An Intimate Destination Wedding at The Lazy Olive in Tuscany

An incredible light warmed up the cold October day Anna and Dylan chose to get married at one of the most charming venues in Tuscany, The Lazy Olive.

Surrounded by the majestic landscapes of Val d’Orcia, a UNESCO World Heritage area, The Lazy Olive feels like a place suspended in time. Rolling hills, olive groves, and breathtaking countryside views create an atmosphere that feels peaceful, intimate, and completely removed from the outside world.

This is exactly what Anna and Dylan were looking for when they started planning their destination wedding in Italy.

Traveling from Atlanta, they dreamed of a wedding that would feel relaxed, personal, and surrounded by the people who matter most to them. Instead of a large traditional wedding, they envisioned a week in the Tuscan countryside with their closest friends, family members, and their beloved Boston Terrier, Pepper.

The Lazy Olive turned out to be the perfect setting for that vision.

Despite the chilly October temperatures, the beauty of the Tuscan countryside and the warmth of the people gathered there made the day feel incredibly special. The soft autumn light, the peaceful atmosphere, and the authenticity of the venue created the perfect backdrop for an intimate celebration.

Below are a few words Anna and Dylan shared about their experience.

A Dog-Friendly Wedding in Tuscany

One of the most meaningful aspects of Anna and Dylan’s wedding was the presence of their beloved dog, Pepper.

Many couples today want their pets to be part of their wedding day, and venues like The Lazy Olive make this possible. Surrounded by open countryside and nature, the venue offers a relaxed environment where pets can be part of the celebration.

Pepper was there for every important moment of the week — from exploring the Tuscan fields to joining the couple during their wedding celebrations.

For couples planning a dog-friendly wedding in Tuscany, having a venue that welcomes pets makes the experience even more personal and memorable.

Anna and Dylan’s Wedding Story

“When we got engaged in late 2018, we knew right away that we wanted an intimate celebration where we could bring together our closest friends and family. Tuscany felt like the perfect setting for us, and we were thrilled that everyone was excited to travel to celebrate with us.

We knew we had found the perfect venue and the perfect photographer when both of them were as excited to meet our Boston Terrier, Pepper, as we were excited to bring her along!

We’re so thankful that all of our vendors were accommodating in navigating the uncertainty brought on by the pandemic. Our wedding hosted at The Lazy Olive was even more amazing than we could have imagined.

We spent the whole week surrounded by friends and family in the beautiful Tuscan countryside. And we had our dream wedding day — serene, laid back, and intimate.

We even found out Pepper fancies herself a farm dog, as she got into plenty of mischief throughout the week!

We first met and bonded over our love of photography, so choosing our photographer was one of the most important decisions for our wedding day. Andrea and Bea were so wonderful to work with, and we cherish the way they were able to capture the essence of our day.”

Why The Lazy Olive Is One of the Most Beautiful Wedding Venues in Tuscany

The Lazy Olive is one of the most beloved venues for couples planning an intimate Tuscany destination wedding.

Unlike larger luxury estates, The Lazy Olive offers a more relaxed and authentic experience. It is a beautifully restored farmhouse surrounded by olive groves and rolling hills, creating an atmosphere that feels private and peaceful.

Some of the features couples love most include:

breathtaking views over the Tuscan countryside
traditional 18th-century Tuscan farmhouse architecture
outdoor ceremony locations surrounded by olive trees
romantic garden dinners under the stars
a panoramic swimming pool overlooking the hills
locally sourced farm-to-table cuisine
charming guest apartments for friends and family
a relaxed, dog-friendly atmosphere perfect for couples traveling with pets

For couples traveling from the United States, this type of venue offers something very special: the chance to turn their wedding into a full experience shared with the people — and pets — they love most.

How to Get to The Lazy Olive

Although it feels remote and peaceful, The Lazy Olive is easy to reach.

The venue is located near the village of Asciano in the province of Siena.

Travel times:

about 25 minutes from Siena
about 1 hour and 15 minutes from Florence
about 2 hours from Rome

Most international couples arrive through Florence or Rome and then rent a car to drive through the beautiful Tuscan countryside to the venue.

The journey itself becomes part of the destination wedding experience, with scenic roads, cypress trees, and stunning landscapes along the way.

A Tuscany Wedding to Remember

Anna and Dylan’s wedding at The Lazy Olive perfectly captured what makes a destination wedding in Tuscany so special.

It wasn’t just about the ceremony or the reception. It was about spending meaningful time together in one of the most beautiful regions in the world — sharing meals, laughter, and unforgettable moments in the Tuscan countryside.

And of course, Pepper made sure the entire week included a little extra adventure.

Heartfelt thanks to Beatrice Moricci ( @beatricemoricciphotographer) for her precious help.

Venue: The Lazy Olive ( @thelazyolivevilla )