14-Day Italy and Greece Adventure: Rome, Tuscany, Florence & Top Greek Highlights

Day 1: Arrival & Rome Exploration

Rome, Italy on June 20, 2025

9:00am

Colosseum Visit

Start your Italy journey exploring the Colosseum, an iconic symbol of ancient Rome and gladiatorial combat. Book tickets online to skip the long queues.
EUR16, 2h0m

12:00pm

Lunch at Ristorante Aroma

Enjoy an elegant lunch with a stunning view of the Colosseum, offering exquisite Roman cuisine and seasonal specialties.
EUR40, 1h30m

2:00pm

Roman Forum and Palatine Hill

Explore the ancient ruins of the Roman Forum and Palatine Hill, where Rome’s rich history unfolds with magnificent archaeological sites.
EUR16 (combined ticket with Colosseum), 2h0m

5:00pm

Check-in at Hotel De Russie

Settle into a luxury hotel in the heart of Rome, which combines historic charm with modern amenities.
EUR450/night, N/A

7:30pm

Dinner at Trattoria Da Enzo al 29

Savor traditional Roman dishes like carbonara and cacio e pepe in this intimate trattoria located in Trastevere.
EUR30, 1h30m
View Hotels

Day 2: Vatican & Rome Sights

Rome, Italy on June 21, 2025

8:00am

Breakfast at Bar Fondi

Start with classic Italian espresso and cornetti in this popular Roman café near Vatican City.
EUR7, 0h30m

9:00am

Vatican Museums and Sistine Chapel

Visit the Vatican Museums and marvel at the Sistine Chapel’s ceiling painted by Michelangelo. Pre-book tickets to avoid wait times.
EUR25, 3h0m

1:00pm

Lunch at Pizzarium

Enjoy renowned Roman pizza al taglio by the founder Gabriele Bonci, a must-try casual lunch spot near Vatican.
EUR15, 1h0m

2:30pm

St. Peter's Basilica

Explore the breathtaking basilica, climb to the dome for panoramic views of Rome.
EUR10 for dome access, 2h0m

6:00pm

Walk through Piazza Navona and Pantheon

Stroll through iconic city squares to admire Baroque fountains and ancient Roman architecture in the early evening light.
Free, 1h30m

8:00pm

Dinner at Osteria della Suburra

Relish authentic Roman cuisine in a warm setting famed for its fresh pasta and seasonal dishes.
EUR35, 1h30m
View Hotels

Day 3: Florence Discovery

Florence, Italy on June 22, 2025

7:00am

Travel from Rome to Florence by train

Take the morning high-speed train (~1.5 hours) from Rome Termini to Florence Santa Maria Novella for a smooth and scenic journey.
EUR50, 1h30m

9:00am

Breakfast at Ditta Artigianale

Enjoy artisan coffee and Tuscan pastries to start your day in Florence’s bustling district.
EUR12, 0h45m

10:00am

Uffizi Gallery

Visit one of the world’s greatest art museums and marvel at masterpieces from Botticelli, Leonardo da Vinci, and Michelangelo. Book tickets in advance.
EUR20, 2h0m

1:00pm

Lunch at Trattoria Mario

Taste hearty Tuscan fare at this traditional yet lively spot favored by locals, serving dishes like ribollita and Florentine steak.
EUR25, 1h0m

2:30pm

Ponte Vecchio and Palazzo Pitti

Walk across the historic Ponte Vecchio and explore Palazzo Pitti’s art collections and Boboli Gardens.
EUR16, 2h0m

5:00pm

Check-in at Hotel Brunelleschi

Stay in a central, luxurious hotel housed in a medieval tower, blending historic ambiance with modern comfort.
EUR300/night, N/A

7:30pm

Dinner at La Giostra

Enjoy romantic Tuscan dining with dishes made from family recipes and an excellent local wine list.
EUR45, 1h30m
View Hotels

Day 4: Tuscan Countryside

Tuscany, Italy on June 23, 2025

8:00am

Breakfast at hotel

Fuel up with a fresh Italian breakfast before heading out to the Tuscan countryside.
Included, 0h30m

9:00am

Day trip to Chianti wine region

Join a guided tour from Florence through the scenic Chianti area, visiting vineyards, tasting world-renowned wines and olive oils.
EUR120, 7h0m

5:00pm

Return and relax

Return to Florence to rest and prepare for the evening.
Included, N/A

8:00pm

Dinner at Enoteca Pinchiorri

Indulge in a Michelin 3-star culinary experience with exquisite Tuscan and international flavors in an elegant setting.
EUR150, 2h0m
View Hotels

Day 5: Fly to Athens

Athens, Greece on June 24, 2025

7:00am

Flight Florence to Athens

Take a morning flight (~2.5 hours) from Florence to Athens to start your Greek adventure.
EUR90, 2h30m

10:30am

Check-in at Electra Metropolis Hotel

Stay in a contemporary hotel downtown, within walking distance of major classical sites.
EUR250/night, N/A

12:00pm

Lunch at Ta Karamanlidika Tou Fani

Dine at a famous deli-style tavern known for traditional Greek cured meats, cheese, and meze plates.
EUR20, 1h0m

1:30pm

Acropolis Museum

Visit this well-curated modern museum showcasing finds from the Acropolis archaeological site with stunning city views.
EUR10, 2h0m

4:00pm

Acropolis Hill

Climb the Acropolis to see the Parthenon and ancient ruins with panoramic views of Athens. Best visited in late afternoon for cooler temperatures.
EUR20, 1h30m

7:00pm

Dinner at Strofi

Enjoy Greek specialties under the views of the Acropolis by night at this rooftop favorite.
EUR35, 1h30m
View Hotels

Day 6: Athens City Tour

Athens, Greece on June 25, 2025

8:00am

Breakfast at Mokka Specialty Coffee

Enjoy a specialty Greek coffee and fresh pastries in the city center.
EUR8, 0h30m

9:00am

Ancient Agora & Temple of Hephaestus

Explore the historic marketplace and the best-preserved ancient Greek temple, offering insight into daily life in classical Athens.
EUR8, 2h0m

12:00pm

Lunch at Taverna Klimataria

Experience authentic Greek tavern dining with live music in the heart of Athens.
EUR20, 1h0m

1:30pm

National Archaeological Museum

Visit Greece’s largest archaeological museum housing significant artifacts from Greek history and mythology.
EUR10, 2h0m

4:00pm

Stroll Plaka District

Wander through this charming historic neighborhood with narrow streets, shops, and cafes.
Free, 1h30m

7:00pm

Dinner at To Kafeneio

Dine in a quaint spot serving homemade Greek specialties in a welcoming atmosphere in Plaka.
EUR25, 1h30m
View Hotels

Day 7: Santorini Island

Santorini, Greece on June 26, 2025

7:00am

Flight Athens to Santorini

Take an early flight (~45 minutes) to Santorini to enjoy the iconic paradise island.
EUR70, 0h45m

8:30am

Check-in at Canaves Oia Hotel

Stay in a luxurious cliffside hotel with stunning caldera views and elegant amenities.
EUR400/night, N/A

9:30am

Breakfast at Passaggio

Enjoy a fresh and healthy breakfast with views of the Aegean Sea.
EUR20, 1h0m

11:00am

Explore Oia Village

Wander the iconic whitewashed streets, boutique shops, and famous blue-domed churches for unforgettable photo ops.
Free, 2h0m

1:00pm

Lunch at Ammoudi Fish Tavern

Savor fresh seafood right by the water’s edge in picturesque Ammoudi Bay.
EUR35, 1h30m

3:00pm

Relax at Red Beach

Visit this unique volcanic red-sand beach for sunbathing and swimming.
Free, 2h0m

6:00pm

Sunset Dinner at Sunset Ammoudi

Reserve a table for one of the best sunsets combined with fine dining in Santorini.
EUR50, 2h0m
View Hotels

Day 8: Santorini Highlights

Santorini, Greece on June 27, 2025

8:00am

Breakfast at hotel

Enjoy a leisurely breakfast by the pool or with a caldera view.
Included, 1h0m

9:30am

Santorini Volcano & Hot Springs Boat Tour

Take a half-day boat excursion to the volcanic islands and swim in the therapeutic hot springs.
EUR60, 4h30m

2:30pm

Lunch at Metaxi Mas

A hidden gem offering traditional Cretan and Santorinian dishes in a cozy village setting.
EUR30, 1h0m

4:00pm

Visit Ancient Thera

Explore archaeological ruins perched on Mesa Vouno mountain overlooking Kamari Beach.
EUR6, 1h30m

7:00pm

Dinner at Argo Restaurant

Taste modern Greek cuisine with fresh local ingredients and sea views near Fira town.
EUR40, 1h30m
View Hotels

Day 9: Return to Athens

Athens, Greece on June 28, 2025

9:00am

Flight Santorini to Athens

Take a morning flight back to Athens to prepare for departure or further exploration.
EUR70, 0h45m

10:00am

Check-in Electra Metropolis Hotel

Return to your city center hotel to rest or explore more of Athens.
EUR250/night, N/A

12:00pm

Lunch at Kuzina

Enjoy contemporary Greek dishes overlooking the ancient Agora in the historic center.
EUR25, 1h0m

2:00pm

Free time for shopping or museums

Choose to visit Benaki Museum or shop in Ermou Street’s boutiques and markets.
Museum EUR12 / Shopping Free, 3h0m

7:00pm

Farewell Dinner at Varoulko Seaside

Celebrate your trip with a Michelin-starred seafood dinner by the water in Piraeus marina.
EUR80, 2h0m
View Hotels

Day 10: Departure Day

Athens, Greece on June 29, 2025

Morning

Breakfast and Airport Transfer

Enjoy a relaxing breakfast at the hotel before arranging your transfer to Athens International Airport for your flight home.
Included with hotel stay / Taxi EUR40, N/A
View Hotels