Highlights of Italy - 9 Days

From £1,214£135 per day Save 22%

Who is this trip for

Genders

  • Female50%
  • Male50%

Average age

43
12 Min100 Max

Start / End

  • Rome
  • Venice

Physical rating

2/5

Group size

1 - 16

Meals included

9

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Summary

Check off every bucket list dream on this highlight-packed adventure through the heart of Italy. Stand in awe of Rome’s ancient history as you explore landmarks that have shaped the world, then lose yourself in Florence’s Renaissance art and architecture that redefined creativity. Walk along Venice’s iconic canals, where every turn feels like a scene from a romantic postcard. And just when you think it can’t get better, indulge in Montepulciano’s rich culinary traditions and savor its world-renowned wines. From timeless history to indulgent flavors, this life-changing journey will leave you longing for just one more taste of Italy’s magic.

Itinerary

  • Day 1

    Rome

    There are no planned activities until tonight's welcome meeting.

  • Day 2

    Rome

    While you're here, why not opt to rent a Vespa for the day? Live "la dolce vita" and opt to pre-book the Rome Vintage Vespa Tour on the checkout page ahead of time, to include this optional on your tour.

  • Day 3

    Rome/Montepulciano

    Montepulciano is famous for producing delectable local pork, cheese, "Pici" pasta, and honey. It is also major wine producing area. Take in the stunning vistas, wander cobbled lanes, or opt to sample the local delicacies in small, family-run establishments.

  • Day 4

    Montepulciano

    Opt to travel further afield to the thermal springs of Bagni San Filippo.

  • Day 5

    Montepulciano/Florence

    Arrive to the inimitable Firenze. Walk through the city catching a glimpse of the Duomo, Piazza Indipendenza, Piazza della Signoria, and the Ponte Vecchio. Head to Piazzale Michelangelo with your CEO for the most famous and photographed vista of the city.

  • Day 6

    Florence

    The afternoon is yours to explore. Check out the Mercato Centrale or any number of cafés and trattorias. If you came to shop, start at one end of the city and just keep going. There's beautiful architecture, famous museums, Renaissance art pieces, and charming cobblestone streets everywhere. If you wish to go further afield, take a wine tasting bike tour up to Fiesole and the vineyards of Chianti.

  • Day 7

    Florence/Venice

    Known as the “City of Canals” or “The Floating City,” Venice is one of Italy’s most famous and picturesque destinations. Between the winding canals connecting San Marco with the Santa Chiara church, the bridge of sighs, and the Doge’s Palace, there are no shortage of photo ops and iconic moments.

  • Day 8

    Venice

    Take advantage of a full free day to experience everything that Venice has to offer. Explore Venice’s diverse culinary scene with a food tour, take a gondola ride, or wander along canals and through the maze-like streets; pass world-class museums and incredible architecture in all directions. Regroup in the evening for an optional final dinner out with the group.

  • Day 9

    Venice

    Depart at any time.

What's Included

  • Accommodation

    Hotel (8 nts).

  • Meals

    Breakfasts: 8, Lunches: 1, Dinners: 0

    Vegetarian options are available on all meals throughout the adventure.

    Vegetarian options available

  • Local Guide

    Guided

    This adventure is led by a local guide throughout. The main language of this adventure is English. Please contact us for other languages available.

  • Wifi

    Wifi is available during the adventure. In some areas and / or accommodation / transport Wifi may be free.

Dates & Prices

  • Jan 26

    from £1,214
  • Feb 26

    from £1,596
  • Mar 26

    from £1,596
  • Apr 26

    from £1,694
  • Jun 26

    from £1,841
  • Jul 26

    from £1,694
  • Aug 26

    from £1,694
  • Sep 26

    from £1,841
  • Oct 26

    from £1,518
  • Nov 26

    from £1,518
  • Save 22%
    Sun 18 Jan 2026 > Mon 26 Jan 2026Guaranteed Departure
    6+ spaces of 16 leftPay Monthly
    £1,549Best offer£1,214Book for£250 today, pay the rest later
    Solo Room from +£597

Essential trip information

Our Important Notes and Packing List cover all essentials, from necessary equipment to inclusions, ensuring you're fully equipped and informed for this extraordinary adventure and more.

Frequently asked questions

  • What type of accommodation can I expect on this tour?

    You will stay in small, family-run hotels or pensions, usually in central locations. While some might not have elevators or air-conditioning, a standing or desk fan can be requested from reception on hot nights. All accommodations are clean, safe, and simple with traditional character.
  • How will we travel between cities on this tour?

    Intercity transport will primarily be by train and occasionally by local bus. You must be comfortable carrying your own luggage, as there will be stairs in train stations and hotels, and you may need to walk short distances (up to 15 minutes) with your bags.
  • Are meals included in the tour price?

    The tour includes 8 breakfasts and 1 lunch. Dinners are generally not included, allowing you flexibility to choose where and what to eat.
  • Who will be leading the tour?

    Your trip will be accompanied by a Chief Experience Officer (CEO) throughout the tour. Local guides will also be utilized in specific cities to provide detailed historical and cultural information.
  • What is the recommended luggage type and size?

    It is essential to pack light and bring compact, lightweight luggage that you can easily transport. A backpack or duffel bag is highly recommended over wheeled luggage, as you will be responsible for carrying your own bags up and down stairs in stations and hotels.
  • Should I book tickets for popular attractions in advance?

    Yes, it is strongly advised to reserve tickets in advance for popular museums and sites like the Vatican Museums, Colosseum, Uffizi, and Accademia Galleries, especially during the high season (May-September), to avoid long queues or sold-out situations.
  • What is the tour's physical rating?

    This tour has a physical rating of 2, which is considered Mild.
  • What is the policy for solo travelers?

    Single travelers on group trips are paired in twin or multi-share accommodation with someone of the same sex, and a single supplement is not required for shared rooms. An option to book your 'My Own Room' is available if you prefer a single room for all night stops.
  • What currency is used in Italy, and what are the recommendations for spending money?

    The Euro is the currency used in Italy. Credit and debit cards are useful for cash advances, but check with your bank about PIN compatibility (many ATMs accept 4-digit PINs). An emergency fund of at least USD $200 (or equivalent) is recommended for unforeseen circumstances.
  • Is tipping customary in Italy?

    Yes, tipping is customary in Europe. A general guideline is 10% of the bill for wait staff and €1-€2 for other service providers. For local guides, €3-€5 per day is recommended, and for your CEO, €30-€40 per person per week can be used as a guideline.
  • Are there any specific dress codes for visiting sites?

    Yes, when visiting churches and cathedrals in Italy, shoulders should be covered. Your CEO can provide more specific advice during the tour.
  • What kind of optional activities are available?

    A wide range of optional activities is available, including museum visits (e.g., Sistine Chapel, Colosseum, Uffizi Gallery, Doge's Palace), special tours (e.g., Rome Vintage Vespa Tour, Montepulciano Wine Tour, Venice Food Tour, Gondola Ride), and visits to natural sites like the Bagni San Filippo Thermal Springs. Booking popular activities in advance is highly recommended.
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