Do I need travel insurance for this trip?

We strongly recommend travel insurance to protect your trip investment. If you book through Scuba X Travel, we offer options that can be attached to your booking.

Can you accommodate dietary restrictions?

Yes, please inform us ahead of time and we will work with our chefs and providers to accommodate allergies or dietary preferences.

Is the rental van spacious enough for luggage and passengers?

Yes, the 9-person van(s), or other transfer vehicles will be selected to provide ample space for passengers and luggage, making transfers comfortable and efficient.

What weather should I expect and how should I pack?

April-May in Italy is springtime with mild to warm temperatures and some chance of showers. Pack layers, comfortable walking shoes, and a light rain jacket.

What is the tipping culture in Italy?

Tipping is appreciated but varies. In restaurants, check if service charges are included and tip accordingly. For tours and taxis, 10-15% is customary for good service.

ItalyAdventure travelApr 25, 2028 - May 18, 2028

Dreaming of Italy - 2028

An immersive journey through Tuscany, Rome, Amalfi, Naples, Ischia and Sicily with wine, history, and culinary delights.

Experience Italy beyond the usual with a blend of iconic cities, medieval villages, wine tastings, culinary experiences, historic sites, and island escapes — all carefully planned for authentic discovery and meaningful connection.

At a glance

Duration: 14 days
Destination: Italy
Group size: 14
Dates: Apr 25, 2028 - May 18, 2028
Start: Rome
End: Palermo

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Why you will love this trip

What makes this trip special, and why travelers choose to come back.

Handpicked Accommodations in Iconic Regions

Stay in charming Tuscan villas, countryside farmhouses near Rome, and scenic island apartments for authentic Italian living.

Exclusive Wine and Culinary Experiences

Visit renowned wineries such as Antinori, Colle Bereto, and Chianti estates paired with food tastings and classes including fresh pasta making and truffle hunting.

Comprehensive Cultural Itinerary

Explore medieval towns like San Gimignano and Volterra, marvel at Rome’s Colosseum and Nero's House, and delve into the lost cities of Pompeii and Herculaneum.

Relaxation & Adventure

Unwind with private villa stays, hot springs visits, cooking classes focusing on local ingredients, and scenic hiking routes with panoramic views.

Expertly Coordinated Transport

Enjoy seamless transfers by private vans, ferries, and trains with flexible arrangements that save time and ease group logistics.

Day-by-day itinerary

A clear day-by-day look at what to expect on this trip.

Included

• Accommodations including Tuscan villa, farmhouse near Rome, island apartment along Amalfi Coast
• Private transfers including airport, ferry port, and between regions
• Guided tours including Pompeii, Herculaneum, Colosseum, wineries and culinary experiences
• Selected meals and cooking classes as indicated
• Ferry tickets with flexible timing options
• Carbon offset contribution for flights

Not included

• Roundtrip International and Domestic Airfare
• Meals, Beverages
• Additional Activities, Optional Purchases, Souvenirs
• Gratuities
• Travel Insurance

Packages & Add-Ons

Dreaming of Italy - Couple

Enjoy this two week itinerary that includes accommodations, transfers and some tours throughout Rome and Tuscany, double occupancy. Select this if you are signing up as a couple, will be billed for two spaces.

$3,900.00

Dreaming of Italy - Single w/ Sharing

Enjoy this two week itinerary that includes accommodations, transfers and some tours throughout Rome and Tuscany, double occupancy. Select this if you are signing up as an individual and willing to share accommodations with another guest.

$3,900.00

Deposit from $250.00

Dreaming of Italy - Single (w/ supplement)

Enjoy this two week itinerary that includes accommodations, transfers and some tours throughout Rome and Tuscany, double occupancy. Select this if you are signing up as a single and would like to enjoy your own space throughout your trip

$5,100.00

1 available

Frequently asked questions

Common questions about booking and preparing for this trip.

General

Accommodations

Transport

Weather & Packing

Tips & Gratuities

Niki's recommendations

Gear and prep suggestions to help you get the most out of this adventure.

Travel Insurance

info

Protect your trip against unexpected events with comprehensive travel insurance.

Peace of mind for travel uncertainties.

Antinori Winery Tour

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Explore one of Tuscany's most iconic family wineries with art, history and tasting experience.

A rich dive into Tuscany's winemaking heritage and stunning estate views.

Learn more about Antinori Winery Tour

Colosseum & Roman Forum Super Site Pass

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Access top sites of Ancient Rome with immersive experiences including the Colosseum, Palatine Hill and more.

Skip lines and gain in-depth understanding of Roman history.

Learn more about Colosseum & Roman Forum Super Site Pass

Orcia Wine Festival

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Local wine festival celebrating the best of Val d’Orcia region's wines and culture.

A festive, authentic way to taste the essence of Tuscany.

Learn more about Orcia Wine Festival

Pompeii & Herculaneum Private Tours

direct

Exclusive expert-guided tours of two of Italy’s most significant archaeological sites in one day.

Maximize your visit with private insights and comfortable logistics.

Dreaming of Italy - 2028

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Why you will love this trip

Day-by-day itinerary

Day 1: Arrival in Florence and Transfer to Tuscan Villa

Day 2: Orcia Wine Festival and Explore Montalcino & Montepulciano

Day 3: Discover Florence Highlights and Optional Tours

Day 4: Excursion to San Gimignano, Volterra, Greve and Chianti Wine Region

Day 5: Visit Siena and Colle Bereto for Vineyard Tour, Cooking Class and Lunch

Day 6: Tuscany to Rome via Genzano di Roma

Day 7: Colosseum Tour and Explore Rome’s Food Scene

Day 8: Nero's House, Roman Food Tour and Pantheon Visit

Day 9: Explore Albano Laziale Region & Lake Nemi

Day 10: Travel to Naples and Amalfi Coast

Day 11: Culinary Experience and Local Exploration

Day 12: Pompeii and Herculaneum Full-Day Private Tour

Day 13: Relaxation and Optional Island Activities

Day 14: Naples Day with Food Workshops and Cultural Options

Day 15: Depart for Sicily: Catania, Mount Etna, Taormina & Palermo

Day 16: Free exploration days in Sicily

Day 17: Last day in Sicily and prepare for departure

Day 18: Departure back home

Packages & Add-Ons

Dreaming of Italy - Couple

Dreaming of Italy - Single w/ Sharing

Dreaming of Italy - Single (w/ supplement)

Frequently asked questions

General

Do I need travel insurance for this trip?

Accommodations

Can you accommodate dietary restrictions?

Transport

Is the rental van spacious enough for luggage and passengers?

Weather & Packing

What weather should I expect and how should I pack?

Tips & Gratuities

What is the tipping culture in Italy?

Niki's recommendations