Your Own Italy

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The Amalfi Coast and Sicily

cities: sorrento - siracusa - taormina
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Sun-Drenched Shores, Ancient Wonders, and Coastal Elegance from Campania to Sicily

Let the southern sun guide you on a 9-day journey through Italy’s most dazzling regions—the Amalfi Coast and Sicily. Begin with three nights in Sorrento, your gateway to cliffside charm. Wander the picturesque towns of Positano, Ravello, and Amalfi, where colorful houses cling to cliffs, fragrant gardens bloom, and charming piazzas invite leisurely strolls. Set sail on a private cruise to Capri, discovering secret coves and sparkling grottos.

Then, journey to Sicily, starting in Syracuse. Explore Ortigia, the island’s historic heart, on a golf cart, taking in sun-dappled piazzas, ancient architecture, and vibrant markets. Visit Ragusa and Modica, baroque treasures of southern Sicily, where winding streets, ornate churches, and chocolate-scented alleyways reveal the island’s rich artistry and culinary heritage.

Your final days unfold in Taormina, perched above the Ionian Sea. Enjoy a guided tour of its charming streets, ancient theater, and scenic viewpoints, then experience the coast by private boat, with cliffside villas and sparkling shores providing a postcard-perfect farewell. With expert guides, handpicked stays, and every detail arranged, this journey reflects Your Own Italy’s signature style: personalized, seamless, and unforgettable.

Day by day

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sorrento

Summary sorrento
Day 1

Welcome to Italy: Settle into Seaside Sorrento

Begin your Italian journey with a warm welcome as your private driver meets you at the Naples airport and escorts you to your boutique hotel in Sorrento, a sun-drenched town perched above the Bay of Naples.

After check-in, the rest of the day is yours to unwind and explore. Stroll through Sorrento’s charming streets, lined with artisan boutiques, local limoncello shops, and open-air cafés. Take in the panoramic sea views, savor your first gelato, and enjoy a relaxing dinner with the scent of citrus in the air.

This is your first taste of Italy—and with Your Own Italy, every moment is designed to be seamless, personal, and unforgettable.

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Day 2

Let the Coast Awaken Your Spirit: Positano, Ravello & Amalfi

Relax and soak in the breathtaking beauty of the Amalfi Coast as your private driver expertly navigates the winding cliffside roads, allowing you to fully enjoy the stunning scenery. Your first stop is the postcard-perfect village of Positano, where pastel-colored houses cascade down the mountainside toward the sea. With your driver handling the logistics, you’ll have plenty of time to stroll through charming courtyard marketsbrowse artisan boutiques for linen, handmade sandals, and local jewelry, and cool off with a refreshing granita al limone made from fresh Amalfi lemons. The brilliant bluesvibrant architecture, and gentle Mediterranean breeze create a scene so picturesque, it feels almost surreal.

Next, your driver will take you to Ravello, perched high atop Mount Cerreto, where you’ll enjoy a leisurely lunch on a panoramic terrace with spectacular coastal views. Afterward, explore the romantic gardens of Villa Rufolo, famous for hosting Ravello’s world-renowned summer music festival.

Finally, you’ll journey to historic Amalfi, where your driver will drop you off for a visit to the magnificent 11th-century Cathedral of Saint Andrew, a masterpiece of medieval architecture and the heart of the town’s spiritual and cultural life.

With the Your Own Italy Advantage, every moment along the Amalfi Coast is seamlessly guided and curated for beautycomfort, and unforgettable memories.


people swimming along the shoreline with a city in the background on the Amalfi Coast
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Day 3

Dive into the Waters of Capri: A Private Island Escape

Your day of island enchantment begins as your private guide meets you at your Sorrento hotel and accompanies you to the port. From there, you’ll board a ferry to Capri—one of the world’s most captivating coastal gems. Upon arrival, your guide will escort you to your private boat, where an experienced captain awaits with drinks, towels, and snorkeling gearCruise around the island, gliding past its iconic turquoise grottos, where crystal-clear waters shimmer in vibrant hues. Dive into secluded covesswim through underwater caves, or simply relax on deck as Capri’s breathtaking coastline unfolds around you.

After drying off, your guide will lead you up the winding road to Anacapri, the island’s quieter, picturesque sideStroll past whitewashed villas draped in bougainvilleabrowse artisan shops, and visit Villa San Michele, a charming hilltop retreat with sweeping bay views. For a spectacular perspective, your guide can arrange a funicular ride to Capri’s highest point.

Following a leisurely lunch, enjoy a guided walking tour of Capri town, where you’ll soak in the elegant atmospherescenic vistas, and vibrant charm of the island’s famed port. With the Your Own Italy Advantage, every detail is seamlessly handled, turning this sun-soaked escape into an unforgettable adventure.


Soft light passing through a cave in Capri
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siracusa

Summary siracusa
Day 4

Journey to Syracuse & Explore the Charm of Ortigia

Your driver will pick you up at your hotel and take you to the Naples Airport for your flight to Catania, on Sicily’s eastern coast beneath the slopes of Mount Etna. Upon arrival, you’ll be greeted by your local driver and escorted to Syracuse, once one of the most powerful cities of the ancient Greek world.

Founded in 734 BC by Corinthian settlers and praised by Cicero as “the greatest and most beautiful of all Greek cities,” Syracuse was the birthplace of Archimedes and a thriving hub of culture and commerce.

Today, Syracuse and its historic center, Ortigia Island, enchant visitors with their blend of ancient ruins, Baroque palaces, and seaside charm. Wander through narrow alleys that open onto sunlit piazzas, admire temples and churches layered through centuries, and feel the timeless rhythm of Sicilian coastal life.

Your expert guide will meet you at your hotel for a relaxed and engaging tour of Ortigia, the beating heart of Syracuse. Glide through its winding streets aboard an electric golf cart, discovering hidden courtyards, lively markets, and centuries-old landmarks that reveal the island’s rich Greek and Baroque heritage. Pause to savor a classic Sicilian arancino — a golden, savory delight — before enjoying a leisurely lunch at a handpicked local restaurant renowned for its authentic Sicilian cuisine and regional wines.

This immersive experience captures the essence of Syracuse and Ortigia — history, flavor, and beauty woven

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Day 5

Baroque Beauty & Sweet Traditions: A Day in Ragusa and Modica

Your day begins with a scenic drive through the Sicilian countryside as your private driver picks you up from your hotel and brings you to Ragusa, a UNESCO World Heritage Site and one of Sicily’s most dazzling baroque cities. Upon arrival, your local expert guide will lead you on a walking tour through the historic center, beginning at the majestic Church of San Giorgio, a rare survivor of centuries of earthquakes and a masterpiece of late baroque architecture.

As you wander through Giardino Ibleo, a serene garden filled with ancient churches and spectacular views of the surrounding valleys, you’ll experience the tranquil elegance that defines this region. Stroll past ornate palaces and hidden alleyways as you make your way to Piazza Duomo, where the Church of San Giorgio stands proudly at the top of a grand staircase—a stunning creation by architect Rosario Gagliardi and a pinnacle of Sicilian baroque style. A stop at the Larocca Palace, famed for its whimsical and expressive baroque masks, rounds out your visit to Ragusa.

After a delicious local lunch, your journey continues to Modica, another UNESCO-listed jewel known not only for its baroque beauty but also for its centuries-old chocolate-making tradition. You'll visit the renowned Dolceria Bonajuto, the oldest working chocolate factory in Sicily, where you’ll sample traditional Modican chocolate made using Aztec techniques—grainy, intense, and utterly unique.

This immersive day blends art, architecture, history, and flavor, offering a rich taste of southeastern Sicily’s cultural treasures—all curated with the signature care of Your Own Italy.


narrow street between baroque buildings in Ragusa, Italy
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taormina

Summary taormina
Day 6

Mt. Etna Excursion & Wine Tasting at Gambino Winery

Embark on an unforgettable journey to Mount Etna, Europe’s most active volcano and one of Sicily’s most awe-inspiring natural wonders. As you ascend its slopes, take in the striking landscapes — ancient lava fields, lush vineyards, and panoramic views that stretch to the sea. Your expert guide will share the fascinating geology and legends surrounding this majestic mountain, a place where fire and earth meet in dramatic harmony.

After your scenic exploration, continue to the renowned Gambino Winery, nestled on Etna’s northern slopes. Here, you’ll be welcomed by the Gambino family and treated to an authentic Sicilian lunch paired with their celebrated Etna DOC wines. Savor local specialties crafted from seasonal ingredients while enjoying sweeping vineyard views and the crisp mountain air.

This experience combines the thrill of adventure with the pleasures of Sicilian hospitality — the perfect balance of nature, culture, and flavor that defines life on Mount Etna, giving you a true taste of Sicily’s bold character — crafted seamlessly by Your Own Italy.

Craters of the Etna volcano in Sicily
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Day 7

Taormina Introductory Walking Tour

Once settled, you’ll set out on an introductory walking tour with your expert private guide, offering a personalized welcome to this beloved coastal gem.

Over the years, Taormina has captivated artists, writers, celebrities, and travelers alike with its timeless beauty, enchanting streets, and breathtaking panoramas. During your stroll, you’ll discover why—without even turning your head, you can take in a third-century Greco-Roman amphitheater, the smoldering silhouette of Mount Etna, and the sparkling blue of the Mediterranean Sea.

Though Taormina may be world-renowned, its magic remains undeniably personal. With its romantic ambiance, rich history, and postcard-perfect views, this is a destination that lives up to every expectation—and it's yours to explore with the Your Own Italy Advantage.


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Day 8

Boat Tour Around the Taormina Coastline

Discover the beauty of Sicily from the sea with an unforgettable boat tour around the Taormina coastline. Cruise along crystal-clear waters as you admire rugged cliffs, hidden sea caves, and the enchanting Isola Bella, known as the “Pearl of the Ionian Sea.” Your private skipper will guide you past picturesque bays and secluded coves perfect for swimming and snorkeling. Sip chilled prosecco on board while taking in stunning views of Mount Etna and Taormina’s dramatic shoreline. This exclusive Taormina boat excursion offers the perfect blend of relaxation, natural beauty, and authentic Sicilian charm — a must-do experience on your Italian holiday.

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Day 9

Departure – Arrivederci!

As you bid farewell to Italy, you carry with you not just memories of breathtaking landscapes, exquisite cuisine, and timeless history, but also the warmth of newfound friendships. Your driver will ensure a smooth journey to the airport, giving you plenty of time to make your flight. Though your adventure may be coming to an end, Italy salutes you with a heartfelt “Arrivederci!”—until we meet again.

Now that you’ve traveled with Your Own Italy, you’ll always have friends eager to welcome you back whenever you long for the beauty, flavors, and magic of this incredible land once more.

What’s Included

Expert Guides and Skip-the-Line Access

Enjoy the expertise of English-speaking local guides who bring Italy’s history, art, and culture to life. With skip-the-line tickets, you’ll spend less time waiting and more time exploring.

Immersive Tours and Exclusive Excursions

Sorrento & Amalfi Coast:

  • Day Excursion to the enchanting towns of Positano, Amalfi, and Ravello.
  • Day Excursion with a guide to Capri, including a 3-hour private boat tour around the island.

Syracuse:

  • Introductory Tour of Syracuse on golf cart
  • Baroque Beauty & Sweet Traditions: A Walking Tour of Ragusa and chocolate factory visit in Modica

Taormina:

  • Introductory Walking Tour
  • Ascend and Tour the Mighty Mt. Etna. Lunch with Wine Tasting at the Gambino Winery
  • Boat Tour Around the Taormina Coastline
3 nights
2 nights
3 nights
Pricing & Dates
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Departure Date
Number of Travelers
12-3
Apr 2, 2026
$7,695
$5,895
Apr 16, 2026
$7,695
$5,895
May 7, 2026
$7,695
$5,895
May 21, 2026
$7,695
$5,895
Jun 4, 2026
$7,695
$5,895
**Per person does not include flights.
Vacation Airfare
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To book your international flights at preferred rates, contact an UP AND AWAY TRAVEL International Specialist:
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+1 (800) 275 8001
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kyle@upandaway.com
Vacation Insurance
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We highly recommend purchasing travel insurance at the time of booking to protect against potential fund forfeiture due to cancellation or unexpected incidents such as injury or loss. We offer travel insurance through our partner, Allianz.
Awards
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USA Booking Info
+1(202) 696 0193
carmen@yourownitaly.com
8409 Lynwood Place
Chevy Chase, MD 20815
Italy Booking Info
+1(202) 696 0193
carmen@yourownitaly.com
Via del Plebiscito, 112
Roma, IT 00186
Schedule 30 minutes call with Carmen
Select a Day
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Best trip ever!
We would like to sincerely thank Carmen and her team for the wonderful two week itinerary planned for us in Italy as well as your dedication and constant communication in keeping us always informed with our tour guides and drivers.
Being that this was our first time traveling to Italy, Your Own Italy made our hotel (beautiful hotels) , transportation, and tour reservations for us which made our trip stress free where we could relax and enjoy our time. All the private drivers and AP Tour Guides were wonderful, gracious, very knowledgeable and informative. We really enjoyed them and learned a lot from them.
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