Tailor Made Itineraries
Get inspired with our sample trips below. Let our travel specialists customize a trip just for you.

14 Day Custom Tour
Dynamic pricing from $5,007
Capture the essence of history, culture, and cuisine during your customizable, 14-day highlights tour of Southern Italy and Sicily. Indulge in the alluring splendor of heritage featured in colorful towns around the Amalfi Coast and within the elegantly-preserved architecture of Palermo. From walking the excavated streets of Pompeii to strolling beneath luxurious, Baroque adornments in Lecce, your Southern Italy and Sicily tour embraces grandeur and immerses you in unrivaled beauty.

14 Day Custom Tour
Dynamic pricing from $5,637
A soulful ambiance with ancient splendor, sun-bleached coastline, and enticing cultural cuisine immerse you in the beauty of land, sea, and heritage during your luxury two-week Southern Italy tour. Explore gripping history from Greek settlements to Arab traders. Savor the culinary prowess at the Crossroads of the Mediterranean. Enjoy the natural beauty that accentuates established cities as you discover the grandeur of Sicily and Puglia at your pace.

14 Day Custom Tour
Dynamic pricing from $5,007
Through the beauty of the cuisine, you will discover endless passion, embrace unfamiliar flavors, and take pleasure in history and gastronomy while exploring Southern Italy. Olive trees captivate with produce ready for harvest and grapevines absorb vibrant minerals, adding depth to sophisticated wines; lemon trees offer fragrant hints of citrus and the coastline erupts with revitalizing aromas of the sea. Celebrate zesty sauces and inspiring seafood, mouthwatering stews and refreshing salads during your customizable Southern Italy itinerary connecting you to the villages, towns, and cities of the region, from Sicily to Puglia.

19 Day Custom Tour
Dynamic pricing from $14,815
Welcoming temperatures, coastal communities, and picturesque beaches appear in abundance on this 19-day tour of Sicily and Puglia. Lacking the icy elegance of Italy's Northern region, Southern Italy has long attracted those in search of rich culture and compelling history. From the bustling port of Palermo to the mysterious origins of the Trulli in Puglia, this tour ensures your full immersion into the warmth and vitality of Southern Italy.

15 Day Custom Tour
Dynamic pricing from $5,365
On this 15-day tour through the south, you will find the incredible hidden jewels that go far beyond the Amalfi Coast and Pompeii, where you venture down to the heel of Italy’s boot and find precious gems along the coastline and even remnants of Greek history, some hiding within the caves. The magnificence of Southern Italy goes beyond Naples and into a region that no longer needs to stay hidden.

14 Day Custom Tour
Dynamic pricing from $5,007
The indelible effects of Greek, Byzantine, and Christian traditions permeate culture and customs during your customizable Italy tour. Follow the dramatic influence that shaped civilization south of Rome. Wander through the antiquated ruins of former Greek settlements in Sicily. Stroll along the unearthed roads of Pompeii to find mosaics depicting epic tales. Indulge in the beauty of Capri and the Amalfi Coast. Sip Sicilian wine on family-owned vineyards. Immerse yourself in the golden glow of mosaics blanketing a breathtaking chapel. Reach beyond the Roman Empire, with marble Doric temples leading to golden Byzantine art and storied pasts that continue to this day.

16 Day Custom Tour
Dynamic pricing from $12,475
From the capital of Italy to the capital of Greece, this 16-day tour introduces you to what is best in both countries and provides the perfect balance of guided excursions and independent leisure. See the Mediterranean world like no other as you visit the Roman ruins at the Colosseum, bask in the sunshine of the Sorrentine peninsula, and island-hop through the Cyclades archipelago on your way to the Greek mainland.

8 Day Custom Tour
Dynamic pricing from $6,235
Discover heritage in style and refinement in comfort during your opulent Southern Italy itinerary, customized to embrace beauty in the landscape, splendor in the cuisine, and marvels in local culture. Notice the difference in sapphire and indigo hues shimmering across the Adriatic and Mediterranean seas. View fairytale architecture decorating the rolling landscape leading to rows of lush vineyards. Traverse a network of ancient troglodyte caves hidden beneath a medieval city. From baroque cathedrals to emerald grottos, tranquil seaside villages to lavish seafood dinners, you can unwind, indulge, and delight in the luxuries of Puglia and the Amalfi Coast.

9 Day Custom Tour
Dynamic pricing from $3,217
From storybook homes to coastal castles, home-cooked meals to luxurious beaches, you will discover unforgettable flavors while traveling off the culinary beaten path in Southern Italy’s historic fishing port, Trani. Vines stretch across the arid landscape, reaching into the hillsides and taking flavors from the sea breeze. Olive trees grow like dense forests. Confectionaries fill the air with nutty sweetness. Learn to craft traditional regional pasta and enjoy a demonstration on making celebrated burrata cheese, a fresh blend of mozzarella and cream. Seafood markets brim with fresh fare displayed along charming cobblestone streets, offering you the chance to experience Italian cuisine like never before.

12 Day Custom Tour
Dynamic pricing from $4,291
Volcanoes embody power and drama, majesty and mystery during your grand Southern Italy itinerary focused on the unique landscapes. Lava spills out of a conical volcanic peak, causing a nightly light display spouting over the edges of a secluded island. Rich soil shapes the essences of the cuisine, fortifying produce and wine with delectable flavors. Antique cities hide beneath blanketing ash from an ancient eruption. Cafes in charming villages offer pristine panoramas of volcanic summits and the Mediterranean Sea. From Etna to Vesuvius, Stromboli to Vulcano, you will explore, enjoy, and embrace the natural splendor of Southern Italy.

14 Day Custom Tour
Dynamic pricing from $5,007
While in Italy, you can sink into luxury and let the ancient world spring to life around you. Mosaics from Pompeii remain vibrant with lifelike images and exciting colors as Greek ruins rise out of the mountaintops and plains of Sicily. The Mediterranean Sea brushes at the beaches and boulders that line the Amalfi Coast. Hidden waterfalls feed abandoned paper mills and a treasure trove of artwork decorates the galleries of the Vatican Museums. Your custom tailored tour combines the wonders of the landscape and the splendors of history for a special expression of Southern Italy’s unforgettable and distinguished culture.

9 Day Custom Tour
Dynamic pricing from $3,343
Majestic, enchanting, relaxing, and picturesque only begins to describe the wonders of the Amalfi Coast and shores along Calabria as they are yours to discover during your personalized 9-day Italy tour. The scent of lemon becomes a ubiquitous aroma blending with the Mediterranean breeze as pastel-colored homes cling to the cliffs and contrast with the tranquil turquoise water. Pebbled coves lead to sandy beaches, and local restaurants bring insight into the soul of the community serving traditional dishes inspired by the sea. The landscape is seductive, the water is transparent, and the history is palpable surpassed only by the inviting atmosphere of Southern Italy.
Show More•(4 itineraries)
We Work With the Best Southern Italy Travel Agents

based on 937 reviews

based on 159 reviews

based on 131 reviews

based on 12 reviews

based on 118 reviews

based on 58 reviews

based on 20 reviews
We work only with best travel agents around the world
More Vacations Near Southern Italy









More About Southern Italy Itineraries
Crystal-clear waters, golden shorelines, and ancient history are revealed when visiting Southern Italy. Greek temples rise above open plains. The cuisine speaks to the familiar flavors of local and seasonal ingredients steeped in la cucina povera. Colorful fishing villages become elegant getaways for the historical elites eager to bask in the exceptional views. Ancient Roman ruins, dramatic castles, surprising caves, and corners of untouched culture reflect the endless majesty you can discover with our Southern Italy Travel Guide to help plan your perfect trip.
The best time to visit southern Italy is typically March through May, spring, and September through November, fall.
The promise of breathtaking scenery that unveils glistening waters, charming coastal coves, and historic towns nestled into rugged hills can capture your imagination during the best time to visit. Visitors flock to the country’s Meridione region to relax in the warm weather and wander through the diverse, quaint settings that provide adventures down medieval lanes or visions of ancient temples.
Dive into a world of color and historical treasures as you find yourself lost in southern Italy's beauty and culture during stunning times for this region.
Embrace the beauty of nature and culture that abounds at every turn with our top seven things to do in southern Italy.
City treasures, breathtaking beach escapes, and historical wonders await. From ancient Greek temples to stunning volcanic peaks, prolific vineyards to mouthwatering cuisine, the heritage of southern Italy reveals timeless customs and genuine charm.
Enjoy the many active adventures and captivating experiences, or simply sit and savor the culture and cuisine of a beloved part of Italy that can immerse you in luxury or unravel rustic wonder.
Dramatic terrain that boasts colorful houses perched on steep cliffs, beautiful beaches bathed in Mediterranean light, and a rich history that stretches from ancient Greece to imperial Spain come together to create the unique ambiance and charisma of the seven best places to visit in southern Italy.
Visit villages with charming piazzas and towns that boast incredible views. Discover charming winelands and majestic mountains. Explore unforgettable caves, historic towns, and fascinating ruins, with each step providing a new perspective of local culture and heritage.
The Mezzogiorno region of Italy brings sunshine and sea-filled bliss each day, with certain places you simply cannot miss, experiences in themselves.
Southern Italian food features the delicious Mediterranean flavors many visitors associate with the country’s traditional cuisine that you can discover in the fives best cities for southern Italian food.
Cooking is a way in which northern, central, and southern Italian regions showcase their diversity. The food of southern Italy is often referred to as Cucina Povera, with frugal cooks relying on the sea’s bounty or the hard-fought harvest from tenacious farmers.
The warm Mediterranean climate supports a history of trade and conquest, revealing distinctive characteristics of unforgettable gastronomy, from Bari to Campobasso.
Circumnavigate the rugged coastline and lush hills as you explore the region’s best destinations with this idea of how to spend two weeks in southern Italy.
Tuck into traditional Neapolitan pizza as you admire dramatic backdrops of Mount Vesuvius and the Bay of Naples, make memories at colorful Campania fishing villages along the Amalfi Coast, and unearth the history of Sicily as you tour the island’s ruins and temples. The culture presents a fascinating state of mind, embodied in its nickname, Mezzogiorno, meaning midday.
The following shares an idea of how to spend two weeks in southern Italy, with ideas on which famous destinations to visit and what to do to experience the breathtaking region.
Reviews of Zicasso's Referral Service
4.81 stars based on 21 reviews.
Reviewed By Mary D.
Reviewed By Vicky d.
Reviewed By Deborah F.
Reviewed By Nicole G.
Reviewed By Lori G.
Reviewed By Bari B.