Italy (South) 9-Day Tour Package with Luxury Hotels: See & Experience it ALL
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International Airfare *For those holding VIP membership (ask for details)
Lodging
Tours in English
English-Speaking Escort Driver
Private Vehicle
All Ground & Water Transportation
All Activities in Itinerary Below
All Entry Fees
Breakfasts
Dinners x 1
Your journey begins in Tropea. Whether arriving by ferry from Sicily or flight into Lamezia Terme, you’ll settle into La Dolce Vita. A scenic boat ride introduces you to the coastline, followed by a walking tour through Tropea’s charming streets.
After breakfast, we make a daytrip by land to Matera, one of Italy’s most unique and historic towns. The drive takes you through rolling hills and countryside before arriving at Albergo Del Sedile, a hotel nestled in Matera’s old town. In the afternoon, a guided walking tour reveals the city’s famous cave dwellings, carved directly into the mountainside. These ancient homes, known as “Sassi,” are a UNESCO World Heritage site and offer a glimpse into centuries of history. As you wander through narrow alleys and stone staircases, you’ll feel transported back in time. Dinner is at leisure, with recommendations for local restaurants serving traditional Basilicata cuisine.
The morning begins with another walking tour of Matera, allowing you to explore more of its fascinating cave architecture. By mid-morning, you’ll depart for Alberobello, a town renowned for its whimsical trulli houses — whitewashed stone huts topped with conical roofs. After lunch in a local trattoria, you’ll enjoy a guided tour through these fairytale-like streets. In the late afternoon, continue to Polignano a Mare, a cliffside town overlooking the Adriatic. Check into Giovì Relais, a stylish boutique hotel, before heading out for a night tour. As the sun sets, Polignano’s dramatic cliffs and sea caves glow in warm colors, creating an unforgettable evening atmosphere.
Today begins with a short drive to Monopoli, a charming coastal town with a historic old quarter. A guided walking tour takes you through its medieval streets, past baroque churches, and along the lively harbor. After lunch, you’ll head to the Grotte di Castellana, one of Italy’s most impressive cave systems. Descend underground to marvel at stalactites, stalagmites, and vast caverns formed over millennia. By evening, you’ll travel west to Sorrento, arriving at Hotel Regina Sorrento. With views of the Bay of Naples, this hotel offers the perfect base for exploring the region. Dinner is at leisure, with options ranging from seaside trattorias to bustling piazzas filled with restaurants.
After breakfast, you’ll head to Sorrento’s Marina Piccola Port for a boat excursion to Capri. The island is famed for its glamorous atmosphere, rugged coastline, and natural wonders such as the Blue Grotto. Spend the day exploring Capri’s chic boutiques, charming villages, and breathtaking viewpoints. Whether wandering through the gardens of Augustus or enjoying a seaside lunch, Capri offers a blend of elegance and natural beauty. By late afternoon, return to Sorrento, where the evening is free for shopping, dining, or simply relaxing by the water.
Today is dedicated to one of Europe’s most stunning coastal drives. Begin in Ravello, a hilltop village known for its villa gardens and sweeping views. Continue to Atrani, a small fishing village with narrow alleys and colorful houses. From there, walk to Amalfi, where you’ll visit its grand cathedral and explore whitewashed streets lined with shops and cafés. After lunch, head to the Grotta dello Smeraldo, a sea cave famous for its emerald-green waters. The journey concludes in Positano, the jewel of the Amalfi Coast. With its pastel houses cascading down the cliffs, Positano is a destination in itself. Spend time wandering its boutiques and beaches before returning to Sorrento in the evening.
Step back into ancient history with a full-day exploration of Pompeii and Herculaneum. Begin with a guided tour of Pompeii, where volcanic ash preserved streets, homes, and temples from the eruption of Mount Vesuvius in 79 AD. After lunch, continue to Herculaneum, a smaller but equally fascinating site with remarkably preserved frescoes and wooden structures. In the evening, travel to Naples, where you’ll enjoy dinner with a local family — a chance to experience authentic Neapolitan hospitality. Overnight at Mercure Napoli Centro Angioino, located in the heart of the city.
Discover the vibrant energy of Naples with a guided city tour. Visit Piazza del Gesù Nuovo, the Santa Chiara complex, and stroll along Spaccanapoli, a street that cuts through the historic center. Explore artisan shops on Via San Biagio dei Librai, admire the cathedral, and wander through Piazza San Gaetano. The tour also includes San Gregorio Armeno, famous for its nativity workshops, and Piazza del Plebiscito, one of Naples’ grandest squares. After lunch, continue exploring or relax at your hotel. In the evening, you may choose to experience Naples’ lively nightlife in the Vomero district or along the Bagnoli waterfront.
Your journey through Southern Italy concludes with a transfer to Naples Airport. As you depart, you’ll carry with you memories of cliffside villages, ancient ruins, vibrant cities, and the warmth of Italian hospitality.
If you are seeking an adventurous yet luxury tour in which you see and do it all stress-free, in which all the planning is done for you by experts, in which 5-star hotels, ground transportation, tour guides and entry fees are all included in the package, then you have come to the right place. Welcome to CharlieTheTraveler, an international tour operation company providing tailormade or packaged tours. Read some of our over 800 5-star reviews found across the Internet.
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We are open to customizing this tour to your liking, even though the itinerary we recommend is rock solid. As our tour is currently advertised, you absolutely will not find another one out there as packed with activities and attractions. What’s more, you will not find another tour out there that offers it all "FIRST CLASS," yet for a relatively low price. We have thousands of travelers taking this specific tour every year, and that's because no competitor can beat us on quality, price & substance.
All participants are required to book travel insurance within 72 hours of booking this tour. At a minimum, such insurance must cover cancellations, medical expenses, evacuations, flight loss or delays and 24/7 assistance.
A 4-installment payment plan is available, often with 0 percent interest to those with at least decent credit. Ask us for details. Our luxury-oriented and itinerary-packed “Southern Italy: See & Experience it ALL in 9 Days, First Class Traveling” tour is available for $2,965 USD per person. This price includes all transportation, except airfare. It also includes an English-speaking escort driver, an English-speaking tour guide, food, all activities mentioned in the standard itinerary and all entry fees. If you would like lodging included for all nights on this tour, then the combined (transportation, escort driver, tour guide, food, activities, entry fees and lodging) total would be $3,955 USD per person. This price is based on 2 per room and is offered to those booking at least 6 weeks in advance. Note that there is a $30 USD fee if paying by bank transfer or a 4.6 percent surcharge for payments made by credit card. We accept both forms of payment. We do not accept checks. Moving forward, to better understand your specific circumstances and wishes, and for us to accurately quote you, please tell us:
1. Would you like to extend the duration of this tour so you have some free days just to relax? If you have 1 extra day, then we recommend Naples. If you have 2, then we recommend 1 in Naples and 1 in Tropea.
2. Many of our customers turn our Italy South tour into a grander ‘Southern Italy’ tour, which covers Sicily Island all the way up to Naples. Our Southern Italy tour takes 20 days to complete and visits popular destinations like Palermo, Agrigento, Syracuse, Catania, Taormina, the Aeolian Islands and Cefalu. Is this of interest to you?
There is a hotel sales tax which guests are required to pay directly. Unfortunately, the Italian government does not permit anyone except for the guests themselves to pay this. Also excluded...
Any airfare, alcohol, travel insurance, any government-imposed visa fees, tour guides and anything not mentioned in the itinerary
Although airfare is not included in the price, we will find you the exact flights you need. Just ask.
Regarding tour guides in Sicily, we are replacing them with escort drivers. Why? Tour guides are not allowed to drive tourists. At the same time, escort drivers are not allowed to enter any attractions with you. Why? It is simply Italian government bureaucracy. Information about these attractions is to be provided to you before entering them.
No.
Below are the names of the hotels where we commonly have our customers stay. Note this is subject to availability.
Nights 1: Tropea, Preferred Accommodation: La Dolce Vita in Tropea
Night 2: Matera, Preferred Accommodation: Albergo Del Sedile
Nights 3: Polignano a Mare, Preferred Accommodation: Giovì Relais
Night 4-6: Sorrento, Preferred Accommodation: Hotel Regina Sorrento
Nights 7-8: Naples, Preferred Accommodation: Mercure Napoli Centro Angioino
The boat ride off the coastal village of Tropea is shared with other travelers. The rest of this tour is exclusive to you and whomever else you may book on behalf of. Note we cannot guarantee our captain on the boat will speak English.
Your room is exclusive to you and whomever is in your party. Strangers (meaning customers who book on the same start date but do not know each other) do not share rooms on this tour. On a side note, please let us know if you and the other person(s) in your booking want separate rooms.
Although we get customers of all ages and from several countries, our statistics show most people who book are 30 to 65 years old and from USA, UK, Canada, Australia and New Zealand.
We welcome your kids specifically and only when the tour is exclusive to you and your group-meaning other customers are not joining you. We define kids as anyone under 18 years old. In order to make the tour exclusive to you and your group, your booking would need to be for 4 persons or more for any of our tours except Iceland. For our Iceland tour, your booking would need to be for 8 persons or more. Regarding the cost of bringing a non-adult, we do deduct from the total based on the amount of activities you request we remove from the tour. Note that reducing the total price of the tour by removing activities is something offered for non-adults only. Adults can opt out of activities but the total price does not change.
We do not expect you to be an Olympic champion. We know some of the tour members are more fit than others…and we are well prepared for this. However, we do hope you take into consideration this is a very active tour, just like every other tour we offer.
Please let us know about any disability you have. Some disabilities would not affect you taking this tour. Others would prevent you from joining altogether. Although we want all of our customers to have fun, your safety is our first priority.
Of course. Once each day’s tour is over, you have the rest of the evening to yourself. Because our tours tend to be very active, our customers typically want to simply relax once the sun sets.
Notify us as soon as possible and we will do our very best to arrange a meeting point. Please note that we do not refund for any days or activities that you miss.
Generally speaking, you can opt out as long as we are given adequate notice. Please note that opting out of certain activities does not reduce the price of this tour.
We would do our best to keep you safe and make you as comfortable as possible, as well as make special arrangements to address your situation. Partial refunds are not offered if you cannot continue with the tour. However, most travel insurances reimburse you for such situations. This is one of many reasons why we require our customers to purchase travel insurance before taking this tour.
To confirm your tour, full payment is needed at the time of your purchase. However, refunds are offered. You will receive a full refund if canceling at least 91 days in advance from the departure date. Cancelling between 90-60 days prior to departure entitles you to a 50 percent refund. Cancelling between 59-31 days prior to departure entitles you to a 25 percent refund. Canceling 30 days or less prior to departure is not eligible for a refund. Cancellation requests need to be made by email and become effective on the date received by CharlieTheTraveler.
In the unlikely event CharlieTheTraveler needs to cancel this trip, such as because of very poor weather conditions, we will give you a full refund for the tour within 14 business days of the cancellation.
You should receive an email from us within 24 hours of purchasing this tour as well as a week before departure. The first email gives details about what to bring, how to prepare yourself, etc. The second email gives details mostly about the hotels.
Bring a lockable waterproof backpack (to bring onto the boat), a waterproof case for your identification card and credit cards (when swimming) and water shoes. On a different note, you may need to bring adapters for your electronic devices.
Our tour guides/drivers are licensed, speak English and know how to bring excitement to your day. What we deliver is the complete opposite of the cookie-cutting tours the big corporations offer, leaving you in complete boredom. Although our tour guides/drivers are attentive, accommodating and engaged, they also know when to give you your private space and free time. It's a perfect balance.
All of our tours are offered in English. If you prefer another language, please let us know and we will do our best to accommodate you.
Absolutely not. We make the arrangements for you.
Yes! You have your own concierge for this tour who is at your disposal. You could reach this person when you need anything.
Please visit CharlieTheTraveler.com/Tours-Terms-and-Conditions
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