Travel solo—but never feel alone—on this welcoming small-group journey to Sicily designed especially for women who love to explore and connect with others along the way.
This trip brings together a small circle of curious, adventurous women who enjoy discovering new places, sharing great meals, and forming friendships through travel.
With experienced local tour leaders guiding the way, you’ll explore Sicily at a relaxed pace while enjoying the camaraderie that comes from traveling with like-minded women.
Along the journey, we’ll visit some of Sicily’s most memorable places together: the charming historic island of Ortigia, lively markets and historic streets in Palermo, the remarkable ancient ruins of the Valley of the Temples, and the elegant Baroque beauty of Noto.
Sicily’s long history—shaped by Greeks, Romans, Arabs, and Normans—means every town has stories to share.
From the stunning mosaics of Villa Romana del Casale to the seaside lanes of Ortigia, each day brings something new to discover together (while enjoying a granita?).
This Bold Spirit journey is about more than seeing beautiful places. It’s about enjoying meaningful conversations, laughter over long dinners, and the simple joy of exploring the world with a supportive group of women. We’ll take care of the logistics so you can relax, connect, and fully revel in your spring adventure in Sicily.
Meals: Welcome Cocktail, Dinner
Hotel: Boutique hotel in the historic center of Palermo
Meals: Breakfast, Lunch
Hotel: Boutique hotel in the historic center of Palermo
Check in at our charming countryside hotel near the seaside. Take time to relax in the gardens or stroll to the nearby coast before dinner at the hotel’s restaurant.
Meals: Breakfast, Lunch, Dinner
Hotel: Countryside historic inn near seaside
Meals: Breakfast, Dinner
Hotel: Countryside historic inn near seaside
Ciao for now to our countryside hotel — we are headed to Ortigia. Today we travel to Sicily’s east coast, stopping at Villa del Casale and continuing onward to Ortigia, a small island rich with Greek history.
Meals: Breakfast, Mini Sweets Tasting
Hotel: Small boutique hotel on the Ortigia waterfront
Meals: Breakfast, Lunch, Dinner
Hotel: Small boutique hotel on the Ortigia waterfront
After breakfast, it’s time to say farewell to all your Bold Spirit friends before you head to the Catania airport.
Meals: Breakfast