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

14-Day Adventure in Italy and Greece

Viewed by 68 travelers

Day 1: Explore Ancient Rome

Rome, Italy

9:00AM

Colosseum Tour

Start your Roman adventure with a guided tour of the iconic Colosseum, exploring its rich history.
Take the Metro to Colosseo station.
EUR20, 2 hours

12:00PM

Lunch at Trattoria Da Enzo

Savor authentic Roman pasta dishes at this beloved local eatery.
A short walk from the Colosseum.
EUR15, 1 hour

2:00PM

Roman Forum

Wander through the ruins of the Roman Forum, once the center of public life in ancient Rome.
Walk to the Forum entrance.
EUR12, 2 hours

5:00PM

Trevi Fountain

Toss a coin into the stunning Trevi Fountain before enjoying gelato at a nearby shop.
Take a 15-minute walk.
EUR5, 1 hour

7:00PM

Dinner at Ristorante La Pergola

Indulge in a three-Michelin-star dining experience with exquisite Italian cuisine.
Pre-book a taxi or use public transport.
EUR200, 2 hours
Find Hotels in Rome

Day 2: Vatican Wonders

Rome, Italy

8:00AM

Vatican Museums

Explore the treasures of the Vatican Museums including the Sistine Chapel.
Metro to Ottaviano station.
EUR30, 3 hours

11:30AM

St. Peter's Basilica

Visit the breathtaking St. Peter's Basilica, and climb to the dome for spectacular views.
A short walk from the museums.
EUR10, 1.5 hours

1:00PM

Lunch at Ristorante Tony

Feast on traditional Roman dishes in this friendly, local restaurant.
Walk 20 minutes.
EUR20, 1 hour

3:00PM

Piazza Navona

Relax in the lively atmosphere of Piazza Navona and admire its beautiful fountains.
Take a bus or walk rated 15 minutes.
Free, 1.5 hours

6:00PM

Dinner at Osteria da Baffetto

Enjoy one of the best pizzas in Rome at this popular local pizzeria.
A short tram ride.
EUR15, 2 hours
Find Hotels in Rome

Day 3: Art & Culture in Florence

Florence, Italy

8:00AM

Train to Florence

Board a high-speed train to Florence and enjoy the scenic Tuscan countryside.
Termini Station to Santa Maria Novella.
EUR50, 1.5 hours

10:00AM

Uffizi Gallery

Explore the Uffizi Gallery, home to masterpieces from Michelangelo to Botticelli.
Walk from the train station (10 minutes).
EUR20, 2 hours

1:00PM

Lunch at Trattoria Mario

Experience an authentic Florentine meal in a bustling trattoria.
Walk from the gallery.
EUR15, 1 hour

3:00PM

Duomo Santa Maria del Fiore

Climb to the iconic dome and relish panoramic views of Florence.
A short 10-minute walk.
EUR20, 1.5 hours

5:00PM

Ponte Vecchio

Stroll across the famous Ponte Vecchio and explore its unique shops.
A 10-minute stroll.
Free, 1 hour

7:00PM

Dinner at Osteria Vini e Vecchi Sapori

Enjoy a delightful range of Tuscan dishes in an inviting atmosphere.
20-minute walk from the bridge.
EUR25, 2 hours
Find Hotels in Florence

Day 4: Tuscan Day Trip

Florence, Italy

7:30AM

Tuscany Wine Tour

Spend a day exploring Tuscany's stunning vineyards on a wine tour.
Pick up at your hotel.
EUR150, 8 hours

1:00PM

Lunch during the tour

Enjoy locally-produced appetizers and wines amidst the vineyards.
Included in the tour.
Included, 1 hour

5:30PM

Return to Florence

After a delightful day of wine tasting, return back to the city.
Drop-off at your hotel.
Included, 1 hour

7:30PM

Dinner at Trattoria da Burde

Dine on classic Tuscan recipes in a cozy setting.
Short taxi ride.
EUR30, 2 hours
Find Hotels in Florence

Day 5: Magical Venice

Venice, Italy

10:00AM

Train to Venice

Travel to Venice by high-speed train, ready to explore the canals.
Santa Maria Novella to Venezia Santa Lucia.
EUR30, 2 hours

12:30PM

Check-In at Hotel

Drop off your bags and get ready to explore the enchanting city.
Walk from the train station.
EUR100, 1 hour

1:30PM

Lunch at Trattoria Al Gatto Nero

Indulge in fresh seafood dishes at this renowned restaurant on Burano Island.
Take a vaporetto to Burano.
EUR25, 2 hours

4:00PM

Exploring the Canals

Take a relaxed gondola ride through the historic canals.
Ride from Burano back to main islands.
EUR80, 1 hour

7:00PM

Dinner at Osteria Alla Madonna

Feast on traditional Venetian cuisine in this charming setting.
Walk from the gondola drop-off point.
EUR30, 1.5 hours
Find Hotels in Venice

Day 6: Venetian Heritage

Venice, Italy

9:00AM

St. Mark's Basilica

Visit the breathtaking St. Mark's Basilica and marvel at its mosaics.
Walk from your hotel.
EUR5, 1 hour

10:30AM

Doge's Palace

Explore the opulent Doge's Palace just next to the basilica.
Directly adjacent to St. Mark's.
EUR25, 2 hours

1:00PM

Lunch at Caffè Florian

Relish lunch at the historic Caffè Florian located in St. Mark's Square.
Just a minute from the palace.
EUR40, 1.5 hours

3:00PM

Rialto Bridge

Stroll across the iconic Rialto Bridge and soak in the vibrant market atmosphere.
10-minute walk.
Free, 1 hour

5:00PM

Visit Murano

Take a vaporetto to Murano Island to see the famous glass-making factories.
Board from Rialto.
EUR20, 2.5 hours

8:00PM

Dinner at Ristorante Antico Martini

Enjoy a luxurious dinner experience with Venetian specialties.
Return to Venice via vaporetto.
EUR70, 2 hours
Find Hotels in Venice

Day 7: Fashion Forward in Milan

Milan, Italy

10:00AM

Train to Milan

Depart Venice for Milan by train, ready for some shopping!
Venezia Santa Lucia to Milano Centrale.
EUR25, 2.5 hours

1:00PM

Lunch at Luini

Try the delicious Panzerotti at this local favorite spot.
Walk from the train station.
EUR10, 1 hour

2:00PM

Explore Galleria Vittorio Emanuele II

Shop and admire architecture in one of the world's oldest shopping malls.
Walk 5 minutes.
Free, 1 hour

3:30PM

Visit Duomo di Milano

Explore the majestic cathedral and climb to its rooftop for stunning views.
Short walk from Galleria.
EUR15, 2 hours

6:00PM

Dinner at Ristorante Pizzeria Starita

Get a taste of traditional Neapolitan pizza at this beloved pizzeria.
Taxi or public transport.
EUR20, 2 hours
Find Hotels in Milan

Day 8: Art Appreciation in Milan

Milan, Italy

9:00AM

Visit The Last Supper

See the world-famous painting by Leonardo da Vinci at Santa Maria delle Grazie.
Take a tram or walk from downtown.
EUR15, 1 hour

11:00AM

Pinacoteca di Brera

Explore Italy’s premier art gallery showcasing masterpieces from Renaissance artists.
Walk from The Last Supper.
EUR10, 2 hours

1:30PM

Lunch at Biffi Cucina

Savor the flavors of Milanese cuisine in an elegant setting.
Walk from the gallery.
EUR30, 2 hours

4:00PM

Explore Castello Sforzesco

Stroll through the picturesque grounds of this historic castle.
Walk 10 minutes.
EUR10, 1.5 hours

7:00PM

Dinner at Trattoria Milanese

Enjoy hearty Milanese dishes in a traditional eatery.
Short walk from the castle.
EUR25, 2 hours
Find Hotels in Milan

Day 9: City of Athens

Athens, Greece

10:00AM

Flight to Athens

Fly from Milan to Athens, ready to dive into ancient history.
Flight duration approximately 2 hours.
EUR70, 3 hours (including airport transfers)

1:00PM

Lunch at Ta Karamanlidika Tou Fani

Savor delicious cured meats and cheeses in this popular deli.
Walk from the hotel in Plaka.
EUR15, 1 hour

2:30PM

Acropolis Tour

Explore the magnificent Acropolis and its ancient ruins, a UNESCO World Heritage Site.
Short walk.
EUR20, 2 hours

5:00PM

Explore Plaka District

Stroll through the charming streets of Plaka filled with shops and cafes.
Nearby the Acropolis.
Free, 1.5 hours

7:00PM

Dinner at Kuzina

Enjoy Greek cuisine with a modern twist at this trendy restaurant.
A short walk from Plaka.
EUR30, 2 hours
Find Hotels in Athens

Day 10: Historical Athens

Athens, Greece

9:00AM

Visit the Parthenon

Admire the grandeur of the Parthenon and learn its history.
Short walk from Plaka.
Included in the Acropolis ticket., 1 hour

10:30AM

Acropolis Museum

Explore fascinating artifacts from the Acropolis housed in this state-of-the-art museum.
Next to the Acropolis archaeological site.
EUR10, 1.5 hours

12:30PM

Lunch at Athinaion

Enjoy mouthwatering souvlaki and gyros at this local favorite.
Walk 10 minutes.
EUR15, 1 hour

2:00PM

Plaka and Anafiotika

Wander through the quaint streets of Anafiotika, filled with whitewashed buildings.
Close to Plaka.
Free, 1 hour

3:30PM

Temple of Olympian Zeus

Visit the grand ruins of the Temple of Olympian Zeus.
Short distance from the Plaka.
EUR6, 1 hour

5:30PM

Dinner at Dionysos Zonar's

Dine with stunning views of the Acropolis while enjoying delicious Greek dishes.
Taxi from Plaka.
EUR50, 2 hours
Find Hotels in Athens

Day 11: Santorini Dream

Santorini, Greece

8:00AM

Flight to Santorini

Catch a morning flight to the picturesque island of Santorini.
Flight duration approximately 45 minutes.
EUR60, 2 hours (including airport transfers)

9:30AM

Check-In at Hotel

Check into your hotel and enjoy the beautiful views of the Aegean Sea.
Transfer from the airport.
EUR100, 1 hour

11:00AM

Oia Village

Explore the charming streets of Oia, famous for its white-washed buildings and stunning sunsets.
Taxi from the hotel.
EUR20, 2 hours

1:00PM

Lunch at Amoudi Bay

Savor fresh seafood at a waterfront taverna overlooking the sea.
Short walk from Oia.
EUR25, 2 hours

4:00PM

Wine Tasting at Santo Wines

Enjoy a delightful wine tasting experience with panoramic views.
Taxi from Oia.
EUR35, 2 hours

7:00PM

Dinner at Kastro Restaurant

Enjoy a perfect dinner with sunset views of the caldera.
Taxi from the winery.
EUR40, 2 hours
Find Hotels in Santorini

Day 12: Santorini Bliss

Santorini, Greece

9:00AM

Red Beach

Spend the morning at the famous Red Beach, renowned for its unique red volcanic sand.
Short ride from your hotel.
Free, 2 hours

11:00AM

Akrotiri Archaeological Site

Explore the ancient ruins of Akrotiri, a Minoan Bronze Age settlement.
Taxi from the beach.
EUR12, 2 hours

2:00PM

Lunch at Taverna Katina

Dine on freshly-caught fish and local dishes at this seaside taverna.
Nearby the archaeological site.
EUR25, 2 hours

4:30PM

Perissa Beach

Relax and unwind at Perissa Beach, known for its crystal-clear waters.
Short taxi ride.
Free, 3 hours

8:00PM

Dinner at 1800-Floga Restaurant

Savor another delightful meal while watching the sunset over Oia.
Taxi from Perissa.
EUR40, 2 hours
Find Hotels in Santorini

Day 13: Island Hopping in Mykonos

Mykonos, Greece

9:00AM

Ferry to Mykonos

Board a ferry to Mykonos, known for its beautiful beaches and vibrant nightlife.
Departure from Santorini port.
EUR50, 2 hours

11:00AM

Check-In at Hotel

Drop off your bags in your hotel and prepare to explore.
Short walk from the port.
EUR100, 1 hour

12:30PM

Lunch at Niko's Taverna

Enjoy some traditional Greek dishes right by the waterfront.
Short walk from your hotel.
EUR20, 1.5 hours

2:00PM

Explore Mykonos Town

Wander through the scenic streets of Mykonos Town, famous for its charming Cycladic architecture.
Walk from the taverna.
Free, 2 hours

4:30PM

Relax at Psarou Beach

Spend the afternoon soaking up the sun at one of the island's most famous beaches.
Take a bus or taxi from the town.
Free, 3 hours

8:00PM

Dinner at M-eating

Indulge in contemporary Greek cuisine with a creative twist.
Short taxi or bus ride from the beach.
EUR40, 2 hours
Find Hotels in Mykonos

Day 14: Beach Bliss in Mykonos

Mykonos, Greece

9:00AM

Delos Day Trip

Take a short boat trip to the ancient island of Delos, a UNESCO site rich in archaeological treasures.
Ferry to Delos from Mykonos port.
EUR40, 4 hours

1:00PM

Lunch at Delos Café

Enjoy a casual meal on the enchanting island of Delos.
At the café after the archaeological site tour.
EUR15, 1 hour

2:30PM

Return to Mykonos

Return back to Mykonos and enjoy a leisurely afternoon.
Ferry back to Mykonos.
Included, 1 hour

3:30PM

Relax at Agios Sostis Beach

Unwind at one of Mykonos' most secluded beaches, perfect for relaxation.
Short taxi or bus ride from town.
Free, 3 hours

7:00PM

Farewell Dinner at Koursaros

Celebrate the end of your Italian and Greek journey with a fantastic seafood dinner.
Short taxi ride from the beach.
EUR50, 2 hours
Find Hotels in Mykonos
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 and Greece

Seattle to Houston, then Europe & Caribbean Cruise
Packing List
31-Night Mediterranean & Caribbean Cruise from Trieste to Galveston
Packing List
Itinerary created by AI-assisted, human-reviewed

Plan Your Italy and Greece Trip

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