Explore at your leisure with a private vehicle, driver, and English-speaking guide. This exclusive tour will allow you to customize your time ashore and explore the most interesting sites in the comfort and privacy of your own car. With your private vehicle, and the personalized attention of your driver and English-speaking guide, you will have the flexibility and independence to design your itinerary ashore. Please note:  Capacity: 1-2 guests. Private cars are ordered per vehicle (not per person). This tour includes transport in a private car, driver and English Speaking Guide. Itinerary can be adjusted with tour guide as long as it’s in the area and does not exceed the duration of 8 hours. Recommended for physically challenged guests.

Syracuse evokes images of sunshine, blue skies, a picturesque bay, and ancient ruins of a once-great Greek city that rivaled Athens. It remains one of Sicily’s most captivating destinations. Your tour begins at the Archaeological Park. Here, you'll visit the impressive Greek Theatre, dating back to the 5th century B.C.—one of the largest and best-preserved theatres of the ancient world. Nearby, see the Roman Amphitheatre from the 2nd century A.D., carved directly into the rock. You’ll also explore the intriguing Ear of Dionysius—an artificial grotto shaped like an ear, renowned for its echoing acoustics, said to have been used by the tyrant Dionysius to eavesdrop on prisoners. Continue by coach to Ortigia, the historic heart of Syracuse. From the harbor, enjoy a leisurely walk through the narrow medieval and Baroque streets of the island, lined with elegant palaces, flower-filled balconies, and small squares opening to views of the Ionian Sea. Your first stop is the Arethusa Fountain, steeped in myth and considered the legendary birthplace of the city. From the nearby viewpoint, take in the beautiful Bay of Syracuse. Then, visit the Cathedral—built in the 7th century over the ruins of the ancient Temple of Minerva. Several original columns remain visible, both inside and along the exterior walls. The Baroque façade and the surrounding Piazza Duomo create a striking setting filled with history and charm. The tour concludes with a walk past Piazza Archimede and the remains of the Temple of Apollo before returning to your transportation. Please Note: We recommend you bring a bottle of water, hat, and local currency.

Explore at your leisure with a private vehicle, driver, and English-speaking guide. This exclusive tour will allow you to customize your time ashore and explore the most interesting sites in the comfort and privacy of your own van. With your private vehicle, and the personalized attention of your driver and English-speaking guide, you will have the flexibility and independence to design your itinerary ashore.  Please note:  Capacity: 4-6 guests. Private vans are ordered per vehicle (not per person). This tour includes transport in a private van, driver and English Speaking Guide. Itinerary can be adjusted with tour guide as long as it’s in the area and does not exceed the duration of 4 hours. Recommended for physically challenged guests.

The name Syracuse brings to mind sunny skies, a stunning bay, and the ancient ruins of a city that once rivaled Athens. It's a must-see for history and culture lovers alike. Your tour begins at the Archaeological Park, home to the 5th-century B.C. Greek Theatre, one of the largest and best-preserved of the ancient world. Nearby, explore the Roman Amphitheatre, carved from stone, with original passageways still visible. You'll also visit the Ear of Dionysius, a unique cave known for its incredible acoustics—said to have been used by the tyrant Dionysius to spy on prisoners.  The next stop is Pupillo Winery, located on the historic Targia estate, where fertile soil and tradition meet. Founded in 1909, Pupillo is famous for reviving the native Moscato of Syracuse grape. You’ll tour the vineyards and cellar, then enjoy a tasting of three wines paired with traditional Sicilian bites, served in a charming farmhouse dating back to the time of Frederick II. This tour is the perfect blend of ancient heritage and authentic Sicilian flavor. Please Note: We recommend you bring a bottle of water, hat, and local currency

Explore at your leisure with a private vehicle, driver, and English-speaking guide. This exclusive tour will allow you to customize your time ashore and explore the most interesting sites in the comfort and privacy of your own car. With your private vehicle, and the personalized attention of your driver and English-speaking guide, you will have the flexibility and independence to design your itinerary ashore. Please note:  Capacity: 1-2 guests. Private cars are ordered per vehicle (not per person). This tour includes transport in a private car, driver and English Speaking Guide. Itinerary can be adjusted with tour guide as long as it’s in the area and does not exceed the duration of 4 hours. Recommended for physically challenged guests.

This unforgettable tour offers a unique perspective of Syracuse—from the sea! You'll cruise along the coastline, admiring the city’s beauty from the comfort of a boat, with the opportunity to explore nearby sea caves. During the summer, you’ll also have a chance to take a refreshing swim directly from the boat. Your journey begins with a panoramic view of the majestic natural harbor—one of the largest in the Mediterranean. You’ll sail past the ancient Italic Forum and catch a glimpse of luxurious yachts moored nearby. Look up to spot part of the striking façade of the Duomo (Cathedral of Syracuse) peeking over the rooftops. As you continue, you’ll pass the enchanting Fountain of Arethusa and the impressive Maniace Castle, which marks the edge of the harbor. Venturing into open sea, you'll be treated to stunning views of Ortigia Island’s colorful façades, elegant churches, and historic city walls—all even more captivating from the water. From there, we’ll head toward the northern coast of Syracuse. While enjoying fresh fruit and sipping cold juice, we’ll approach the caves. Weather permitting, we’ll begin with a 10-minute swim stop in the crystal-clear waters. Next comes the cave exploration: first, the Cappuccini Cave, followed by the Coral Cave, and finally the “Grotta Grande” (Great Cave), also known as the Cave of Stalactites. Inside, you’ll see incredible natural limestone formations that have developed over centuries—details we’ll reveal only once you're on board. (Please note: access to the caves is tide-dependent.) We’ll also pause in front of the famous “Cave of Love”—a heart-shaped grotto perfect for capturing beautiful souvenir photos. To complete the experience, enjoy a delicious onboard meal featuring typical Sicilian delicacies (cold cuts, cheese, and vegetables).  Please Note: There is a short walk to and from tour boat tour back to your Windstar yacht. We recommend you bring a towel, swimsuit, local currency, sunscreen, and bug spray.

Your tour begins with a visit to the Arethusa Fountain, the legendary cradle of the city. From the nearby terrace, enjoy panoramic views of the stunning Bay of Syracuse. Continue to the Cathedral, built in the 7th century atop the ruins of the ancient Temple of Minerva. Original temple columns are still visible, both on the north side and within the nave. Strolling through the elegant Piazza Duomo and its surrounding monuments, you’ll make your way to Piazza Archimede and the ruins of the Temple of Apollo. After a short break for free time, the tour continues to the local market, where your guide will introduce you to Sicily’s vibrant produce and regional specialties. The experience concludes with a tasting of typical Sicilian products. Please Note: We recommend you bring a bottle of water, hat, and local currency.  

Enjoy a scenic 1.5 hour drive to the captivating town of Ragusa Ibla, known for its two distinct sections. The first is Ragusa Superiore (the upper town)—a "new" Baroque city rebuilt following a devastating earthquake. Set high on a plateau, this area once housed the landowning nobility. Below lies Ragusa Ibla, the charming lower town, traditionally home to the working class. You’ll explore Ragusa Ibla on foot with your guide for approximately 1.5 hours. Highlights include the magnificent St. George’s Church, with its stunning Baroque façade and belltower, the 19th-century Giardino Ibleo Garden, and the 14th-century Church of St. James the Apostle—rebuilt in the 18th century. You'll also visit the impressive cathedral, constructed between 1706 and 1760. Set on a wide terrace overlooking Piazza San Giovanni, the cathedral is known for its striking, asymmetrical façade and elegant campanile. After your guided walk, enjoy 30 minutes of free time for browsing, shopping, or exploring the Giardino Ibleo at your own pace. You’ll then regroup with your guide for a delicious lunch at a local restaurant. In the afternoon, continue to Modica, nestled along the southern slopes of the Hyblean Mountains. The upper part of this historic town rests on a wedge-shaped plateau, while the lower section wraps around it in a distinctive Y-shape—often described as a city born from stone, with caves once inhabited until recent decades. During your walking tour of Modica’s Baroque quarter, you’ll visit another stunning St. George’s Church. Before heading back to the ship in the late afternoon, enjoy a tasting of traditional chocolate, crafted using an ancient Maya recipe, at a local dolceria. Important Note: This tour is not suitable for guests with limited mobility. We recommend you bring local currency and wear comfortable walking shoes.

For those with an appreciation of "The Godfather" series, many of the places visited in this tour will seem familiar. Leaving the pier by coach, you will begin with a brief drive through Messina for a 45-minute drive via the freeway and then motor along the coastal road bordered by villas, flowering gardens, and picturesque villages to reach Savoca . Its scenic beauty and historical-artistic heritage makes Savoca, one of the most attractive and unknown places of Sicily. In a private house in the village, "Bar Vitelli," houses a collection of local artisans' tools and photographs taken when Francis Ford Coppola shot scenes of "The Godfather II." After a typical refreshment begin a walking tour along the village's main street past two Churches of the 15th and 16th centuries, ( Santa Lucia and San Michele ) and to enjoy the view over the valley. Continue to Forza d'Agro, a 20-minute drive towards Taormina , a charming little village overlooking the Arab-Norman castle of Capo Sant'Alessio. In 1990, Al Pacino and Sophia Coppola arrived there to shoot scenes for the film, "The Godfather III." From the main square, a lane leads up to the circular steps, which ascend to the Gothic-Catalan portal in front of the Church of St. Agostino also known as "Triade. " Before departing, see the Baroque Chiesa Madre. Please note : Due to the amount of walking this tour is not recommended for people with walking difficulties. Guests must be able to walk approximately 1 mile over uneven terrain, gravel paths, inclines and 30-75 steps. Comfortable clothing and walking shoes are recommended. Please note that this tour has no interior visits.

Embark on a scenic boat tour along the stunning coastline of Taormina, where you’ll cruise past the Coral Grotto and Lovers Grotto before reaching the picturesque Bay of Taormina, home to Capo Taormina and the unique prickly pear rock. Sail around the beautiful Isola Bella and continue to the serene Bay of Mazzarò. During a 20-minute stop, enjoy local refreshments featuring almond cookies, traditional cannoli, and a glass of prosecco. Weather permitting, take the opportunity to swim in the crystal-clear waters near Isola Bella before returning to the pier. This relaxing tour offers a perfect blend of sightseeing, local flavors, and coastal charm. Please Note: We recommend you wear your swimsuit under your clothing, as there are no changing facilities available. Please bring a bottle of water, hat and sunscreen.  

Your tour will begin with a pleasant 50-minute drive to the Gambino Winery . On the eastern side of the Etna volcano, in the woods of the National Park and facing the sea of Taormina, the Gambino vineyards are a pleasure for your senses and for your heart. A pleasure for your sight too, because they represent one of the best models of Etna vineyards of high altitude: in an exclusive natural environment, at 2,625 feet above sea level, the vineyards lay on sunny and airy terracing that have a breathtaking panorama. A pleasure for your sense of smell, for the unmistakable perfumes of the volcano vegetation. A pleasure for your heart, because the vineyards and wine are great passion that, for over 20 years, involves and guides the Gambino family. Enter into the world of wine immersed in high ground vineyards and local flavors. In such a unique and striking setting for a wine tasting, carefully conducted by in-house sommeliers and accompanied by typical delicacies of the region. Please note : Wear comfortable walking shoes. You will taste four Gambino wines accompanied by local snacks.

On this excursion you have the opportunity to spend time on your own in Taormina. Your tour will begin with a pleasant drive to Taormina. Built in the 3rd century B.C., the city was later almost completely renovated by the Roman s. It is perched on a terrace overlooking the sea, with a medieval character that will delight you. You will stop near the center of Taormina, where you'll have time on your own to enjoy the town. Please note : Wear comfortable walking shoes.

Explore at your leisure with a private vehicle, driver, and English-speaking guide. This exclusive tour will allow you to customize your time ashore and explore the most interesting sites in the comfort and privacy of your own car. With your private vehicle, and the personalized attention of your driver and English-speaking guide, you will have the flexibility and independence to design your itinerary ashore. See the iconic sites of the city, or create your own personal stops to make the experience your own. Please note : Capacity: 1-2 guests. Private cars are ordered per vehicle (not per person). This tour includes transport in a private car, driver and English Speaking Guide. Itinerary can be adjusted with tour guide as long as it's in the area and does not exceed the duration of 4 hours. Recommended for physically challenged guests.

Explore at your leisure with a private vehicle, driver, and English-speaking guide. This exclusive tour will allow you to customize your time ashore and explore the most interesting sites in the comfort and privacy of your own van. With your private vehicle, and the personalized attention of your driver and English-speaking guide, you will have the flexibility and independence to design your itinerary ashore . See the iconic sites of the city, or create your own personal stops to make the experience your own. Please note : Capacity: 4-6 guests. Private vans are ordered per vehicle (not per person). This tour includes transport in a private van, driver and English Speaking Guide. Itinerary can be adjusted with tour guide as long as it's in the area and does not exceed the duration of 4 hours. Recommended for physically challenged guests.

Founded in the 6th century B.C. by Greeks from Naples, Taormina was subsequently taken over by the Romans. Many of its narrow cobblestone streets are closed to traffic, making the main part of Taormina accessible only by foot. Your guide will take you on a guided walk that includes the Piazza Vittorio Emanuele and the bustling main street of Corso Umberto , lined with former mansions of enchanting architecture and balconies that brim with flowers. Stop briefly in the inner courtyard of the medieval Corvaja Palace and enjoy the panoramic views of the bay and snow-capped Mount Etna in the distance as you gaze from the balcony of Piazza IX Aprile. Follow your guide up the narrow street that leads to the Greco-Roman Theatre . Taormina's most famous antique dates back to the 2nd and 3rd centuries B.C. and still hosts performances today. The theatre's dramatic location is nothing less than breathtaking. The tiny village of Castelmola is strategically located near Taormina, a splendid site with panoramic views. The focus of the village is the attractive Piazzetta del Duomo with its fine, intricate paving. From various points there are wonderful views of Mount Etna, the north coast and the beaches below. You will have time to indulge in browsing the many shops and boutiques that line the main street. Please note : This tour involves walking over cobbled and uneven surfaces and is not recommended for those with limited mobility or who tire easily. Buses are not permitted in Taormina and many parts are accessible only by foot. Wear comfortable walking shoes. Guests will get to the city center from the parking lot by lifts.Keep in mind Taormina can be very crowded.

Journey to the slopes of Mount Etna, Europe’s largest and most active volcano, rising 10,723 feet above the island of Sicily. Travel along a scenic coastal highway before ascending through a fertile landscape of lush vineyards, citrus groves, and traditional villages such as Santa Venerina and Zafferana Etnea. As you climb higher, the scenery transforms into stark volcanic terrain leading to the Sapienza Refuge. Here, you’ll explore the Crateri Silvestri, small craters surrounded by vast fields of grey lava shaped by past eruptions, including the powerful flow of 1983. Take in sweeping views, observe the dramatic volcanic formations, and enjoy free time before returning to the pier. Notes: Wear comfortable walking shoes. Due to the high altitude, bring a light jacket or sweater.

Explore at your leisure with a private vehicle, driver, and English-speaking guide. This exclusive tour will allow you to customize your time ashore and explore the most interesting sites in the comfort and privacy of your own van. With your private vehicle, and the personalized attention of your driver and English-speaking guide, you will have the flexibility and independence to design your itinerary ashore. See the iconic sites of the city, or create your own personal stops to make the experience your own. Please note : Capacity: 3-6 guests. Private vans are ordered per vehicle (not per person). This tour includes transport in a private van, driver and English Speaking Guide. Itinerary can be adjusted with tour guide as long as it's in the area and does not exceed the duration of 4 hours. Recommended for physically challenged guests.

You will meet your guide at the pier and board a shuttle bus for the 15-minute drive to the center of Sorrento . This small town is wonderfully located over steep white cliffs and offers a fantastic view over the Bay of Naples. Sorrento lies on a Tufa terrace and is enclosed by impressive rocks of the limestone mountains. For 2000 years visitors from all over the world have been attracted to Sorrento by breathtaking sunsets and the fragrances of orange and lemon gardens. Enjoy a guided visit of the old town, stroll along the colorful streets and admire the beautiful churches, the most famous the Cathedral, in Romanesque style dedicated to the Saints Giacomo and Filippo and built during the 15th century. Stop in the Main Square, Piazza Tasso , which is the center of the Sorrentine life and enjoy the wonderful panorama on the Gulf of Naples from the Gardens overlooking the port. Your shuttle bus will then take you to the farm house were you will experience the work of local modern farmers! Take your time to taste local fresh products such as Caprese salad, eggplants, bruschetta, local wine and limoncello. Return back by shuttle to your ship. Please note : This tour is not for guests with physical limitations or using wheelchairs as it involves walking over uneven terrain. Wear comfortable shoes, a sun hat, sunglasses and sunscreen.

From the pier, you'll take a 1-3/4-hour ride by motor coach to the remarkable UNESCO Site ruins of Pompeii , perfectly preserved since the eruption of Mt. Vesuvius in 79 A.D. Learn about the excavation techniques and what the residents were doing at the time of the eruption, and you'll gain an insight into the lives of the ancient Romans as you discover baths, theaters, temples, markets and the huge forum with the Arch of Nero . After your tour, you will be driven back to Sorrento to meet your Windstar yacht. Please note: This tour involves considerable walking on uneven pathways. Bring a sun hat, as shade is limited. Comfortable walking shoes are recommended. Lunch is not included.

The city of Herculaneum, a UNESCO World Heritage Site, was founded around the 4th century B.C., copying the geometric regularity of the layout of Naples. Its "decumani" (main streets) have an east-west orientation, while the "cardines" (narrower streets) run north-south. There is undeniably a "feeling" about Herculaneum, quite different from Pompeii, where you get the impression that its ancient population of 5,000 packed up and left only moments ago. Herculaneum was smaller than Pompeii but is better preserved simply because, while hot ashes consumed the wood of Pompeii's buildings, Herculaneum was covered by hot mud which sealed and protected entire city blocks. This means that marble floors, mosaics, paintings and carbonized woods can still be admired today. You will discover the ancient luxurious properties and villas including the House of the Mosaic , the House of Deer , the Thermae (baths) and the House of Carbonized Furniture . After a guided tour, you will be driven back to meet the yacht in Sorrento. Please note : This tour involves considerable walking on uneven pathways. Bring a sun hat, as shade is limited. Comfortable walking shoes are recommended.

A private motorboat takes you along the coast to Positano, once a sleepy little fishing village and the secret haunt of painters and writers. Its charms are still evident. Square, white Moorish-style houses are set in luxurious gardens, and descend in steep steps down the mountainside to the bay. Offshore is Galli Island, the legendary home of Sirens. Positano is embroidered with narrow lanes and steps and dominated by the splendid dome covered in polychrome majolica at the Church of Santa Maria Assunta . Piazzettas and cafés are filled with people pausing during the 100-step climb that leads up the hillside. Enjoy time at leisure for shopping and for a satisfying drink at a café. Please note : This tour is not for guests with physical limitations as it involves a great deal of walking over uneven terrain. However, walking up the steps is optional and not required. Wear comfortable shoes, a sun hat, sunglasses, and sunscreen.

Explore at your leisure with a private vehicle, driver, and English-speaking guide. This exclusive tour will allow you to customize your time ashore and explore the most interesting sites in the comfort and privacy of your own car. With your private vehicle, and the personalized attention of your driver and English-speaking guide, you will have the flexibility and independence to design your itinerary ashore. See the iconic sites of the city, or create your own personal stops to make the experience your own. Please note : Capacity: 1-2 guests. Private cars are ordered per vehicle (not per person). This tour includes transport in a private car, driver and English Speaking Guide. Itinerary can be adjusted with tour guide as long as it's in the area and does not exceed the duration of 4 hours. Recommended for physically challenged guests.