Travel With Us to Sicily

Sicily, the gentle Mediterranean sun kisses your face as you step off the plane, the promise of Sicily unfolding before you like a vibrant tapestry. This isn’t just any trip; this is your immersion into the heart and soul of an island where history whispers from ancient stones and laughter spills out onto sun-drenched piazzas. And it’s all made possible with Lit’l Pond Hospitality.

Known for its stunning beaches, ancient ruins, and expansive vistas, Sicily’s culture is a blend of Italian, Greek, Roman, Arab, Norman, and Spanish influences, culminating in a vibrant mix of language, people, and traditions uniquely its own. From landscapes, architecture, cuisine, and art, it would be our delight to show you all this special island’s beauty.

Our hope is that together, we can craft memories of a lifetime in an unforgettable Sicilian vacation. Whether you’re traveling solo, looking for an adventure with friends and family, or exploring the idea of relocating, we’re here to help.

Whatever your party size, we have a wide selection to choose from, whether you’re interested in outdoor adventures, seaside fun, ancient ruins, vineyard tours, holiday celebrations, or world heritage sites. Our local guides and expert planners have it all.

Cin Cin,
Danny & Michelle

Upcoming Trips

We make the magic. You keep the memories.

Our tour schedule can be fully booked by a small group of four to eight guests for an intimate experience. Or, select your dates and create a custom tour for two to twelve people, curated and delivered by Lit’l Pond Hospitality. The possibilities are endless.

Most of our tours begin or end in the elegant town of Acireale, just outside Catania. Mount Etna looms majestically in your view, its snow-capped peak a brilliant contrast to the vivid hues of the city below. You spend a morning exploring its rugged slopes before indulging in the region’s rich, volcanic wines that speak of the land. Mount Etna is central to the story of Sicily. Her moods and movements have shaped the island’s landscape and influenced many traditions; no story of Sicily is complete without her.

If you’ve arrived in February, it’s Carnevale!

The real magic begins as twilight paints the sky, ushering in the dazzling spectacle of Acireale’s Carnevale. The streets transform into a kaleidoscope of masks, confetti, and lights, with music and laughter all around you. The locals welcome you with open arms, encouraging you to don your costume and join the revelry. You feel like you’ve stepped into a dream, a vibrant pageant where ancient traditions and pure joy intertwine.

Your journey then leads you to the charming town of Chiaramonte, your home base for the next leg of the adventure. Monday brings even more Carnevale fun with the Sagra della Salsiccia, a lively sausage festival that fills the air with delicious aromas and jovial chatter. You feel like the whole town has come out to celebrate, and you’re welcomed as part of their extended family.

In March, the Festa del Mandorlo, or Almond Blossom Festival, is in Fiore in Agrigento.

Imagine participating in a folk festival celebrating its 78th year, drawing groups from all over the world. The colorful parades sweep you away with spirited singing and dancing. All of this unfolds against the backdrop of the Valley of the Temples, an ancient wonder that transports you back to the time of Greek gods and goddesses.

Or visit us at Easter, or as the Sicilians call it, Pasqua.

Oh, what a week! Spring is in full bloom, with markets bursting with artichokes and fennel, and Chef Danny takes you on a delightful tour, sharing stories and tips. Easter in Sicily is a profound experience, a blend of solemnity and celebration. You witness the deeply moving processions in the streets and town squares, the drama of the betrayal, the crucifixion, and the joyous celebration of the resurrection. This journey is an 8-day program thoughtfully created, which includes Easter dinner with a local family, giving you an insider’s view of these time-honored traditions.

In May, winemakers across the island celebrate Cantine Aperte, or Open Cellars, a time where they open their doors for you to see all that goes on in the world of wine making.

From Mount Etna’s slopes to Vittoria’s vineyards, you’ll meet passionate winemakers who have dedicated their lives to their craft. Visit renowned estates like Donnafugata and Occhipinti and discover numerous small, artisanal wineries. Walk through vineyards, explore cellars, and engage in lively conversations about the art of winemaking. Our May tour begins with the region’s historical, culinary, and cultural visits, culminating with Cantine Aperte for a grand celebration.

In September, the Grape Harvest Festival, Sagra della Vendemmia, honors the generations of families dedicated to the growing and harvesting of grapes and the ancient art of making wine.

It’s a celebration like no other, and the Sicilian families welcome you to come and share in the celebration with music, traditional dance, parades, fireworks, food, and wine.

Lit’l Pond Adventures will take you along the winding coastal road to Ortigia, the island heart of Sircusa. You are drawn to the main square, dominated by a breathtaking Cathedral, a marvel of Sicilian-Baroque artistry. But as you learn, this isn’t just any church; it’s a living history book. Beneath its ornate façade lie the remains of an ancient Greek temple dedicated to Athena. Imagine standing where ancient Greeks once prayed, and where centuries later, Christians built their house of worship. You enjoy a savory seaside lunch with the sparkling sea as your companion before finding the Fountain of Arethusa, where mythology and reality blur together.

 

Your journey with Lit’l Pond Hospitality is more than just a vacation. It’s your invitation to be part of something bigger, to connect with the heart of an island and its people. And as the sun sets on your final day, you know you’re leaving a piece of your heart in Sicily, a heart now filled with memories that will last a lifetime.