Trip Type : Group Tour
Beautiful view of agrigento, Italy_P

Best of Sicily (Off-Season) in 11 Days Tour

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Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
5.0 . Excellent
Travel Style: You will have solid amounts of both free time and structured time with some activities and meals included. Mixed
Physical Level: Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps. Moderate
Lodging Level: Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels. Value - 3 star
11 days
From: $ 1,995 $ 181 / day
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  • Explore Monreale
  • Visit Ancient Greek site of Segesta
  • Experience Syracuse Ortygia island neighborhood walk
  • Explore Neapolis Archaeological Park

Short Description

Rick Steves' most popular off-season tour immerses you in the culture, cuisine, and history of Sicily. On your spring or autumn ramble across the island, your Rick Steves guide will introduce you to the tasty pleasures of local fruits, pastries, and traditional cooking, Italy's brightest pottery and boldest wines, Europe's most amazing ancient Greek ruins, the steamy power of Mount Etna, and picture-perfect hilltop villages. Join us for the Best of Sicily (Off-Season) in 11 Days!

Groups are between 25-60 people, typically ~30-40. Usually there will be many opportunities to split off and enjoy meals and excursions in smaller groups. This is the most economical way to travel, saving up to 40% versus booking the same itinerary yourself.
Trip Type Group Tour
See all the highlights and popular spots on a classic tour.
Itinerary Focus Classic Highlights
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Lodging Level Value - 3 star
Flights & Transport Only ground transport
Start City Palermo
End City Catania

Trip Includes

  • A small, friendly group of 24–28 people — half the size of most tour groups
  • Full-time services of a professional Rick Steves guide and local experts who will make the fascinating history, art, and culture of Sicily come alive for you
  • All tours and admissions — at no extra cost — covering at least 22 group sightseeing events , Palermo walking tour , Palazzo Federico tour , Monreale Cathedral and Cloister tour , Segesta , Erice orientation walk , Trapanese regional tasting , Sicilian pastry lesson , Marsala Salt Flats boat cruise (weather permitting) , Island of Mozia visit , Valley of the Temples tour , Agrigento Archeological Museum tour , Villa Romana del Casale , Ragusa orientation walk , Sicilian cooking class , Chocolate-making demonstration and tasting , Hill town visit , Syracuse Ortygia island neighborhood walk , Neapolis Archaeological Park , Puppet theater performance , Museo dello Sbarco tour (WWII) , Catania fish market tour , Wine tasting at Sicilian winery… and more
  • All group transportation from Palermo to Catania
  • 10 nights' accommodations in memorable, centrally located hotels
  • All breakfasts and half your dinners
  • All tips for guides and driver
  • Rick Steves Travel Store credit to use toward guidebooks for your trip
  • Guaranteed tour price, locked in the moment you make your deposit
  • Optional single supplements — this tour has a limited number of private rooms for solo travelers for an additional fee
  • Tour alum discount of $50 for each tour you've taken prior to 2017
  • 50% discount on a consulting appointment with our in-house experts to assist with your pre- or post-tour travel plans
  • Flexibility should you need to transfer, or cancel/interrupt your tour
  • Fine print: You are responsible for the cost of your drinks and free-time sightseeing. See our Tour Conditions Agreement for important details regarding everything listed above

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Day 1: Welcome to Sicily

We'll gather at our hotel in Palermo at 3 p.m. for a welcome meeting. Then we'll begin our Sicilian adventure together by joining a contessa for a personal tour of her family's home, the Palazzo Federico. We'll end our evening getting to know one another at a "Welcome to Sicily" dinner together. Sleep in Palermo (2 nights). No bus. Walking: moderate.

Day 2: Palermo and Monreale

Let's meet our local guide for a tour through Palermo's colorful and bustling Ballaró street market – spiced with an evocative whiff of Africa. Then we'll greet our driver and hop aboard the coach bound for the hill-topping town of Monreale, renowned for its Arab-flavored cathedral, blending Byzantine, Arab, Berber Jews, Gothic, and Norman tradition, heritage, and art. We'll tour the cathedral's interior of glittering, golden mosaics as well as the story-telling columns of the cloister. After lunch, we'll return to the city, where your guide will show you their favorite part of Palermo, before setting you free to explore more of this exciting, energetic city, and discover that perfect trattoria for dinner on your own. Bus: 1 hr. Walking: strenuous.

Day 3: Ancient Segesta and Mountaintop Erice

This morning we'll head toward the island's western coast, stopping at the ancient Greek site of Segesta to meander through its magnificent Doric temple and hilltop theater. Then we'll continue to the enchanting medieval mountaintop town of Erice. Believed by Romans to be the home of Venus, Erice eventually evolved into a center for Christian convents and home to heavenly pastries (which we'll learn about and taste). This afternoon we'll enjoy a tasty lunch that includes the region's specialties: sun-dried tomatoes, Castelvetrano olives, and Marsala wine, before driving to the bustling port town of Trapani and checking into our hotel. After an evening orientation walk, we'll set you free for dinner. Sleep in Trapani (2 nights). Bus: 3 hrs. Walking: moderate.

Day 4: Salt Harvesting and Seaside Trapani

Today we'll drive down to the Trapani "salt-pans" — a coastal wetland and nature reserve where sea salt has been harvested for nearly 3,000 years. We'll tour the ancient Phoenician island of Mozia and learn about this bygone civilization. Then our guide will explain the history and process of salt harvesting as we tour the area by boat. You'll be free to spend the rest of your day exploring the seaside town of Trapani. This evening find that perfect terrace, savor your favorite apertivo, and watch the sun dip below the horizon. Boat: 1 hr. Bus: 2 hrs. Walking: moderate.

Day 5: Ancient Agrigento and Country Living

This morning we'll take a magical history tour through the ruins of Agrigento, one of the richest of the Greek colonies and a thriving democracy 2,500 years ago. We'll also tour the vast collection of artifacts at Agrigento's Archaeological Museum. This afternoon we'll head to our tranquil countryside hotel. You'll have plenty of time to soak in the scenery before tonight's dinner together. Sleep in or near Agrigento (1 night). Bus: 3 hrs. Walking: moderate.

Day 6: Roman Mosaics and Ragusa

The Romans also colonized Sicily, which we'll learn about at today's first destination, the Villa Romana del Casale. Here we'll spend much of our morning surrounded by the world's most rich and colorful collection of Roman mosaics — including the time-bending "bikini girls" mosaic, discovered less than 60 years ago. This afternoon we'll enjoy a leisurely lunch in the countryside. On the road again, we'll head to the hilltop town of Ragusa. After we check into our hotel, we'll take an orientation walk through Ragusa, where you'll be free for dinner. Sleep in Ragusa (2 nights). Bus: 4 hrs. Walking: moderate.

Day 7: Charming Ragusa

The day is yours to wander along Ragusa's narrow streets and soak in the simple pace and traditions of everyday Sicilian life. Enjoy the sights, sounds, and tastes of this delectable hill town. Tonight we'll gather for a family-style cooking lesson featuring the region's traditional recipes. No bus. Walking: light to strenuous (your choice).

Day 8: Hill Town Visit and Ortygia

This morning we'll experience (and taste!) the ancient technique of chocolate making, introduced to Sicily by the Spanish colonists. Then we'll take a drive to your guide's favorite hill town in the Ragusa region. After free time for exploring and lunch, it's on to Syracuse, in ancient times "the greatest Greek city and the most beautiful of them all." This evening we'll take a walk through the city's historic old town on the island of Ortygia, ending with a lively performance of Sicily's traditional puppet theater, where language is no barrier to entertainment. Sleep in Syracuse (2 nights). Bus: 3 hrs. Walking: moderate.

Day 9: Syracuse, Past and Present

This morning we'll experience the roots of modern drama with a tour at Syracuse's impressive Neapolis Archaeological Park, where an ancient Greek theater is carved into the rock. Then the afternoon is yours to wander through Syracuse's delightful jumble of Greek, Roman, medieval, and Baroque layers — or settle on a quiet park bench with a harbor view. No bus. Walking: moderate.

Day 10: War, Wine, and Catania

After breakfast, we'll head north to Catania, where we'll tour the Museum of the 1943 Landings in Sicily (Museo dello Sbarco). We'll learn how, nearly a year before D-Day, Allied troops found themselves fighting against — and at the same time liberating — their Italian adversaries. Then, after a tour of Catania's famous fish market, we'll take a drive up the slopes of Mount Etna to a local winery. We'll gather tonight back in Catania for a farewell dinner, to say arrivederci, share travel memories, and toast to new friends. Salute! Sleep in Catania (1 night). Bus: 2 hrs. Walking: moderate.

Day 11: Tour Over After Breakfast

Breakfast is provided, but there are no group activities today. It's a breeze to reach Catania's airport by shuttle bus or taxi. Your guide will help you with any post-tour planning, leaving you well prepared for the road ahead. Grazie e ciao!


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Price From $ 1,995
Price Per Day: $ 181 per day
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  • Single Supplement (Single Occupancy): $ 575

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Prices may vary due to local taxes and trip seasonality. Click "Request Info" to inquire directly with the tour operator for the final trip price.

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Best of Sicily (Off-Season) in 11 Days Tour

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Company Reviews


We went on the My Way Best of Euope 14 day tour last month. Excellent tour. So much to see!!! We loved it!! I would highly recommend it if you are an independent traveler who doesn't want any stress.
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Highlights of the Lowlands

My first, and definitely not last, Rick Steves tour. Our guide was spectacular and the lodging nice at every location. I was blown away with how good the food was at every group meal.
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Optional Activities

Sightseeing on Your Own

If you arrive in Sicily before your tour begins, use the Sicily guidebook to get oriented. Ride the public transportation, try out a few words of Italian, and get over your jet lag with lots of fresh air and exercise.

Here are suggestions for sightseeing in Palermo that we do not do as a group: Cappella Palatina, Teatro Massimo (closed Mondays), Marionette Museum, Museo Archeologico Regionale A. Salinas, Palazzo Abatellis, Capuchin Crypt, Palazzo Mirto, Galleria D'Arte Moderna (GAM).

Flights & Transport

Only ground transport

Group Size:

Standard Group

Maximum Number of People in Group: 28

Additional Information:

Activity Level

This is one of our most active tours! Most days are strenuously paced with 2–8 miles of walking, including hilly terrain and lots of stairs.

Trip ID#:


Trip Excludes

  • International Flights
  • Passport and Visa Charges
  • Personal Expenses

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