Cycling Southwestern Sicily's Ancient Mediterranean Cities

Cycling Southwestern Sicily's Ancient Mediterranean Cities

This bicycle tour of western Sicily will show you the best of traditional southern Italy. Beginning in Agrigento, you'll ride to the coastal town of Trapani known for its seaport and tuna fishing. Explore the medieval village of Erice with its narrow stone alleyways, and the hilltop town of Caltabellotta. Along the way you'll also visit Marsala and sample its fortified wines, and discover some of the finest classical Greek temples still in existence at Selinunte and Agrigento. The diverse terrain offers a rewarding cycling journey through beautiful regions rich in vineyards and agriculture, and picture perfect coastal views.

***Continue your exploration of Sicily and join us to for the Grand Cycling Tour of Sicily which includes Bicycle the Baroque Towns of Southeastern Sicily trip!***

Tour Dates & Prices

Private Room Fee
Sep 23-29, 2023
Departure confirmed!
Oct 7-13, 2023
Departure confirmed! Sold out. Wait list available.
May 11-17, 2024
Sep 21-27, 2024
Oct 5-11, 2024

* We are happy to match solo travelers who would like to share a room with someone of the same gender. If no match exists, due to hotel pricing, we will charge 50% of the private room charge. This charge will be collected at the time of the final payment. If a roommate assignment is available it will be refunded at the conclusion of the tour.

** For information about what your tour status means please see our FAQ page.

Tour Style: Classic Hold A Space Request Private Departure Download Itinerary Tour Map
  • Trip At-A-Glance
  • Tour Summary
  • Daily Itinerary
  • Travel Information
  • Map
  • Reviews
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Trip At-A-Glance

Trip At-A-Glance

  • Length / 7 Days
  • Total Distance / 349km (215 miles)
  • Avg. Distance / 68km (42 miles) per riding day
  • Tour Level & Tour Style / 3.5 Classic
  • Countries / Italy
  • Begin/End / Agrigento / Trapani
  • Price / From TBA
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Tour Summary

Tour Summary

  • Highlights
    Agrigento, Lunch at Caltabellotta, Guided walk of Selinunte, Marsala wines, Erice, Trapani
  • Includes
    7 days, 6 nights' accommodation; meals as noted in itinerary; guided walk of Valle dei Templi and Selinunte; wine tasting; Marsala wine tasting; and the usual (see below).

    Learn more about what is included and what to expect on your Classic tour at the Classic Tour Style page.
  • Arrive / Depart
    Catania Vincenzo Bellini/Fontanarossa (CTA) / Palermo Falcone Borsellino Airport (PMO) or Vincenzo Florio Airport Trapani-Birgi (TPS)
  • Overall Tour Level
    3.5 difficulty level 3.5

    Expect some climbing every day with one day in excess of 3,000 feet.

  • Daily Ride Summary




    Day Level


    Test ride
    72km / 1016m
    difficulty level 4.0
    63km / 986m
    Very hilly
    difficulty level 4.0
    60km / 630m
    Rolling hills
    difficulty level 3.0
    Today's ride is an optional loop ride
    75km / 415m
    Rolling hills
    difficulty level 2.5
    79km / 1123m
    difficulty level 5.0
    Shorter optional ride available
    Last day

Terrain Legend

Gentle Gentle

Rolling hills Rolling hills

Hilly Hilly

Very hilly Very hilly

Mountainous Mountainous

Daily Itinerary
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DAY 1: Meet in Agrigento

Highlights: Agrigento, guided visit Valle dei Templi

Agrigento features one of the finest collections of ancient Greek temples anywhere in the Mediterranean basin. Our hotel is not far from the ruins and we'll take a guided visit at the Valle dei Templi as the setting sun turns the limestone columns a golden color. We celebrate with an inaugural dinner together this evening.

The May 6 departure will stay at the Hedoné Design Experience.

DAY 2: Agrigento to Sciacca

Highlights: Sciacca

Your ride today offers a lovely combination of terrain as you head inland through wheat fields, and vineyards towards the village of Cattolica Eraclea. When the sweet scent of oranges envelopes you, you will know that you are approaching the town of Ribera famed for - you guessed it - orange (and olive) groves! The landscape changes again as you enter a magical area filled with whimsical geologic formations just before you enter Ribera. Our destination today is Sciacca.

  • Distance: 72km (45mi)
  • Gain: 1016m (3332ft)
  • Terrain: Hilly
  • Day Level: difficulty level 4.0
  • Meals: Breakfast
  • Lodging:

DAY 3: Sciacca to Menfi

Highlights: Extraordinary lunch at Caltabellotta, swimming pool

Today you'll enjoy a gorgeous and challenging ride (or shuttle in the van) to Caltabellotta where you'll feast on a lunch of Sicilian specialties. This hilltop village is nestled on a limestone perch three thousand feet above Sciacca. After lunch the rest of the ride is a feast for the senses as you spin through aromatic citrus and olive groves on your way to our elegant lodge tonight. Enjoy a refreshing dip in the swimming pool, and the spectacular views.

  • Distance: 63km (39mi)
  • Gain: 986m (3234ft)
  • Terrain: Very hilly
  • Day Level: difficulty level 4.0
  • Meals: Breakfast, Lunch, Dinner
  • Lodging:

DAY 4: Loop ride to Selinunte and the sea

Highlights: Selinunte, optional ride to the beach

Enjoy a ride to Selinunte where we'll have a guided walk through some of the most spectacular ruins in Sicily. The Greek ruins are divided between two ridges, one features temples and the other the remnants of the ancient city. Take an optional ride to the beach at Porto Palo if you'd like a little extra mileage and the chance for a swim. Tonight we’ll enjoy a special dinner in a local winery, wine tasting and visit.

  • Distance: 60km (38mi)
  • Gain: 630m (2066ft)
  • Terrain: Rolling hills
  • Day Level: difficulty level 3.0
  • Meals: Breakfast, Dinner
  • Lodging:

DAY 5: Menfi to Marsala

Highlights: Castelvetrano, vineyard landscapes, Marsala and its wines

A beautiful ride is on tap for today. Fall in love with typical Sicilian landscapes that feature rolling hills covered in vineyards. This spectacular ride leads you to Castelvetrano and stop to admire its beautiful square. Next up is Mazara del Vallo where you'll have the chance to explore examples of Muslim architecture and enjoy fresh fish from one of the largest fishing ports in Italy before riding back along the shore to Marsala. This afternoon we'll sample the famous, fortified Marsala wines.

  • Distance: 75km (47mi)
  • Gain: 415m (1361ft)
  • Terrain: Rolling hills
  • Day Level: difficulty level 2.5
  • Meals: Breakfast
  • Lodging:

DAY 6: Marsala to Trapani

Highlights: Bike to Erice and Trapani

You ride west today, partially along the coast and then up to the hilltop village of Erice. Erice was a Greek town and important medieval fortress that maintains its original ambiance. The end of the bike ride takes you to the coastal town of Trapani for a celebratory dinner together.

The September 30 - Grand Cycling Tour of Sicily (October 7 - Southwestern Sicily's Ancient Mediterranean Cities) departure will stay at the Hotel San Michele. All other departures will stay at the Residence La Gancia.

DAY 7: Cycling tour ends today in Trapani

Highlights: Trapani

There is plenty of history in Trapani as its strategic position on a slip of land saw Carthaginians, Normans, Arabs, Spanish, and Bourbons walk its streets before the unified Republic of Italy was formed in 1861. If you spend a few days here we recommend a boat excursion and head off to the nearby island of Favignana. Join us again sometime soon!

  • Meals: Breakfast
Travel Information

Travel Information

Day 1: Arrival Information

Meet in Agrigento

Meeting time 2 p.m. (don't be late or you'll miss the excellent guided visit of the Temples!) - on Day 1, meet your fellow cyclists and Tour Leaders at the Day 1 Hotel specified on the itinerary.


As you are planning, remember that the hotels listed in our itineraries are our primary hotels and are - in rare cases - subject to change. Before you make arrangements, check with us if your tour departure is guaranteed. If your tour departure is out further than 6 months, please also check with us as there might be slight changes to the itinerary.

The below information will help you plan your arrival. For more tips or other routes, you might like Rome2Rio. The fare and timing information listed below is approximate.

We recommend flying into the Catania Airport (CTA).

  1. Taxi to Catania Centrale train station (20 min/EUR 25 (for 2 people))
  2. Train from Catania to Agrigento Centrale (4.5 hours/Fares vary, no advance booking necessary)
  3. Taxi from the Agrigento train station to the Day 1 hotel. (10 min/EUR 10-15)
  • Or hotel transfer from the Catania Airport to the Day 1 Hotel (2.5-3 hours/fare varies by number of passengers and time of day)

Note: Sicily is not an entirely train-friendly region and on some routes train travel can take several hours with various changes, so it's not as convenient as in other Italian regions. However, for the route above, the bus service has been suspended, so the train is the best options to get from Catania to Agrigento at this time.

Day 7: Departure Information

Cycling tour ends today in Trapani

Your trip ends on the final day after breakfast.

The below information will help you plan your departure. For more tips or other routes, you might like Rome2Rio

Flying out of the Trapani Airport (TPS):

  • Taxi from the ending hotel to the Trapani Airport (20 min/EUR 30)
  • Or AST Bus from Trapani Porto (Tour Leaders or hotel staff can assist) (40 min/EUR 5)

If you choose to fly out of Palermo (PMO):

  • Taxi from the ending hotel to the Palermo Airport (1 hour/EUR 110 for 1 to max. 4 persons)
  • Or Segesta Autolinee Bus from Trapani Porto to Palermo Airport (Tour Leaders or hotel staff can assist) (1 hour 10 min/EUR 10)

Pre-Trip Planning Checklist

To do right after you booked!

6 to 3 Months Prior to Tour Start Date

  • Refer to your Tour Packet/Itinerary to see step-by-step arrival and departure information for your tour, meeting place and time, if a reservation on a complimentary ExperiencePlus! Shuttle (if applicable) is required, and other important information to help you plan your arrival and departure.
  • Reserve your flights after you know you have a confirmed tour departure. Please check with our office if you do not know if your trip is confirmed.
  • Book your pre and post-tour hotel nights.
  • Begin your chosen training program.
  • Final payment is due 90 days (120 days for Bike &Barge/Boat tours) prior to the tour start. Please refer to your Invoice and the Final Payment Reminder e-mail we send 10 days prior to the due date for detailed instructions.

6 to 2 Weeks Prior to Tour Start Date

  • Start reading one of the books or watching one of the movies from our Reading and Movie Lists:
  • Plan what you are going to pack and start packing! Refer to the Packing Lists on our website at
  • We'll email you your access code to Digital Daysheets, Hotel Itinerary, Participant Roster, names and contact information of your Tour Leaders, emergency phone numbers, and other important departure information about 2 weeks prior to your tour start date. All this will be provided to you via a feature called Experiences via the RideWithGPS App (tracks available but not necessary for navigation on Classic, Expedition and Bike & Boat tours).

Day of Your Flight

Get as much sleep on the plane as you can. Pack your one day of cycling gear in your carry-on. See you soon!

What to Expect on Tour

Classic Tour Style

Learn more about what is included and what to expect on your Classic tour at the Classic page.





  • Culturally rich, loved the diversity of accommodations and meals.

    Bonnie W., Severna Park, MD - Sept 2019
  • Loved it all--had never been on a bike trip before and had never traveled with a group before--I loved the new experience of traveling and exploring with a bike and of course the physical activity and "let" us eat even more awesome Italian food. The guides were excellent, hotels all terrific, and the group dynamics were great.

    Heather H., Minneapolis, MN
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