Italy: a destination of a lifetime.

We have several trips and experiences to choose from to guide you through an amazing Italian getaway. Whether you want tours, cars, cooking classes, or accommodations only, we have THE trip for you. Scroll through to see all of the experiences available to make this the destination vacation of a lifetime.

Recent Testimonials

“Dean we had a great time. We stayed at Guisi & Dario and it was just awesome. We did the pasta making dinner with Guisi one night and it was lots of fun.By far we loved the visit to Assisi the best, a very powerful experience connecting with St. Francis/St. Clare’s lives and what he/they did for the Church at a time of crisis. We visited some wineries, and sort of stumbled on a small one called Leuta. The wife of the owner hosted us, giving us a detailed discussion on the process they use, and of course tastings. We also went to Avignonessi, which is larger and a more polished but less personal tasting room. The folks that went with us had never been to Rome, so we hopped on the train(2+ hours) and went down for the day to do the Vatican.  However, I do not recommend doing it that way as it makes for a very long day with minimal time to do much there. Rome is a couple of days before or after the Tuscan part.We also ate at a beautifully decorated/located restaurant, Café Poliziano in Montepucliano that’s celebrating its 150th anniversary in 2018. It was an excellent trip!”

Rolling hills. Vineyards. Breathtaking views.

This is Tuscany

Book the vacation of a lifetime with 7 nights in Tuscany complete with wine tasting, cheese making, and cooking classes! All of these luxuries await when you book the ultimate Tuscany experience.

Villa Amenities Include:

  • 3 bedrooms
  • 3 bathrooms
  • fully equipped kitchen
  • private access to shared pool
  • open space Pergola
  • hiking trails
  • washing machine and dryer
  • TV and WI-FI
  • Air Conditioning in all spaces

Experience Includes:

  • 7 night stay in Tuscany Villa for six people.
  • 1 cookery lesson for 6
  • 1 welcome buffet for 6
  • Pre-arrival and in-house concierge
  • Cooking class includes dinner and wine following class

The Villa is part of a beautiful family-run resort made up of two separate Villas. The property is within a short drive to a stunning Tuscan Wine Road, a golf course and an ancient Hill Town dating back to the Romans! Relax, drink wine, enjoy beautiful scenery, learn about salami and cheese making, take a pizza class, and enjoy the week with your five best friends! You do not want to miss this amazing trip!

There is an optional upgrade on this package to include the second Villa. Contact Dean for more information about how you can customize this trip to your specifications. Get the most from your vacation. Support your favorite charity or non-profit organization. Make a difference. And have a ton of fun in the process.

Note: Guests can request a portable wi-fi for the entire week. Take it with you so you can easily get around and forget about your own internet data! Get in touch with Dean for more information. Price: 150 € one-time (includes 20 gigabytes of internet data)

Click here to download printable flyer for more information on the Tuscany Experience.

Tuscany for Two

In addition to the number of trips we have available for groups/families, we also have an option for a trip for two. Enjoy a more private experience with a one-bedroom apartment for two. To see more, click here to download printable flyer for Piccolo Loft


Disclaimer: Please note that the Villa featured in this flyer is a typical property for the package. If this is unavailable at the desired time of redemption a comparable property will be provided.

“Ready for a Real Italian Quest… in the Home of a Famous Italian Barista?”

Espresso Retreat

The Experience:

The property is situated in a quaint piece of the countryside at the foot of Cortona, a famous Hill-town in the heart of Tuscany. During this seven-night retreat, guests can choose to slow down and relax by the pool or go out exploring the surrounding sights and attractions like Florence and Siena.

Included in the package for 12:

  • 7 nights in a Private Luxury Villa
  • Pre-Arrival and in-house concierge
  • Gourmet dinner for 12
  • Espresso seminar for you and your guests

The Venue:

Villa Maggiore is a Classic Tuscan stone house, nestled in a lush manicured garden and equipped with every modern comfort.

It features an exclusive Coffee Workshop, equipped with some top-notch espresso machines which the owners use to perfect their Latte Art skills as well as create all sorts of coffee recipes. Guests can participate in VIP coffee seminars hosted in this very room by a professional barista.

Villa Amenities

  • 5 double bedrooms
  • 1 twin bedroom
  • 6 bathrooms
  • 2 fully equipped kitchens
  • Multiple external dining areas
  • Large barbecue area with stove, wood-fired oven, and fridge
  • Swimming pool

Note: This location can be booked as either the full experience “Espresso Retreat” or can be booked without the experience aspect (you can just book the home).

Click here for the flyer for the Espresso Retreat as described above.

Click here for the flyer for booking the Villa Maggiore without the added experience workshops. 


“Find Love in the Land of Limoncello”

Amalfi Coast is Heaven on Earth



This is by far the most popular Italian destination, where the magnificent slopes, overlooking the Mediterranean, have inspired poets, civilizations, movie stars, and visitors throughout time.


This is an incredible 5-day experience for two. Couples will be able to enjoy the best of the Amalfi Coast, both by land and by sea, all while staying in a charming 4-star accommodation, with private access to the sea.

  • 5 nights included
  • Ground transportation to all sights
  • Daily breakfast
  • 2 excursions to choose from
  • Pit-stop in Pompei (on arrival or departure day)

Tours/Activities (Choose one Land Activity AND one Sea Activity)

  • Land: Scenic drive of the Amalfi Coast OR Mozzarella tour with hands-on demonstration
  • Sea: Mini Cruise with snorkeling OR Capri Day Trip

Click here for a printable flyer for Amalfi Coast Experience

“Surrender to the Romance of Lake Como”

Lake Como- A Lovers Getaway


Also known as the “Italian Beverly Hills”, Lake Como is a highly sought after wedding location and a dream setting for honeymooners and celebrities.

The Magnificent Villas, which seem to be floating over the crystal clear waters, make up the beauty of this destination, along with the idyllic lakefront resorts, like Bellagio, Varenna, and Menaggio.

Here are some of the top things to do during your four-day trip:

  • Sail by George Clooney’s and Richard Branson’s Villas
  • Immerse yourself in culture and history on the “Green Way del Lario” walk
  • Hire a photographer to capture every moment at Lake Como


This 4 night getaway for two takes place in Varenna, the most iconic resort on Lake Como.

Included in the package:

  • 4 nights in a 4-star accommodation
  • ground transportation to all sights
  • daily breakfast
  • sunset cruise with dinner for 2


  • Visit the Villa Balbianello and learn about the golden age of Lake Como
  • Visit the lush gardens of Villa Melzi
  • Guided visit of Bellagio and Menaggio

Click here for a printable PDF for the Lake Como vacation for 2.


Welcome to Ferrari Quest

This is the real “Italian Dream”.

A 3-Day adventure in the Capital of Ferrari, “Maranello”, where the supercar is produced. This experience is an opportunity to drive the latest models, visit the factory, dine in the favored restaurants, and experience Italy like a star. For the automobile enthusiast, this is the vacation of a lifetime! This trip includes accommodations and amenities for two (2) people, and the trip can be expanded to include more people.

Experience Includes:

  • 3 Nights in the Junior Suite at hotel “Locanda Del Feudo”
  • 1 Hour Panoramic Ride
  • 1 Hour Mountain Ride
  • 2 Dinners at the Hotel
  • 2 Happy Hours
  • 2 Lunches at Ferrari Pub “Driver”
  • 1 Visit of Balsamic Cellar
  • 1 Visit of Ferrari Museum
  • 1 Visit Ferrari Factory
  • Free Afternoon to Explore in Modena Old Town

Click here to download printable PDF for Ferrari Tour Package.