With the summer crowds dispersed, September is the month when Italy's most iconic destinations feel as if they are yours to discover. The pace slows, allowing for a deeper, more personal connection with each place. It's a time for lingering in a sun-drenched piazza without the jostle, for hearing the echo of your footsteps on ancient cobblestones, and for experiencing the true character of Italy's legendary cities, coasts, and countryside retreats.
Rome • Best Place for Sightseeing
The Eternal City sheds its summer frenzy to reveal its timeless, awe-inspiring grandeur.
What to Expect
- Feel the sun warm the ancient travertine stone of the Colosseum as you explore its tiers with room to breathe, imagining the roar of the crowd without the press of modern tourists.
- Wander the Roman Forum and Palatine Hill, where the scent of wild herbs and ancient dust rises from the ruins, and your footsteps echo on the very cobblestones where emperors once trod.
- Gaze up at the Sistine Chapel's ceiling in the Vatican Museums, the cool, hushed reverence of the space allowing for a moment of true, contemplative awe in the absence of overwhelming crowds.
Learn more: Rome Vacations & Tour Packages
Sicily • Best Place for Great Weather
This Mediterranean jewel holds onto summer's warmth, offering sun-drenched days and idyllic coastal bliss.
What to Expect
- Feel the fine, warm sand of Mondello beach between your toes before taking a blissful swim in the still-warm Tyrrhenian Sea.
- Taste the intense, sweet-tart flavor of a lemon granita at a quiet café in Cefalù, the perfect antidote to the gentle afternoon sun.
- Breathe in a mix of citrus groves and sea salt as you explore Taormina's boutiques and trattorias under clear, brilliant blue skies.
Learn more: Sicily Tours & Vacation Packages
Emilia-Romagna • Best Place for Families with Children
Discover a region of culinary wonders and coastal charm, perfect for a final family taste of summer.
What to Expect
- Enjoy the last warm days of the season on the sandy beaches of the Adriatic Riviera, building sandcastles and splashing in the gentle surf.
- Hear the joyful laughter of your children as you cycle along sun-dappled paths, the air filled with the scent of pine and the nearby sea.
- Savor a family meal where the rich, comforting aroma of a true Bolognese ragù fills the air, a taste that will delight you and your children.
Learn more: 3 Exclusive Itineraries to Emilia-Romagna
Puglia • Best Place to Avoid the Crowds
Venture to Italy's heel for an escape into a land of unique architecture, turquoise waters, and authentic tranquility.
What to Expect
- Find refuge in the cool, whitewashed stone of a traditional trullo, its conical roof a stark silhouette against a brilliant blue sky.
- Taste the peppery, green notes of freshly pressed olive oil during a private visit to an ancient masseria, a true flavor of the Puglian soil.
- Wander the maze-like streets of Ostuni, the "White City," where the only sounds are the distant church bells and your footsteps on the gleaming cobblestones.
Learn more: Exploring the Rustic Charm of Puglia Itinerary: Mozzarella to Fairy-Tale Homes
Lake Como • Best Place for Couples or Honeymooners
Experience the sublime romance of this alpine jewel, where serene beauty and elegant charm create an intimate escape.
What to Expect
- Hear the gentle lapping of water against the hull of a classic Riva boat as you cruise past opulent villas and their manicured gardens, where the last of the summer roses are still in bloom.
- Stroll the cobblestone lanes of Bellagio, the crisp alpine air scented with cypress and gardenia, and discover hidden alleyways and breathtaking viewpoints.
- Find a secluded spot on a villa terrace in Varenna to watch the golden evening light dance across the water, a glass of chilled prosecco in hand, feeling as if the entire, breathtaking panorama is a secret just for two.
Learn more: Best Lake Como Itineraries and Vacation Packages