Mondello beach near Palermo, Italy

Couple's Getaway: Two Weeks in Southern Italy

Ratings of Zicasso's Service
Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist

Countries Visited

Italy

Places Visited

Naples, Pompeii, Sorrento, Amalfi...

See all

Suggested Duration

14 Days

Fourteen days will give you and your partner ample opportunities to explore the rich heritage of Southern Italy. From the crumbling cliffs of Capri to the rustic charm of Naples’ old city center, every aspect of this itinerary is best paired with your companion and has been custom-tailored to those couples that enjoy a blend of both comfort and excitement during their international travels. As you witness the class of the past and present that is this region, it is best to leave plenty of space...

Customizable Itinerary

Expand All

Trip Highlights

  • Stroll the cobbled streets of Naples in search of the perfect slice of Margarita pizza
  • Delight in a tour of the Roman ruins at Pompeii and witness the colossal power and tragic past of Mt. Vesuvius
  • Plunge into the decadent history of the Teatro San Carlo on an immersive journey through the venue’s vibrant operations
  • Follow the guidance of your instructor on a comprehensive and tasty study of Italy’s ancient love affair with pasta
  • Wander the quaint alleyways and pedestrian-friendly boulevards of the resort town of Sorrento
  • Dive into the history and culture of the hidden grottos of Capri where crumbling Roman villas emerge out of the bougainvillea, and terraced gardens give way to stunning vistas
  • Scale the promontory of Mt. Solaro and survey the surrounding Italian countryside from the best view of Capri
  • Indulge in a private boat tour around Capri that provides you with plenty of privacy and a memorable trip to a superb sea cave known as the Blue Grotto
  • Enjoy the sun and sand of Italy’s Amalfi Coast where the only thing better than the beaches is the views of the pastel-colored communities that cascade down the steep hillsides
  • Indulge in the bountiful produce of farms and vineyards in a visit to Sicily’s colorful, capital city of Palermo

Detailed Description

Southern Italy has long been the destination of choice for travelers from all corners of the globe. Even during the ages of antiquity, Roman emperors found the views and coastal grandeur of this region to be the perfect antidote to the civic stress of running an empire. This 14-day journey through some of the highlights of this region was designed to offer you the same treatment, but with fewer volcanic eruptions. This adventure also offers a handcrafted escape for couples who are seeking a blend of comfort and adventure.

The first leg of your journey includes an exciting stay in the bustling port community of Naples. From this starting point, you will have plenty of opportunities to explore the dynamic and lively neighborhoods of the city before striking out to enjoy a trip to the nearby community of Pompeii. It is this region that witnessed the stunning eruption of Mt. Vesuvius, which covered Pompeii in ash and left an indelible mark on the geologic and social history of Campania. The second leg of your tour will lead you to the Sorrentine Peninsula, and the Amalfi Coast makes up the Southern end of the Bay of Naples. These rugged mountains afford visitors a plethora of stunning views of mountains that drop precipitously into the azure waters. Much in the same way they have for centuries, Sorrento, Capri, Amalfi, and Positano will all offer you unique glimpses into these distinct societies that persist through today. Finally, Sicily in the South will beckon you with promises of exotic flavors and intimate settings for you and your partner to enjoy.

As summers can be quite warm, timing will be everything on this tour. The busier months tend to be June, July, and August for international as well as domestic travelers, so Spring and early Fall are usually the best times to go for those who desire a quieter setting. This enchanting region is also home to Homer’s infamous Sirens, which were sea creatures that lured sailors into dangerous waters with their beautiful song, but rest assured that uncovering ancient myths and enjoying yourself are your only requirements of this satisfying tour of Southern Italy. Consider learning more about our travelers’ favorite Italy travel experiences by reading their Italy travel reviews.

Starting Price

$6,300 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

Reviews of Zicasso's Referral Service

4.9 stars based on 5963 reviews.

Italy Trip Review: Rome, Amalfi, Positano, 12 Days

The trip Zicasso's travel specialist arranged for us exceeded all our expectations. It was absolutely wonderful; not a single detail was overlooked. The hotels were excellent, the tours were great, and the drivers were always on time. I totally recommend Zicasso and the agency, and will undoubtedly use them for future travel plans.

Reviewed By Philip S.

Italy Travel Review: Lake Como, Ostuni, Private Boat Tour,...

Zicasso's travel designer did a terrific job. We had the initial phone consult, after which she delivered a first draft of the itinerary. From there, she helped guide us through a few revisions until we got the details smoothed out. We are experienced travelers and can appreciate a well-constructed trip, and that's what our experience with our agent reflected.

One crucial thing is that all the drivers who are engaged to move you around are prompt. Every one of them was right on time and friendly and helpful to boot. It was much appreciated.

To sum up our experience, I would do it all again with Zicasso and the agency and our agent. Our trip to Italy in the late summer of 2025 was something we will not soon forget!

Reviewed By tony B.

Italy Tour Review: Calabria, 11 Nights

Zicasso's travel partner is very thorough and makes sure the trip is tailored to your vision. They are flexible and very responsive. We would recommend them to anyone traveling.

Reviewed By Evan C.

Italy Tour Review: Vatican, Colosseum, Roman Forum, Pompeii,...

Zicasso's travel agency far exceeded our expectations. We had our five-year-old and 11-year-old children with us, so the tour guides and walking needed to be kid-friendly.

Our hotel in Rome was wonderful, the location was perfect, and they had good A/C and a breakfast buffet. There were plenty of great restaurants within easy walking distance, as well as the Vatican.

Our tour guide for the Colosseum and Roman Forum was great. Pompeii was amazing. Our tour guide was basically a celebrity down there and knew exactly how to take us around the ruins without ever waiting.

Tuscany was our favorite by far. We did a cheese-making experience and lunch that was super-cool. The kids got to play with the farm animals and the owners were so attentive and interesting. We did a cooking class with a chef that was the kids' favorite thing on the entire trip. I would make a point to book this experience; the kids still talk about it and wear the aprons around the house. The resort in Tuscany was nice. We had our own private pool, plus the resort pool, and could easily walk to a small local town with some great food.

Venice was good, but probably our least favorite on the trip. You have to walk a ton, which was difficult for the kids, but it's still worth experiencing.

We travel a bunch and I would highly recommend using Zicasso's travel partner.

Reviewed By Kevin S.

Italy Travel Review: Dolomites, 2 Weeks

Zicasso's travel designer made the whole trip run very smoothly. It was a pleasure working with her.

Reviewed By Joseph B.

Italy Vacation Review: E-bike Tour, Kayaking, 10-Night Trip...

This was the best trip ever!!! I am so grateful Zicasso introduced us to our tour operator. This team was amazing! They set up a call to learn more about us and jumped into action. Within a short time, they came back to us with a presentation on ideas, with recommendations. There is no chance our trip would have been half as good without them. They even had a text group on standby while we were here in case we needed anything.

Reviewed By Linda C.

Your Dream Vacation

in 3 simple steps

  1. 1

    Describe your dream trip

  2. 2

    Get matched with top travel specialists

  3. 3

    Book the trip

Free service - no credit card required