Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version

Epic Bachelor Party Adventure in Italy

Viewed by 50 travelers

Day 1: Arrival in Rome

Rome, Italy

10:00AM

Breakfast at Antico Caffè Greco

Start your Italian adventure with a quintessential espresso and a pastry at one of the oldest cafes in Rome.
Located on Via dei Condotti, it’s a short walk from the Spanish Steps.
EUR15, 1 hour

11:00AM

Visit Colosseum

Step back in time to ancient Rome as you explore the grandeur of the Colosseum.
Take the Metro to Colosseo station, a quick 10-minute ride.
EUR18, 2 hours

2:00PM

Lunch at Trattoria Da Enzo al 29

Savour traditional Roman dishes, such as cacio e pepe or amatriciana, in a vibrant setting.
Located in the Trastevere district, a 15-minute taxi from the Colosseum.
EUR25, 1.5 hours

4:00PM

Guided Tour of Vatican City

Marvel at the breathtaking art and architecture that the Vatican has to offer, including the Sistine Chapel.
Head over by taxi, which will take approximately 15 minutes.
EUR50, 3 hours

8:00PM

Dinner at Ristorante Aroma

End your day with a stunning view of the Colosseum while enjoying a gourmet Italian meal.
Only a 10-minute walk from the Vatican area.
EUR100, 2 hours
Find Hotels in Rome

Day 2: Rome Adventures

Rome, Italy

9:00AM

Breakfast at Pasticceria Regoli

Indulge in some of Rome’s best pastries and a cappuccino at this local favourite.
A short taxi ride from your accommodation.
EUR12, 1 hour

10:00AM

Explore the Roman Forum

Wander through the ruins and relive the tales of gladiators and ancient leaders.
Just a 10-minute walk from the café.
EUR12, 2 hours

1:00PM

Lunch at Osteria Fernanda

Experience a modern twist on Italian classics in a trendy but laid-back restaurant.
Take a 15-minute taxi for a smooth ride.
EUR35, 1.5 hours

3:00PM

Cocktail Making Class

Learn how to mix classic Italian cocktails, which is a fantastic way to unwind before the nightlife.
5-minute walk from the restaurant to the workshop.
EUR60, 2 hours

8:00PM

Dinner at Il Pagliaccio

Delight in a Michelin-starred experience that perfectly showcases the essence of Italian cuisine.
Around 10 minutes driving distance.
EUR150, 2.5 hours
Find Hotels in Rome

Day 3: Florence Transfer

Florence, Italy

8:00AM

Early Breakfast at Panificio Firenze

Grab a fresh pastry and coffee before heading to the station for your train ride to Florence.
A short walk from your hotel to the train station.
EUR10, 1 hour

9:00AM

Train to Florence

Enjoy the scenic journey to Florence as you settle in for a short ride.
High-speed train from Roma Termini to Firenze Santa Maria Novella.
EUR30, 1.5 hours

11:00AM

Check-In at Hotel Brunelleschi

Settle into your luxurious accommodation, perfectly nestled in the heart of Florence.
A quick 10-minute walk from the train station.
EUR200, 1 hour

1:00PM

Lunch at Mercato Centrale

Sample various Italian street foods and delicacies all in one bustling marketplace.
Just a 5-minute walk from your hotel.
EUR20, 1.5 hours

3:00PM

Visit the Uffizi Gallery

Delve into the world of Renaissance art with masterpieces by Michelangelo and Botticelli.
A leisurely 10-minute walk from the marketplace.
EUR20, 2 hours

7:00PM

Dinner at La Giostra

Enjoy an intimate dinner with some of the best Tuscan dishes in Florence.
A 10-minute walk from the gallery.
EUR70, 2 hours
Find Hotels in Florence

Day 4: Florence Exploration

Florence, Italy

8:30AM

Breakfast at Caffè Gilli

Savour the atmosphere at one of Florence’s oldest cafés while enjoying a traditional breakfast.
A short walk from the hotel.
EUR15, 1 hour

9:30AM

Visit the Duomo

Climb to the top of the Duomo for breathtaking panoramic views of Florence.
5-minute walk from the café.
EUR25, 2 hours

12:00PM

Lunch at Osteria Vini e Vecchi Sapori

Taste home-cooked Tuscan dishes in this intimate Osteria.
A 10-minute walk from the Duomo.
EUR30, 1.5 hours

2:00PM

Wine Tasting Tour in Chianti

Embark on a joyous tour through the picturesque Chianti region, sampling the world-famous wines.
Book a guided tour that includes transport from Florence.
EUR90, 5 hours

8:00PM

Dinner at Enoteca Pinchiorri

End the day in style with a three-Michelin-starred dining experience in a sophisticated setting.
Return from the wine tour and a quick 15-minute taxi ride.
EUR250, 2.5 hours
Find Hotels in Florence

Day 5: Venice Enchantment

Venice, Italy

8:00AM

Breakfast at Cafe Florian

Enjoy a luxurious breakfast in St. Mark’s Square, steeped in history.
A boat ride from your hotel on the Grand Canal.
EUR25, 1.5 hours

10:00AM

St. Mark's Basilica

Marvel at the stunning architecture and intricate mosaics of this iconic church.
A short walking distance from the café.
EUR3, 1 hour

12:00PM

Lunch at Osteria alle Testiere

Savour fresh seafood delicacies at a renowned small restaurant in Venice.
Around 10 minutes on foot.
EUR40, 1.5 hours

2:00PM

Gondola Ride Through the Canals

Experience Venice’s charm while gliding through the picturesque canals on a classic gondola.
Easily accessible from the restaurant.
EUR80, 1 hour

8:00PM

Dinner at Da Fiore

Indulge in a fine dining experience with exquisite Venetian cuisine.
Only a short walk from the gondola station.
EUR150, 2 hours
Find Hotels in Venice

Day 6: Venice Discovery

Venice, Italy

9:00AM

Breakfast at Pasticceria Da Bonifacio

Try traditional Venetian pastries and coffee before your day’s adventure begins.
A delightful stroll through the narrow streets.
EUR10, 1 hour

10:00AM

Visit Doge’s Palace

Discover the history of Venice and admire the stunning Gothic architecture.
A mere 15-minute walk from the café.
EUR25, 2 hours

1:00PM

Lunch at Trattoria Al Gatto Nero

Enjoy fresh seafood in the romantic island of Burano, known for its colourful houses.
Take a Vaporetto (water bus) to Burano.
EUR35, 2 hours

4:00PM

Explore the Island of Murano

Visit glass-blowing shops and learn about the traditional craft.
Hop on a Vaporetto from Burano for a quick ride.
EUR15, 2 hours

8:00PM

Dinner at Antiche Carampane

Savour authentic Venetian dishes in a family-run establishment with a cozy atmosphere.
Return to the main island via Vaporetto and walk 10 minutes.
EUR70, 2 hours
Find Hotels in Venice

Day 7: Milan Finale

Milan, Italy

8:00AM

Breakfast at Marchesi 1824

Relish in exquisite pastries and coffee at one of Milan's finest patisseries to kick off your last day.
Take a train from Venice to Milan.
EUR15, 1 hour

9:00AM

Visit the Duomo di Milano

Visit one of the world's most magnificent cathedrals, taking in its stunning façade and rooftop views.
A short walk from the café.
EUR15, 2 hours

12:00PM

Lunch at Risoelina

Taste innovative Milanese risottos in a trendy eatery digging into local flavours.
A 10-minute walk from the Duomo.
EUR25, 1.5 hours

2:00PM

Explore Sforza Castle

Wander through the historic castle, which houses various museums and artworks.
A relaxed 15-minute walk from the restaurant.
EUR10, 2 hours

6:00PM

Final Dinner at Carlo Cracco

Celebrate the conclusion of your adventure with fine dining from Michelin-starred chef Carlo Cracco.
A 20-minute walk from the castle or a quick taxi.
EUR200, 2.5 hours
Find Hotels in Milan
0
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version

More About Italy

Trip Packing List: Italy (Late February — early spring conditions)
Packing List
Trip Packing List: Sligo, Ireland (20–27 June 2026)
Packing List
Summer Climate Guide for Italy: Mid-June to Mid-July
Weather Guide
Mediterranean Late Spring: A Weather Guide for June Cruises
Weather Guide
European cities list with countries — quick reference
Travel Expert
Ultimate Guide to Traveling Between Major European Cities
Travel Expert
Itinerary created by AI-assisted, human-reviewed

Plan Your Italy Trip

Cost Estimator
Estimate your trip budget
Packing List
Get a custom checklist
Weather Expert
Check weather & best time to go