Skip to main content
staycation florence 2023 tour



$2750 Double / $3390 Single

Renaissance means “rebirth” and no city embodies the idea more than Firenze. Florence, the city of flowers, was the most important city of the 1500’s, filled with wealthy merchants hiring the best artists of the time— Michaelangelo, Leonardo DaVinci, Botticelli. This has left the city with one of the greatest cultural patrimonies in the world, and it waits for you to dig a bit below the typical visit and discover its depth.

Florence is a city built for a staycation, just as the English of the Grand Tour discovered, there is far too much to see for just a few days’ stay. While a visit to the Uffizi Gallery is required, the city itself is like an enormous diffused art museum. Each day, we will explore churches full of artworks, back alleys noisy with artisan workshops, and enotecas serving up some of the best wine that Italy has to offer. Our stay will also include some Tuscan wandering, with classic cypress tree vistas.

We have enjoyed our small groups so much that we will continue to keep numbers low and personal attention high. This tour will have a maximum of 16 guests.

For more info see our Florence Tour Diary 2022!

Tour leader:

Day One

Overnight: Florence

Benvenuti a Firenze

In the afternoon we meet in our centrally located hotel for a tour orientation. We will head out on a city walk to become familiar with the development of the city, then dine on a classic Florentine dinner with plenty of vino.

Day Two

Overnight: Florence

Mangia! Markets and Meals

In the morning we will tour one of the famous food markets of the city, meet local producers, and sample some of the seasonal specialties. We will then head to the kitchen and learn how to cook a proper Florentine feast. The afternoon will be yours to explore, shop, or devour gelato.

Day Three

Overnight: Florence

Neighborhood Charm

We will focus today on a local’s Florence, and loiter aon the other side of the river, the Oltrarno. Along with our local expert, we will pop into quiet galleries and examine treasures that most visitors miss.

This evening, you may opt to join your guide to find an apericena, a Florentine cocktail and snack buffet.

Day Four


Part of the wealth of Florence was gained through textile manufacture. We will visit the nearby town of Prato to learn more about textiles, and to explore the historic center.

Day Five

Museum Day

Today we will explore the art treasures of the city with an expert local guide. We will visit some of the most revered art treasures, but will also take time to admire gems that are off the tourist path.

Day Six


We will hop aboard a minibus today and joyride through the famous Tuscan countryside. Our day will include a visit to a village and a wine tasting and lunch at a countryside winery.

Day Seven

Tour Over After Breakfast

Your guide will be available this morning to help you with your further travel plans. Grazie e arrivederci!

Price: $2750 (Air not included). Single Supplement is $640. We welcome singles and can try to pair you with another single to room with, but the single supplement will be required if we can’t.

What’s included: 3 dinners and 3 lunches (wine included), 6 nights lodging in a clean, comfortable, and centrally located hotel. All admissions and fees for group activities. Transport and private guides, tips included.

You can reserve a spot on this tour with a non-refundable deposit of $600.

Tour begins and ends in Florence. International airport there is FLR or PSA.

If you would like to book this tour just for your own group of friends or family (minimum 6 people), we can offer a private tour with different dates to suit your travel needs.

Fantastic experience. The tour was exceptionally well organized and expertly led by Anna Piperato. Her knowledge of Italy, Florence, and art history and her engaging personality made the tour extremely enjoyable and enriching. She looked after the needs of the tour participants exceptionally well. The hotel was comfortable and well-located. The mix of activities was just right. The food tour of Florence markets was a distinct highlight. We highly recommend this tour.

Michael Carlsonfor StayCation Florence SEPTEMBER on Sep 29, 2022

Sicily is a culturally complex and geographically large and diverse place. It can easily fill 3 weeks. However, for many of us, 3 weeks is not possible. For a great way to get to know the three millennia of history that shaped this place, see the ancient remains of past cultures and how they are incorporated into modern day life, and experience the variety of foods brought by its many invaders, Adventures with Sarah's Sicily Highlights tour is the way to go. Sarah is passionate about Sicily and knows it intimately. In addition to her vast knowledge and experiences, she incorporates local guides who add their personal flare and love for the island. And the small tour group size helps single travelers, like me, feel part of the tour and not a third wheel.

Janet Suttonfor StayCation Florence on Sep 24, 2022

Anna is a prize! She knows and shares so much about the local events, culture, and art. She and Sarah led us to fantastic viewing sites for the practices, the race itself, and other related events. The group were all good travelers and fine companions, and it was delightfully small. We have heard about (and seen videos of) the Palio for decades and it was a bucket list experience for us to be there. Even the weather stayed cool for us. Food and hotels were excellent. Thank you Sarah and Anna for making this trip possible and for teaching us so much about the local culture. Sarah, please keep finding special and unusual trips and events for us to enjoy! Regards, Ben and Linda Shuler.

Richard Corbinfor Palio and Tuscany Deluxe on Jul 17, 2023

Florence staycation was another wonderful experience with Sarah. The hotel was perfect. Who doesn't want to sleep in a medieval pallazzo! Yes. We participated in a few of the more obvious activities, but Sarah makes it happen as if we are at the front of the line. Add to that the things I would never expect to do, like a painting class, for example, and my time in Florence and surrounding areas has become a unique experience. And as always, amazing food and wine and treats. A well planned balance of group meals and activities with personal free time. To have Sarah as our guide is extra special. She has a wealth of knowledge to share, which brings so much meaning to what we see. (And I love stories!) Thank you Sarah for making my adventure even more than I imagined.

Cheryl K for StayCation Florence October 2023 on Oct 23, 2023