3-Week Greece and Italy Tour Packages
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Insider tips: Recommended 3-week Greece And Italy tour itineraries
Compiled by

NadineGreece and Italy travel expert at TourRadar
21 Day Italy and Greece Itinerary, incl. Rome and Athens
A grand 21-day tour through Greece and Italy showcases Athens' Acropolis, Delphi ruins, and Sicily's treasures. The route spans 34 destinations including Saronic islands Aegina and Poros, combining guided tours with comfortable accommodation throughout.
- Days 1-3
Rome and Vatican City
Get settled at your hotel with the included transfer. Your first evening is perfect for wandering the Esquilino district near the Colosseum. The next two days cover Rome's main attractions through a panoramic tour of the Colosseum, Imperial Forums, and Vatican City. "Plan your Vatican visit for early morning - the museum crowds are much lighter before 9am," suggests a frequent visitor.
- Days 4-5
Southern Italy to Greece
Travel the Adriatic coast and stop at the 11th-century San Giovanni in Venere Abbey. Enjoy lunch in Termoli before heading to Bari, where you'll find authentic Italian life in its winding streets and lively squares. Take the 8-hour ferry from Brindisi to Igoumenitsa the next day. A good tip: get a cabin instead of deck seats for a more comfortable trip.
- Days 6-7
Northern Greece
Visit Metsovo, a mountain village known for its distinct Balkan architecture. Next up is Meteora, with its impressive monasteries built on towering rocks. A recent visitor advises: "Wear slip-resistant shoes and modest clothing for monastery visits - shoulders and knees must be covered." Travel to Delphi the next day, stopping at the beautiful Hosios Loukas Monastery.
- Days 8-9
Athens
Take a guided tour of Athens to see the Presidential Mansion, Panathenaic Stadium, and main squares. Visit the Acropolis but bring water and sun protection since shade is limited. Evening trips to the Plaka district offer great Greek taverna experiences. Use your free day to check out less crowded spots like the Ancient Agora.
- Days 10-11
Greek Islands and Peloponnese
- Days 12-14
Back to Italy
- Days 15-17
Sicily - Eastern Coast
- Days 18-21
Sicily to Rome
21 Day Mediterranean Cruise Itinerary, incl. Cyprus and Malta
A luxurious 21-day sailing aboard Emerald Azzurra visits 16 carefully selected ports. Highlights include Rhodes' UNESCO Medieval City, ancient Knossos in Crete, and Syracuse's historic Ortygia, complemented by gourmet meals. Limited to 100 guests.
- Days 1-2
Cyprus & Sea Day
- Days 3-5
Greek Islands & Turkish Coast
Visit Rhodes' medieval old town before 8:30 AM to avoid crowds at this UNESCO site. When you reach Bodrum, Turkey, you can visit the Castle and ancient Mausoleum of Halicarnassus. Wear good shoes as the castle area is quite steep. Your next stop in Kos includes the Asklepion healing temple, located just 4km from Turkey's coastline.
- Days 6-8
Cretan & Cycladic Adventures
- Days 9-11
Island Hopping
- Days 12-14
Southern Greece
- Days 15-18
Sicily & Malta
- Days 19-21
Malta Finale
21 Day Italy & Greece Itinerary, incl. Venice and Athens
A 21-day Mediterranean odyssey combines 13 Italian cities and 5 Greek islands. Luxury accommodations include Villa Neroli Florence and a 4-night Celestial Discovery cruise with exterior cabin views.
- Days 1-2
Venice
Arrive at your hotel in the early afternoon to avoid hauling luggage through busy streets. Take a guided walking tour through St. Mark's Square and across the Rialto Bridge. Visit the Rialto fish market before 8 AM to see locals shopping and get the best selection of fresh produce. Round off your second day with dinner after a gondola ride.
- Days 3-5
Florence & Tuscany
Take the 2-hour train to Bologna to visit Europe's oldest university and its Anatomical Theatre. Continue to Florence for three nights. On your second day, explore Florence's historic center - get to the Duomo before 8:30 AM to avoid crowds. Spend a full day in Chianti wine country and stop at a traditional vineyard for wine tasting.
- Days 6-9
Rome & Vatican City
Visit UNESCO-listed Assisi on your way to Rome, where you'll spend four days. As one visitor shared: "Book your Vatican Museum visit for 3 PM - the morning crowds have cleared and the light through the Sistine Chapel windows is magical." Spend one full day exploring ancient Rome, including the Colosseum and Forum. Try a food tour in Trastevere to experience authentic Roman dining.
- Days 10-12
Amalfi Coast
Stay in Pompeii to easily access both the ruins and coastal spots. Take a morning boat from Salerno to tour the Amalfi Coast when it's less crowded and the lighting is perfect for photos. Make sure to stop in both Positano and Amalfi town. Try the local Lacryma Christi wines during a tasting on Vesuvius' slopes.
- Days 13-17
Greek Islands Cruise
Fly to Athens and board your 4-night Aegean cruise. You'll visit Mykonos, Patmos, Rhodes, Crete, and Santorini. Book shore excursions early, especially for popular stops like Ephesus from Kusadasi. In Santorini, skip the busy cable car crowds by scheduling your caldera tour for early morning or late afternoon.
- Days 18-21
Athens
What people love about 3-week Greece and Italy tours
- Italy and Greece Highlights with Island Hopping
This program is cool and relaxed. Hotels are comfortable and local guides are professionals. We recommend it.
- The Highlights of Greece & Italy - 15 Days (Self-guided)
Me and my family had smoothly vacation.We were very satisfied from the provided services. Especially the guide in Athens was so experienced and give us a detailed narration of the monuments. In addittion, the hotels were very clean and cozy and their staff very helpful. I definitely recomend this tour!