• VIP Entrance to Vatican City with Vatican Museums, Sistine Chapel, and St. Peters' Basilica
  • Evening walk through Rome including Trevi Fountain and other amazing sites
  • Story Exclusive Culinary & Chef-Prepared Dining Experience in Marlon Brando's former apartment (Included in Deluxe package and Class-Budget if dinner package selected)
  • Our winery experience includes a dramatic luncheon experience
  • Experience in Venice: Your Story Begins with Venice Skyline
  • Renaissance Florence: Walking Tour, The Baptistery, Signoria Square, Admission to the Galleria dell' Accademia art museum to see Michelangelo's David and the other magnificent works of art
  • VIP Entrance to Galleria dell'Accademia for tour and in-person visit to see Michelangelo's
  • Enjoy our Story Exclusive stay at our Italian villa. Features Tuscan hill-towns, beautiful wineries and great dining experiences.

Imagine the Great Cities of Venice, Florence & Rome, combined with the Enchanting Hill Towns in the Italian Countryside:                Your Italy Story Begins. Featuring Venice, Florence, Rome, San Gimignano, Cortona in Tuscany, Assisi in Perugia, Umbria —Perfectly Paced, Small Group, Slow Travel through Italy

Story Land & Sea Travel Reviews & Ratings
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
100% Recommend

5.0 out of 5
Excellent 12 Great 0 Average 0 Disappointing 0 Terrible 0
5.0 Guide
5.0 Activities
4.9 Lodging
5.0 Transportation
5.0 Meals
Italy's Great Cities Tour with 2 Days in Tuscany



We decided to trust Story to deliver one of our bucket list trips. THEY DID NOT DISAPPOINT! June 2018

  • Value 5.0
  • Guide 5.0
  • Activities 4.0
  • Lodging 5.0
  • Transportation 5.0
  • Meals 5.0
We decided to trust Story to deliver one of our bucket list trips. THEY DID NOT DISAPPOINT! The tour through Venice, Florence, Cortona, and Rome exceeded our expectations. Absolutely everything was FIRST CLASS. HIGHLY RECOMMENDED. We gave it 5 stars only because there aren’t 6. The published itinerary was delivered in spades with special additions, sometimes twice a day. We never touched luggage, as it was moved for us from location to location. We never had to deal with tickets for transportation or museums. The local, private guides were super. The included dinners and wine were superb. This is a no driving, hassle free tour. We are planning to take another Story Small Group tour.

AND, as a special treat, the owner of the company was our tour captain. We tried several things that may be included in future itineraries. In the course of 9 days nothing flustered him. Everything was taken in stride, dealt with and resolved quickly. Nothing interfered with his fantastic service to his guests. We were not customers in any sense of the word. There was never a hint that Story was trying to watch the budget.

For those of you reading this and trying to decide, there are some things you need to consider. (When you have questions, call. You'll find that the Story help line is very knowledgeable and helpful.)

Small group - There were 15 people on our tour (16 is maximum). The tour caption had the time to get to know all of us. We saw lots of groups that appeared to be 40-50 people! You get to decide which is best for you. The smaller group = higher cost. We thought that it was easily worth it.

Walking - There is a lot of walking on this tour. There is always the option to use a taxi to get from place to place (extra cost). Some of the people on the tour with us had apps to count steps. Most showed more than 10,000 at noon time! MANY of those steps are on stairs and rough/cobble stone streets. Many of the stairs are inside attractions - not between them – so they can’t be avoided. By the end of our nine days, some tour group members were opting out of some planned activities. Opinion: If you can't complete a three mile walk, over uneven terrain, at a three mph pace (that's faster than most people walk), comfortably; get in shape. You’ll never do a constant three mile walk, on the tour – but it’ll feel like it.

Weather - We had fantastic weather! Temperature in the mid/low 70's and two sprinkles in nine days. Mostly sunshine. A great time to go.

Crowds - On the other hand, it wasn't such a great time to go. The crowds of tourists were overwhelming, everywhere except Cortona. I.E.: Our private, skip-the-line guided tour of the Vatican was especially BAD. We waited in line for about an hour and then once inside, we were literally shoulder to shoulder for the remaining two - three hours. It was nearly impossible to enjoy/understand what we were seeing. We spent more time trying to keep in sync with the group than looking at the art. The Sistine Chapel was NOT worth the time it took to get there. This was not something that Story could control. If the Vatican is important to you, go some other time of the year! If you are there during the busy season, opt out. There are thousands of fantastic things to see in Rome that won't be busy.

Security - We had a tour guide point out a small group of gypsy/pick-pockets as we exited the Vatican and steered us around them. That was the only "issue" in nine days - not a big deal. But, we were reminded to be "vigilant" many times - especially around crowds.

Navigation - Venice, Florence and Rome are VERY difficult to get around. There are many streets/alleys that run in apparently random directions. The maps available through hotels/tourist agents are not in adequate detail. Consider a hand-held GPS navigation system MANDITORY. Our phone did not have cell connectivity, so we down loaded the Google map. It worked once. Be very careful that you have a navigation device that works! Download a local map and test, test, test in airplane mode (?) before you go.

Driving – If you are going to Italy and renting a car, during the busy season, Venice allows no cars, problem solved. Driving in Florence and ESPECIALLY Rome is crazy. You've been forewarned.

Hotels - As it says, the hotels are in the center of the city/attractions. For example: the hotel in Rome was 200 feet from the Pantheon! This means that some of the buildings are more than 1,500 years old. You'll get used to seeing corners that you'd think should be 90 degrees, but aren't. Be prepared to spend time learning how things work and how to find your room - it'll be different from hotel to hotel and what you are used to! WiFi worked good in each hotel, except Rome. (See review of Grand Hotel de Minirva on TripAdvisor)
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Operator Story Land & Sea



Truly a memorable experience! July 2017

  • Value 5.0
  • Guide 5.0
  • Activities 5.0
  • Lodging 5.0
  • Transportation 5.0
  • Meals 5.0
Small group travel is the best way to go! This is my first experience with Story Land & Sea and it won't be my last. The attention to detail that this agency provides met all of my expectations and more. There was a wonderful balance between "touring" together and personal time to explore locations on our own. The professional guides that were provided in each location were exceptional and the location of the hotels made it feel like we were locals. Truly a memorable experience!
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Operator Story Land & Sea



I strongly recommend the extension July 2017

  • Value 5.0
  • Guide 5.0
  • Activities 5.0
  • Lodging 5.0
  • Transportation 5.0
  • Meals 5.0
We absolutely loved our Cities tour of Italy. David Douglas was an incredible captain, making sure everything was perfect. The trip
far surpassed our expectations in every way.
Hotels were in great locations and rooms were excellent. The restaurants chosen were fabulous, as were the tours in each city.
I strongly recommend the extension to the Amalfi Coast! It is breathtaking!
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Operator Story Land & Sea



Enhance your experience May 2017

  • Value 5.0
  • Guide 5.0
  • Activities 5.0
  • Lodging 5.0
  • Transportation 5.0
  • Meals 5.0
I am a travel agent and have traveled with Story Land & Sea on 3 of their trip offerings. In addition, I have sent countless couples and groups with them to taste the riches of the cultures,and explore the history of destinations only imagined. Story is a first class tour operator that has dedicated English speaking Tour Captains - as well as local guides to enhance your experience. Can't say enough about the service they provide.
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Operator Story Land & Sea



A Great Value May 2017

  • Value 5.0
  • Guide 5.0
  • Activities 5.0
  • Lodging 5.0
  • Transportation 5.0
  • Meals 5.0
Finished my 1st tour with Story to Italy. They have a great team from office staff to tour captain and there choice of hotels,food, local tour guides. What a Great Value. Thank you!!

Operator Story Land & Sea


Day 1: Your Overnight Transatlantic Flight

Today, you will depart your home airport on your Trans-Atlantic flight bound for Venice, Italy.

Day 2: Welcome to Venice!

Accommodation: Deluxe: Our 4- and 5-Star Deluxe hotels include Saturnia & International, 2 Nights Classic Budget: Our Superior Tourist hotels include properties like Hotel Bel Sito, 2 Nights

The port city of Venice, Venezia in Italian, is located in the region of Veneto.

Included Orientation Walkabout

Walking Level: Light, Leisurely Pace. Volume: Light

At 3:00 pm, join your Tour Captain for an Orientation Walk on your arrival day in Venice along the high-end shops and boutiques where our hotels are located in Piazza San Marco (known as St. Mark's Square).

You will learn about some of the history and notoriety of St. Mark's. Your Orientation Walk will also point out the major landmarks and the lay of the land in relation to our hotel. We'll introduce you to the best ATM machines for Euro and currency exchange rates, and other helpful information for your stay in romantic Venice.

Day 3: Exploring Venezia

Magic Included: Gondola through the canals of Venice with our own Italian Musicians.

Romantic Venice

The romance of Venice is apparent every step of the way, from the fine Venetian glass in the traditional style to the classic gondola ride. Enjoy our boat ride on our authentic Venetian-style motorboat through the canals and the Grand Canal of Venice.

The Magic of Wandering Through Venice: Discover your "lost adventure" in this romantic city!

The afternoon on San Marco is at leisure: discover the magic of the canals and myriad sidewalks as you explore, and delightfully get "lost" in the city of Venice.

Venetian Gondola Ride With Private Musician Serenade

Before the optional dinner tonight, you will enjoy our included Gondola ride through the canals of Venice with professional musicians. On occasion, inclement weather will prevent the gondola ride. In this scenario, an alternate activity will be substituted later in the tour.

Included Excursions

Sightseeing Immersion Tour with our local Expert Guide. ENJOY ADMISSION & SIGHTSEEING TO:

Special Access: Skip-the-Line Entrance to the Doge's Palace (meaning Duke or Governor's Palace), the seat of the Republic of Venice's historic power.

Basilica San Marco ~ Enjoy the beautiful mosaics and how they reflect and dance in the light. Your Tour Captain "paints the picture" of the history and opulence that is the Basilica San Marco prior to entering. Once inside, enjoy 'silence' as you observe its beauty encased in Byzantine architecture.

The Bridge of Sighs: The bridge made famous for its window and last view of blue sky and freedom as prisoners are marched to their sentence. Watch your head!

The Prisons of Venice: Found inside the Doge's Palace, are the older and new prisons.

Day 4: On To Firenze

Accommodation: Deluxe: Hotel L'Orologio, Santa Maria Novella, Hotel Brunelleschi, 2 Nights

Classic Budget: Our Superior Tourist hotels include Hotel Rosso 23, 2 Nights

Walking Level: Light, Leisurely Pace: Volume: Light

We embark on the Eurostar Fast Train from Venice to Florence, the city of the Renaissance.

City: Firenze

Province: Provincia di Firenze

Region: Toscana

Wake To Venice: Ciao Venezia!

This morning enjoy a leisurely start with breakfast and then meet your Tour Captain for our included boat transfer as we make our way to the Venezia Santa Lucia Train Station for our included, First-Class Tickets on the Eurostar Fast Train to Florence. We zip along the Italian countryside and arrive in Florence at the Santa Maria Novella Train Station.

Welcome To Florence

We deboard the train for our short walk to our hotels in the very heart of Florence.

Orientation Walkabout:

Join your Tour Captain for a Welcome Orientation Walk on your arrival day in Florence along cobblestone streets in the very heart of Florence as you become familiar with the location around our hotel.

Day 5: Immerse yourself in all things Florence

Today join your Tour Captain and our local guide on a specially guided tour of the city of Florence complete with our Special Access sightseeing immersion.

Florence boasts a variety of fine sights to see, including Santa Maria del Fiore, the Baptistry's Bronze "Gate of Paradise," Giotto's Bell Tower, Signoria Square, and the Galleria dell Accademia, where Michelangelo's David is housed.

Guided Sightseeing Immersion Through Florence

We take our time walking through the Piazza della Repubblica, the famous Piazza Signoria with her old palace, Palazzo Vecchio, and make our way through the portico of the Uffizi complex before arriving at the Arno River and a visit to the "old bridge," Ponte Vecchio. This was the only bridge in Florence to survive the World War II bombing raids.

A great morning sightseeing immersion allows you to enjoy the afternoon for sightseeing on your own. Perhaps leather is on your shopping list? Or are you ready to try an optional culinary experience and see if Chef is a title in your future? We highly recommend the Uffizi Gallery if you want to dig deeper into the vast riches of Florence's art heritage. We can arrange admission tickets, transportation and private guides for you in advance.

Included Excursions

Sightseeing immersion tour with our local guide. Enjoy admission & sightseeing to:

Special Access: Skip-the-Line and see Michelangelo's David in the Academy Gallery.

Galleria dell Accademia: The first art school in Europe.

Entry to Basilica di Santa Maria del Fiore: The Duomo

See the magnificent Gates of Paradise on the Baptistery: So called by Michelangelo, our guide will comment on the impressive doors to the Baptistery created by Lorenzo Ghiberti. Until the 19th century, most Catholic Florentines were baptized here. Giotto's Campanile ~ we also enjoy the perspective from ground level of the towering Campanile.

Entrance and tour of Orsanmichele: This church was originally built as a grain market in 1337 by Francesco Talenti, Neri di Fioravante, and Benci di Cione. Then converted into a church between 1380 and 1404.

Sightseeing walking tour of Piazza Della Repubblica, Piazza Della Signoria and the Ponte Vecchio (Old Bridge), the only bridge to survive World War II bombing.

Walking Level: Moderate, Leisurely Pace: Volume: Light

This afternoon explore Florence on your own. Consider a visit to the Basilica di Santa Croce (Basilica of the Holy Cross) or just explore at your leisure. This Basilica is the principal Franciscan church in Florence, Italy, and a minor basilica of the Roman Catholic Church. It is the burial place of some of the most illustrious Italians, such as Michelangelo, Galileo, Machiavelli, Foscolo, Gentile, Rossini, and Marconi, thus it is known also as the Temple of the Italian Glories (Tempio dell'Itale Glorie). If visiting on Sunday, entrance to the Duomo and Santa Croce will be after 1:30 pm.

Tonight for optional dinner your Tour Captain invites you to join them or explore on your own. Have you tried the Chocolate Boar yet? Florence is the place to discover cuisine.

Optional but recommended: Enjoy a unique perspective experience as your Tour Captain invites you to join them to Piazzale Michelangelo, high above Florence. You may walk with the Tour Captain or share a taxi. It's worth the trek to enjoy sunset over Florence.

Day 6: Under the Tuscan Sun

Accommodation: Deluxe: Hotel San Michele, Villa Marsili, 1 Night; Classic Budget: Hotel Italia, Villa Marsili Classic, 1 Night

Included Dining Tonight: Welcome dinner at one of our favorite restaurants in Cortona.

Exclusive: Winery Estate Experience

Delightful San Gimignano and a beautiful manor house Castello in the heart of beautiful Tuscany await you on today's magical discovery. We're then bound for Cortona.

Cities: San Gimignano, Cortona (lodging) Region: Toscana

Under The Tuscan Sun

This morning we leave the cities and delve deep into the heart of Tuscany. Our first stop is the hilltop village of San Gimignano. One of San Gimignano's most impressive sights is the medieval skyline made up of 13 remaining towers dating back from the 11th century. San Gimignano rises on a hill dominating the Elsa Valley. The town increased in wealth and developed greatly during the Middle Ages thanks to the "Via Francigena", the trading and pilgrim's route that crossed it. Once in San Gimignano, we enjoy free time to explore the city of towers. San Gimignano also has several distractions for shopping - so dig in and enjoy!

Here's a toast to you!

We'll toast our arrival into the countryside of Tuscany with a unique perspective and our first taste of Vernaccia, a white wine that hails from San Gimignano.

Super Tuscan

Our lunch features palate-pleasing appetizers, including pecorino cheese, bruschetta, and other local farm-to-table delights. You'll get your fill of classic Chianti and Super Tuscan varietals along with delicate cuisine hand-made by the family chef.

Included Excursions

Sightseeing immersion and exclusive winery visit. Enjoy admission & sightseeing to:

Sightseeing and free time in the Tuscan hill town of San Gimignano

Story Land & Sea® Exclusive: Admission, Tour and Wine Tasting at our Estate located in the heart of Tuscany. Beautiful Property with stunning views, delicious varietals paired with sumptuous delicacies. You won't want to leave.

Tuscany's Wine Road: Winding through the Tuscan hills, the wine road offer views with remarkable beauty, characterized by vineyards, wine cellars, distant rolling landscapes, and villages up in the hills.

Walking Level: Light to Moderate, Leisurely Pace, Volume: Moderate

On To Cortona & Our Villa Hotel

Mid to late-afternoon we enjoy a leisurely drive to the delightful hill town of Cortona for our third night in the heart of Tuscany. An absolutely beautiful town awaits us and an equally authentic welcome dinner is included.

In the late Tuscan afternoon, we will arrive our villa hotel in Cortona. Your Tour Captain checks you in and there is ample time to freshen up before meeting in the lobby tonight for a short walk to dinner.

Day 7: Good Morning Tuscany

Meals: Breakfast and Dinner

Accommodation: Deluxe: Grand Hotel de la Minerve, 3 Nights; Classic Budget: Hotel Abruzzi, 3 Nights

After breakfast, enjoy a free morning in delightful Cortona. Cortona is a small but fascinating hill town in the province of Arrezo, Tuscany. It is situated on a commanding hill that overlooks Lake Trasimeno, known for the infamous rout of the Romans by Hannibal and the Carthaginians. Its cyclopean walls, still preserved in great part, are said to be 3000 years old. It was one of the twelve cities of Etruria and is our host this morning as we observe Italian life in Tuscany.

Soak in the morning: enjoy a walk through the vineyards, or a hike up to the castle or a leisurely stroll through the piazza and streets.

Assisi & Saint Francis

We will board our vehicle and depart mid-day for the town of Assisi in the province of Perugia.

We begin our walking tour of Assisi at the "top" of the town, making our way down to the Basilica. Your Tour Captain provides insight into both the life of Francis and the town that he is associated with. Assisi, where St. Francis lived and worked in ministry, is surrounded by ancient walls that lay on top of the green slopes of Mount Subasio. Assisi's rose-stone buildings, complemented by winding narrow streets, palaces, and balconies with blooming flowers, will hold the traveler spellbound.

You will have the opportunity to visit the Basilica of St. Francis, with the masterpieces of Giotto and Cimabue (occasional closings do occur).

Included Excursions

Sightseeing immersion and walking tour of Assisi: enjoy sightseeing to:

Sightseeing and free time in the Tuscan town of Cortona this morning.

Walking Tour of Assisi: The birthplace of Saint Francis, who founded the Franciscan religious order in the town in 1208, and St. Clare (Chiara d' offred Ucci), the founder of the Poor Clares.

Day 8: Imperial Rome

Meals: Breakfast

Walking Level: Moderate, Leisurely Pace. Volume: Ample

There was a dream that was Rome. You could only whisper it. Anything more than a whisper and it would vanish, it was so fragile.

Walking In The Steps Of The Emperor

After breakfast, we begin our walking tour of Rome with stops along the way to admire the unique intertwining of history and modernity in Rome.

See ancient elements intertwined perfectly with present-day apartment buildings, and discover how the modern Romans have intertwined their vast history into present-day experience. We're making our way to the Colosseum and Roman Forum, the town center of the Roman Empire, for our special access, in-depth touring experience, complete with admissions.

We venture back in time with our walk through the archaeological dig that is the Roman Forum.

We enjoy admission to the Colosseum with our Local Expert Guide. This landmark is one of the most impressive sights in all of Europe and the world.

Included excursions

Sightseeing immersion of imperial Rome with local expert guide: enjoy admission & sightseeing to:

Admission and Guided Tour of the Colosseum: Heart of The Empire. Enjoy Skip-the-Line entrance with Story Land & Sea® with no waiting in lines.

Admission and Guided Tour of the Roman Forum ~ We walk through the archaeological dig for unique perspectives of the Old Town Center of Rome, Palatine Hill, Capitoline Hill, Caesar's Palace, Curia or the Senate House, Temple of the Vestal Virgins, and the Triumphant Arches.

Our local guide expertly shares her knowledge of Rome through the ages: We take in all Rome has to offer from both a historical and modern perspective. Enjoy this morning trek as we witness the modernity of Rome intertwined with antiquity.

Throughout our stay in Rome, you will visit the Fontana di Trevi (Trevi Fountain) and have opportunity to visit other sites like the Piazza di Spagna (Spanish Steps), Campo di Fiore, and Piazza Navona, where mock nautical battles took place in the venue.

Day 9: Exploring the Vatican

Meals: Breakfast

Walking Level: Moderate, Leisurely Pace. Volume: Ample

Today we have in-depth touring of St. Peter's and the Square, with Bernini and Vatican City.

City: Città del Vaticano

Region: Sovereign City State

Starting with a great breakfast we begin another day exploring the majesty of Rome.

To The City State Of Vatican City

Meet your Tour Captain and our local professional Private Guide in the lobby of our hotel, and board our quick transfer vehicle to Vatican City.

Our tour of the Vatican today features Priority Early Morning Entry (ahead of regular Vatican visitors) as we Skip-the-Line with our special access tour. Enjoy a visit to the Vatican museums, the Sistine Chapel, and St. Peter's Basilica and Square as majestic Vatican City comes to life with our close up exploration. It's an opportunity to appreciate the vast array of art, while learning of some of the history of the Vatican, all in the context of our intimate, small group of travelers.

We finish our tour of the Vatican at St. Peter's Square where you see the multi-color uniformed Swiss Guard on display as they guard the Vatican. Enjoy the perspective that many only dreams of from the very heart of Rome.

Our driver and vehicle are positioned nearby and await our call to return to our hotel for the balance of the day at leisure.

We recommend a visit to the Castel Sant'Angelo (Castle of the Angels): The Mausoleum of Hadrian has served a variety of uses throughout history. It was initially commissioned by the Roman Emperor Hadrian as a mausoleum for he and his family.

Included excursions

Sightseeing immersion of vatican city with admission with our local expert guide ~ today enjoy special access to:

Admission and Guided Tour to St. Peter's Basilica: By design, we enjoy early admission around 8:15 am to avoid the large cruise and large tour groups that arrive later in the morning. SPECIAL ACCESS: Enjoy Skip-the-Line special access with Admission Included.

Admission and Guided Tour of the Sistine Chapel: You will find inside the chapel The Last Judgment painting by Michelangelo, which he painted during the years 1535 to 1541. The work, designed on a grand scale, spans the entire wall behind the Sistine Chapel altar.

Admission and Guided Tour of the Vatican City Museums: The Museums boast some of the most impressive tapestries and other works of art and sculpture found in the world.

Tonight is a special time as you join the Tour Captain for an included Farewell to Rome Dinner with your new friends. We make our way through the neighbourhoods of Rome, by way of the Jewish Ghetto on route to our amazing destination for the evening.

Day 10:

Meals: Breakfast

Check Out or Extend Your Adventure through Italy

Catch flights to the USA from Rome. Until we meet again, may your days be full of discovery and your nights full of good friends. Or are you extending to the Enchanted Amalfi Coast? Inquire with reservations for details.

Dates & Pricing
Checking price

Price From

$ 4,979

Price Per Day:

$ 498 per day
Prices may vary due to local taxes and trip seasonality. Click "Request Info" to inquire directly with the tour operator for the final trip price.
Trip Includes
  • Sightseeing per itinerary with professionally driven, air-conditioned motor-coach (half-motor-coach - 22 passenger vehicle or less based on tour group size)
  • Services of English-speaking, service-driven Tour Captain throughout tour
  • 5 incredibly unique dinners at authentic Italian restaurants (not tourist traps) are included with our Deluxe Tour, 3 are not
  • Tourist fees & taxes, tourist city taxes all included
  • Gratuities Included
Trip Excludes
  • Airfare is not included
  • Travel Protection
  • Personal item purchases
Flights & Transport
Only ground transport
Group Size:
Small Group - 24 max
Maximum Number of People in Group: 16
Start City
End City
Cancellation Policy:

You can cancel your vacation with a 100% refund up to 90 days prior to departure. Within 90 days you will begin receiving penalties per the terms of the Tour Application should you have to cancel.

Trip ID#: ItaGreCit

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