Italy: Venice
One Hotel. No Packing. Endless Adventures.
Choose your dates and your traveling companions-we'll do the rest!
One Hotel. No Packing. Endless Adventures.
Choose your dates and your traveling companions-we'll do the rest!
Where else can you see?-
Venice & San Marco, Bologna and a pasta making class, Teatro La Fenice & The Bridge of Sighs,
Florence & Michelangelo's David, The islands of Murano & Burano,
Milan & da Vinci's The Last Supper, Padua & Basilica of Saint Anthony,
+ so much more!
Return each evening to the comfort of the same hotel,
unpack just once, and enjoy Italy without the hassle of changing accommodations.
Venice & San Marco, Bologna and a pasta making class, Teatro La Fenice & The Bridge of Sighs,
Florence & Michelangelo's David, The islands of Murano & Burano,
Milan & da Vinci's The Last Supper, Padua & Basilica of Saint Anthony,
+ so much more!
Return each evening to the comfort of the same hotel,
unpack just once, and enjoy Italy without the hassle of changing accommodations.
Day 1 – Arrive in Venice
Welcome to La Serenissima
Your Italian odyssey begins in the enchanting city of Venice, where centuries-old palaces, winding canals, and elegant bridges create a city unlike anywhere else in the world.
Upon arrival at the Venice airport, your private driver will be waiting to greet you and transfer you directly to your centrally located hotel. Once settled in, you'll have time to relax, unpack, and begin soaking up the unmistakable atmosphere of Venice.
Later, enjoy a special Welcome to Italy tasting featuring chilled Prosecco —a relaxed introduction to the flavors and traditions you'll encounter throughout your journey.
Then, set out on your first exploration of Venice. We've created a curated walking route that will guide you through some of the city's most atmospheric streets, romantic canals, and charming bridges. Follow the route at your own pace as you make your way toward your first dinner in Venice.
You can have your choice of a number of local trattoria for your first evening, giving you the opportunity to settle into the Italian rhythm with an authentic Venetian meal. We will have recommendaions and get reservatioins for you it you would like.
What's Included
Welcome to La Serenissima
Your Italian odyssey begins in the enchanting city of Venice, where centuries-old palaces, winding canals, and elegant bridges create a city unlike anywhere else in the world.
Upon arrival at the Venice airport, your private driver will be waiting to greet you and transfer you directly to your centrally located hotel. Once settled in, you'll have time to relax, unpack, and begin soaking up the unmistakable atmosphere of Venice.
Later, enjoy a special Welcome to Italy tasting featuring chilled Prosecco —a relaxed introduction to the flavors and traditions you'll encounter throughout your journey.
Then, set out on your first exploration of Venice. We've created a curated walking route that will guide you through some of the city's most atmospheric streets, romantic canals, and charming bridges. Follow the route at your own pace as you make your way toward your first dinner in Venice.
You can have your choice of a number of local trattoria for your first evening, giving you the opportunity to settle into the Italian rhythm with an authentic Venetian meal. We will have recommendaions and get reservatioins for you it you would like.
What's Included
- Private airport transfer from Venice Airport to your centrally located hotel
- Welcome Prosecco tasting
- Curated self-guided walking route through the heart of Venice
- Handpicked recommendations for sights, cafés, shops, and places to pause along the way
- Dinner recommendations and reservations at a specially selected Venetian trattoria
- Lux hotel right in central Venice
- 24/7 access to your The Olive Odysseys trip planner.
- UNESCO World Heritage Site: Venice and its Lagoon
- Overnight in Venice
Day 2 –
Discover Historic Venice-San Marco, the Rialto & Venice
After breakfast, your private guide will meet you for a great morning exploring historic Venice. Together, you'll make your way to St. Mark’s Square, the magnificent heart of Venice and home to the extraordinary Basilica di San Marco.
With your private guide leading the way, and skip-the-line-tickets, you'll explore this remarkable Byzantine-inspired church and learn about the fascinating history, art, and stories behind one of Venice’s most important landmarks. You'll also make your way up to the balcony to see the famous bronze horses up close and enjoy a spectacular view over St. Mark’s Square and the rooftops of Venice.
From San Marco, your guide will lead you through the winding streets and hidden corners of Venice toward the Rialto Bridge, one of the city's most iconic landmarks. Along the way, you'll discover the stories and traditions that have shaped this extraordinary city.
From the Rialto Bridge, you'll pause to take in a wonderful view of the Grand Canal—Venice's “main street”—as magnificent palaces and historic buildings rise directly from the water.
Your guided morning will continue through the lively Rialto Market, where Venetians have been buying fresh fish, produce, and other ingredients for generations. It's a wonderful opportunity to experience a more authentic, everyday side of Venice and learn about the city's food traditions.
After your guided exploration, you'll have the freedom to enjoy the rest of the day completely on your own.
By lunchtime, you'll be in an area filled with authentic Venetian trattorias. You'll have several recommendations for lunch, and reservations can be arranged for you if you'd like one. After lunch, perhaps you'll continue exploring, discover a quiet campo, settle into a sidewalk café and watch Venice pass by, or perhaps this is the perfect time for a traditional gondola ride through the city's quieter canals.
For dinner, you'll once again have a selection of our favorite local restaurants and trattorias to choose from, with reservations arranged for you whenever you'd like.
What's Included
Discover Historic Venice-San Marco, the Rialto & Venice
After breakfast, your private guide will meet you for a great morning exploring historic Venice. Together, you'll make your way to St. Mark’s Square, the magnificent heart of Venice and home to the extraordinary Basilica di San Marco.
With your private guide leading the way, and skip-the-line-tickets, you'll explore this remarkable Byzantine-inspired church and learn about the fascinating history, art, and stories behind one of Venice’s most important landmarks. You'll also make your way up to the balcony to see the famous bronze horses up close and enjoy a spectacular view over St. Mark’s Square and the rooftops of Venice.
From San Marco, your guide will lead you through the winding streets and hidden corners of Venice toward the Rialto Bridge, one of the city's most iconic landmarks. Along the way, you'll discover the stories and traditions that have shaped this extraordinary city.
From the Rialto Bridge, you'll pause to take in a wonderful view of the Grand Canal—Venice's “main street”—as magnificent palaces and historic buildings rise directly from the water.
Your guided morning will continue through the lively Rialto Market, where Venetians have been buying fresh fish, produce, and other ingredients for generations. It's a wonderful opportunity to experience a more authentic, everyday side of Venice and learn about the city's food traditions.
After your guided exploration, you'll have the freedom to enjoy the rest of the day completely on your own.
By lunchtime, you'll be in an area filled with authentic Venetian trattorias. You'll have several recommendations for lunch, and reservations can be arranged for you if you'd like one. After lunch, perhaps you'll continue exploring, discover a quiet campo, settle into a sidewalk café and watch Venice pass by, or perhaps this is the perfect time for a traditional gondola ride through the city's quieter canals.
For dinner, you'll once again have a selection of our favorite local restaurants and trattorias to choose from, with reservations arranged for you whenever you'd like.
What's Included
- Breakfast at your hotel
- Private guide for the morning
- Private guided visit to St. Mark’s Basilica
- Access to the Basilica balcony and bronze horses
- Skip-the-line tickets for entry to St. Mark’s Basilica
- Guided exploration of St. Mark’s Square
- Guided walk through the historic streets and canals of Venice
- Rialto Bridge
- Guided visit to the historic Rialto Fish & Produce Market
- Handpicked lunch recommendations with reservations available upon request
- Recommendations for gondola rides and other afternoon activities
- Handpicked dinner recommendations with reservations available upon request
- 24/7 access to your The Olive Odysseys trip planner
- Lux hotel right in central Venice
- UNESCO World Heritage Site: Venice and its Lagoon
- Overnight in Venice
Day 3 – Bologna
A Day of Food, History & La Dolce Vita
Today, you'll leave Venice for a wonderful day trip to Bologna, just about 1½ hours away by fast train. Known as La Dotta, La Rossa, La Grassa—the Learned (for the Universities that are here), the Red (for the color of the buildings and the roofs), and the Fat (the food, food, food)—Bologna is one of Italy's most fascinating cities and one of its greatest culinary destinations.
After breakfast, you'll make your way to the train station for your fast train to Bologna. Upon arrival, your private guide will meet you and take you into the heart of the city for a fascinating guided exploration.
Bologna is home to one of the oldest universities in the world, and its historic center is filled with beautiful medieval buildings, elegant piazzas, and miles of distinctive covered porticoes. Your guide will introduce you to the city's history, architecture, and lively culture as you discover its historic streets.
And then there's the food! Bologna is considered one of Italy's great culinary capitals and is the birthplace of many beloved Italian specialties. Your guide will help bring the city's food traditions to life as you explore the markets, streets, and historic center.
If you'd like to take your Bologna experience a step further, we can arrange an optional cooking class in the early afternoon, where you'll have the opportunity to learn some of the secrets behind traditional Bolognese cuisine. The cooking class is optional and at your own expense, but we'd be delighted to arrange it for you.
After your day in Bologna, you'll return to Venice by fast train in the late afternoon or early evening. Once back at your hotel, the evening is yours to enjoy. We can provide recommendations and make a dinner reservation at a favorite restaurant near your hotel.
What's Included
A Day of Food, History & La Dolce Vita
Today, you'll leave Venice for a wonderful day trip to Bologna, just about 1½ hours away by fast train. Known as La Dotta, La Rossa, La Grassa—the Learned (for the Universities that are here), the Red (for the color of the buildings and the roofs), and the Fat (the food, food, food)—Bologna is one of Italy's most fascinating cities and one of its greatest culinary destinations.
After breakfast, you'll make your way to the train station for your fast train to Bologna. Upon arrival, your private guide will meet you and take you into the heart of the city for a fascinating guided exploration.
Bologna is home to one of the oldest universities in the world, and its historic center is filled with beautiful medieval buildings, elegant piazzas, and miles of distinctive covered porticoes. Your guide will introduce you to the city's history, architecture, and lively culture as you discover its historic streets.
And then there's the food! Bologna is considered one of Italy's great culinary capitals and is the birthplace of many beloved Italian specialties. Your guide will help bring the city's food traditions to life as you explore the markets, streets, and historic center.
If you'd like to take your Bologna experience a step further, we can arrange an optional cooking class in the early afternoon, where you'll have the opportunity to learn some of the secrets behind traditional Bolognese cuisine. The cooking class is optional and at your own expense, but we'd be delighted to arrange it for you.
After your day in Bologna, you'll return to Venice by fast train in the late afternoon or early evening. Once back at your hotel, the evening is yours to enjoy. We can provide recommendations and make a dinner reservation at a favorite restaurant near your hotel.
What's Included
- Full breakfast at your hotel
- Fast train tickets between Venice and Bologna adn back
- Private guided tour of Bologna
- Guided exploration of Bologna's historic center, piazzas, and famous porticoes
- Introduction to Bologna's rich culinary traditions
- Optional early-afternoon cooking class — available upon request and at your own expense
- Dinner recommendations near your Venice hotel, with reservations available upon request
- 24/7 access to your The Olive Odysseys trip planner
- Luxury hotel in central Venice
- UNESCO World Heritage Site: Venice and its Lagoon
- Overnight in Venice
Day 4 – Venice at Your Own Pace
The Doge’s Palace, Hidden Streets & An Evening of Culture
Today is yours to experience another side of Venice, beginning with one of the city's most extraordinary landmarks: the Doge’s Palace.
You’ll have skip-the-line tickets arranged in advance, along with an engaging self-guided audio tour, allowing you to explore the palace at your own pace. As you move through the magnificent halls and lavish rooms, you'll discover the fascinating history of the Venetian Republic, its powerful doges, and the political intrigue that once unfolded within these walls.
You'll cross the famous Bridge of Sighs, which connects the palace to the historic prisons, and gain a glimpse into the darker side of Venice's history.
After your visit, the afternoon is yours to wander beyond the major landmarks. We've created a self-guided route through the back streets of Venice, taking you away from the busiest areas and into quieter neighborhoods, hidden campos, small artisan shops, and picturesque canals. This is the Venice where simply getting a little lost can be part of the adventure.
For your evening, you'll have a choice of two wonderful cultural experiences. Perhaps enjoy an evening performance at the legendary Teatro La Fenice, one of Italy's most celebrated opera houses, or visit the remarkable Peggy Guggenheim Collection, home to an outstanding collection of modern European and American art.
Choose the experience that appeals to you most, and we'll arrange your reservations and skip-the-line tickets.
Afterward, enjoy dinner at one of our recommended restaurants. We can make a reservation for you if you'd like.
What's IncludedBreakfast at your hotel
The Doge’s Palace, Hidden Streets & An Evening of Culture
Today is yours to experience another side of Venice, beginning with one of the city's most extraordinary landmarks: the Doge’s Palace.
You’ll have skip-the-line tickets arranged in advance, along with an engaging self-guided audio tour, allowing you to explore the palace at your own pace. As you move through the magnificent halls and lavish rooms, you'll discover the fascinating history of the Venetian Republic, its powerful doges, and the political intrigue that once unfolded within these walls.
You'll cross the famous Bridge of Sighs, which connects the palace to the historic prisons, and gain a glimpse into the darker side of Venice's history.
After your visit, the afternoon is yours to wander beyond the major landmarks. We've created a self-guided route through the back streets of Venice, taking you away from the busiest areas and into quieter neighborhoods, hidden campos, small artisan shops, and picturesque canals. This is the Venice where simply getting a little lost can be part of the adventure.
For your evening, you'll have a choice of two wonderful cultural experiences. Perhaps enjoy an evening performance at the legendary Teatro La Fenice, one of Italy's most celebrated opera houses, or visit the remarkable Peggy Guggenheim Collection, home to an outstanding collection of modern European and American art.
Choose the experience that appeals to you most, and we'll arrange your reservations and skip-the-line tickets.
Afterward, enjoy dinner at one of our recommended restaurants. We can make a reservation for you if you'd like.
What's IncludedBreakfast at your hotel
- Skip-the-line admission to the Doge's Palace
- Self-guided audio tour of the Doge's Palace
- Visit to the historic Bridge of Sighs
- Curated self-guided walking route through the back streets and quieter neighborhoods of Venice
- Handpicked recommendations for cafés, artisan shops, hidden corners, and local discoveries
- Choice of one evening cultural experience:
- Teatro La Fenice — reservations and tickets arranged for you, or
- Peggy Guggenheim Collection — reservations and skip-the-line tickets arranged for you
- Dinner recommendations with reservations available upon request
- 24/7 access to your The Olive Odysseys trip planner
- Luxury hotel in central Venice
- UNESCO World Heritage Site: Venice and its Lagoon
- Overnight in Venice
Day 5 – Florence
A Day in the Heart of the Renaissance
Today, you'll take a fast train from Venice to Florence for a full day exploring one of Italy's most extraordinary cities. Your train tickets will be arranged in advance, making the journey simple and comfortable.
Once you arrive in Florence, you'll follow our curated self-guided walking itinerary through the historic center. Your TripScript® will provide directions, background information, suggested stops, and plenty of ideas for making the most of your day.
Your first stop will be the Galleria dell’Accademia, where you'll have reserved admission to see Michelangelo's magnificent David, one of the most celebrated sculptures in the world.
From there, make your way toward the spectacular Duomo, Florence's iconic cathedral. You'll have time to explore the cathedral and surrounding piazzas at your own pace. If you'd like to climb to the top of the dome or bell tower, we can arrange tickets in advance so you can enjoy some of the finest views over Florence.
After lunch on your own, continue through the heart of the city. Your route will take you past the renowned Uffizi Gallery, across the historic Ponte Vecchio, and over the Arno River to the magnificent Palazzo Pitti, the former residence of the powerful Medici family.
The afternoon is yours to enjoy Florence however you'd like. Browse the artisan shops of the Oltrarno, stop for a gelato, linger over an espresso in a beautiful piazza, or simply wander through the atmospheric streets of this remarkable city.
Before returning to the train station, you'll have our recommendations for several excellent Florentine restaurants if you'd like to enjoy an early dinner or aperitivo before your train back to Venice.
You'll return to Venice in the evening by fast train, arriving back at your hotel after a memorable day in the Renaissance capital.
What's Included
A Day in the Heart of the Renaissance
Today, you'll take a fast train from Venice to Florence for a full day exploring one of Italy's most extraordinary cities. Your train tickets will be arranged in advance, making the journey simple and comfortable.
Once you arrive in Florence, you'll follow our curated self-guided walking itinerary through the historic center. Your TripScript® will provide directions, background information, suggested stops, and plenty of ideas for making the most of your day.
Your first stop will be the Galleria dell’Accademia, where you'll have reserved admission to see Michelangelo's magnificent David, one of the most celebrated sculptures in the world.
From there, make your way toward the spectacular Duomo, Florence's iconic cathedral. You'll have time to explore the cathedral and surrounding piazzas at your own pace. If you'd like to climb to the top of the dome or bell tower, we can arrange tickets in advance so you can enjoy some of the finest views over Florence.
After lunch on your own, continue through the heart of the city. Your route will take you past the renowned Uffizi Gallery, across the historic Ponte Vecchio, and over the Arno River to the magnificent Palazzo Pitti, the former residence of the powerful Medici family.
The afternoon is yours to enjoy Florence however you'd like. Browse the artisan shops of the Oltrarno, stop for a gelato, linger over an espresso in a beautiful piazza, or simply wander through the atmospheric streets of this remarkable city.
Before returning to the train station, you'll have our recommendations for several excellent Florentine restaurants if you'd like to enjoy an early dinner or aperitivo before your train back to Venice.
You'll return to Venice in the evening by fast train, arriving back at your hotel after a memorable day in the Renaissance capital.
What's Included
- Full breakfast at your Venice hotel
- Fast train tickets round-trip between Venice and Florence
- Reserved admission to the Galleria dell’Accademia
- See Michelangelo's magnificent David
- Curated self-guided walking itinerary through Florence
- Visit to the magnificent Duomo
- Recommendations and ticket arrangements for a Duomo or bell tower climb, if desired
- Walking route past the Uffizi Gallery
- Walk across the historic Ponte Vecchio
- Visit to the Palazzo Pitti and Boboli Gardens (Optional-cost on you)
- Handpicked lunch and dinner recommendations
- Restaurant reservations available upon request
- 24/7 access to your The Olive Odysseys trip planner
- Luxury hotel in central Venice
- UNESCO World Heritage Site: Historic Center of Florence
- Overnight in Venice
Day 6 – The Islands of the Venetian Lagoon
Murano, Burano & Torcello
Today, you'll leave the bustle of central Venice behind and venture into the beautiful islands of the Venetian Lagoon. This is a day to slow down, wander, and experience a quieter side of Venice.
We've left the day flexible so you can choose the islands that appeal to you most. You might spend the day on just one or two islands, or, if you're feeling adventurous, visit all three. The islands are connected by the local vaporetto, and we'll provide detailed directions and schedules so navigating between them is easy.
Your first possibility is Murano, famous throughout the world for its centuries-old tradition of Venetian glassmaking. You can visit a traditional glass workshop and watch skilled artisans transform molten glass into beautiful works of art. Afterward, take some time to explore Murano's quieter canals, small shops, and waterfront.
Or perhaps Burano is calling your name. This enchanting island is famous for its brilliantly colored houses, which line the canals in a rainbow of colors. Wander through the narrow streets, discover the island's traditional lace-making heritage, and stop for lunch at one of the local restaurants.
For those who want to experience something truly atmospheric, continue on to Torcello. The quietest and most rural of the three islands, Torcello feels worlds away from Venice. Here you'll find peaceful green paths, ancient ruins, and the remarkable Basilica of Santa Maria Assunta, known for its beautiful Byzantine mosaics.
If you'd like to make a full day of it, visiting Murano, Burano, and Torcello makes a wonderful island-hopping adventure. Alternatively, choose the one or two islands that most appeal to you and enjoy a more leisurely day.
We'll provide our favorite lunch recommendations. As always, the day is yours to explore at your own pace.
What's Included
Murano, Burano & Torcello
Today, you'll leave the bustle of central Venice behind and venture into the beautiful islands of the Venetian Lagoon. This is a day to slow down, wander, and experience a quieter side of Venice.
We've left the day flexible so you can choose the islands that appeal to you most. You might spend the day on just one or two islands, or, if you're feeling adventurous, visit all three. The islands are connected by the local vaporetto, and we'll provide detailed directions and schedules so navigating between them is easy.
Your first possibility is Murano, famous throughout the world for its centuries-old tradition of Venetian glassmaking. You can visit a traditional glass workshop and watch skilled artisans transform molten glass into beautiful works of art. Afterward, take some time to explore Murano's quieter canals, small shops, and waterfront.
Or perhaps Burano is calling your name. This enchanting island is famous for its brilliantly colored houses, which line the canals in a rainbow of colors. Wander through the narrow streets, discover the island's traditional lace-making heritage, and stop for lunch at one of the local restaurants.
For those who want to experience something truly atmospheric, continue on to Torcello. The quietest and most rural of the three islands, Torcello feels worlds away from Venice. Here you'll find peaceful green paths, ancient ruins, and the remarkable Basilica of Santa Maria Assunta, known for its beautiful Byzantine mosaics.
If you'd like to make a full day of it, visiting Murano, Burano, and Torcello makes a wonderful island-hopping adventure. Alternatively, choose the one or two islands that most appeal to you and enjoy a more leisurely day.
We'll provide our favorite lunch recommendations. As always, the day is yours to explore at your own pace.
What's Included
- Full breakfast at your Venice hotel
- Vaporetto transportation recommendations and detailed island-hopping directions
- Curated self-guided itinerary for the Venetian Lagoon islands
- Your choice of Murano, Burano, Torcello—or all three
- Recommendations for exploring Murano's traditional glass shops and canals
- Burano sightseeing, including its colorful canals and traditional lace-making heritage
- Torcello sightseeing, including the historic Byzantine basilica and mosaics
- Handpicked lunch recommendations
- 24/7 access to your The Olive Odysseys trip planner
- Luxury hotel in central Venice
- UNESCO World Heritage Site: Venice and its Lagoon
- Overnight in Venice
Day 7 – A Day to Simply Enjoy Venice
Leisure, Wandering & Your Last Taste of La Serenissima
Today is intentionally different. After several wonderful days of sightseeing, this is your day to sleep in, linger over breakfast, savor a morning coffee, and enjoy Venice without a schedule.
There is nowhere you have to be and nothing you have to check off a list. This is the day to simply enjoy the city you've come to know.
Perhaps you'll spend a lazy morning with a cappuccino and a pastry before wandering out to discover some of the things you haven't yet seen. You might explore the Dorsoduro neighborhood, one of our favorite areas of Venice, where you'll find beautiful canals, art galleries, quiet squares, and a more local atmosphere.
Or perhaps visit the magnificent Santa Maria della Salute, one of Venice's most recognizable churches, or explore the fascinating Scuola Grande di San Rocco, known for its extraordinary Tintoretto paintings.
If art appeals to you, today could be the perfect time to visit the Peggy Guggenheim Collection if you didn't choose it earlier in your journey.
Or perhaps you'd rather simply wander through the smaller streets, browse Venetian artisan shops, and search for that perfect souvenir.
And then there's the possibility of doing absolutely nothing.
Find a beautiful café, order a glass of wine, watch the gondolas glide by, and let Venice entertain you. Stop for cicchetti at a neighborhood bacaro, linger over lunch, enjoy an afternoon aperitivo, and simply follow the streets wherever they lead.
Perhaps today is the day for your gondola ride. We can arrange a private or shared gondola experience for you, depending on what you'd prefer. Or, if you'd like something especially memorable, we can help arrange a sunset or evening ride.
For your final evening in Venice, you might choose a special dinner at another favorite local restaurant. We'll be happy to provide recommendations and arrange reservations based on the type of experience you're looking for.
Throughout the day, we'll be on hand to help you make the most of your free time. If you'd like to add an activity, make a reservation, arrange a gondola ride, find a special restaurant, or simply get our advice on what to do, we're here to help. Any optional activities or meals are at your own expense.
What's Included
Leisure, Wandering & Your Last Taste of La Serenissima
Today is intentionally different. After several wonderful days of sightseeing, this is your day to sleep in, linger over breakfast, savor a morning coffee, and enjoy Venice without a schedule.
There is nowhere you have to be and nothing you have to check off a list. This is the day to simply enjoy the city you've come to know.
Perhaps you'll spend a lazy morning with a cappuccino and a pastry before wandering out to discover some of the things you haven't yet seen. You might explore the Dorsoduro neighborhood, one of our favorite areas of Venice, where you'll find beautiful canals, art galleries, quiet squares, and a more local atmosphere.
Or perhaps visit the magnificent Santa Maria della Salute, one of Venice's most recognizable churches, or explore the fascinating Scuola Grande di San Rocco, known for its extraordinary Tintoretto paintings.
If art appeals to you, today could be the perfect time to visit the Peggy Guggenheim Collection if you didn't choose it earlier in your journey.
Or perhaps you'd rather simply wander through the smaller streets, browse Venetian artisan shops, and search for that perfect souvenir.
And then there's the possibility of doing absolutely nothing.
Find a beautiful café, order a glass of wine, watch the gondolas glide by, and let Venice entertain you. Stop for cicchetti at a neighborhood bacaro, linger over lunch, enjoy an afternoon aperitivo, and simply follow the streets wherever they lead.
Perhaps today is the day for your gondola ride. We can arrange a private or shared gondola experience for you, depending on what you'd prefer. Or, if you'd like something especially memorable, we can help arrange a sunset or evening ride.
For your final evening in Venice, you might choose a special dinner at another favorite local restaurant. We'll be happy to provide recommendations and arrange reservations based on the type of experience you're looking for.
Throughout the day, we'll be on hand to help you make the most of your free time. If you'd like to add an activity, make a reservation, arrange a gondola ride, find a special restaurant, or simply get our advice on what to do, we're here to help. Any optional activities or meals are at your own expense.
What's Included
- Breakfast at your hotel
- A completely free day in Venice with no scheduled activities
- Our personalized recommendations for neighborhoods, sights, cafés, wine bars, shops, and local experiences
- Suggestions for exploring Dorsoduro and other less-touristed areas of Venice
- Recommendations for Santa Maria della Salute
- Recommendations for the Scuola Grande di San Rocco
- Option to visit the Peggy Guggenheim Collection if not visited earlier
- Gondola ride recommendations and reservation assistance
- Handpicked lunch, aperitivo, and dinner recommendations
- Restaurant reservations arranged upon request
- 24/7 access to your The Olive Odysseys trip planner
- Luxury hotel in central Venice
- Overnight in Venice
Day 8 – Milan
A Day of Fashion, Design & Renaissance Treasures
Today, you'll take a fast train from Venice to Milan (2 hours in comfort) for a full day exploring one of Italy's most sophisticated and exciting cities. Your round-trip train tickets will be arranged in advance, making it easy to travel comfortably between the two cities.
Once you arrive in Milan, you'll be ready to discover a city where fashion, design, art, and centuries of history come together.
Your day begins in the heart of Milan with the magnificent Duomo di Milano, one of the world's most spectacular Gothic cathedrals. You'll have time to explore the cathedral and, if you'd like, we can arrange tickets to visit the incredible rooftop terraces. From the top, you'll have sweeping views across the city and an up-close look at the cathedral's extraordinary architecture and spires.
From the Duomo, wander through the elegant Galleria Vittorio Emanuele II, one of Italy's oldest and most beautiful shopping arcades. This is the perfect place to admire the architecture, browse the famous Italian fashion houses, or stop for an espresso.
For those interested in art and history, we can arrange a visit to see Leonardo da Vinci's masterpiece, The Last Supper, housed at Santa Maria delle Grazie. Admission is limited and highly regulated, so we'll arrange tickets in advance whenever possible.
You'll then have time to explore more of Milan at your own pace. Depending on your interests, you might visit La Scala, Milan's legendary opera house, explore the fashionable Brera neighborhood, browse its art galleries and boutiques, or simply settle into a café for an aperitivo and watch Milanese life unfold around you.
We'll provide several recommendations for lunch and an early dinner, including some of our favorite places to experience authentic Milanese cuisine. If you'd like, we'll make reservations for you.
Later in the evening, you'll return to Milan's train station for your fast train back to Venice, arriving back at your Venice hotel after a full and fascinating day in Northern Italy.
What's Included
A Day of Fashion, Design & Renaissance Treasures
Today, you'll take a fast train from Venice to Milan (2 hours in comfort) for a full day exploring one of Italy's most sophisticated and exciting cities. Your round-trip train tickets will be arranged in advance, making it easy to travel comfortably between the two cities.
Once you arrive in Milan, you'll be ready to discover a city where fashion, design, art, and centuries of history come together.
Your day begins in the heart of Milan with the magnificent Duomo di Milano, one of the world's most spectacular Gothic cathedrals. You'll have time to explore the cathedral and, if you'd like, we can arrange tickets to visit the incredible rooftop terraces. From the top, you'll have sweeping views across the city and an up-close look at the cathedral's extraordinary architecture and spires.
From the Duomo, wander through the elegant Galleria Vittorio Emanuele II, one of Italy's oldest and most beautiful shopping arcades. This is the perfect place to admire the architecture, browse the famous Italian fashion houses, or stop for an espresso.
For those interested in art and history, we can arrange a visit to see Leonardo da Vinci's masterpiece, The Last Supper, housed at Santa Maria delle Grazie. Admission is limited and highly regulated, so we'll arrange tickets in advance whenever possible.
You'll then have time to explore more of Milan at your own pace. Depending on your interests, you might visit La Scala, Milan's legendary opera house, explore the fashionable Brera neighborhood, browse its art galleries and boutiques, or simply settle into a café for an aperitivo and watch Milanese life unfold around you.
We'll provide several recommendations for lunch and an early dinner, including some of our favorite places to experience authentic Milanese cuisine. If you'd like, we'll make reservations for you.
Later in the evening, you'll return to Milan's train station for your fast train back to Venice, arriving back at your Venice hotel after a full and fascinating day in Northern Italy.
What's Included
- Full breakfast at your Venice hotel
- Round-trip fast train tickets between Venice and Milan
- Curated self-guided itinerary for Milan
- Detailed sightseeing information and directions in your Olive Odysseys TripScript®
- Visit to the magnificent Duomo di Milano with skip the line tickets for entry
- Recommendations and ticket arrangements for the Duomo rooftop terraces, if desired
- Visit to the elegant Galleria Vittorio Emanuele II
- Assistance arranging tickets to see Leonardo da Vinci's The Last Supper, if desired
- Recommendations for La Scala Opera House
- Recommendations for exploring the Brera neighborhood
- Handpicked lunch, aperitivo, and dinner recommendations
- Restaurant reservations available upon request
- 24/7 access to your The Olive Odysseys trip planner
- UNESCO World Heritage Site: The Last Supper and Santa Maria delle Grazie
- Luxury hotel in central Venice
- Overnight in Venice
Day 9— Padua
Giotto, Saints & the Soul of an Italian City
Your journey today takes you from Venice to Padua (37 minutes by comfortable train ride), one of northern Italy’s most fascinating and authentic cities. The fast train makes the trip remarkably easy—just about 30 minutes from Venice—yet Padua feels worlds away from the bustle of Venice.
We will have a local private guide that will take you around this marvelous city. You will begin with the extraordinary Scrovegni Chapel, home to Giotto’s revolutionary fresco cycle. Created in the early 1300s, these paintings are considered among the great masterpieces of Western art and changed the course of European painting. Your visit continues through Padua’s historic center, where elegant arcades, lively markets and centuries-old cafés reveal the character of this university city.
A Day of Art, History & Italian Life
You will continue to explore the magnificent Basilica of Saint Anthony, with your guide, one of Italy’s most important pilgrimage churches, then wander through Padua’s beautiful squares and arcaded streets. Along the way, you’ll encounter bustling food markets, historic buildings and the lively atmosphere created by the city’s ancient university.
Your guide will end your tour at the Prato della Valle, an enormous elliptical piazza surrounded by statues and waterways—one of the most spectacular public squares in Italy.
Rather than simply checking another famous city off your list, Padua gives you the opportunity to experience real Italian city life, extraordinary art and centuries of history without the crowds of Venice.
Included
Giotto, Saints & the Soul of an Italian City
Your journey today takes you from Venice to Padua (37 minutes by comfortable train ride), one of northern Italy’s most fascinating and authentic cities. The fast train makes the trip remarkably easy—just about 30 minutes from Venice—yet Padua feels worlds away from the bustle of Venice.
We will have a local private guide that will take you around this marvelous city. You will begin with the extraordinary Scrovegni Chapel, home to Giotto’s revolutionary fresco cycle. Created in the early 1300s, these paintings are considered among the great masterpieces of Western art and changed the course of European painting. Your visit continues through Padua’s historic center, where elegant arcades, lively markets and centuries-old cafés reveal the character of this university city.
A Day of Art, History & Italian Life
You will continue to explore the magnificent Basilica of Saint Anthony, with your guide, one of Italy’s most important pilgrimage churches, then wander through Padua’s beautiful squares and arcaded streets. Along the way, you’ll encounter bustling food markets, historic buildings and the lively atmosphere created by the city’s ancient university.
Your guide will end your tour at the Prato della Valle, an enormous elliptical piazza surrounded by statues and waterways—one of the most spectacular public squares in Italy.
Rather than simply checking another famous city off your list, Padua gives you the opportunity to experience real Italian city life, extraordinary art and centuries of history without the crowds of Venice.
Included
- Fast-train tickets from Venice to Padua and return
- Reserved seating on the fast train
- Private guide to take you around
- Timed admission to the Scrovegni Chapel
- Guided exploration of Padua’s historic center
- Visit to the Basilica of Saint Anthony
- Time to explore Padua’s historic markets and arcaded streets
- Visit to magnificent Prato della Valle
- Free time for lunch and discovering Padua at your own pace
- Dinner recommendations
- Restaurant reservations available upon request
- 24/7 access to your The Olive Odysseys trip planner
- Luxury hotel in central Venice
Day 10 — Venice: A Final Day of Discovery
Today is your chance to slow down and enjoy one more wonderful day in Venice—returning to places you loved, discovering the corners you haven’t yet seen, and experiencing a few of the city’s iconic treasures.
Maybe you did not get to the Teatro La Fenice yet, Venice’s legendary opera house. Beautifully restored after a devastating fire, La Fenice remains one of Europe’s most celebrated theaters and offers a fascinating glimpse into Venice’s musical and cultural history.
Or maybe you would like to step into the world of modern art at the Peggy Guggenheim Collection, housed in her former palazzo along the Grand Canal. The collection includes works by Picasso, Dalí, Magritte, Pollock and other masters of 20th-century art.
For a completely different perspective, you might like to rise above the rooftops by climbing the Campanile di San Marco. From the top, Venice unfolds beneath you—domes, canals, terracotta rooftops and the shimmering lagoon stretching toward the horizon.
And, of course, there is perhaps no better way to experience Venice than from the water. Set out on a private gondola ride, gliding quietly through the canals and beneath Venice’s graceful bridges. Away from the busy streets, you’ll see a more intimate side of the city.
Whether you choose to wander, shop, linger over lunch in a sunny piazza, or simply get wonderfully lost in Venice’s maze of streets, we will help you make it happen by getting you skip the line tickets where needed (costs on you). It is a final opportunity to savor La Serenissima before continuing your Italian adventure.
Included
Today is your chance to slow down and enjoy one more wonderful day in Venice—returning to places you loved, discovering the corners you haven’t yet seen, and experiencing a few of the city’s iconic treasures.
Maybe you did not get to the Teatro La Fenice yet, Venice’s legendary opera house. Beautifully restored after a devastating fire, La Fenice remains one of Europe’s most celebrated theaters and offers a fascinating glimpse into Venice’s musical and cultural history.
Or maybe you would like to step into the world of modern art at the Peggy Guggenheim Collection, housed in her former palazzo along the Grand Canal. The collection includes works by Picasso, Dalí, Magritte, Pollock and other masters of 20th-century art.
For a completely different perspective, you might like to rise above the rooftops by climbing the Campanile di San Marco. From the top, Venice unfolds beneath you—domes, canals, terracotta rooftops and the shimmering lagoon stretching toward the horizon.
And, of course, there is perhaps no better way to experience Venice than from the water. Set out on a private gondola ride, gliding quietly through the canals and beneath Venice’s graceful bridges. Away from the busy streets, you’ll see a more intimate side of the city.
Whether you choose to wander, shop, linger over lunch in a sunny piazza, or simply get wonderfully lost in Venice’s maze of streets, we will help you make it happen by getting you skip the line tickets where needed (costs on you). It is a final opportunity to savor La Serenissima before continuing your Italian adventure.
Included
- Teatro La Fenice
- Peggy Guggenheim Collection
- Campanile di San Marco
- Private gondola ride through the canals of Venice
- Free time to explore Venice at your own pace
- Recommendations for lunch, shopping and hidden corners of Venice
- Dinner recommendations
- Restaurant reservations available upon request
- 24/7 access to your The Olive Odysseys trip planner
- Luxury hotel in central Venice
Day 11-return to the US
Departure
Today marks the end of your unforgettable Italian journey. Arrivederci!
A private driver will pick you up from your accommodation and ensure a smooth and comfortable transfer to the airport for your departure. Take with you the memories of incredible sights, delicious meals, and the warmth of Italy’s culture.
Safe travels home!
Includes
Departure
Today marks the end of your unforgettable Italian journey. Arrivederci!
A private driver will pick you up from your accommodation and ensure a smooth and comfortable transfer to the airport for your departure. Take with you the memories of incredible sights, delicious meals, and the warmth of Italy’s culture.
Safe travels home!
Includes
- Full breakfast at your hotel (unless your flight leaves before breakfast opens at the hotel)
- Private driver to the airport
This is representative of your hotel in Venice for 9 nights.
This cannot be guaranteed until your trip is paid in full.
This cannot be guaranteed until your trip is paid in full.
What’s Included
The trip includes all accommodations as outlined in the itinerary.
You will enjoy skip-the-line tickets to museums and other attractions, as well as semi-private guides for curated tours and walking experiences where indicated.
Private drivers and transportation are provided throughout the trip as indicated,
along with high-speed train travel between destinations.
All activities and excursions detailed in the itinerary are also included-except where indicated
by this note (ticket cost additional)-even then you trip designer will be on hand to make these arrangements
24/7 access to your trip designer at The Olive Odysseys.
Your trip designer will be two steps ahead of you every step of the
way making sure everything goes smoothly.
The trip includes all accommodations as outlined in the itinerary.
You will enjoy skip-the-line tickets to museums and other attractions, as well as semi-private guides for curated tours and walking experiences where indicated.
Private drivers and transportation are provided throughout the trip as indicated,
along with high-speed train travel between destinations.
All activities and excursions detailed in the itinerary are also included-except where indicated
by this note (ticket cost additional)-even then you trip designer will be on hand to make these arrangements
24/7 access to your trip designer at The Olive Odysseys.
Your trip designer will be two steps ahead of you every step of the
way making sure everything goes smoothly.
Trip Cost: TBD
Based on time of year and number or people on the trip
This trip can be for between 1 to 18 people
These are accommodations as shown above.
Hotel cannot be named until trip is paid for as no hotel had been finalized
(so we cannot guarantee it) before trip is paid for and Trip Terms signed.
Based on time of year and number or people on the trip
This trip can be for between 1 to 18 people
These are accommodations as shown above.
Hotel cannot be named until trip is paid for as no hotel had been finalized
(so we cannot guarantee it) before trip is paid for and Trip Terms signed.
Terms
Your trip payment is due by TBD
No spot on this trip is guaranteed until Trip Terms are signed by everyone participating.
After final trip payments are paid your entire trip is no longer refundable and
we advise that you obtain trip insurance.
Your trip payment is due by TBD
No spot on this trip is guaranteed until Trip Terms are signed by everyone participating.
After final trip payments are paid your entire trip is no longer refundable and
we advise that you obtain trip insurance.
What's not included
Flights: Airfare from the US to Rome and back to the US
Meals: Any meals not specified in the itinerary.
Hotel Taxes: Tourist, environmental, or room taxes (€8–€12 per room, per night), payable at check-out.
Optional Activities: Transportation to and from activities not listed in the main itinerary.
Health & Medical Needs: Any required medications, medical expenses, or personal health-related costs.
Travel Insurance: Strongly recommended. If declined, a waiver must be signed.
Personal Expenses: Any costs for individual needs, including medications,
vaccinations, and other health-related requirements.
Travel Documents: Passports, visas, or any other necessary documentation.
Communication Costs: Mobile phone, internet, or other communication expenses.
Flights: Airfare from the US to Rome and back to the US
Meals: Any meals not specified in the itinerary.
Hotel Taxes: Tourist, environmental, or room taxes (€8–€12 per room, per night), payable at check-out.
Optional Activities: Transportation to and from activities not listed in the main itinerary.
Health & Medical Needs: Any required medications, medical expenses, or personal health-related costs.
Travel Insurance: Strongly recommended. If declined, a waiver must be signed.
Personal Expenses: Any costs for individual needs, including medications,
vaccinations, and other health-related requirements.
Travel Documents: Passports, visas, or any other necessary documentation.
Communication Costs: Mobile phone, internet, or other communication expenses.
