Amalfi Coast and Sicily Tour

Day 1: Arrival in Naples

Morning

Arrive at Naples International Airport, where your private driver will greet you for a seamless transfer to your boutique hotel nestled in the heart of the city. Settle into your elegant accommodations and take time to unwind, refresh, and acclimate to the rhythm of southern Italy—where ancient history, bold flavors, and passionate culture await.

Afternoon

This afternoon, meet your local guide for a private walking tour of Naples’ historic center, a UNESCO World Heritage Site. Stroll through narrow alleyways bursting with daily life, pass Roman ruins tucked between medieval churches, and stop in storied piazzas where artisans, baristas, and musicians animate the streets. Pause at a classic Neapolitan café for a perfectly pulled espresso and traditional pastries like sfogliatella or babà, savoring your first taste of the city’s culinary soul.

Evening

Tonight, gather for a welcome dinner at one of Naples’ legendary pizzerias, where centuries-old techniques and wood-fired ovens produce pizza that’s world-renowned. Enjoy regional wines, lively conversation, and a vibrant local crowd—setting the tone for the flavorful journey ahead.

Optional Enhancements

Arrive early? We can arrange a guided visit to the Naples Archaeological Museum, home to the most important treasures of Pompeii and Herculaneum. Or opt for a sunset aperitivo on a rooftop terrace overlooking the Bay of Naples for your first sweeping views of Mount Vesuvius.

Day 2: Pompeii and Naples Food Tour

Morning:

This morning, journey back nearly 2,000 years with your private guide for an unforgettable exploration of Pompeii, the ancient Roman city frozen in time by the eruption of Mount Vesuvius. Walk through remarkably preserved streets, marvel at fresco-covered villas, public baths, temples, and even ancient fast-food stalls. Your expert guide will illuminate the daily lives, ambitions, and eventual fate of the city’s residents, painting a vivid portrait of Roman life at its height—and its sudden, volcanic end.

Afternoon:

Return to Naples and dive into the city’s vibrant culinary culture on a guided street food tour through its buzzing markets and backstreets. Follow your local food expert to tucked-away stalls and family-run bakeries to sample authentic bites like sfogliatella, pizza fritta, cuoppo (fried seafood cones), and more. Along the way, learn how Naples’ humble street food tradition became a symbol of its creative, passionate, and fiercely local identity.

Evening:

This evening is yours to enjoy at your own pace. Stroll along the Naples waterfront promenade, take in the twinkling lights across the Bay, or explore a local wine bar tucked into the Spanish Quarter. Your guide will happily recommend a cozy trattoria if you’re in the mood for another traditional meal—and perhaps a final taste of pizza or pasta before heading south.

Optional Enhancements

Consider extending your Pompeii experience with a visit to Villa of the Mysteries or nearby Herculaneum for a deeper archaeological perspective. In the evening, we can arrange a private rooftop aperitivo or wine tasting with views of Mount Vesuvius.

Day 3: Naples to Amalfi Coast via Sorrento

Morning

Depart Naples with your private driver along one of Italy’s most scenic coastal routes, winding past cliffs, citrus groves, and sweeping sea views. Stop in the enchanting town of Sorrento, where you’ll enjoy a privately guided stroll through its historic core—lined with artisan shops, fragrant lemon trees, and sun-drenched piazzas. Pause for a local espresso or sample Limoncello at a boutique producer while overlooking the stunning Bay of Naples.

Afternoon

Continue along the Amalfi Drive toward Positano, the crown jewel of the coast. Upon arrival, check into your luxury hotel set against a dramatic cliffside with panoramic sea views. Spend your afternoon exploring Positano’s cascading lanes, elegant boutiques, and colorful buildings draped in bougainvillea—or simply relax by the water with a chilled spritz and your toes in the sand.

Evening

This evening, enjoy a romantic sea-view dinner at one of Positano’s premier restaurants. Savor a multi-course meal highlighting the region’s freshest seafood—grilled octopus, lemon-scented pasta, and house-made desserts—expertly paired with local Campanian wines. As the sun dips behind the horizon, toast to the beginning of your Amalfi Coast experience.

Optional Enhancements

Upgrade your afternoon with a private boat ride along the coastline before dinner, or enjoy a sunset aperitivo on a panoramic terrace. For a deeper dive into Sorrento, add a visit to a traditional inlaid wood studio or citrus orchard.

Day 4: Amalfi Coast Exploration

Morning

Set off with your private guide for a scenic journey to Ravello, a peaceful clifftop town beloved for its sweeping views and refined elegance. Stroll through the lush, terraced gardens of Villa Rufolo, where flowering vines frame panoramic vistas of the Mediterranean far below. Continue to Amalfi, once a powerful maritime republic, and explore its charming lanes, vibrant piazzas, and the striking Cathedral of Sant’Andrea, with its striped façade and Arab-Norman architecture.

Afternoon

Travel inland to a working lemon grove, where you'll learn the story of the sfusato amalfitano lemon, cultivated here for centuries on steep terraces. Walk through groves clinging to the cliffs and take part in a guided tasting of limoncello, lemon pastries, and fresh fruit straight from the trees. Discover the traditional methods still used today to create the region’s signature flavors.

Evening

Tonight, dine at a family-owned agriturismo nestled in the countryside. Here, you'll enjoy an authentic farm-to-table experience featuring handmade pasta, seasonal vegetables, and locally pressed olive oil—all accompanied by wines from nearby vineyards. The rustic setting, warm hospitality, and open-air ambiance offer a perfect taste of southern Italy’s rural soul.

Optional Enhancements

For a hands-on experience, add a cooking class at the agriturismo before dinner, where you'll learn to make traditional pasta and sauces using ingredients from the farm. You can also upgrade the morning with a private concert or rehearsal visit at Villa Rufolo, home to Ravello’s celebrated music festival.

Day 5: Amalfi Coast Boat Excursion

Morning

Board your private boat for a scenic cruise along the Amalfi Coast, offering a spectacular perspective of this UNESCO-listed shoreline from the water. Glide past dramatic cliffs, sun-drenched fishing villages, and villas nestled in the hills, all while soaking in the salt breeze and shimmering Mediterranean views. Stop to swim in hidden coves, visit sea grottos—including the dazzling Emerald Grotto (weather permitting)—and sip prosecco as your captain shares stories of the coastline's history and legends.

Afternoon

Return to Positano and enjoy a relaxed afternoon at leisure. Wander through the village’s artisan boutiques, unwind on the beach beneath colorful umbrellas, or linger over a light seaside lunch featuring local specialties like grilled vegetables, fresh mozzarella, and citrus-accented seafood. Whether shopping for hand-painted ceramics or simply soaking in the sun, the afternoon is yours to savor.

Evening

As the sun begins to set, join a hands-on cooking experience with a local chef in an intimate kitchen setting. Learn to prepare classic Amalfi dishes using fresh regional ingredients—perhaps handmade gnocchi with lemon, eggplant parmigiana, or seafood pasta. Afterward, sit down with a glass of local wine and enjoy the dishes you’ve crafted, sharing a convivial dinner and toasting to your time on the coast.

Optional Enhancements

Upgrade your boat tour with a professional onboard photographer to capture the magic of your cruise. You can also enhance the cooking class with a private sommelier-led wine pairing, featuring Campanian vintages selected to complement your meal.

Day 6: Amalfi Coast to Sicily (Taormina)

Morning

After breakfast, your private driver will transfer you to Naples Airport for a short flight south to Catania, Sicily. Upon arrival, meet your local driver and enjoy a scenic journey along the coast to Taormina, perched high above the Ionian Sea. Check in to your luxurious cliffside hotel, where sweeping views of Mount Etna and the turquoise waters below welcome you to the island’s rich and rugged beauty.

Afternoon

This afternoon, get your bearings with a guided orientation walk through Taormina’s elegant old town. Stroll along Corso Umberto, lined with chic boutiques, marble fountains, and sunlit piazzas. Your guide will lead you through the town’s lush public gardens and share the history behind its medieval buildings and palazzi. Enjoy your first look at the renowned Teatro Greco, one of the most scenic ancient theaters in the world, backed by a jaw-dropping panorama of sea and volcano.

Evening

This evening, sit down for a Sicilian welcome dinner at one of Taormina’s top restaurants. Enjoy a refined tasting of local specialties like swordfish involtini, caponata, arancini, and citrus-infused desserts—all paired with Etna wines that reflect the volcanic soil beneath your feet. The setting sun casts a golden glow across the coastline as you toast the beginning of your Sicilian chapter.

Optional Enhancements

Upgrade your arrival with a private airport lounge and VIP transfer service, or request a sunset aperitivo on your hotel terrace. For those arriving early, we can arrange a guided visit to a coastal fishing village or Etna wine estate before check-in.

Day 7: Taormina and Mount Etna Winery

Morning

Step into the world of ancient performance and myth with a private guided tour of the Greek Theater of Taormina, one of the most spectacular archaeological sites in all of Italy. Perched high above the sea with Mount Etna as a breathtaking natural backdrop, the theater once hosted gladiator games and Greek tragedies alike. As your guide brings its dramatic past to life, take in sweeping views that stretch across the Ionian coast and deep into Sicily’s volcanic interior.

Afternoon

Venture inland to the fertile slopes of Mount Etna, where volcanic soil nurtures some of Sicily’s most celebrated vineyards. At a family-run estate, enjoy a private tour of the vineyards and ancient stone cellars, learning how native grapes like Nerello Mascalese and Carricante thrive in this unique microclimate. Cap off your visit with a farm-to-table lunch and wine pairing, where each dish is crafted using seasonal Sicilian ingredients and served alongside the estate’s finest vintages.

Evening

Return to Taormina in the late afternoon for an evening at leisure. Stroll through the golden-lit streets, shop for local ceramics and coral jewelry, or grab an aperitivo in a piazza with live music and a view. For dinner, explore one of the town’s tucked-away trattorias offering freshly caught seafood and garden-grown produce under a canopy of lemon trees.

Optional Enhancements

Upgrade your winery visit with a vertical tasting experience of aged Etna vintages or include a private 4x4 drive through the volcanic craters of Mount Etna before your tasting. In Taormina, we can also arrange a private balcony dinner with panoramic views for a special finale to the day.

Day 8: Coastal Boat Excursion and Cooking Class

Morning

This morning, embark on a private boat cruise along the stunning Ionian coast, where rocky cliffs, sapphire waters, and grottoes create a spectacular marine landscape. Take in the panoramic views of Taormina from the sea as your captain navigates past secluded beaches and sea caves. Enjoy time to swim in crystal-clear coves, snorkel in quiet bays, or simply relax on deck with a refreshing drink as the sun dances on the water.

Afternoon

After returning to shore, immerse yourself in Sicilian culture with a hands-on cooking class led by a local chef. Under their guidance, learn the secrets behind beloved regional dishes such as pasta alla Norma, arancini, or citrus-infused seafood specialties. You’ll prepare everything from scratch, using fresh market ingredients and traditional techniques passed down through generations.

Evening

As the aromas from the kitchen fill the air, sit down with your fellow guests to enjoy the meal you've created—a true celebration of Sicilian hospitality. Savor each bite alongside thoughtfully selected local wines, and toast to the flavors, stories, and friendships that have enriched your journey.

Optional Enhancements

Enhance your morning with a private snorkeling guide or onboard photographer, or elevate your cooking class with a chef’s table wine pairing, featuring reserve vintages and curated local cheeses.

Day 9: Day Trip to Siracusa and Ortigia

Morning

Depart Taormina for a private day trip to Siracusa, once a mighty Greek city-state rivaling Athens itself. With your expert guide, explore the Neapolis Archaeological Park, home to a remarkable collection of ancient Greek and Roman ruins. Walk through the massive Greek Theater, carved directly into the rock, and step into the mysterious Ear of Dionysius, a limestone cave famed for its acoustics and legends. As you walk among temples and amphitheaters, the past comes vividly alive in this timeless setting.

Afternoon

Continue to the island of Ortigia, the historical heart of Siracusa. Enjoy a relaxed seafood lunch overlooking the marina, featuring dishes like grilled calamari, pasta with bottarga, or swordfish carpaccio paired with crisp Sicilian whites. After lunch, wander Ortigia’s sun-drenched lanes, visit the elegant Piazza Duomo, and admire its stunning Baroque cathedral, built atop an ancient Greek temple. Boutique shops, open-air markets, and seaside cafés invite you to linger and soak in the island’s romantic atmosphere.

Evening

Return to Taormina in the early evening for a farewell dinner celebrating the incredible journey you’ve experienced. Dine on regional Sicilian specialties in an elegant setting—perhaps in a historic villa or terrace restaurant—raising a glass to the stories, flavors, and landscapes that have made this adventure unforgettable.

Optional Enhancements

Enhance your Ortigia visit with a private boat ride around the island, or enjoy a special guided visit to the underground Jewish baths and ancient mikveh. For your farewell dinner, we can arrange a rooftop table with live Sicilian folk music for an extra memorable send-off.

Day 10: Departure

Morning

After breakfast, your private driver will transfer you to Catania International Airport for your departing flight. As you make your way along Sicily’s coast one last time, reflect on the unforgettable experiences of the past 10 days—from ancient ruins and coastal villages to volcano-forged vineyards and hands-on culinary moments. Though your journey through Italy ends here, the memories, flavors, and stories will stay with you long after wheels-up. Until next time—arrivederci e grazie.