Couple's Getaway: Two Weeks in Southern Italy

Mondello beach near Palermo, Italy

What to expect on this itinerary

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 on your camera’s digital memory because each stunning view will be replaced by another stunning view.

Countries Visited

Italy

Places Visited

Naples, Pompeii, Sorrento, Amalfi, Positano, Capri, Palermo, Sicily

Suggested Duration

14 Days

Customizable Itinerary

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Day 1

Naples – An Introduction to Southern Italy

Italy is a land of story. From myths of Sirens and sea nymphs to the impact of two world wars, one needs to look no further than their immediate surroundings to see evidence of the centuries-worth of history that has taken place here. This adventure will give you the opportunity to write your own verse to a story that goes back millennia.

All of this will feel like nothing but anticipation as your flight glides down out of the clouds to arrive at the Naples International Airport. A private driver will swiftly escort you from the busy hub of the airport to your luxurious hotel in the heart of the city. As you and your partner begin to admire the sights, your open window will ensure that the smells and sounds of this Neapolitan life greet you as well. You will be greeted to the sounds of children as they shout amidst a game of street soccer, the buzz of scooters and fiats as they precariously navigate the traffic around you, and the eventual sound of the ships as they come and go. These next two weeks will be your story, and Naples is the perfect setting.

What's Included:

Transfer
Accommodation
Day 2

Naples – Visit the Vibrant Teatro San Carlo

Day 3

Naples – Witness Life and Loss at Pompeii

Day 4

Sorrento – Relish the Flavor of the Sorrentine Peninsula

Day 5

Sorrento – Learn to Make the Perfect Pasta in a Private Course

Day 6

Capri – Uncover the Hidden Gems of this Mediterranean Paradise

Day 7

Capri – Enjoy a Private Boat Tour of a Romantic Sea Cave

Day 8

Capri – Survey the Scene from Monte Solaro

Day 9

Amalfi – Explore the Past of this Onetime Maritime Empire

Day 10

Amalfi – Ride the Waves of the Famous Amalfi Coast

Day 11

Palermo – Discover the Highlights of Sicily’s Colorful Capital

Day 12

Palermo – Savor a Tour of the Open-Air Markets

Day 13

Palermo – Tour and Taste Your Way through an Operating Vineyard

Day 14

Palermo – Depart for Home

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

$5,100 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.

4.9

Verified Traveler Reviews

Based on 6962 reviews

kavita A.
Italy Tour Review: Rome, Venice, Tuscany, Chianti, Vespa Tour, Boat Ride, Cooking Class, 20 Days

Our trip was absolutely amazing and the planning done by Zicasso's travel company surpassed my expectations. The attention to detail was amazing: from excellent and punctual drivers to assistants who helped us with the water taxis in Venice to the lounge access for trains. It was truly white-glove service that made my trip seamless and allowed me to enjoy every moment because every detail was handled.

The excursions were fantastic. I especially enjoyed the cooking class at a farm in Tuscany and the Vespa tours in Rome. There was a nice mix of private excursions for the walking tours and boat rides, to a few shared excursions, such as the cooking class.

The hotels the travel company booked were chic, boutiquey Italian hotels and each had its own charm (from the former palace in Venice to the castle in Chianti), and we loved them. We would absolutely recommend to anyone booking a trip to Italy!

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Carles P.
Italy Travel Review: Assisi, Tuscany, 15-Day Trip

Zicasso's team was excellent with planning and execution of the itinerary to meet our specific needs.

I was able to add an additional city on short notice!

We had knowledgeable local city guides and all drivers were professional.

We had a wonderful family trip!

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Jeff S.
Italy, France Vacation Review: Rome, Florence, Venice, Paris, Bayeux, Normandy, 18 Nights

We had an excellent experience with Zicasso's travel company. We are a family of four and spent 18 nights going through Italy and France. We worked with the company to make arrangements to see the cities and sites we wanted to visit. They offered great options for hotels and activities. They stayed in close contact with us during the trip and made additional arrangements upon request. The company provided outstanding service making arrangements and during the trip. We were very satisified and have already recommended them to our friends.

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Dorothy K.
Italy Tour Review: Rome, Florence, Amalfi Coast, Pompeii, Mount Vesuvius, Ancient Sites, Cooking Class, 1 Week

I can confidently say that Zicasso's travel specialist is truly dedicated to providing her clients a luxury experience. From the outset, we had a 20-minute call where she wanted to learn about our dream vacation and get to know us. She was attentive to every request we made and organized our itinerary accordingly. During the trip, she texted us daily to inform us about our drivers and guides for the next day. Additionally, she checked to ensure our trip was progressing smoothly.

Here are some highlights:

Rome: We were greeted at the airport by our agent, who expedited our passage through passport control. The following day, we started our exploration at the Vatican. Our agent had purchased our tickets in advance, allowing us to skip the line. She also planned the remainder of our self-guided tours of the Colosseum, Roman Forum, and other ancient sights. We accomplished so much in just two days!

Florence: We took part in a pasta-making class with a chef who was fantastic! Her husband was also quite charming. Our experience there was truly wonderful. Special thanks to our driver, who was incredibly helpful and informative.

Sorrento (Amalfi Coast): We began with a visit to Pompeii, where our guide, also arranged by our agent, was spectacular! His passion and extensive knowledge made the experience enjoyable. Next, we had a fun blind wine tasting. When we arrived at our amazing hotel, we were greeted with a surprise.

While in Rome, we encountered a minor issue, which our agent resolved quickly. She even went above and beyond by ordering us a bottle of prosecco to celebrate. We also took a car tour of Positano and Ravello, guided by a local from Ravello who was informative, knowledgeable, and delightful. We loved her! Our day ended with a lovely sunset cruise off the coast! Both days had excellent drivers.

This trip was a dream come true for my husband and me. Without a doubt, our agent made it the luxurious experience we desired. I highly recommend her and her team!

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Laura M.
Italy Trip Review: Florence, Amalfi Coast, Uffizi Gallery, 9 Nights

The trip went very well! Our Zicasso travel specialist did a thorough job planning our vacation to Italy. We would definitely use her again.

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Margaret K.
Italy Vacation Review: Lake Garda, Verona, Milan, Boat Trip, Gastro Tour, 1 Week

Our trip was a 10 out of 10! There is no way it could have been any better. Zicasso's travel expert and the tour company's team were incredibly responsive (not that we had any issues) and the itinerary was so impeccably curated.

Every greeter, driver, and tour guide was incredibly knowledgeable and professional, and hotels were immaculate. It was such a relief to know that every last detail was taken care of and we didn't have to worry about anything.

We highly recommend our travel company and would definitely use them again.

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Customizable Itinerary

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

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