Sicily Tour for Women
A Tapestry of Time
February 22- March 1, 2027
Trip Overview
Dates: April 14-20, 2027
Duration: 7 Days
Investment: Starting at $5,595
Activity Level: Moderate - This journey includes plenty of walking, including guided walking tours, archaeological sites with rough ground, and cobbled or uneven streets in historic town centers. This trip is not wheelchair accessible and is not recommended for travelers with mobility issues.
Availability: Book Now
Experience the History, Culture & Flavors of Sicily
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.
Discover lively markets and historic streets in Palermo, wander among the ancient Greek temples of Agrigento, admire the Baroque beauty of Noto, and explore the seaside lanes of Ortigia. Along the way, you’ll experience Sicily through its food, wine, history, and local traditions.
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 long dinners with your fellow travelers (and plenty of granita!), each day brings something new to discover together.
We’ll take care of the logistics so you can relax, connect, and fully revel in your spring adventure in Sicily.
Is This Sicily Journey Right for You?
You’ll enjoy this journey if you:
Love experiencing a destination through its history, food, culture, and local traditions
Are comfortable with plenty of walking, including cobbled streets, historic town centers, and archaeological sites with uneven terrain
Want to explore Sicily’s iconic destinations, including Palermo, Agrigento, Noto, and Ortigia
Get excited about hands-on experiences like a Sicilian cooking class, wine tasting, market visits, and meeting local artisans and producers
Appreciate a relaxed pace with a mix of guided experiences and free time to shop, explore, or linger at a café
Prefer having transportation, accommodations, guides, and key experiences planned for you
Are traveling solo and want to experience Sicily with a small group of adventurous women
This is a Moderate activity level journey with plenty of time spent exploring on foot. You’ll want comfortable walking shoes and confident footing so you can fully enjoy Sicily’s historic streets, archaeological sites, and charming towns.
Sicily Journey Highlights
Explore Historic Palermo
Discover Sicily’s vibrant capital through its lively markets, historic streets, local boutiques, and fascinating blend of cultures. You’ll even shop alongside a local chef before a hands-on Sicilian cooking class.
Discover the Seaside Charm of Ortigia
Wander the streets of this historic island, sample local sweet treats, browse boutiques and ceramics, and enjoy two nights at a waterfront hotel.
Walk Among Ancient Greek Temples
Explore the UNESCO World Heritage Valley of the Temples in Agrigento, home to some of the Mediterranean’s best-preserved ancient Greek temples.
Experience Sicily’s Wine Country
Visit a small, organic, locally focused winery for a wine tasting and light lunch after exploring the golden Baroque architecture of Noto.
Taste the Flavors of Sicily
Experience Sicily through its food, from granita and cannoli to fresh ricotta at an award-winning cheese farm, a hands-on cooking class, and plenty of memorable meals together.
Step Into Sicily’s Ancient History
Admire the spectacular Roman mosaics of Villa Romana del Casale and meet a local artisan keeping Sicily’s tradition of hand-painted festival carts alive.
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Arrive at Palermo Airport (PMO) and enjoy a private transfer to your hotel in the heart of the old town.
Check-in is at 3:00 PM, but if you arrive earlier, feel free to drop off your luggage and take a stroll through the lively streets nearby.
In the afternoon, meet your guide and fellow travelers for a brief orientation, followed by a guided walking tour to discover Palermo’s rich history and vibrant culture.
Later, join the group for a welcome dinner and savor your first delicious Sicilian meal—perfect for connecting with your new Bold Spirit travel companions and kicking off your adventure together.
Meals: Welcome dinner & orientation cocktail
Hotel: Palazzo Brunaccini in Palermo or similar
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It’s OK to eat granita siciliana everyday; you’re on vacation.
Start the morning exploring one of Palermo’s lively markets with a local chef, selecting fresh ingredients for a hands-on Sicilian cooking class.
Enjoy the meal you prepare for lunch, then spend the afternoon at leisure browsing shops or join an optional visit to the Norman Palace and the dazzling Palatine Chapel, famous for golden mosaics and historic role as the seat of Sicily’s parliament.
Dinner on your own this evening. Our tour leader will have restaurant recommendations for you.
Meals: Breakfast, Lunch cooking class
Hotel: Palazzo Brunaccini in Palermo or similar
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In Sicily, life unfolds deliciously slowly—with late-night dinners, sun-soaked markets, and a culinary heritage shaped by centuries of Mediterranean trade and conquest. This is one of the best places to try cannoli and all manner of pistachio-flavored delicacies.
Today we travel south, leaving bustling Palermo behind for the peaceful Sicilian countryside.
Along the way, we’ll stop at an award-winning local cheese farm to see how fresh ricotta is made, watch the traditional art of shaping cheese into festive animal figures, and enjoy a tasting.
After lunch together at the farm, we’ll continue to our charming countryside hotel.
Take time to relax in the gardens or stroll to the nearby coast before dinner at the hotel’s restaurant.
Meals: Breakfast, Lunch at cheese producer, Dinner
Hotel: Countryside historic inn near seaside
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This morning, meet a local artisan and marvel at the skill that goes into creating Sicily’s famous “carri” (hand-painted festival carts).
Then, wander Agrigento’s charming main street, peek into pastry shops, browse local crafts, and stop for a leisurely lunch at a trattoria.
In the afternoon, get ready for one of the trip’s highlights: the UNESCO World Heritage Valley of the Temples. Walk among some of the Mediterranean’s best-preserved Greek temples and imagine life back in ancient times—no toga required!
Later this evening, enjoy a group dinner back at our hotel.
Meals: Breakfast, Dinner
Hotel: Countryside historic inn near seaside
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Ciao for now to our countryside hotel — we are headed to Ortigia.
Today we travel to Sicily’s east coast, stopping to admire the spectacular Roman mosaics of Villa del Casale—perfectly preserved under a landslide for a thousand years, including the first-ever “bikini” depicted on a weightlifting woman.
Continue onward to Ortigia, a small island rich with Greek history.
Enjoy a casual orientation walk with your tour leader, sample local treats like granita and cannoli, and settle in for two nights at your charming waterfront hotel.
Dinner on your own this evening.
Meals: Breakfast, Mini Sweets Tasting Tour in Ortigia
Hotel: Small boutique hotel on the Ortigia waterfront
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This morning, your driver will take you to the charming Baroque town of Noto, where golden limestone buildings and ornate balconies sparkle in the sun.
Stop for a cappuccino before heading into Sicily’s wine country to visit a small, organic, locally-focused winery.
Enjoy a wine tasting and light lunch, then return to Ortigia to relax, explore, or do some shopping in the city’s many tempting boutiques. Ortigia is a great place to purchase ceramics.
Later, our Bold Spirit group will gather for a farewell dinner. Raise a glass and say cheers to a wonderful Sicilian adventure and new friendships!
Meals: Breakfast, Winery Lunch, Farewell Dinner
Hotel: Small boutique hotel on the Ortigia waterfront
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Alas, our adventure has come to an end.
After breakfast at the hotel, it’s time to say farewell to all your Bold Spirit friends before you head to the Catania airport (note that you met us at the Palermo airport at the start of this trip).
There will be one private group transfer to the airport in Catania (CTA). The transfer will be for flights after 12:30PM on this day.
Your tour leader can also help you arrange a private transfer at your own expense for earlier / later departures, or for those who plan to stay on another day or two in Ortigia or Catania.
Our hotel in Ortigia is about 1 hour from the Catania airport.
If you have the time, consider spending two nights in Catania before flying home. We can recommend a great hotel for you.
Want to see more of Italy? Think about flying to Rome or to Naples to extend your adventure
*There are many international international flights out of Catania to North America and to Rome.
Meals: Breakfast
Your Eight-Day Sicily Itinerary
What's Included in Your Sicily Journey?
What’s Included:
Seven days and six nights at beautiful hotels and inns
An English-speaking Bold Spirit tour leader accompanying you every step of the way
All meals as indicated in the detailed itinerary (lunches and dinners include one glass of wine)
Private land transfers for the Bold Spirit group throughout the entire adventure
A small group experience—no more than 15 Bold Spirit women travelers
Local expert guides showing you the best of the region
All equipment needed for activities
A session over Zoom to get you ready for this Bold Spirit adventure (1 month or so before the trip to meet other guests)
A packing list
A WhatsApp group to connect with your travel buddies
What’s NOT Included:
Round-trip airfare
Cost for additional activities
Taxis to the airport or train station on departure day if you do not travel with the group transfer on Day 7
Meals not outlined in the detailed itinerary
Alcoholic beverages (lunches and dinners do include wine, but not cocktails)
Personal expenses, such as souvenirs
Travel insurance
Early hotel check-in
Room service/minibar
Laundry
Tips for guides and drivers
Traveling Solo in Sicily
“Well organized trip with the perfect amount of scheduled activities and free time to explore. The hotels were beautiful, the restaurant meals included were top notch and the places we visited were all unique and interesting. I found Bold Spirit to be professional and an incredible value for what I paid.”
— Sunny H.
Activity Level, Accessibility, and Preparation
Activity Level & Accessibility:
This is a moderate activity level journey with plenty of walking. Some paths will take you over rough ground at archaeological sites and across cobbled or uneven streets in historic town centers. A good level of fitness and confident footing will help you make the most of the trip. This tour is not suitable for travelers in a wheelchair or with mobility issues.
What to Bring:
Comfortable walking shoes
Dressy attire for nights out to dinner
Day pack or bag
Reusable water bottle
You’ll receive a detailed packing list after registering
Travel Insurance
Insurance is strongly recommended for your Bold Spirit trip. We highly recommend that you obtain adequate coverage for cancellation, curtailment, and loss of luggage and personal effects.
Your deposit and final trip balance can then be recovered via a claim to your insurance provider in the event that you must cancel your adventure due to unforeseen circumstances.
Private Rooms
We know that some women need their own space. We pay the same amount for the room whether there are 2 people in it or just 1. When you get the private room package, you are paying for the entire room rather than just ½ of it. This is why it costs more. Thanks for understanding.
Roommate Matching
We are happy to pair guests with a roommate which allows you to save money and make a friend (we must have two women requesting this to pair you together). Solo travelers wanting to share with another solo female can book a private room and request a match with a fellow traveler. If a match comes up, we can move you both into a shared room and adjust the package price. Ask us about this.
Deposit & Refund Policy
Payment dates:
Deposit: $700 upon registering
2 subsequent payments
Refund amounts are determined as follows:
120+ days before trip: Full refund minus non-refundable deposit
120–90 days before trip: 50% of balance minus non-refundable deposit
90 days or fewer before trip: No refund
Luggage Limits
You may bring one wheeled bag weighing no more than 50 lbs, one day pack, and one purse. You’ll need to be able to handle your luggage on your own, so make sure you can comfortably lift what you pack.
Minimum Requirement
Bold Spirit Travel requires a minimum number of guests in order to confirm a trip departure. A trip will be officially confirmed once the minimum guest count has been met (6 guests).
Bold Spirit Travel reserves the right to cancel any trip that does not meet the required minimum attendance. In such cases, all payments made to Bold Spirit Travel will be fully refunded.
Guests are advised not to book airfare or other travel arrangements until their trip has been confirmed. Bold Spirit Travel cannot be held responsible for any personal expenses, including airline tickets, incurred as a result of changes to itineraries or trip cancellations.
Ready to Explore Sicily With Bold Spirit Travel?
Have questions about traveling to Sicily with Bold Spirit Travel? Book a free discovery call!