New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

AI Travel Planner

16-Day Italy Grand Tour: Rome, Florence, Venice, and Milan

16-Day Italy Grand Tour: Rome, Florence, Venice, and Milan Itinerary

Last updated: 2024 Jun 14

Iconic Rome Landmarks and Culinary Delights

Morning
Start your Italian adventure with a classic Roman breakfast at Ai Tre Scalini, known for its delicious pastries and coffee. Afterward, immerse yourself in the ancient history of the Colosseum with a skip-the-line tour, followed by a visit to the nearby Roman Forum (Foro Romano) and Palatine Hill (Palatino).
Afternoon
For lunch, savor traditional Roman cuisine at Cantina e Cucina. Post-lunch, throw a coin into the stunning Trevi Fountain (Fontana di Trevi) and continue to the impressive Pantheon with a skip-the-line entry ticket and audio guide.
Evening
Enjoy a delightful dinner at Baccano, housed in a former train station. Conclude your evening with a leisurely walk around the charming Piazza Navona, admiring the beautiful fountains and Baroque architecture.
Bedtime
Find amazing hotels in Rome, Italy.
activity-image

Colosseum

star4.44

click to access prices

activity-image

Roman Forum (Foro Romano)

star4.44

click to access prices

activity-image

Palatine Hill (Palatino)

star4.36

click to access prices

activity-image

Trevi Fountain (Fontana di Trevi)

star4.66

click to access prices

activity-image

Pantheon

star4.63

click to access prices

activity-image

Piazza Navona

star4.65

click to access prices

Vatican Wonders and Rooftop Views

Morning
Begin your day with a sumptuous breakfast at La Terrazza dei Papi Rooftop Restaurant, offering panoramic views of the city. Then, skip the long lines and explore the Vatican Museums (Musei Vaticani) and the awe-inspiring Sistine Chapel (Cappella Sistina) with a fast-track entry ticket.
Afternoon
After the Vatican, enjoy a delightful lunch at The Bramble Bar & Kitchen. Post-lunch, visit the spiritual heart of the Vatican, the magnificent St. Peter's Basilica (Basilica di San Pietro), including a guided tour with special access to the dome and the papal tombs.
Evening
Dine at Granet Restaurant Bar & Terraces, where you can enjoy a refined meal with a view. Spend your evening taking a romantic stroll at the St. Peter's Square (Piazza San Pietro), soaking in the grandeur of the Vatican.
Bedtime
Find amazing hotels in Rome, Italy.
activity-image

Vatican Museums (Musei Vaticani)

star4.27

click to access prices

activity-image

Sistine Chapel (Cappella Sistina)

star4.28

click to access prices

activity-image

St. Peter's Basilica (Basilica di San Pietro)

star4.37

click to access prices

activity-image

St. Peter's Square (Piazza San Pietro)

star4.56

click to access prices

Catacombs and Trastevere Charm

Morning
Enjoy a delightful breakfast at The Barrel by Tyler, known for its artisanal coffee and pastries. Then, head out to explore the mysterious Catacombs of Rome (Catacombe di Roma), where early Christians buried their dead, followed by a visit to the serene Appian Way (Via Appia Antica).
Afternoon
Have a leisurely lunch at La Fata Ignorante - Rooftop Restaurant & Bar, offering a relaxed atmosphere and delicious food. Post-lunch, cross the Tiber River to the bohemian neighborhood of Trastevere, known for its narrow cobblestone streets and lively atmosphere.
Evening
For dinner, experience the warm hospitality and excellent cuisine at Salone Eva at Palm Court. Afterward, explore the vibrant nightlife of Trastevere, with its numerous bars, cafes, and live music venues.
Bedtime
Find amazing hotels in Rome, Italy.
activity-image

Catacombs of Rome (Catacombe di Roma)

star4.46

click to access prices

activity-image

Trastevere

star4.72

click to access prices

Hidden Gems and Culinary Delights

Morning
Start your day with a visit to the lesser-known but equally fascinating Borghese Gallery (Galleria Borghese), where you can admire a stunning collection of art and sculptures. Afterward, take a stroll through the beautiful Borghese Gardens (Villa Borghese).
Afternoon
Enjoy a delightful lunch at MUSTI - RESTAURANT PUB -Music Live - Watch Live Football-Cocktail Bar-Hamburgheria-Musei Vaticani-prati. Post-lunch, explore the charming neighborhood of Campo de' Fiori, known for its open-air market and lively atmosphere.
Evening
Dine at Ambrosia Rooftop Restaurant & Bar, where you can enjoy a sophisticated meal with a view. After dinner, take a romantic evening walk to the serene Pincian Hill (Pincio), where you can enjoy panoramic views of the city.
Bedtime
Find amazing hotels in Rome, Italy.
activity-image

Borghese Gallery (Galleria Borghese)

star4.42

click to access prices

activity-image

Campo de' Fiori

star4.68

click to access prices

Day Trip to Pompeii and Amalfi Coast

Morning
Embark on an early morning adventure with a day trip from Rome to the ancient city of Pompeii (Scavi di Pompei) and the stunning Amalfi Coast (Costiera Amalfitana). Explore the well-preserved ruins of Pompeii and then enjoy the breathtaking coastal views of the Amalfi Coast.
Afternoon
Take a break from your exploration for a delightful lunch at Terrazza Borghese - Restaurant & Lounge Bar, offering a serene ambiance and delicious cuisine. After lunch, continue to the picturesque town of Positano, where you can relax on the beach or explore the charming streets.
Evening
As the sun sets, savor a memorable dinner at I Sofà Bar Restaurant & Roof Terrace, known for its elegant setting and delectable dishes. Reflect on your day as you enjoy the evening breeze and the stunning views from the rooftop terrace.
Bedtime
Find amazing hotels in Rome, Italy.
activity-image

Mt. Vesuvius (Monte Vesuvio)

star4.51

click to access prices

activity-image

Kennedy Space Center

star4.53

click to access prices

activity-image

Kensington Palace

star4.54

click to access prices

Florence Arrival and Renaissance Marvels

Morning
Arrive in Florence and start your day with a traditional Florentine breakfast at Caffè Gilli, one of the city's historic cafes. After breakfast, take a leisurely walk to the iconic Florence Cathedral (Duomo), also known as the Cattedrale di Santa Maria del Fiore, and marvel at its magnificent dome.
Afternoon
For lunch, indulge in the flavors of Tuscany at Trattoria Mario, a local favorite known for its authentic cuisine. Afterward, visit the renowned Uffizi Gallery (Galleria degli Uffizi) and immerse yourself in the world of Renaissance art with a skip-the-line ticket.
Evening
Dine at La Giostra, a charming restaurant with a royal ambiance and delectable dishes. After dinner, take a romantic evening stroll across the iconic Ponte Vecchio, the oldest bridge in Florence, and enjoy the views of the Arno River.
Bedtime
Find amazing hotels in Florence, Italy.
activity-image

The Franklin Institute Science Museum

star3.95

click to access prices

Day Trip to Tuscany's Charming Villages

Morning
Enjoy a hearty breakfast at La Ménagère, a unique dining space with a vibrant atmosphere. Then, set out on a day trip to the picturesque Tuscan villages of San Gimignano and Siena. Explore the medieval architecture, charming streets, and local shops.
Afternoon
Have a delightful lunch at Osteria di Giovanni, where you can savor traditional Tuscan dishes. After lunch, visit a local winery in the Chianti region for a wine tasting experience, surrounded by the beautiful Tuscan countryside.
Evening
Return to Florence and enjoy a relaxed dinner at Il Latini, a historic restaurant known for its warm hospitality and excellent Tuscan cuisine. End the evening with a gelato from Vivoli, one of the best gelaterias in Florence.
Bedtime
Find amazing hotels in Florence, Italy.
activity-image

Shirley Heights

star4.61

click to access prices

activity-image

St. John's Anglican Cathedral (St. John the Divine)

star4.24

click to access prices

Artistic Treasures and Culinary Delights

Morning
Start your day with a visit to the Accademia Gallery (Galleria dell'Accademia) to see Michelangelo's iconic statue of David. Afterward, enjoy a guided walking tour of Florence's historic center, including the Piazza della Signoria and the Palazzo Vecchio.
Afternoon
For lunch, head to Il Cernacchino, a hidden gem offering delicious Tuscan cuisine in a cozy setting. After lunch, explore the vibrant San Lorenzo Market (Mercato di San Lorenzo), known for its leather goods, souvenirs, and local products.
Evening
Dine at Enoteca Pinchiorri, a Michelin-starred restaurant that offers an unforgettable fine dining experience. After dinner, take a leisurely evening walk to the Basilica of Santa Croce (Basilica di Santa Croce), the largest Franciscan church in the world.
Bedtime
Find amazing hotels in Florence, Italy.
activity-image

Cologne KölnCard with Discounts

star4.20

click to access prices

activity-image

Fort of the Magi (Forte dos Reis Magos)

star4.51

click to access prices

activity-image

Maracajaú Reef (Parrachos de Maracajaú)

star4.70

click to access prices

activity-image

Pipa Beach (Praia da Pipa)

star4.63

click to access prices

Florence's Cultural Gems and Riverside Romance

Morning
Begin your day with a delightful breakfast at Il Santo Bevitore, a charming spot with a relaxed ambiance. After fueling up, visit the Pitti Palace (Palazzo Pitti) and its beautiful Boboli Gardens (Giardino di Boboli), where you can enjoy a morning stroll.
Afternoon
Enjoy a leisurely lunch at Borgo San Jacopo, a riverside restaurant with a Michelin-starred menu. Post-lunch, cross the iconic Ponte Vecchio and explore the Oltrarno district, known for its artisan workshops and bohemian atmosphere.
Evening
Dine at Ora d'Aria, another Michelin-starred restaurant offering innovative Tuscan cuisine. After dinner, take a romantic evening walk along the banks of the Arno River, enjoying the reflections of the city's lights on the water.
Bedtime
Find amazing hotels in Florence, Italy.
activity-image

Ponta Negra Beach (Praia de Ponta Negra)

star4.93

click to access prices

activity-image

Fort James

star4.45

click to access prices

activity-image

The Franklin Institute Science Museum

star3.95

click to access prices

activity-image

Devil's Bridge National Park

star4.62

click to access prices

Venice Arrival and Grand Canal Magic

Morning
Arrive in Venice and start your day with a traditional Venetian breakfast at Caffè Florian, the oldest café in the world. After breakfast, take a vaporetto ride along the iconic Grand Canal, admiring the stunning palaces and bridges.
Afternoon
For lunch, enjoy the seafood specialties at Trattoria da Romano on the island of Burano, known for its colorful houses. Afterward, explore the charming lace-making and fishing village before heading back to the main island.
Evening
Dine at Quadri Restaurant & Cafè, located in the historic Piazza San Marco with a view of the Basilica. After dinner, take a romantic gondola ride through the serene Venetian Lagoon (Laguna Veneta), enjoying the city's unique ambiance.
Bedtime
Find amazing hotels in Venice, Italy.
activity-image

English Harbour

star4.73

click to access prices

activity-image

Museum of Antigua and Barbuda

star3.88

click to access prices

activity-image

Nelson's Dockyard National Park

star4.74

click to access prices

Venetian Islands and Artistic Delights

Morning
Start your day with a visit to the Doge's Palace (Palazzo Ducale), where you can explore the opulent rooms and learn about Venice's history. Afterward, cross the famous Bridge of Sighs (Ponte dei Sospiri) and visit the Prison (Prigioni).
Afternoon
Have a delightful lunch at Hostaria da Franz, a local favorite known for its traditional Venetian dishes. Post-lunch, take a boat to the island of Murano and visit a glassblowing factory to see the artisans at work.
Evening
Dine at Ristorante Quadri, a Michelin-starred restaurant with a refined menu and a view of Piazza San Marco. After dinner, enjoy a classical music performance at Musica a Palazzo, a unique venue where the audience is immersed in the music.
Bedtime
Find amazing hotels in Venice, Italy.
activity-image

Anegada Island

star0.00

click to access prices

activity-image

Cane Garden Bay

star4.36

click to access prices

activity-image

J.R. O'Neal Botanic Gardens

star4.75

click to access prices

activity-image

Jost Van Dyke

star4.93

click to access prices

activity-image

Sage Mountain National Park

star4.49

click to access prices

Hidden Gems and Culinary Delights

Morning
Start your day with a visit to the Scuola Grande di San Rocco, where you can admire the works of Tintoretto. Afterward, take a walk through the quiet streets of the Cannaregio district, away from the tourist crowds.
Afternoon
Enjoy a leisurely lunch at Il Ridotto, a Michelin-starred restaurant known for its innovative cuisine. Post-lunch, visit the Jewish Ghetto (Ghetto Ebraico), the first ghetto in the world, and learn about the history of the Jewish community in Venice.
Evening
Dine at Do Forni, a historic restaurant that has been serving traditional Venetian cuisine for over a century. After dinner, take a romantic evening walk to the Rialto Bridge (Ponte di Rialto), the oldest and most famous bridge in Venice.
Bedtime
Find amazing hotels in Venice, Italy.
activity-image

The Baths

star4.86

click to access prices

activity-image

Virgin Gorda

star5.00

click to access prices

Venetian Art and Culinary Exploration

Morning
Begin your day with a visit to the Gallerie dell'Accademia, where you can admire a superb collection of Venetian art. Afterward, take a walk through the Dorsoduro district, known for its art galleries and charming canals.
Afternoon
For lunch, head to Vecio Fritolin, a historic restaurant serving traditional Venetian cuisine. Post-lunch, visit the Peggy Guggenheim Collection and explore the impressive modern art on display.
Evening
Dine at Il Refolo, a local favorite with a relaxed atmosphere and delicious food. After dinner, take a romantic evening walk to the San Giorgio Maggiore, where you can enjoy a stunning view of the city from the bell tower.
Bedtime
Find amazing hotels in Venice, Italy.
activity-image

Tampa Adventure Island

star1.99

click to access prices

activity-image

Busch Gardens Tampa Bay

star3.54

click to access prices

Venetian Islands and Lagoon Discovery

Morning
Take a boat to the island of Torcello and visit the Cathedral of Santa Maria Assunta (Basilica di Santa Maria Assunta) and the Church of Santa Fosca (Chiesa di Santa Fosca). Enjoy the peaceful atmosphere and the beautiful mosaics.
Afternoon
Have a delightful lunch at Il Ridotto, a Michelin-starred restaurant known for its innovative cuisine. Post-lunch, visit the island of San Lazzaro degli Armeni and explore the Armenian Monastery (Monastero Armeno), a hidden gem with a rich history.
Evening
Dine at Do Forni, a historic restaurant that has been serving traditional Venetian cuisine for over a century. After dinner, take a romantic evening walk to the Rialto Bridge (Ponte di Rialto), the oldest and most famous bridge in Venice.
Bedtime
Find amazing hotels in Venice, Italy.
activity-image

The Florida Aquarium

star4.58

click to access prices

activity-image

ZooTampa at Lowry Park

star4.20

click to access prices

activity-image

Museum of Science and Industry (MOSI)

star4.30

click to access prices

activity-image

Tampa Museum of Art

star4.97

click to access prices

activity-image

Virgin Gorda

star5.00

click to access prices

Venetian Farewell and Gondola Serenade

Morning
Enjoy a final breakfast in Venice at Vecio Fritolin, savoring the flavors of the city. Then, take a last stroll through the San Polo district, soaking in the atmosphere of the local markets and hidden squares.
Afternoon
For lunch, head to Hostaria da Franz, a local favorite known for its traditional Venetian dishes. Afterward, take a gondola ride through the serene canals of Venice, accompanied by the melodic sounds of a Gondola Serenade.
Evening
Dine at Ristorante Quadri, a Michelin-starred restaurant with a refined menu and a view of Piazza San Marco. After dinner, take a leisurely walk to the Bridge of Sighs (Ponte dei Sospiri) and bid farewell to the city of romance.
Bedtime
Find amazing hotels in Venice, Italy.
activity-image

Ybor City

star4.93

click to access prices

activity-image

Beale Street

star4.59

click to access prices

activity-image

Cane Garden Bay

star4.36

click to access prices

Milan's Fashion and Cultural Extravaganza

Morning
Begin your day with a sumptuous breakfast at Chez Moi Rome, energizing yourself for a day of exploration. After breakfast, visit the iconic Milan Cathedral (Duomo), one of the largest and most famous cathedrals in the world. Take a guided tour to learn about its history and architecture, and consider ascending to the rooftop for breathtaking views of the city.
Afternoon
For lunch, indulge in the flavors of Milan at Settimo Roman Cuisine & Terrace, offering a unique blend of Roman and Milanese dishes. Post-lunch, immerse yourself in the world of fashion at the Galleria Vittorio Emanuele II, one of the world's oldest shopping malls, and explore the high-end boutiques and luxury stores.
Evening
Dine at Ambrosia Rooftop Restaurant & Bar, where you can enjoy a sophisticated meal with a view. After dinner, take a leisurely walk to the historic La Scala Opera (Teatro alla Scala), and if possible, attend a world-class opera or ballet performance to conclude your day with a touch of elegance and culture.
Bedtime
Find amazing hotels in Milan, Italy.
activity-image

From Interlaken Family Rafting

star4.83

click to access prices

Italian Culinary Masterclass and Departure

Morning
Begin your last day in Italy with a hands-on culinary masterclass, learning to prepare traditional Italian dishes from a local chef. Enjoy the fruits of your labor for lunch, paired with fine Italian wines.
Afternoon
After lunch, take some time to relax and reflect on your Italian journey. Perhaps indulge in a spa treatment or a leisurely walk through the countryside.
Evening
For your final Italian dinner, savor the flavors of the region at a Michelin-starred restaurant, where the chef will create a memorable farewell meal. Raise a glass to the end of a fantastic trip and the beginning of many more adventures.
Bedtime
Find amazing hotels in Italy.
kayakFind the right stay during your trip.
Got a question about your trip?