Small beach with clear blue water and rock formations at Tonnara di Scopello in Trapani, Sicily, Italy
Small beach with clear blue water and rock formations at Tonnara di Scopello in Trapani, Sicily, Italy

Best Sicily Tours & Vacations

Ratings of Zicasso's Service

Invigorate all of the senses in this ethereal 3,000-year melting pot. Greek, Roman, Norman, Arab, and Aragonese influences have left indelible impressions in the architecture, cuisine, and culture that culminate in the splendor that is famously Sicilian. Discover the natural panoramas that have attracted civilizations for time immemorial: the magnificent peaks of mountains, the charming hills, and the crystal-clear waters of the Mediterranean.

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  1. Describe your dream trip to Sicily.

  2. We match you with top travel specialists to plan your trip and tour.

  3. Book the trip when you are ready.

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Sample Itineraries

Get inspired with our sample trips below. You can have any trip tailor made for your private travelAny number of days.
Any departure date. Any experience you want.

Skyline of Florence, Italy

Best of Italy and Sicily Tour

15 Day Custom Tour

From $4,120

Culture perpetually surrounds you, and the depths of history arise anew on your custom tailored Italy and Sicily tour. Gondolas float down the maze-like network of canals in Venice. The eclectic, historic cultures that once called Palermo home remain strong in the traditions of the marketplace. The summits of Mount Etna and Mount Vesuvius loom over cities both ancient and contemporary. Roman ruins and Doric temples, opulent beaches and Renaissance artwork combine for breathtaking vacation, showing you the unparalleled wonders of Italy expanding from north to south.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Cefalù is a coastal city in northern Sicily, Italy.

The Splendors of Sicily & Amalfi Coast Tour

13 Day Custom Tour

From $3,570

Immerse yourself in the charms of the culture, the beauty of the undulating scenery, and the unforgettable flavors on your custom-tailored Sicily and the Amalfi Coast tour. Towns cast along the mountainous landscape of the Amalfi Coast, and the blend of classical cities with exquisite seaside views of Sicily are sure to enchant you. Rows of vineyards decorate the horizon. The Blue Grotto shines with iridescent hues. Locals overtake the fish market in search of the freshest catch and best daily deal. Ancient temples overtake the hillside and glow white in the Mediterranean sunlight.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Traditional trulli houses in Puglia.

Paradise Tour of Italy: Sicily and Puglia Vacation

19 Day Custom Tour

From $11,395

Welcoming temperatures, coastal communities, and picturesque beaches appear in abundance on this 19-day tour of Sicily and Puglia. Lacking the icy elegance of Italy's Northern region, Southern Italy has long attracted those in search of rich culture and compelling history. From the bustling port of Palermo to the mysterious origins of the Trulli in Puglia, this tour ensures your full immersion into the warmth and vitality of Southern Italy.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Palace of the Normans in Palermo, Italy.

Exclusive Sicily Tour of Ancient and Contemporary Charm

11 Day Custom Tour

From $3,515

Experience the essential culture and remarkable history of Italy during this 11-day Sicily tour. This adventure immerses you in the hidden splendor of the island’s western edge. Indulge in secret splendor by sampling the customary flavors of diverse cuisine and basking in the elegant magnitude of glistening mosaics. Sample celebrated wines, witness preserved ancient architecture, and dig your toes into the golden sands of the Mediterranean coastline during this magnificent Sicily tour.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Vineyards, Sicily, Italy

A Luxury Wine Tour of Sicily

9 Day Custom Tour

From $5,395

The luxuries of Sicily emanate from every sip of wine, each bite of food, and the unforgettable panoramas of the landscape. Your Sicily wine tour is custom tailored to ensure comfort and elegance, flavor and culture. The sea shines a deep sapphire blue. The hills transition between golden grasses and verdant vineyards. The exquisite snowcapped peak of Mount Etna rises over the sandy beaches, and immense columns of ancient Greek temples continue to stand stoically against rolling hills surrounding the valley. From the moment you arrive, you will relish the splendor of Sicily.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

panorama of Taormina,Sicily

Best of Sicily Tour: Palermo to Taormina

9 Day Custom Tour

From $2,470

The majesty of Sicily will enrapture you with mythical tales, vibrant culture, indulgent cuisine, and ineffable history. Architecture seamlessly blends Arab and Norman influence. Markets present an atmosphere similar to a North African bazaar. The seaside glistens multiple shades of indescribable blue. The beauty of Greek ruins shares the spotlight alongside Baroque palaces. The wonderment of Mount Etna’s towering peak complements the five-star luxuries of your unforgettable accommodations. Your custom-tailored best of Sicily tour encapsulates the splendors of Sicily, showing you marvelous vistas overlooking endless vineyards and preserved Roman mosaics providing insight into the lavish lifestyle of prosperous colonists.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

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Villa Borghese, Rome, Italy

Splendors of the Mediterranean: Rome, Sicily & Greece Tour

11 Day Custom Tour

From $3,020

The ancient world of the Mediterranean comes to life during your custom-tailored Rome, Sicily, and Greece Tour. The brilliant hues of Michelangelo’s paintings encompass the entirety of the Sistine Chapel. The pillars of the Parthenon support the history of thousands of years of Western Civilization and overlook the city of Athens. Greek temple ruins complement the Sicilian landscape, surrounded by olive groves and citrus orchards. Outdoor markets showcase timeless local traditions, and historic churches hide ancient splendors. Explore the treasures of the past that have helped to shape the wonders of contemporary culture.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

the famous gondolas of Venice

Italy’s Greatest Cities Tour with Sicily

11 Day Custom Tour

From $3,020

Italy offers a dreamlike escape filled with magnificent architecture, ancient ruins, delicious food, breathtaking art, and embracing natural scenery. The opulent waters of the Mediterranean lap at sandy beaches. The power of the Colosseum emanates from the preserved stone walls. The charms of the fabled Romeo and Juliet radiate from a storied courtyard and emanate from hopeful lovers’ handwritten letters decorating the walls. From the Sistine Chapel to Michelangelo’s David, exuberant palaces to magnificent towers, your custom-tailored Italy tour with Sicily takes you to unforgettable cities, each brimming with historical delight and treasured enchantment.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

traveling couple on the waterfront, Sicily


Unforgettable Romantic Getaway Tour to Sicily

14 Day Custom Tour

From $3,845

A romantic vacation should encompass exotic landscapes and transcendent experiences. Your custom-tailored romantic getaway to Sicily encompasses the lavish and the beautiful as well as natural wonders and ancient civilizations, combining for an unforgettable whirlwind of passion, history, and flavors. Share pastries in a celebrated bakery, with delectable treats crafted from inherited recipes. Sip wine on a secluded vineyard in view of Europe’s largest active volcano. Witness the magnificence of ancient temples up close. Swim in cobalt-blue waters and lounge on white sand beaches. Indulge in the otherworldly splendor of Sicily with your significant other, for a timeless memory.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Calabria, the southernmost region of Italy

Southern Italy and Sicily Tour: History & Indulgent Shores

11 Day Custom Tour

From $3,020

All roads lead to Rome, but your unique path begins in the fascinating heart of Sicily. Historic structures shimmer an aged gold. Emerald grapevines carpet the landscape beneath the shadow of Mount Etna’s peak. Ancient Greek temples speckle the landscape, overlooking olive orchards and orange groves. Cave dwellings honeycomb the walls of a ravine, and conical homes create a fairytale ambiance in the rolling hills of the southern Italian scenery. The radiance of Italy’s south bursts with life and culture, history and charm, ensuring your custom tailored Southern Italy and Sicily tour overflows with all the wonders in between.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Palermo Botanic Gardens in the region of Sicily, Italy

Beautiful Landscapes and Gardens of Sicily Tour

10 Day Custom Tour

From $2,745

Discover your private secret garden in Sicily, lush with decorative vines, orange groves and olive orchards; explore the rich soil that creates the incredible fertile landscape. Chefs create unique and widely sought dishes using traditional ingredients grown in personalized private plots. Noble families decorate their estates with blossoming white trees and towering palm fronds. Vineyards comb the fertile foothills of Mount Etna. Baroque palaces frame elegant squares and verdant gardens hide behind ancient Doric ruins. Your custom tailored tour of Sicily’s landscapes and gardens has you strolling along parks and botanical gardens, history, and unforgettable scenery.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

The grapes are ripe and ready to harvest. Variety quot uva Italia quot. September, near the city of Agrigento.

Wine Lovers Sicily Tour: History, Tasting & More

8 Day Custom Tour

From $2,195

Uncover the secrets to a perfect bottle of wine in the unparalleled landscape of Sicily. Follow the trail of an open-air museum dedicated to the different grapes of the island. Sip a sensual red or robust white in an antique farmhouse. Discover the ancient civilizations that settled the hillsides and shores. The subtle flavors of wine are influenced by the soil and elements, nurtured to absorb the qualities of its surroundings. Embark on a luxurious Sicily wine tasting experience that will introduce you to the Planeta estates and has you fall in love with the distinctive characteristic of each property’s wine and production.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize


Golf Vacation in Sicily: History, Culture & Tee

12 Day Custom Tour

From$3,295

Venture beyond “par for the course” on your luxurious golf vacation in Sicily, meant for golf enthusiasts and history lovers, culture aficionados and those that enjoy a delectable glass of wine. Set your tee on a course positioned alongside the Mediterranean Sea. Embark on the finest of Sicily private tours, and follow a footpath leading you to incredible ancient Doric temples peppering the hills. Sample the local wine of a boutique vineyard with a backdrop of Mount Etna and indulge in a panorama of the azure water shimmering in the Bay of Naxos. Your custom tailored tour brims with golf greatness, sensational scenery, and ineffable culture.

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Exclusive Baroque Tour of Sicily

7 Day Custom Tour

From$4,195

Sicily will enchant you with its stunning architecture, embracing culture, and elegant flavors on your custom tailored Sicily Baroque tour. Elegant statues frame trickling fountains. Locals dine on timeless recipes passed down from generation to generation. Quality olive oil is as coveted as celebrated wine, and sampled with the same reverence. Marketplaces alight with the colorful rinds of fresh produce. The aroma of citrus emanates from wild orange groves. Sicily’s layered history emboldens and enhances the wonders of its contemporary lifestyle, from the cities to the countryside, and to those that hold its traditions dear.

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UNESCO World Heritage Treasures of Sicily Tour

9 Day Custom Tour

From$2,470

Sicily is the home of past kings and fabled warriors, ancient cities and celebrated mosaics. Your Sicily tour is specially customized, specializing in showing you the true heritage of the island that housed historic cities larger than Athens and temples grander than those found in Delphi. Baroque architecture highlights the grandeur of the bygone and illuminates the celebrated culture of towns and cities across the landscape. Vibrant markets persist. Jovial fishers return from sea, following the gentle tide and searching for the pastel buildings lining the coast. The traditions of Sicily are powerful, exciting, and enchanting.

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The Godfather Tour of Sicily: Palermo & Taormina

7 Day Custom Tour

From$1,920

For fans of the Godfather trilogy, this custom tailored Godfather tour in Sicily is an offer you can’t refuse. Retrace the footsteps of Vito and Michael Corleone around the villages of Sicily. Listen to the echoes of familial rivalries that have spanned generations. Witness lavish historic palaces and breathtaking Baroque churches that influenced the powerful rise of the infamous Cosa Nostra, of which the Corleone Family fictitiously took part. Discover the depths in which the mafia spurred the growth of Sicily and how the crime families, large and small, captured imaginations across the world.

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 A Perfect Sicily Culinary Tour

8 Day Custom Tour

From$2,195

Bask in the simultaneously simple and complex flavors of Sicily in a paradise that you never knew existed. The Mediterranean Sea sparkles along the golden sandy beaches. Greek ruins adorn hilltops and overlook the surrounding valleys. Citrus orchards and olive groves provide ample tastes of the island’s natural flavors. Wineries blanket the undulating landscape and chocolateries fill the streets with indulgent rich aromas. Your Sicily culinary tour is custom tailored to your desires, allowing you to immerse yourself in the cuisine of Sicily that can be rustic or refined, sweet or savory, and is never less than scintillating.

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A Cultural Journey to Sicily Tour: Past & Present

11 Day Custom Tour

From$3,020

Sicily is a very distinctive region of Italy, filled with unique personality stemming from architecture that spans thousands of years. The coastline undulates between pristine beaches to remarkable cliffs. Mount Etna looms over wineries and cities, puffing smoke and spouting lava. Baroque palaces line charming piazzas. Marvelous frescoes decorate historic churches. Greek temples continue to stand tall along the edges of a modern city. Cobblestone streets twist and turn alongside medieval homes. Your custom tailored Sicily culture tour brings you to the unforgettable wonders of Sicily, embodied in the buildings, cuisine, and scenery scattered across the island.

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Jewish Cultural Tour of Sicily: History & Legacy

10 Day Custom Tour

From$2,745

The finer details of Jewish tradition have left a tangible mark on Sicily, adorning ancient buildings and shaping local culture. A hidden mikveh (bath used for ritual immersion) continues to bubble with fresh spring water. Stars of David decorate municipal buildings in towns that have not had a Jewish community for centuries. Synagogue foundations and demarcations of Jewish Quarters are found throughout the region. Jewish culture and traditions are as spirited and as tenacious as the people who hold these values dear. Your Jewish cultural tour of Sicily highlights the influence of Sicily’s Jewish population in the art, architecture, and cuisine on a luxury excursion of a unique and untold history.

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Gastronomy Tour of Sicily: Food, Wine, Cooking Class

8 Day Custom Tour

From$2,195

Puffs of smoke drift into the blue sky from the various craters of Mount Etna. Vineyards sweep across the foothills adding lush vines to the rugged landscape and absorbing the unique characteristics of the terrain. A local chef prepares artichokes in a farmhouse overlooking the lush prairie, and a decadent aroma fills the kitchen. Your gourmet Sicily tour shows you the flavors of the island, from brilliant wines to eclectic cuisine, ancient architecture to exquisite Mediterranean waters. Discover majestic Greek ruins and Norman mosaics, each day adding a wealth of pleasures for the senses.

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Discover Sicily Tour: A Feast for the Senses

14 Day Custom Tour

From$3,845

The discoveries of Sicily are endless on an island bursting with ancient wonders and vivacious culture, stunning landscape and iridescent beaches. Medieval towns crown towering mountains offering unparalleled views. Breathtaking Doric temples rise from valleys overlooking wild olive groves. Celebrated chocolate shops share with you their recipes passed down for hundreds of years. Cobblestone paths wind through antique buildings and into open elegant piazzas adorned with graceful churches. Your custom-tailored discover Sicily tour lets you explore Sicily like a local, relishing the thrill of adventure, the excitement of discovery, and the soothing calm of daily life.

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Amazing Family-Friendly Sicily Tour

8 Day Custom Tour

From$2,195

Magnificent marble columns and powerful seaside castles inspire the entire family, keeping the kids engaged and creating unparalleled memories on your custom-tailored Sicily tour for families. Gold sand beaches line the shores. Vibrant markets fill the cities with the aroma of refreshing citrus. Ancient temples rise over olive trees. Baroque palaces decorate inviting squares. Mosaics create layers of opulence in chapel and cathedral naves, and the towering summit of Mount Etna is a constant promise of adventure. The family will feel inspired during your unforgettable time in the Mediterranean island charms of Sicily.

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Highlights of Sicily and Malta Tour

10 Day Custom Tour

From$2,745

The ancient lives, modern wonders, and cultural pleasures of Malta and Sicily surpass all expectation. Your custom-tailored tour of Sicily and Malta immerses you in unparalleled splendor, from ancient Greek temples to medieval fortresses. The protective ramparts of small towns create a fairytale ambiance for you to enjoy. Baroque palaces frame charming cobblestone piazzas. You will experience the luxuries of country estates and the comforts of lavish hotels overlooking the sparkling Mediterranean Sea. Traditions encompass millennia of settlers traveling from across the globe as the scent of fresh citrus lingers from wild orchards.

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Helpful Content
Best Time to Visit Sicily
Coastal city of Cefalù in northern Sicily
Best Time to Visit Sicily

Sicily is a welcoming island with a warmth that derives from the Mediterranean light and rich heritage. An eternal crossroads along the clear and colorful waters of the Tyrrhenian and Ionian seas, Sicily is imbued with cultural, culinary, and natural treasures any time of year that you choose to visit. From Byzantine churches to Baroque cathedrals, the fumes of Mt. Etna to the views of Taormina, Sicily brims with splendor no matter the time of year.

Read More    >
Top 7 Things to Do in Sicily
Ancient theatre of Taormina in Sicily with Mount Etna in the background at sunset
Top 7 Things to Do in Sicily

Sicily is a treasure of Italy that captivates visitors with timeless ruins, classic culture, and mouthwatering gastronomy.  The scenery has shaped the culture from Mt. Etna to the shoreline, gorges to arid hills with cities hiding touches of ancient wonder. From captivating wines to delicious local recipes, volcano trekking to remainders of the Classical world and inspiring coastline, these are the essential things to do when you visit.

Read More    >

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