Plantrip
Sign In
Home
Tools
Create Itinerary
Step-by-Step Builder
Packing List
Travel Expert
Trip Cost Estimator
Weather Expert
Deals
Guides
Pricing
About
About Plantrip
News
Partner Dispatches
Help
Travel Glossary
Sign In
Home
14-Day Luxury Adventure and Culinary Journey Through Italy
Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version
Get new itinerary
Initializing...
0%
Cancel
Step 1 Outline Preview:
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email
14-Day Luxury Adventure and Culinary Journey Through Italy
Viewed by 105 travelers
Save This Itinerary
Share
Day 1: Explore Ancient Rome
Rome, Italy
9:00AM
Colosseum Tour
Start your trip with a guided tour of the iconic Colosseum, diving into the ancient history of gladiators.
Head to Colosseum Metro (Line B) from your hotel.
EUR30, 2 hours
11:30AM
Palatine Hill Walk
Stroll through the ruins of Palatine Hill, enjoying panoramic views of the Roman Forum.
10-minute walk from Colosseum.
EUR15, 1.5 hours
1:00PM
Lunch at Trattoria da Enzo
Savor traditional Roman dishes like Cacio e Pepe at this local favorite.
15-minute bike ride from Palatine Hill.
EUR25, 1 hour
3:00PM
Vatican Museums
Visit the spectacular Vatican Museums, ending at the breathtaking Sistine Chapel.
Take a taxi or bike (30 minutes) to Vatican City.
EUR27, 3 hours
7:00PM
Dinner at Casina Valadier
Enjoy dinner with a stunning view of Rome at this luxury restaurant.
20-minute bike ride from Vatican Museums.
EUR80, 2 hours
Find Hotels in Rome
Day 2: Cultural Immersion
Rome, Italy
9:00AM
Breakfast at Pasticceria Regoli
Indulge in local pastries like Maritozzo at this historic bakery.
5-minute walk from your hotel.
EUR10, 1 hour
10:30AM
Bike Tour around the City
Join a guided bike tour to explore hidden gems across Rome, including Trastevere.
Meet your tour group nearby.
EUR45, 3 hours
1:30PM
Lunch at Pizzeria La Montecarlo
Feast on authentic Roman pizza in this bustling pizzeria.
10-minute bike ride from the bike tour end.
EUR20, 1 hour
3:00PM
Visit the Pantheon
Discover the architectural wonder of the Pantheon, one of Rome's best-preserved monuments.
5-minute bike ride from lunch.
EUR5, 1 hour
6:00PM
Dinner at Aroma
Dine while enjoying an unforgettable view of the Colosseum.
15-minute bike ride from the Pantheon.
EUR100, 2 hours
Find Hotels in Rome
Day 3: Florence Arrival
Florence, Italy
8:00AM
Breakfast at Caffè Gilli
Start your day with a rich Italian coffee and pastry at this historic cafe.
Short walk from your hotel.
EUR12, 1 hour
9:30AM
Train to Florence
Take a comfortable high-speed train to Florence, enjoying scenic views along the way.
Depart from Termini Station, Rome.
EUR45, 1.5 hours
11:00AM
Check into Hotel Brunelleschi
Settle into this luxury hotel located near the Duomo.
5-minute walk from the train station.
EUR300, 1 hour
12:30PM
Lunch at Trattoria Mario
Enjoy authentic Tuscan lunch in this lively, local spot.
15-minute walk from your hotel.
EUR20, 1 hour
2:00PM
Explore the Uffizi Gallery
Marvel at the masterpieces of artists like Botticelli and Michelangelo.
5-minute walk from lunch.
EUR20, 2 hours
5:00PM
Ponte Vecchio and Gelato
Stroll across the iconic Ponte Vecchio, treating yourself to Italian gelato.
5-minute walk from the gallery.
EUR5, 1 hour
7:00PM
Dinner at Buca Lapi
Dine in the unique atmosphere of this historic restaurant famous for its Florentine steak.
15-minute walk from gelato.
EUR70, 2 hours
Find Hotels in Florence
Day 4: Art and Beauty
Florence, Italy
8:00AM
Breakfast at a Local Café
Fuel up with a simple yet tasty breakfast of croissants and coffee.
Find a cafe near your hotel.
EUR10, 1 hour
9:30AM
Accademia Gallery
See Michelangelo's David and other Renaissance masterpieces.
15-minute walk from the café.
EUR12, 2 hours
12:00PM
Lunch at Mercato Centrale
Sample various dishes from local market vendors in this vibrant gourmet market.
10-minute walk from the gallery.
EUR25, 1.5 hours
2:00PM
Bike Tour through the City
Discover Florence's hidden spots, gardens, and local life via bicycle.
Book a tour near your hotel.
EUR50, 3 hours
6:00PM
Dinner at Il Palagio
Enjoy a luxury dining experience at this Michelin-starred restaurant in your hotel.
Walk back to your hotel after the tour.
EUR120, 2 hours
Find Hotels in Florence
Day 5: Tuscany Bliss
Siena, Italy
8:00AM
Breakfast at Hotel
Start your morning with a delicious spread at your hotel’s breakfast buffet.
N/A
Included, 1 hour
9:00AM
Train to Siena
Travel to the beautiful city of Siena, known for its medieval architecture.
15-minute walk to the train station.
EUR15, 1 hour
10:00AM
Check into Hotel Athena
Arrive and settle into this charming hotel in the heart of the city.
5-minute walk from the train station.
EUR180, 1 hour
12:00PM
Lunch at Osteria La Chiacchera
Savor homemade pasta dishes in a cozy rustic setting.
10-minute walk from the hotel.
EUR25, 1.5 hours
2:00PM
Explore Piazza del Campo
Wander through this historic square and visit the stunning Siena Cathedral.
15-minute walk from lunch.
EUR15, 2 hours
7:00PM
Dinner at Antica Osteria da Divo
Indulge in traditional Tuscan dishes paired perfectly with local wines.
10-minute walk from the cathedral.
EUR60, 2 hours
Find Hotels in Siena
Day 6: Tuscany Countryside Escape
Tuscany Countryside, Italy
8:00AM
Breakfast at Hotel
Enjoy a fresh breakfast with local products at your hotel.
N/A
Included, 1 hour
9:30AM
Rent Bicycles for Countryside Tour
Pick up your bikes and get ready to explore the picturesque Tuscan countryside.
30-minute drive from Siena.
EUR50, 10 hours (including stops)
1:00PM
Picnic Lunch in Vineyard
Enjoy a gourmet picnic lunch amidst the rolling hills and vineyards.
Stop along your biking route.
EUR30, 1 hour
3:00PM
Wine Tasting at a Local Winery
Experience a tasting of some of the best wines Tuscany has to offer.
Check local wineries along your biking route.
EUR15, 1 hour
7:00PM
Dinner at Ristorante Il Bandito
Treat yourself to a dinner featuring seasonal local ingredients.
Return to Siena for dinner.
EUR65, 2 hours
Find Hotels in Tuscany Countryside
Day 7: Cinque Terre Adventure
Cinque Terre, Italy
8:00AM
Breakfast at Hotel
Enjoy fresh coffee and pastries at your hotel before departure.
N/A
Included, 1 hour
9:00AM
Train to Cinque Terre
Take a direct train to the stunning coastal region of Cinque Terre.
From Siena to La Spezia, then change to Cinque Terre train.
EUR30, 3 hours
12:00PM
Check into Hotel in Monterosso
Arrive and drop off your bags at this beachside hotel.
5-minute walk from the train station.
EUR250, 1 hour
1:00PM
Lunch at Ristorante Belvedere
Feast on fresh seafood with panoramic sea views.
15-minute walk from the hotel.
EUR35, 1.5 hours
3:00PM
Exploring Monterosso Beach
Spend a leisurely afternoon relaxing on the beach or swimming in the Mediterranean.
5-minute walk from lunch.
Free, 3 hours
7:00PM
Dinner at Il Casello
Taste delectable local cuisine paired with excellent regional wines.
Short walk from the beach.
EUR50, 2 hours
Find Hotels in Cinque Terre
Day 8: Cinque Terre Exploration
Cinque Terre, Italy
8:00AM
Breakfast at Hotel
Savor a laid-back breakfast with views of the ocean.
N/A
Included, 1 hour
9:00AM
Hiking between the Villages
Embark on scenic hikes connecting the five villages of Cinque Terre.
Walk to the trailhead nearby.
Free, 4 hours
1:00PM
Lunch at Manarola’s Trattoria da Billy
Enjoy lunch with gorgeous views of the coastline.
Culminate your hike here.
EUR25, 1.5 hours
3:00PM
Explore Riomaggiore
Discover the charm of Riomaggiore with its colorful houses and local shops.
Short train ride from Manarola.
EUR4, 2 hours
6:00PM
Dinner at Da Paolino
Taste the coastal specialties that Cinque Terre is famous for.
Return to Monterosso by train.
EUR60, 2 hours
Find Hotels in Cinque Terre
Day 9: Milan Pursuits
Milan, Italy
8:00AM
Breakfast at Hotel
Enjoy a delightful breakfast before your journey to Milan.
N/A
Included, 1 hour
9:00AM
Train to Milan
Travel to Milan on a high-speed train, enjoying the views of the Lombardy region.
Train from Monterosso to Milan.
EUR35, 3 hours
12:00PM
Check into Hotel Mandarin Oriental
Arrive and unwind in this lavish hotel conveniently located in the city center.
15-minute walk from the train station.
EUR450, 1 hour
1:30PM
Lunch at Savini Milano
Dine in elegance with a variety of Italian and Mediterranean dishes.
Short walk from the hotel.
EUR70, 1.5 hours
3:00PM
Visit the Duomo di Milano
Marvel at the stunning architecture of Milan's iconic cathedral.
15-minute walk from lunch.
EUR15, 1.5 hours
5:00PM
Explore Galleria Vittorio Emanuele II
Shop in this stunning historic shopping gallery with luxury brands.
3-minute walk from the Duomo.
Free, 1.5 hours
7:00PM
Dinner at Ristorante Cracco
Indulge in an elegant dining experience featuring innovative Italian cuisine.
5-minute walk from Galleria.
EUR120, 2 hours
Find Hotels in Milan
Day 10: Lake Como Retreat
Lake Como, Italy
8:00AM
Breakfast at Hotel
Enjoy breakfast while overlooking the stunning skyline of Milan.
N/A
Included, 1 hour
9:30AM
Train to Varenna on Lake Como
Take a scenic train ride to the beautiful town of Varenna.
Depart from Milan Centrale.
EUR12, 1 hour
10:30AM
Check into Grand Hotel Tremezzo
Arrive and check into this luxurious resort on the shores of Lake Como.
Take a boat from Varenna to the hotel.
EUR400, 1 hour
12:30PM
Lunch at La Terrazza
Feast on local dishes while enjoying stunning lake views.
Dining at the hotel's restaurant.
EUR80, 1.5 hours
2:00PM
Lake Como Boat Tour
Experience the breathtaking beauty of Lake Como on a private boat tour.
Organized by the hotel.
EUR200, 3 hours
6:00PM
Dinner at Terrazza Bar
Enjoy evening drinks and light dinner on the terrace overlooking the lake.
Onsite at the hotel.
EUR50, 1.5 hours
Find Hotels in Lake Como
Day 11: Bologna Culinary Journey
Bologna, Italy
8:00AM
Breakfast at Hotel
Enjoy a fresh breakfast at your luxurious hotel near Lake Como.
N/A
Included, 1 hour
9:00AM
Train to Bologna
Travel to Bologna, known as the culinary heart of Italy.
Direct train from Varenna to Bologna.
EUR35, 3.5 hours
12:30PM
Check into Hotel Majestic Gia Baglioni
Arrive at your elegant hotel located in the city center.
Short walk from the train station.
EUR280, 1 hour
2:00PM
Lunch at Trattoria da Nello
Savor traditional Bolognese pasta dishes in a cozy setting.
10-minute walk from the hotel.
EUR20, 1.5 hours
4:00PM
Walking Tour of Bologna
Experience Bologna on foot, discovering its history and charm with a local guide.
Meet the guide at a nearby landmark.
EUR25, 2 hours
7:00PM
Dinner at Ristorante Da Cesari
Enjoy authentic Bolognese cuisine made from family recipes.
15-minute walk from the tour end.
EUR65, 2 hours
Find Hotels in Bologna
Day 12: Venice Delights
Venice, Italy
8:00AM
Breakfast at Hotel
Enjoy a beautiful breakfast overlooking the canal.
N/A
Included, 1 hour
9:00AM
Train to Venice
Travel to the romantic city of Venice, famous for its canals.
Direct train from Bologna to Venice Santa Lucia.
EUR25, 2 hours
11:30AM
Check into Gritti Palace
Settle into this luxurious hotel located on the Grand Canal.
5-minute walk from the train station.
EUR600, 1 hour
1:00PM
Lunch at Osteria Al Garanghelo
Relish in fresh seafood and Venetian specialties at this family-run restaurant.
10-minute walk from the hotel.
EUR40, 1.5 hours
3:00PM
Gondola Ride
Experience the beauty of Venice from the iconic gondola.
Meet at the gondola station near the hotel.
EUR80, 30 minutes
5:00PM
Visit St. Mark's Basilica
Marvel at the intricate mosaics and stunning architecture of this Basilica.
15-minute walk from the gondola station.
EUR5, 1 hour
7:00PM
Dinner at Club del Doge
Dine in style at the Michelin-starred restaurant in Gritti Palace.
Onsite at your hotel.
EUR150, 2 hours
Find Hotels in Venice
Day 13: Venice Exploration
Venice, Italy
8:00AM
Breakfast at Hotel
Savor breakfast in the beautiful surrounding of your luxurious hotel.
N/A
Included, 1 hour
9:00AM
Visit Rialto Market
Explore the famous market and see local produce and seafood.
Short walk from the hotel.
Free, 1 hour
10:30AM
Cooking Class
Join a local chef for a hands-on cooking class where you'll learn to make traditional Venetian dishes.
Meet at the designated cooking school.
EUR80, 3 hours
2:00PM
Lunch at Osteria Alla Madonna
Taste delicious dishes in this iconic Venetian eatery.
Return to the restaurant area after class.
EUR35, 1.5 hours
4:00PM
Explore Doge's Palace
Visit the magnificent Doge's Palace and its stunning artworks.
Next to St. Mark's Basilica.
EUR20, 1.5 hours
7:00PM
Dinner at Antiche Carampane
Enjoy a final dinner in Venice featuring fresh seafood specialties.
Short walk from Doge's Palace.
EUR70, 2 hours
Find Hotels in Venice
Day 14: Return to Rome
Rome, Italy
8:00AM
Breakfast at Hotel
Have a hearty breakfast as you prepare for your return to Rome.
N/A
Included, 1 hour
9:30AM
Train to Rome
Travel back to the capital city, cherishing your Italian memories.
Direct train from Venice to Rome.
EUR25, 3.5 hours
1:00PM
Lunch at Piatto Romano
Enjoy your last meal in Italy at this cozy eatery that offers local Roman dishes.
Short walk from Termini station.
EUR25, 1 hour
2:30PM
Leisure time in Rome
Spend your last afternoon strolling the streets of Rome, visiting any final sights.
Explore nearby areas.
Free, 2 - 3 hours
6:00PM
Farewell Dinner at La Pergola
Indulge in your final Italian dinner in this 3 Michelin-starred restaurant with exquisite dishes.
15-minute taxi ride from your hotel.
EUR400, 2 hours
Find Hotels in Rome
0
Travel Requirements
Local Sayings
Connectivity Info
Nearby Shopping
Accepted Currency + Payment Types
Safety
Cultural Norms + Etiquette
Health + Medical Facilities
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email
Itinerary created by
Plantrip Team
December 4, 2024
AI-assisted, human-reviewed
Unlock Unlimited Trips
$2.50
/mo
Billed $30/year
Unlimited trip generations
Personalized packing lists
Extra details & local tips
Private & ad-free
Sign In to Upgrade
See all plans
Upgrade to Plus
$2.50
/mo
Billed $30/year
Unlimited trip generations
Personalized packing lists
Extra details & local tips
Private & ad-free
Sign In to Upgrade
See all plans
Sign in to save this itinerary.
Sign Up
or
Sign In
Create a Free Account
Sign up for free to keep generating itineraries!
Sign Up Free
I already have an account
Trip Locations
Share Itinerary
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email