13 DAYS
SEPT. 20 – OCT. 3, 2026
Spots Left: 0 Full
$7,650
ABOUT THIS TOUR
Journey Beyond! On this special journey through Northern and Southern Italy, you will experience the true magic of the Italian culture and people, eat amazing food, drink incredible wine, capture stunning images, and explore the greatest cities that will take your breath away at every turn. Journey Beyond what most tourists ever experience, and discover the “True Italy” – tasting and understanding the local cuisine, living the Italian lifestyle, and discovering the art and history that is over 2,000 years in the making. This is a unique opportunity to be led by Adam DeSerio, Italian-American guide and photographer, with a rich local knowledge and deep cultural understanding and passion for all that Italy has to offer. What makes this trip especially unique is the intimate size and nature of this Italian experience (Exclusive Adults-Only Group Size: Limited to 10 people max.). All aspects of the tour have been carefully thought out, planned, and curated specifically so you can arrive and enjoy the journey without needing to plan a thing. Adam has led tours in Italy for many years and speaks the language, providing you something very special compared to other tours. Dine at the best local restaurants with recommendations of specific dishes to enjoy, as well as learn some photography and gain valuable travel skills along the way.
We begin in the South of Italy, in the costal town of Sorrento, tasting authentic Napoli Pizza, Mozzarella, and Limoncello. We explore the ruins of Pompeii, the lost Roman civilization preserved by the eruption of Mount Vesuvius in 79 AD. Discover the sun-bleached peach, pink, and terracotta towns built along the cliffs, as we take our private van along the picturesque and romantic coastline of the Amalfi Coast, stopping in the towns of Minori, Amalfi, Ravella, and Positano. Explore one of the most beautiful and romantic islands in the world, where lemons grow larger than softballs, hundreds of flower varieties cover the island, and the Blue Grotto calls your name! Next, we step back into medieval history, and truly discover Siena, its Contradas and history of the famous Palio horserace, as well as a unique and exciting activities, unlike any tour could ever offer, as Adam shares his Italian home & city from a local perspective. We’ll explore the Tuscan Countryside North of Siena by private van, known as Chianti, as well as visit the historic villages of Monteriggioni and San Gimignano. We will be staying at the most beautiful Tuscan Villa on a working farm that produces their own pasta, wine, cheese, olive oil, honey, and much more, where we will also have a hands-on Tuscan Cooking Class and vineyard wine and olive oil tasting experience! Next, we explore the Cinque Terre costal villages along the Italian Riviera, learning to make Pesto, and discovering the beauty and charm of each city by land and by sea (private boat). Finally, we conclude in Milan, where we will appreicate the largest and most ornate cathedral in Italy, and enjoy an Aperitivo on our final night together. The trip offers a truly special opportunity to combine Italian history, culture, photo opportunities, and food & wine into one unforgettable journey! For more details, view Full Itinerary.
TOUR COST
$7,650 + AIRFARE / MEALS
Price includes: Hotel Accommodations • All Activities on Itinerary • Italian Ground/Water Transportation on Tour • Breakfast Everyday
Excludes: All Other Meals • International Airfare • Travel / Health / Cancellation Insurance
Deposit: $1,950 / person
1: Complete Sign-Up Application
2: Deposit Due (emailed. non-refundable).
3: 50% Balance Due: 150 Days Prior
4: 100% Remaining Balance Due: 90 Days Prior
– View the registration process for more details.
Price: Per Person, Double-Room Occupancy
HIGHLIGHTS
- Superbly rated Italian Bed & Breakfast Accommodations
- Private Guide for Entire Trip (Adam DeSerio)
- Sorrento & Pompeii Exploration
- Private Van along Amalfi Coast, Positano, & Ravello
- Private Boat Around Island of Capri & Blue Grotto Experience
- Deep Cultural and Local Experiences in Siena
- Tuscan Villa in the Countryside (Family Owned)
- Multiple Hands-On Cooking Classes
- Cinque Terre Coastal Discovery & Private Boat Tour
- Milan Cathedral, Castle & Aperitivo
- Perfect balance: Culture, food, activities, & photo opportunities
- Perfect time of year: Beautiful weather & fewer tourists
Click to View Adam’s Photos of Italy
ACCOMMODATIONS
- Italian Bed & Breakfast Style Hotels, Hand-Picked by Adam
- Chosen for Local Charm, Excellent Comfort, & Central Location
- Private Rooms with Breakfast Everyday, Private Bathrooms, & Wi-fi
- Excellent to Superbly Rated – 3 Star Equivalent +
- View: Accommodations Page / Photos (click here)
MEALS
- Carefully chosen & reserved restaurants by Adam
- Whole group sits together and enjoys each meal
- Adam explains menu & offers recommendations
- Billed individually for items ordered during Tour
- Budget $50 – 60 / day (+ drinks & service charges)
IS THIS TRIP FOR YOU?
- Small-Group, Boutique Tour – Fully Guided by Adam
- Immersive Italian Experience with Local Perspective
- Adults of All Ages (21+ ) Commonly Between 35 – 75 Years Old
- Balance of Culture, History, Tradition, Food, and Wine
- In-depth Information, Hands-On Experiences, & Exclusive Access to Popular Sights
- Moderate Physical Activity and Daily Walking. Full Mobility is Required
Why Do A DeSerio Tour?
Your Questions, Answered:
13 DAY ITINERARY
Journey Beyond Italy Tour
Available:
• SEPT. 20 – OCT. 3, 2026 Spots Left: 0 Full
Full Itinerary below outlines all activities, entrances, hotel nights, transportation, and group meals included throughout the Tour. Most days begin at 9am after breakfast and finish after dinner. Occasional free-time made available throughout tour, while most days are filled with amazing activities, restaurants, and a full itinerary. Most days consist of daily walking around the cities, with frequent stops along the way to enjoy the views, delve into the activities, and live “La Dolce Vita” (the sweet life) in Italy!
(ARRIVAL) ROME
DAY 0
Tour includes this Arrival Day, with the one night to rest at our Rome Hotel before setting off Sorrento the next day. Please arrive on the first date listed under Tour Dates (Day 0). You may arrive anytime, however, check-in may not be available until after 2pm. Coming from the US, you will probably need to book a flight departing the US the “day before”, as time zone differences and total flight time will require that to arrive on Day 0. This first day is just a rest day, so you can be ready for the amazing journey ahead! Next day, Day 1, Tour activities will begin after breakfast.
INCLUDES:
- Meet Your Guide
- Hotel Check-in
- Welcome to Italy
- Rest, Relax & Settle In
- Rome Hotel (1 Night)
SORRENTO, AMALFI COAST, & ISLAND OF CAPRI
DAYS 1 – 5
Welcome to Italy… What better way to begin than in the South! As the top requested place to visit in Italy, there is no surprise why. Home to the invention of Pizza, and appreciated for its immense coastal beauty, welcoming local culture, and very distinct history influenced by both Roman and Greek Empires. Step back in time while visiting the ruins of Pompeii with Mt. Vesuvius as our background. Full day of food and cultural discover in Sorrento, tasting cheese, limoncello, and living La Dolce Vita (sweet life). Next, we travel by private van along the picturesque coastline of the Amalfi Coast, visiting Minori, Amalfi, Positano, and Ravella. Our travels continue by ferry for a full day to the Island of Capri. Known as the “Emerald Island,” Capri boasts incredible aqua-green waters that sparkle in the bright sun and more than 800 species of plants that flourish on the island. We will take a boat tour around the island, and special entrance to the Blue Grotto.
INCLUDES:
- Welcome To Italy!
- Explore Historic Area of Sorrento
- Taste authentic Pizza, Mozzarella & Limoncello
- Visit Archaeological site of Pompeii
- Private Van Along Amalfi Coast
- Discover Minori, Positano, Amalfi, & Ravello
- Experience Island of Capri & Blue Grotto by Boat
- Breakfast Included at Hotel
- Sorrento Hotel (4 Nights)
SIENA
DAYS 5 – 7
Welcome to a special city that has remained virtually unchanged for nearly a thousand years, maintaining a truly medieval feel and traditions present around every corner. It is a step back in time, and a favorite city of all travelers! We will gain a much deeper connection to the local culture, history of the Palio, and the Contradas that make up this remarkable city. Adam has planned a series of surprises within the walls of the city that no tour could ever offer, creating an experience you will be talking about for the rest of your life. Let’s truly step back in time, and become like the Senese (people of Siena). Travel from Sorrento by train to Siena. Our time in Siena will be two full days and nights.
INCLUDES:
- Highspeed Train From Sorrento to Siena
- Discover unknown parts of Siena
- Private Hands-on Historical Exploration
of Contradas and The Palio History - Santa Maria della Scala Museum (0r)
- Siena Cathedral, Crypt & Baptistry
- Many Special Surprises Await You
- Breakfast Included at Hotel
- Siena Hotel (2 Nights)
TUSCAN COUNTRYSIDE (NORTHERN)
DAYS 7 – 10
Board our private van, and journey north of Siena through the beautiful rolling hills of Chianti. From the remarkable hill towns of Monteriggioni and San Gimignano to the Castles and vineyards that decorate the land, we will explore a special area of the Tuscan Countryside. Enjoy the true Tuscan experience at our amazing Tuscan Villa on a working farm; with pasta, cheese, olive oil, and wine production all on the gorgeous property. A hands-on Tuscan cooking class, and educational, in-depth, wine tasting, pouring, and savoring, and olive oil tasting experience, are just a few things on our list that will connect you with Italy in a way like never before.
INCLUDES:
- Private Van & Driver
- Explore Chianti Region of Tuscany (Northern)
- Discover Hill Towns: San Gimignano & Monteriggioni
- Hands-On Cooking Class in Family kitchen
- In-Depth Wine Tasting Experience
- Landscape Photography Opportunities
- 3 Full Days in the Countryside
- Breakfast Included at Hotel
- Villa Farm Stay at Agriturismo (2 Nights)
- Florence Overnight Hotel (1 Night)
CINQUE TERRE
DAYS 10 – 12
After the final day in Tuscany, we will spend the night in Florence, as we prepare to travel North to the Cinque Terre. Along the Northern Coast of Italy, known as the Italian Riviera, the most beautiful, colorful homes built into the cliffs claim home to fishing communities for over 1,000 years. Not only does Cinque Terre offer a unique perspective into Northern Italian life, but also provides some of the most breathtaking views and food in all of Europe. We will explore the towns of the Cinque Terre, discovery the unique charm and beauty of each. Hands-On Pesto making experience, private boat along the coast at sunset, and amazing views in every direction, are just what the doctor ordered for the perfect Italian vacation.
INCLUDES:
- Train to Cinque Terre
- Discover Beautiful Coastal Towns
- Private Boat Tour Along the Coast
- Pesto Making Class
- Unique Photography Opportunities
- Coastal Shopping and Local Markets
- Breakfast Included at Hotel
- Cinque Terre Hotel (2 Nights)
MILAN
DAYS 12 – 13
The final stop on our journey brings us to the fashion and business capital of Italy, and one of the more modern cities in Europe. However, this modernity is elegantly built around its historical monuments, including one of the largest Duomo Cathedrals in the world. We will also visit Castello Sforzesco (14th Century Castle), and Arco Della Pace (beautiful entrance Arch to the ancient city). Concluding our time by enjoy cocktails and food at the birthplace of the Aperitivo and reflecting on our new memories together before departing for home on the final day.
INCLUDES:
- Train to Milan in the Morning
- Explore Milan Cathedral & Historic Area
- Castello Sforzesco & Central Park
- Breakfast Included at Hotel
- Milan Hotel (1 Night)
- Depart Morning of Final Day from Milan (MXP)
YOUR GUIDE
ADAM DESERIO
Enjoy the ease and excitement of traveling with your passionate and experienced private guide for the entire trip – Adam DeSerio – Avid travel enthusiast, adventurer, level 2 wine sommelier, and professional landscape photographer.
Adam has lived in, traveled in, and been leading boutique, small-group and private tours in Italy, Greece, and all throughout Europe for many years (10+ years), gaining expert historical and local knowledge of all the trip locations. He is excited to share with you all the cultural traditions, main and side streets, and share each city’s local secrets, something very unique to this tour. You will be led to some of the very best locations, eat amazing food, and experience a safe and local feel in every city. Now, join Adam for the chance of a lifetime to experience all the amazing location of this tour to the fullest. Whether returning, or your first time, Adam will guide you with local knowledge, travel skills, and sightseeing like never before, all while in a small-group style that feels like a truly private tour.
The Process:
1: APPLY
Click any blue box that says “Click to Sign-Up” filling out application for each Participant. First come first serve!
2: PAY DEPOSIT
Deposit due within 48 hours of receiving email invoice to secure spot(s). Additional: Single Supplement Fee due if applicable. Deposit / Single Supplement Fees – Non Refundable.
3: 50% BALANCE DUE – 150 Days Prior
Invoice emailed, half of remaining balance due prior to Tour Start Date. Additional: Remaining Single Supplement Fees due if applicable. Non Refundable as per due date.
4: PURCHASE FLIGHTS – Between 150 – 90 Days Prior
This is the best recommended window of time to find a good deal on Flights, while also guaranteeing the Tour will happen, dates confirmed & has minimum # of Participants.
5: REMAINING BALANCE DUE – 90 Days Prior
Invoice emailed, remaining balance due prior to Tour Start Date. Additional: Any additional fees, hotel nights, extension balances, etc. due if applicable.
6: REVIEW TRIP INFO – Packing Blogs, Travel Info, Arrival Info & Details
DeSerio Tours will send emails, information, and details in the months leading up to the tour, helping you feel comfortable and informed.
7: PACK YOUR BAGS! Your amazing journey awaits!
Timeline of Due Dates:
- At Sign-Up: Application & Deposit Due
- 150 Days Before Tour Start: Apr. 23, 2026
- 90 Days Before Tour Start: June. 22, 2026
- Tour Start Date: Sept. 20, 2026
* Please see the Terms & Conditions agreement for additional information. By signing-up, registering, making payment(s) toward, and/or participating in, a Tour, you agree to all Terms & Conditions.