Announcing My Annual Trip! Join The Cooking Mom in Italy Sept. 10-19 2027
If you’ve always dreamed of going to Italy, THIS is your trip! Join me on my annual trip! It’s THE ULTIMATE trip to Italy filled with THE BEST food, wine, Italian cooking classes, gorgeous scenery and beautiful hotels!
This is a trip I plan every year and it ALWAYS sells out fast! This trip is OVER THE TOP AMAZING!
Ready To Vacation In Italy With Amy?
September 10, 2027 – September 19, 2027
Click the button to get the full Itinerary & pricing details. You can also use this link to book your trip! Spots are limited, and the vacations sell out, so don’t wait!

This isn’t a cookie cutter trip! This trip is VERY unique and so incredibly special! I’m a cookbook author and a food blogger so this is a culinary trip! It’s all about the food! We’ll enjoy the very best! Bring on the Italian food and wine and gelato!

I work hard to plan every meal and every last detail.
We’re going to Italy at the best time of year! The weather the weather is lovely! It’s in the 70’s! Plus, no big summer crowds!


This trip is also a GREAT value with SO MUCH included! I work hard to make sure my trips are amazing and at an amazing price!
I work hard to plan every meal and every last detail. We’ll also take 3 different cooking classes and learn to make so many delicious authentic Italian dishes!
We’re going to Italy at the best time of year! The weather the weather is lovely! It’s in the 70’s! Plus, no big summer crowds!
This trip is also a GREAT value with SO MUCH included! I work hard to make sure my trips are amazing and at an amazing price!
During this trip all your delicious breakfasts, several lunches, and most gourmet several course dinners are included.

Also included are 3 different authentic Italian cooking classes! Plus loads of wine, wine tastings at wineries and vineyard tours too and so much more!
For the main trip you’ll fly out 9/10/27. We’ll spend 8 nights at one of THE MOST gorgeous 14th century Tuscan resort.
You can also choose to join me in Italy two days earlier. Most of my travelers do this! It’s always a good idea to fly in a couple days early to rest up up a bit and recover from the long light. You are in Italy anyway, why not fly in 2 days early and enjoy the magnificent city of Florence! If you decide to join me for the pre-trip 2 extension you’ll fly out 9/8/27 and spend 2 magical nights 9/9-9/10 at one of the best most beautiful hotels in Florence. Then, your transfer to our magnificent resort in the heart of Tuscany is included on 9/11.
I’m very hands on when I plan my group vacations. We stay in THE BEST hotels and eat the BEST food! The daily itinerary for this trip is INCREDIBLE!
My trips are also a GREAT value! So much is included on this trip like breakfast every morning and most meals! We’ll enjoy some amazing Italian lunches and many gourmet multi-course dinners with wine. Because we are a group I negotiate to get the best rates!


Let’s start with our resort in Tuscany. I’ve found THE PERFECT place for us to spend 8 magical nights in Tuscany!
It’s this gorgeous sprawling 14th-century Tuscan resort, the Villa Casagrande. It’s filled with so much history and charm. All my travelers LOVE IT! You will too!It is in the Chianti region with views of the countryside, yet just a short stroll to the cute village for shopping and restaurants. The resort has a pool, and beautiful courtyards to enjoy coffee in the morning or wine outside at night to relax and unwind.
Speaking of wine, they make many Italian wines right here on the property. There’s a huge wine cave where they produce lovely wines! We’ll get to take a private tour of the wine cellars to learn all about it. Then, we’ll get to taste their wines during a beautiful welcome party with lots of hors d’oeuvres outside in the courtyard followed by a multi-course Italian feast.


A delicious full breakfast is included every morning. Everyone loves the breakfasts at our resort! Our resort even has a wonderful cooking school on the property!

We’ll learn how to make several authentic Italian dishes like the best ever homemade lasagna, an Italian pork roast, biscotti and lots more. Then we get to eat what we make!
This is just one of 3 different cooking classes I’ve planned for this trip. All of them are wonderful but one will be extra special!

One of the highlights of this trip is spending the afternoon on a real Tuscan farm. I’ve known Momma Teresa for years now and all my groups love visiting her farm. We’ll meet her family and tour the farm.
Tonight’s dinner is extra special! Teresa will teach us how to make homemade pasta, the most wonderful Italian vegetable soup, the best ever bruschetta and more! It’s a night you’ll never forget and you’ll get all the recipes from our trip too!
We’ll get to explore several charming towns and villages in Tuscany, like Cortona, where the movie Under the Tuscan Sun was filmed.
We’ll visit the quaint hilltop town of San Gimignano, home of the world’s best gelato. Yes, we’ll get to taste, too. It really is THE BEST EVER! So many flavors to choose from. It’s hard to pick. I always try two or three!

For wine lovers, you are in for a real treat! We’ll go to some of the best wineries in Italy. We’ll taste so many amazing Italian wines on this trip.

We’ll even get to enjoy a gourmet Tuscan steak dinner in a gorgeous vineyard! It’s gorgeous and so delicious!

Speaking of wine, on this trip we’ll visit Montepulciano. This region produces some of my favorite wines. We’ll spend the day exploring this spectacular hilltop town and tasting wines followed by a delicious Italian lunch at a local winery.

If you like truffles, we’ll go to truffle hunting! This is so fun! It’s a day you’ll never forget!

After our truffle hunt we’ll enjoy an AMAZING all truffle pasta lunch with Italian wines at the most beautiful Michelin star restaurant. This is some of THE BEST pasta I’ve ever eaten!
We’ll shop and eat our way around the beautiful vibrant history-filled city of Florence. We’ll visit the HUGE central public food market! When I travel, I love discovering the hidden gems. We’ll go on a city food tour! We’ll go in search of some of the best food in Florence like giant Italian sandwiches, the best coffee and pastries and more! This is an AMAZING day!
We’ll also visit Siena on this trip. This is one of my favorite Italian towns. It’s got so much charm! Great shopping too. You’ll have free time here to wander and explore this city on your own! You’ll love it!

On our last night in Tuscany we’ll have a big delicious several course Italian dinner. We’ll drink wine, eat Tuscan steak and pasta, and enjoy a fabulous night with our new friends.


I get the best people on my group trips. That makes the trips even more special. We keep in touch long after the trip and my hope is that we’ll meet and travel again after this trip! I have so many travelers who have come back to travel with me on several of my Cooking Mom Vacations. It warms my heart and inspires me to keep planning new amazing trips!

I mentioned flying in two days early. I highly recommend this! It’s a long flight and it’s so nice to be able to sleep in and rest up before we start all our adventures in Tuscany!
We’ll stay two nights at a beautiful Florence hotel. It’s one of THE BEST hotels in Florence and it’s in a great location, right in the heart of the city!
There is so much to see and do in Florence! We’ll have two days to really explore this vibrant city. It’s one of my favorites!
On our first night in Florence we’ll meet for cocktails on our hotel’s gorgeous rooftop. Then I’ve planned a wonderful welcome to Italy dinner at a nearby restaurant.
I’ve put together some optional add on tours in Florence. I’ve hired the best guides so you can see the famous David statue and beautiful Accademia Gallery museum.

You’ll also have the option to join me for a progressive dinner and food walking tour of Florence with wine, pasta, and lots of other wonderful Italian food and a very special olive oil tasting class!
A delicious breakfast at our Florence hotel with espresso coffee drinks and even champagne or mimosas are included both mornings!
After Tuscany you’ll have the option to continue our trip and spend even more time in Italy! I’m working on details of our post trip extension to Rome to see The Vatican and the Colosseum!

Come with your husband or wife. We have lots of couples on my trips! Come with your mom or daughter. Come with your girlfriends, or come alone. You’ll never feel alone on my trips!
If you’re interested DON’T WAIT to reserve your spot!
This trip ALWAYS sells out. We only have a limited number of rooms.
Grab your spot before it’s gone. Join me for this trip of a lifetime!
You can email Shelley at shelley@sunsetfamilytravel.com


