Italy Family Adventure · 10-Day Journey

Grand Italy, for the whole family.

A thoughtfully paced adventure from Venice to Rome, balancing landmark experiences, independent time and family memories across four Italian chapters.

Venice → Florence → San Gimignano & Cortona → Rome • From $9,779 per person

  • 10 Days / 9 Nights
  • Family-focused small group
  • Tour Captain hosted
  • 15 included meals

Current family departure dates and exact hotel assignments are confirmed in a personalized proposal.

10 Days9 Hotel Nights
Venice to RomeFour Italian Chapters
6–12 GuestsMaximum 16
15 Meals9 Breakfasts + 6 Hosted Experiences
Optional ExtensionTwo Nights in Sorrento

Meet the Journey

Italy, shared across generations.

Begin by private water taxi in Venice, follow the Renaissance into Florence, cross the Tuscan countryside through San Gimignano and a winery estate, then enter the ancient and modern layers of Rome.

The detailed itinerary preserves the family journey’s verified rhythm: guided mornings, meaningful included experiences and independent time for families to explore together.

Map of the Italy Family Adventure route from Venice through Florence and Tuscany to Rome
10 days / 9 nights · Venice to Rome

Venice by water

Private airport arrival by water taxi, a family discovery walk, a Galleon dinner and a private gondola experience.

Tuscany together

San Gimignano, a 4WD winery experience with lunch and tasting, Cortona and a full independent day.

Rome revealed

Old Rome, Vatican City, the Colosseum and Roman Forum, with independent time and a farewell dinner.

Day by day

A family story in four chapters.

The sequence, nights and included experiences below come from the retained Venice-to-Rome family itinerary. Operational timing remains subject to the confirmed proposal.

Day 1Welcome to VenicePrivate water arrival · Discovery walk · Galleon dinner

Arrive at Venice Marco Polo Airport and travel by private water taxi to the hotel on San Marco island. After time to settle in, meet your Tour Captain for a family-focused walk through Piazza San Marco and the Grand Canal area.

The evening continues with the retained Galleon dining experience on the Venetian lagoon, subject to safe local operating conditions.

Day 2Venice Secrets & TreasuresDoge’s Palace · St. Mark’s · Private gondola

Explore Venice with a local guide, including the Doge’s Palace, the old prison, the Bridge of Sighs and St. Mark’s Basilica. Continue with the family itinerary’s private gondola experience before an independent afternoon and evening.

Day 3Venice to FlorenceFast train · Florence discovery walk · Welcome dinner

Travel by included fast train from Venice to Florence while luggage is handled separately. On arrival, discover the historic center, including the Duomo area, Giotto’s Campanile, the Baptistery and Orsanmichele, then gather for a Tuscan welcome dinner.

Day 4Florence’s Renaissance StoryAccademia · David · Duomo climb · Independent time

Follow Florence’s art and architecture through the Accademia and Michelangelo’s David, the Duomo complex, Signoria Square, Orsanmichele and the Ponte Vecchio. The balance of the day remains open for families to explore at their own pace.

Day 5San Gimignano & TuscanyHill town · 4WD winery experience · Cortona

Leave Florence for San Gimignano, then continue through the Tuscan countryside by 4WD to a winery estate for a cellar visit, tasting and lunch. Travel onward to Cortona for a discovery walk and welcome dinner.

Day 6Cortona at LeisureA full independent family day in Tuscany

Enjoy Cortona independently, whether that means its historic streets, piazzas, viewpoints or an optional activity arranged separately. Your Tour Captain can offer suggestions suited to the family’s interests and energy.

Day 7All Roads Lead to RomeOld Rome discovery walk · Welcome dinner

Travel from Tuscany to Rome and settle near the historic heart. Walk from the Pantheon through Piazza Navona, Campo de’ Fiori and Largo di Torre Argentina before a welcome dinner featuring the cuisine of Lazio.

Day 8Vatican CityVatican Museums · Sistine Chapel · St. Peter’s

Explore Vatican City with the itinerary’s guided visits to the Vatican Museums, Sistine Chapel and St. Peter’s Basilica and Square. The afternoon and evening are open for independent family time.

Day 9Imperial RomeColosseum · Roman Forum · Farewell dinner

Discover imperial Rome through the Colosseum, Roman Forum, Capitoline Hill and surrounding landmarks. Gather in the evening for the retained farewell dinner in Rome.

Day 10Arrivederci, ItalyRome departure or optional continuation

Breakfast is included when flight timing permits. The core family journey ends in Rome. The airport transfer is optional and not included; current arrangements are confirmed in the proposal.

Hotel Collections

Choose how you would like to stay.

All three collections preserve the same family itinerary and included experiences. Exact properties and room categories are confirmed in the proposal.

Venice

Previously published examples: Monaco & Grand Canal, Hotel Saturnia & International and Hotel Nolinski, or similar.

Florence

Previously published example: Grand Hotel Cavour or a comparable property.

Cortona

Previously published examples: Villa Marsili and Monastero di Cortona Hotel & Spa, or similar.

Rome

Previously published examples: Palazzo Navona and Iconic Pantheon Rome Hotel, or similar.

The legacy page grouped these examples as Deluxe and Lotus. No named property is assigned to a current collection here; your proposal confirms the exact property, room category and family-room configuration. In the reservation form, select “Italy Family Adventure — 10 Days” and share your preferred collection.

Dates & pricing

Plan for 2027 or 2028.

The retained page does not contain a current family departure calendar. Dates, availability and the selected Hotel Collection are therefore confirmed by proposal rather than presented as bookable inventory.

2027 Family Journey

Dates by request

Classic $9,779Deluxe $10,779Deluxe | Elevated $15,579
Availability requires confirmation

Tell us your preferred season, family size and room needs. A Journey specialist will confirm an appropriate departure and current availability.

Request 2027 Dates

2028 Family Journey

Dates by request

Classic $9,779Deluxe $10,779Deluxe | Elevated $15,579
Availability requires confirmation

Share your preferred timing and family-room requirements. No date is held or booked until availability and terms are confirmed.

Request 2028 Dates

Pricing note: 2027 and 2028 prices are per person, double occupancy. Solo pricing, family-room arrangements, the optional Sorrento extension and exact availability are confirmed in your personalized proposal.

What is included

The complete family journey.

The following preserves the retained page’s stated core inclusions without carrying forward unsupported promotional claims.

Nine hotel nights

Two nights each in Venice, Florence and Cortona, followed by three nights in Rome, with daily breakfast.

Fifteen meals

Nine breakfasts, five hosted dinners or apericena experiences, and one Tuscan winery tasting/lunch.

Planned transportation

Private Venice airport water transfer, Venice–Florence fast train with luggage portage, and planned tour transportation through Tuscany and Rome.

Guided experiences

The itinerary-listed guided visits and admissions in Venice, Florence, Tuscany, Vatican City and imperial Rome.

Tour Captain service

A dedicated Now Journey Tour Captain, supported by local guides for the itinerary’s principal guided experiences.

Journey services

Mid-tour laundry plus fees, taxes and gratuities stated by the retained page, excluding the Tour Captain gratuity.

Optional continuation

Two nights on the Sorrento Peninsula

The retained itinerary describes an optional continuation from Rome through Pompeii to Sorrento, a leisure day with an optional Capri and Amalfi Coast experience, a final apericena, and departure on Day 12. Current dates, hotel, inclusions, transfers and pricing are confirmed separately in the proposal.

Ask About the Extension

Frequently asked questions

Plan with confidence.

A Journey specialist can confirm the operational details that depend on your dates, family size and selected Hotel Collection.

Is this the retained Venice-to-Rome family itinerary?

Yes. The core remains 10 days and 9 nights: Venice, Florence, San Gimignano and the Tuscan countryside, Cortona, then Rome.

Are 2027 and 2028 departure dates available?

The previous page did not contain a current departure inventory. Dates and availability must be confirmed in a personalized proposal; the page does not claim that any specific departure is available.

How large is the family group?

The retained family page described groups of 6 to 12 guests with a maximum of 16. Your proposal confirms the group framework for the requested departure.

Which hotels are guaranteed?

No named hotel is guaranteed on this page. Previously published examples are retained for context, while exact properties, room categories and family-room arrangements are confirmed in the proposal.

What are the 2027 and 2028 starting prices?

For both years, Classic starts at $9,779, Deluxe at $10,779 and Deluxe | Elevated at $15,579 per person, double occupancy. Dates, room arrangements, solo pricing and optional-extension pricing are confirmed by proposal.

What is not included?

International airfare, independent meals, optional activities, the Rome airport departure transfer, Tour Captain gratuity and the optional Sorrento extension unless specifically included in the proposal.

Does submitting a request create a booking?

No. A request starts a conversation. Availability, pricing, room configuration, terms and any optional extension are reviewed before a reservation is confirmed.

Your family’s Italy

Let’s shape the right departure together.

Tell us when you hope to travel, who is coming and how you would like to stay. We will confirm dates, family-room arrangements and the complete proposal without treating the inquiry as a booking.