopping. The immediate area also boasts world class wineries and sun soaked beaches. Plus their restaurant, Il Sale, serves the most delicious, hyper-local fare.

Why we chose it:

  • Amazing organic food and inspired cocktails.

  • Laidback luxury in a typical Tuscan-style residence.

  • Additional accommodations at La Muccheria - great for those guests who might be on a lower budget.

  • Peace and quiet are golden here. Only children over 12 allowed unless you do a takeover booking (as I did) for an event.

  • Very pet friendly.

  • Proximity to the seaside and Etruscan villages like Populonia.

Maximum number of wedding guests possible: 40
Number of rooms: 14 rooms and suites.

Photo Credit: Top of page (right) & above, photographer: Elena Elese

Need to Know

Reach out for more information on these hotels, as well as travel and destination wedding planning services by emailing

For more Italy travel inspiration, check out my guide to Turin: A Guide to Food and Culture in Turin, Italy.

Advisor - Sara Graham-Baldi

Travel Advisor

Sara Graham-Baldi

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