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14 Day Italy Highlights Tour Package – Venice, Milan, Florence, Rome & Naples

14 days
•
From Venice to Naples
4.1 (64 reviews)
From
US $2,865 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select departure month

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Pay only 35% today. The rest is due 35 days before departure. Learn more

Best price guarantee Learn More

Plan your adventure:
City & Culture
Immerse yourself in rich history and local traditions
Partially Guided
Independent travel, featuring selected guided excursions
Low Intensity
Travelers can expect some light physical activities
Guided in English
Group Size 1 - 50
All Ages Welcome
Image of a map showing the route of the tour

Itinerary

  1. Intro

    Introduction

  2. Day 1

    Venice

    Venice
    Start point
    Venice, Italy (Venice, 06:00 - 06:00)
    Accommodation
    Hotel 3* (Hotel Canaletto), Hotel 4* (Avani Rio Novo Venice Hotel), Hotel 4* (Palazzo Barbarigo Sul Canal Grande)

    Optional Activities

    • Airport transfer
    Itinerary Image 1Itinerary Image 2
  3. Day 2

    Venice

    Venice
    Accommodation
    Hotel 3* (Hotel Canaletto), Hotel 4* (Avani Rio Novo Venice Hotel), Hotel 4* (Palazzo Barbarigo Sul Canal Grande)

    Included Activities

    • Doge's Palace with skip-the-line tickets
    • St Mark's Basilica with skip-the-line tickets
    Landmarks
    Doge's Palace
    St Mark's Basilica
  4. Day 3

    Venice to Milan

    Venice to Milan
    Accommodation
    Hotel 3* (Spice Hotel Milano), Hotel 4* (Duo Milan Porta Nuova, A Tribute Portfolio Hotel), Hotel 5* (Hotel Viu Milan, a Member of Design Hotels)
    Itinerary Image 1Itinerary Image 2
  5. Day 4

    Milan

    Milan
    Meals
    Food Tour (Panzerotti stuffed with mozzarella, tomato, or seasonal fillings; local craft or classic Italian beer; pizza topped with classic or creative ingredients; arancini; chocolates, traditional sweets, or creamy gelato; bold Italian espresso)
    Accommodation
    Hotel 3* (Spice Hotel Milano), Hotel 4* (Duo Milan Porta Nuova, A Tribute Portfolio Hotel), Hotel 5* (Hotel Viu Milan, a Member of Design Hotels)

    Included Activities

    • Milan food tour with panzerotti, local craft or classic Italian beer, pizza, arancini, chocolates, traditional sweets, gelato, and espresso
  6. Day 5

    Lake Como & Bellagio

    Lake Como & Bellagio
    Accommodation
    Hotel 3* (Spice Hotel Milano), Hotel 4* (Duo Milan Porta Nuova, A Tribute Portfolio Hotel), Hotel 5* (Hotel Viu Milan, a Member of Design Hotels)

    Included Activities

    • Bus transfer from Milan to Lake Como
    • Stop in Tremezzina
    • 1-hour boat cruise on Lake Como
    • Exploration of Bellagio
    • Boat transfer to Cadenabbia
    • Visit to Como's historic center
    • Bus return to Milan

    Optional Activities

    • Coffee or gelato in Bellagio
    Landmarks
    Lake Como
    Bellagio
    Tremezzina
    Como
    Itinerary Image 1
  7. Day 6

    Milan to Florence

    Milan to Florence
    Accommodation
    Hotel 4* (Borghese Palace Art Hotel), Hotel 4* (Room Mate Collection Isabella, Florence), Hotel 4* (Hotel Calimala Florence)
    Itinerary Image 1
  8. Day 7

    Florence

    Florence
    Accommodation
    Hotel 4* (Borghese Palace Art Hotel), Hotel 4* (Room Mate Collection Isabella, Florence), Hotel 4* (Hotel Calimala Florence)

    Included Activities

    • Walking tour of Florence's medieval and Renaissance streets
    • Exterior viewing of Dante's House
    • Exterior viewing of the Duomo
    • Exterior viewing of the Baptistery
    • Exploration of Via Tornabuoni and Via Maggio
    • Visit to Oltrarno district
    • Interior visit to Santa Trinita Church
    • Exploration of Orsanmichele, Santa Maria Novella, Ruccellai, and Strozzi Palaces (exterior)
    • Visit to Pitti Palace
    • Visit to Santa Felicita
    • Visit to Vasari Corridor
    Landmarks
    Piazza della Repubblica
    Dante's House
    Florence Duomo
    Baptistery of Florence
    Via Tornabuoni
    Via Maggio
    Santa Trinita Bridge
    Ponte Vecchio
    Oltrarno
    Orsanmichele
    Santa Maria Novella
    Palazzo Rucellai
    Palazzo Strozzi
    Santa Trinita Church
    Pitti Palace
    Santa Felicita
    Vasari Corridor
  9. Day 8

    Pisa - Siena - San Gimignano

    Pisa - Siena - San Gimignano
    Meals
    Lunch (Tuscan lunch with homemade pasta, cured meats, local cheeses, and more), Wine Tasting (Chianti wine tasting paired with cantucci and Vino Santo in classic Tuscan tradition)
    Accommodation
    Hotel 4* (Borghese Palace Art Hotel), Hotel 4* (Room Mate Collection Isabella, Florence), Hotel 4* (Hotel Calimala Florence)

    Included Activities

    • Exploration of Siena's medieval streets and Piazza del Campo
    • Exploration of Siena's Duomo
    • Family-run Chianti vineyard wine tasting
    • Visit to hilltop town of San Gimignano
    • Scenic drive through Tuscany
    • Exterior viewing of Leaning Tower of Pisa

    Optional Activities

    • Shopping and coffee in Siena
    Landmarks
    Piazza del Campo
    Siena Cathedral
    San Gimignano
    Leaning Tower of Pisa
    Itinerary Image 1
  10. Day 9

    Florence to Rome

    Florence to Rome
    Accommodation
    Hotel 3* (Triviho Hotel, Rome), Hotel 4* (The Liberty Boutique Hotel), Hotel 5* (Villa Agrippina Gran Melia)

    Optional Activities

    • Free afternoon exploration of Rome
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  11. Day 10

    Rome

    Rome
    Meals
    Lunch (Food tastings during the Rome Food Tour including supplì, Roman pizza, cured meats, with complimentary beer), Dinner (Dessert - classic tiramisu or gelato, paired with espresso)
    Accommodation
    Hotel 3* (Triviho Hotel, Rome), Hotel 4* (The Liberty Boutique Hotel), Hotel 5* (Villa Agrippina Gran Melia)

    Included Activities

    • Colosseum Arena in-depth tour with skip-the-line entrance
    • Palatine Hill visit with skip-the-line entrance
    • Roman Forum visit with skip-the-line entrance
    • Afternoon walking tour of Rome's iconic squares including Piazza Navona
    • Food tasting: local bites including supplì, Roman pizza, and cured meats
    • Complimentary beer with food tastings
    • Dessert: Tiramisu or gelato with espresso

    Optional Activities

    • Free time exploration during the day
    Landmarks
    Colosseum
    Palatine Hill
    Roman Forum
    Piazza Navona
    Itinerary Image 1Itinerary Image 2
  12. Day 11

    Rome to Naples

    Rome to Naples
    Accommodation
    Hotel 4* (Palazzo Caracciolo Naples), Hotel 4* (UNA Hotels Napoli), Hotel 5* (De Bonart Naples, Curio Collection by Hilton)

    Included Activities

    • Vatican Museums with skip-the-line tickets
    • Sistine Chapel visit
    • St. Peter's Basilica visit
    Landmarks
    Vatican Museums
    Sistine Chapel
    St. Peter's Basilica
  13. Day 12

    Naples

    Naples
    Accommodation
    Hotel 4* (Palazzo Caracciolo Naples), Hotel 4* (UNA Hotels Napoli), Hotel 5* (De Bonart Naples, Curio Collection by Hilton)

    Optional Activities

    • Swimming in the Bay of Naples
    • Visit to Antica Pizzeria Port'Alba
    Landmarks
    Antica Pizzeria Port'Alba
  14. Day 13

    Amalfi Coast

    Amalfi Coast
    Accommodation
    Hotel 4* (Palazzo Caracciolo Naples), Hotel 4* (UNA Hotels Napoli), Hotel 5* (De Bonart Naples, Curio Collection by Hilton)

    Included Activities

    • Self-guided exploration of Amalfi
    • Self-guided exploration of Positano
    • Self-guided exploration of Sorrento
    Landmarks
    Amalfi
    Positano
    Sorrento
  15. Day 14

    Departure

    Departure
    End point
    Naples, Italy (Naples , 06:00 - 06:00)

    Optional Activities

    • Airport transfer

Want to read it later?

Download this tour’s PDF brochure and start tour planning offline

What's Included

Expand All
  • Accommodation
  • Guide
  • Additional Services
  • Transport

What's Not Included

  • Flights
  • Insurance
  • Meals
  • Optional
  • Additional Services

Where You'll Stay

All accommodations are subject to change

Operated by

Tourist Journey

Silver Operator
Rating
4.1 (64 reviews)
Response time
within 1 day
Response rate
100%
Cancellation policy
Learn more

Reviews from other tours by Tourist Journey

  • Amy5.0•September 2026
    Despite starting out the tour with 99 degree temperatures, the entire trip was amazing and delicious!! Definitely...
    Show more
  • Audrey4.5•September 2026
    We chose an inexpensive tour of Milan, Lake Como, Lake Garda and Verona. Our hotel room was very nice and clean. Our...
    Show more

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Dates & Prices

Select departure month

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
Hurry, deals only available for a limited time!
Ends on 21 Oct, 2026
  • From Saturday
    17 Oct, 2026
    To Friday
    30 Oct, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$3,604 per person
    Price based on Private Double Room
  • From Sunday
    18 Oct, 2026
    To Saturday
    31 Oct, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$3,604 per person
    Price based on Private Double Room
  • Instant Confirmation
    From Monday
    19 Oct, 2026
    To Sunday
    1 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$3,604 per person
    Price based on Private Double Room
  • Instant Confirmation
    From Tuesday
    20 Oct, 2026
    To Monday
    2 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
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    US$3,604 per person
    Price based on Private Double Room
  • Instant Confirmation
    From Wednesday
    21 Oct, 2026
    To Tuesday
    3 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$3,604 per person
    Price based on Private Double Room
  • Instant Confirmation
    From Thursday
    22 Oct, 2026
    To Wednesday
    4 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$3,604 per person
    Price based on Private Double Room
  • Instant Confirmation
    From Friday
    23 Oct, 2026
    To Thursday
    5 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$3,604 per person
    Price based on Private Double Room
  • Instant Confirmation
    From Saturday
    24 Oct, 2026
    To Friday
    6 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$3,604 per person
    Price based on Private Double Room
  • Instant Confirmation
    From Sunday
    25 Oct, 2026
    To Saturday
    7 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$3,604 per person
    Price based on Private Double Room
  • Instant Confirmation
    From Monday
    26 Oct, 2026
    To Sunday
    8 Nov, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US$3,604 per person
    Price based on Private Double Room

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What our customers ask about this tour

The content in our FAQ section is subject to change.
All questions
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Try a different search term or ask a question to this adventure's experts
  • C

    Cindy

    Asked on August 9th, 2026

    I see that it has 2 hotel choices in the cities. So how would i know which hotel is the one for me when i book?

    Accommodation
    • Tourist JourneyOperator•Written August 2026

      Of course, you are welcome to see a PDF proposal of the trip. Please let me know the exact dates, as well as the hotel category you are intersted in.

  • K

    Kristen

    Asked on July 8th, 2026

    Are there trips to Italy in Sept?

    Price / Availability
    Tour Details
    • Tourist JourneyOperator•Written July 2026

      Yes, we certainly do have tours available in September and I would be delighted to prepare our 14 Day Italy Highlights Tour Package covering Venice, Milan, Florence, Rome and Naples for you.

      Could you kindly let me know your preferred accommodation level (budget, standard or boutique) so I can tailor the proposal to suit your preferences perfectly?

  • L

    Lynne

    Asked on February 10th, 2026

    How is our suitcases managed?

    Transport
    • Tourist JourneyOperator•Written February 2026

      You will need to carry your luggage with you when commuting from city to city by train.

  • W

    Wayne

    Asked on February 1st, 2026

    Are these potentially suitable for a solo traveller? Can you post me the brochure?

    Group size
    Tour Details
    • Tourist JourneyOperator•Written February 2026

      Yes, since you will be joining other travelers for the group tours. We don't have physical brochures, we have all the details of the package online.

  • J

    Janet

    Asked on January 30th, 2026

    Need brochure and printed itinerary for the 14 day trip with airfare and trip insurance

    Flights / Transfers
    Tour Details
    • Tourist JourneyOperator•Written February 2026

      We don't do printed brochure. Regarding flights and insurance, we don't include this in our packages. We can gladly add for you, accommodation, tours and transfers.

Can’t find the answer to your question?
Reach out to the experts at Tourist Journey with your enquiry, they usually respond within 1 day.

Trip essentials

Good to know

Tour ID: 284541

The practical details for your trip across Italy: money, plugs and flexible ways to pay, all in one place.

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  • Pay in installments

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  • € - Euro

    You’ll encounter Euro in Italy.

  • Plug type L

    You’ll need an adapter for these sockets in Italy.

  • Currency

    €
    Euro

    Italy

  • Plugs & adapters

    As a traveler from USA, Canada, England, Australia, New Zealand, South Africa you will need an adaptor for type L.

    • Type L

      Used in Italy

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From
US $2,865 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select departure month

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Pay only 35% today. The rest is due 35 days before departure. Learn more

Best price guarantee Learn More

Plan your adventure:

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With TourRadar RISE, you can earn commission when someone books a tour through a link you share — like this one.

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec