14-Day Italy and Greece Family Highlights Tour

Immerse yourself in Italy and Greece's azure beauty and ancient wonders on this family journey. Marvel at the architectural splendors of the Colosseum and Parthenon, wander through the charm of Tuscany and experience the sun-kissed shores of Santorini in the Aegean Sea.

This curated 14-day Italy and Greece itinerary is simply a launching pad, and we will personalize it to reflect your unique interests and preferences.

• Days:14±
• Best for:Families with teens
• Best time:Apr. - Jun./ Sep. - October
• Departure date:up to you
• Sample price:US$5,334 each (2 per room)

Brief Itinerary for Italy and Greece Family Highlights Tour

This is an educational and relaxing vacation exploring Italy and Greece for families with teens. Custom-made adventures, worry-free travel!

• Monica Mo
• 8 years of travel advisor experience
• Has helped 5,000+ clients

Tour Highlights

Here are the awesome attractions, the most must-do activities selected by Highlights Travel (HT Hand-Picked), and exclusive cultural experiences offered by Highlights Travel (Only With HT) included in this tour:

Immerse yourself in the history and beauty of Pisa on a visit to the Leaning Tower and other surrounding architectural wonders.

Lose yourself in Santorini's tranquil beaches, where silky sand shimmers under the sun and inviting crystal waters beckon you in.

Experience the diverse flavors of Florence and Athens: San Lorenzo's Tuscan cuisine and vibrant Greek street food.

Witness Oia's fiery sunset with your loved one, capturing the romance and wonder in your hearts as the sky ignites with color.

Delve into the epic Colosseum's captivating past and visually witness legendary battles firsthand with priority access.

Explore the Vatican Museums' galleries with skip-the-line tickets and witness marvelous masterpieces around every corner.

Witness the architectural prowess of the Acropolis, feeling the vibrant soul of Athens thrumming alongside its ancient heart.

Wander through Rome and Florence's piazzas in Baroque splendor, where fountains echo emperors and artisans.

Stand before Michelangelo's David at the Accademia Gallery in Florence and breathe in the artistic essence of the Renaissance.

Suggested Itinerary for Inspiration

Your preferences design the real journey. We're ready to create a wonderful tour for you.

Day 1

Rome Arrival

• Benvenuto nella Citta Eterna! Your friendly driver will wait for you in the arrivals hall at Rome Fiumicino Airport.
• Relax and travel in comfort as your private transfer whisks you away to your Rome hotel.

the driver meet clients in the airport

Day 2

Rome | Uncover the Vatican and Rome's Untold Stories

• Your private driver greets you and whisks you away to the Vatican, where your expert guide awaits for a 7-hour Rome tour.
• Lose yourself in the grandeur of the Vatican Museums, where artistic masterpieces like Laocoon and Apollo captivate your senses. Let the intricate frescoes and sparkling gems of the Gallery of Maps and Gallery of the Candelabra dazzle your senses.
• Be awestruck by the Sistine Chapel and feel the weight of Michelangelo's genius as "The Creation of Adam" sweeps across the ceiling.
• Following your Colosseum exploration, your private transfer whisks you back to the heart of the Eternal City.
• Step into the Colosseum 's hallowed arena, where epic battles unfolded, and feel the echoes of gladiators still resonating in the air.
• Journey to the Arch of Constantine, a triumphal testament to Roman power. Delve into the vibrant history of the Roman Forum as you wander across the verdant slopes of Palatine Hill.
• Conclude your day with a comfortable transfer back to your hotel.

the Colosseum

Day 3

Rome | Walk Through Rome's Beautiful Piazzas

• Embark on a captivating 3-hour walking odyssey through the most beautiful piazzas in Rome, led by your expert guide.
• Meet your professional guide at Piazza San Pantaleo and take a leisurely stroll to admire the majestic Bernini's fountains in Piazza Barberini.
• Delve into the secrets of the Trevi Fountain and explore the Michelangelo-influenced Piazzale del Campidoglio on Capitoline Hill.
• Pass by Piazza Mattei in the Jewish Ghetto and take a look at the iconic Turtle Fountain.
• Let the captivating hum of Campo de Fiori draw you into its bustling market before unraveling the artistic threads woven within the majestic fountains of Piazza Navona.
• Conclude your artistic adventure with a stroll back to your hotel.

Piazza Navona in Rome

Day 4

Rome - Florence | Journey Through the Heart of Italy

• Make the most of your free time to explore Rome one last time before your driver transfers you to Roma Termini train station for a fast train to Florence.
• Upon arriving at Firenze S.M. Novella train station, your driver will welcome you and transfer you to the hotel.
• Embrace the rest of the day for independent exploration and have a first taste of Florence at your own pace.

High speed train in Italy

Day 5

Florence | Stroll Through the Art Galleries

• Uncover the secrets and curiosities of the Accademia Gallery and Uffizi Gallery in a 4-hour private tour.
• Skip the queues at the Accademia Gallery and explore Michelangelo's iconic David, gazing in awe at its intricate details.
• Prepare to be dazzled by the Uffizi Gallery, home to masterpieces by Giotto, Masaccio, Botticelli, Leonardo da Vinci, and Michelangelo.
• After delving into Renaissance masterpieces, return to your hotel with lingering inspiration.
• In the late afternoon, enjoy a 3-hour Pizza and Gelato Making Class (Join-in). Learn pizza-making magic from a professional chef, mastering dough stretching and crafting the perfect light sauce.
• Uncover the science behind gelato as you explore fresh ingredients and witness the transformation into creamy perfection.
• After the tour, head back to the hotel on foot.

The David in the Accademia Gallery

Day 6

Florence | Explore the Piazzas of Florence on Foot

• Meet your local Florentine expert at your hotel and embark on a 3-hour journey through time.
• Explore the Piazza della Signoria, marvel at the majestic Palazzo Vecchio and the incredible statues at the Loggia dei Lanzi.
• Stroll through the Ponte Vecchio, the oldest and most picturesque bridge in Florence, and then discover the sublime secret of the Vasari Corridor.
• Experience the beauty of Duomo Square, including the Cathedral, Baptistery, Giotto's Bell Tower, and Brunelleschi's Cupola.
• Wrap up the tour with a stroll back to your hotel, soaking in the city's final sights and sounds.

Piazza della Signoria square

Day 7

Pisa | Leaning Tower Awaits

• Embark on a relaxing half-day excursion to Pisa with a chauffeur guiding you through the Tuscan countryside.
• Meet your friendly private guide and explore Piazza dei Miracoli, where you'll find the iconic Leaning Tower alongside the Cathedral, Baptistery, and Monumental Graveyard.
• Following exploring Piazza dei Miracoli, enjoy a scenic drive along the Arno River for breathtaking views.
• Enjoy a leisurely drive back to your Florence hotel.
• Enjoy free time until it is time for the delightful 3-hour Florence foodie tour (Join-in). Delve into the city's rich culinary history with a visit to the renowned San Lorenzo food market, savoring traditional Tuscan delights and unveiling the secrets of local cuisine.
• After the tour, meander back to your hotel.

Leaning tower in Pisa

Day 8

Florence-Athens | Portal to the Greek Past

• Unwind and explore Florence one last time before your driver whisks you to Florence airport for your flight to Athens.
• Welcome to Athens! Upon arrival at Athens Airport, our friendly driver will meet you and transfer you to the hotel.
• The rest of the day is at your leisure to explore this historic city and create your first impressions.

Acropolis and Parthenon Temples During the Sunset

Day 9

Athens | Discover the Hidden Gems of Athens

• Discover the historical sites of Athens with your private guide.
• Explore the city center and visit the Hellenic Parliament in the Old Royal Palace, the National Library, and the Presidential Mansion.
• Witness the Evzones in their traditional uniforms at Syntagma Square and the Memorial to the Unknown Soldier.
• Discover the Hadrian's Arch, the Temple of Olympian Zeus, and the Panathenaic Stadium, famed for holding the first modern Olympic Games in 1896.
• Ascend the sacred hill of the Acropolis, an ancient citadel crowned by iconic monuments. Immerse yourself in history amidst the Propylaea gateway, the graceful Temple of Athena Nike, and the majestic Parthenon, its grandeur echoing millennia of stories.
• Wrap up your day's exploration with a visit to the Acropolis Museum, where the treasures unearthed from the ancient citadel come alive.

the Acropolis in Athens

Day 10

Athens | Experience the Flavors of Athens

• Enjoy a leisurely morning until it is time for a 3-hour foodie adventure (join-in) in Athens.
• Start with a traditional pie shop for a delicious spanakopita or tyropita and succulent souvlaki.
• Weave through the bustling shopping district and savor a piping hot slice of pita souvlaki or indulge in a cheesy saganaki, a Greek pizza specialty.
• Immerse yourself in the eclectic Psyrri district, where vibrant street art meets vintage shops and charming cafes.
• Conclude your adventure at an old bakery, sampling warm sesame rings and delightful local desserts before returning to your hotel.

Athens street food tasting

Day 11

Athens - Santorini | A Change of Scenery

• Make the most of your remaining time in Athens before a private transfer whisks you off to the airport for your Santorini flight.
• Upon arrival at Santorini Airport, settle into your private transfer and relax on the scenic journey to your hotel.
• Spend your free Santorini afternoon : capture the beauty of the caldera, meander through Fira's picturesque streets, or savor delicious Greek cuisine - this afternoon is yours to explore.

sunset over Oia town

Day 12

Santorini | Experience Santorini Onboard

• Spend a leisurely morning exploring Santorini before embarking on a 5-hour sunset cruise tour (join-in) with transfers.
• Sail around the island, visiting the renowned Red Beach and the pristine White Beach, known for its turquoise waters for swimming and snorkeling.
• Enjoy a delicious Greek barbecue and Santorinian wine onboard.
• Witness the awe-inspiring sunset painting the Caldera with fiery hues as you sail beneath the charming village of Oia.
• Conclude this unforgettable evening with a return transfer.

boat cruise ocean trip Santorini

Day 13

Santorini | Stunning Beaches Await

• Spend a peaceful day at the beautiful beaches, whether you're engrossed in a book, taking a refreshing swim, or just soaking up the sun's warmth.

The beach in Santorini

Day 14

Santorini | Departure

• Enjoy your last experiences on the enchanting island of Santorini, marveling at its beauty before your driver escorts you to the airport for your flight back home.

the Oia village in Santorini

Ideas for Making This Trip Uniquely Yours

Special experiences can be added to brighten a honeymoon trip, a family vacation, a birthday, or satisfy personal interests.

Hand-Picked Hotels

We select hotels with style and local features. Let us know your preferences and we'll find your ideal hotel.

Grand Hotel Palace Rome

Hotel Orto de MediciÂ

Titania Hotel Athens

Aressana Spa Santorini