
CYCLE ACROSS SICILY
May 28th - June 6th 2027
September 3rd - September 12th, 2027
Trapani to Catania, coast to coast, with Mount Etna smoking on the horizon the whole way there. This isn't a spin class with better scenery, it's 269 miles of Sicily's back roads, salt flats, vineyards, and hill towns most tourists will never see, pedaled by a crew of 12 riders, 3 coaches, 2 sag vehicles, and Bolt riding shotgun the entire trip.
You'll climb through abandoned hilltop villages where you can still buy a house for a dollar (bring cash, just in case). You'll coast down into Agrigento for a rest day among Greek temples older than most countries. Included are 27 meals that actually taste like Sicily, because Etnaonian food philosophy says the ride is just the thing you do between courses. And you'll finish it all in Catania with a post-ride party you'll be dining out on for years.
Gravel bikes, expert guides, and a support van that means "I'm tired" is always an option, never a dealbreaker. Whether you're chasing Strava segments or just chasing the next cafe stop, this trip meets you where your fitness is and gets you to the finish line with a medal, a tan line, and a group chat you'll never leave.
OVERVIEW
ROUTE
Trapani To Catania
DURATON
10 days / 9 nights
LEVEL
Intermediate / Advanced
DIFFERENT TOWNS
30
MEALS IN SICILY
27
CAFE STOPS ON ROUTE
12 (at least!)
OVERNIGHTS
7 different cities
FINISHING MEDAL
1
TERRAIN
Road / Gravel
TYPE OF BIKE
Gravel
DISTANCE
269.2 mi / 432.1 km
AVG. DISTANCE PER DAY
38 mi / 61 km (3-5hrs)
CLIMBING
21,281 ft / 6,486 m
DECENDING
21.404 ft / 6,524 m
PAVED ROADS (est)
259.5 mi /417.6 km
GRAVEL ROADS (est)
9.7 mi / 15.6 km
INCLUDES

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Group Zoom call 30 days before departure to review specifics
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Accommodations, all 3 and 4 star
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On the bike 7/10 days, 2-5 hours each day
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All meals upon arrival - 9B, 9L, 9D
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Snacks/drinks along route (SAG)
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Bike & helmet
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SPD, Look Delta or flat pedals
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Or bring your own pedals & cleats
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Experienced cycling & ride leaders
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Guides for off bike adventures
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Frame/phone & saddle bag
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Vehicles to support the ride & adventure
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Saturday night post ride party
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Snorkel gear
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Beach access and accessories
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Online schedule with detailed trip information
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Lead up zoom to answer any questions
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Special event in Caltagirone
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Park entrance fees
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Baggage transfers and porterage
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Airport transfers for Trapani (TPS) & Catania (CTA)
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Add $95 if arriving into Palermo (PMO)
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Non riders welcome too
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Shared photo hub to upload all images
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Bolt (mascot) travels with us 100% of the time
NOT INCLUDED:
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Airfare
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Tipping is never expected, only earned. If your guide made the day unforgettable, a tip is just your way of saying "good dog."
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terrier cycling kit (top and bottom)
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terrier water bottles (2)
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Welcome bag and goodies
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Finisher medal
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A 12-week lead up training plan
Schwag!




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terrier water bottles (2)
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terrier cycling kit (top & bottom)
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Welcome bag & goodies
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Finisher medal
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12 Week training schedule (Begins March)
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terrier water bottles (2)
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terrier cycling kit (top & bottom)
-
Welcome bag & goodies
-
Finisher medal
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12 Week training schedule (Begins March)
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Terrier water bottles (2)
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terrier cycling kit (top & bottom)
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Welcome bag & goodies
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Finisher medal
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12 Week training schedule (Begins )

BIKES


Electric gravel available upon request
Sizes Available 44 - 48 - 51 - 54 - 56 - 58

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terrier water bottles (2)
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terrier cycling kit (top & bottom)
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Welcome bag & goodies
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Finisher medal
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12 Week training schedule (Begins March)
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terrier water bottles (2)
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terrier cycling kit (top & bottom)
-
Welcome bag & goodies
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Finisher medal
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12 Week training schedule (Begins March)
ITINERARY
We believe the best trips are the ones with zero surprises (well, except the good kind, like your first bite of arancini in Trapani). That's why this itinerary is as detailed as it is. Every ride distance, elevation profile, meal, transfer, and rest stop is laid out ahead of time so you know exactly what each day asks of you and exactly what you're getting in return. The more you know before you clip in, the more you can actually relax and enjoy the ride. No guessing about pack lists, no surprise 4,000-foot climbs you didn't train for, no wondering when the next espresso stop is. We want every person on this trip to show up prepared, ride confidently, and spend their energy soaking up Sicily instead of stressing over logistics. So read it closely, ask us anything that's unclear, and trust that if it's not in here, we've got it covered.
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terrier water bottles (2)
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terrier cycling kit (top & bottom)
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Welcome bag & goodies
-
Finisher medal
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12 Week training schedule (Begins March)
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terrier water bottles (2)
-
terrier cycling kit (top & bottom)
-
Welcome bag & goodies
-
Finisher medal
-
12 Week training schedule (Begins March)
DAY 1 - FRIDAY
Arrive Trapani
To ensure a smooth arrival to your accommodations, it is highly recommended that you arrive in Trapani as early as possible. Please note that transportation to your accommodations is only included if you arrive in Trapani. If you arrive in Palermo, we will need to arrange additional transportation for you, which will require an extra fee of $95.
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Check In
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Sicilian lunch at accommodations
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Beverages
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Bike & helmet fitting
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Mount pedals & your accessories
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Water bottle distribution
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Kit distribution
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Charge all accessories
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Adaptors provided for charging
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Stretch sessions
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Review week
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Group dinner along the water
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Sleep! You will need it
About Trapani
The city is renowned for its stunning architecture, including the Medieval walled city of Erice, and the ancient Greek temples of Segesta and Selinunte. Additionally, the charming fishing village of Marausa is a must-visit destination.
The city also boasts evidence of industrial archeology in the form of windmills and saltworks. The saltworks are situated in the Natural Reserve of Saline di Trapani and Paceco, which is managed by the WWF and is home to a remarkable flora and fauna. Thanks to the Reserve's protection, the activity of saltworkers and salt production have increased, encouraging the return and reproduction of dozens of species of migratory birds, including the pink flamingo. Trapani is also famous for its delicious seafood dishes, colorful markets, and stunning beaches. It is a unique and vibrant city that delights visitors with its Sicilian simplicity.
Daily Mangia & Bevi
Breakfast: N/A
Lunch: At accommodations
Dinner: At restaurant
Snacks & Drinks: Daily
Trapani Stats
Population: 67,531
Elevation: 10ft /3m
Total Area: 105sq mi / 271sq km
Patron Saint: St. Albert
Trapani's sea salt is still harvested by hand!
Did You Know?
"Chi apparisci a nui vantaggiu, tanti voti è molestia o disaggiu"
What appears to us to be an advantage, is often a nuisance and a pain.

DAY 2 - SATURDAY
Prolouge & Boat Tour
MORNING PROLOGUE
Let’s start with an easy ride from the accommodations to warm up, get to know the group and adjust to your bikes. Our goal is to ensure your comfort, so final adjustments will be made during the ride. We will group you based on your skills to ensure a more personalized experience for each of you.
BOAT TOUR TO FAVIGNANA
Favignana, an island located in the Mediterranean Sea, was known as Aegusa during ancient times. The name Aegusa means “goat island” in Greek. The present name, Favignana, is derived from an Italian name for the foehn wind called Favonio. The Phoenicians established an outpost on the island to use it as a stopping point on their trans-Mediterranean trading routes. However, this came to an end after the defeat of the Carthaginian army during the First Punic War.
DISTANCE: 15.0mi / 24.0k
CLIMBING: 580ft / 177m
MAX INCLINE: 5.1%
NOTABLE CLIMBS: 0
DESCENDING: 577ft / 175m
MAX DECLINE: 4.6%
SPEEDY DECENTS: 0
PAVED: 100%
GRAVEL: 0%
STOPS: 0
TOTAL TRIP: 15.0m / 24.0k
"Cu nesci arrinesci"
Those who leave their
own comfort zone succeed.

THE RIDE
Daily Mangia & Bevi
Breakfast: At Accommodations
Lunch: Favignana (Sit down)
Dinner: Restaurant in Trapani
Snacks & Drinks: Daily
FavignanaStats
Population: 4,314
Elevation: 30ft /6m
Total Area: 300sq mi / 120sqkm
Patron Saint: St. Pennino
Did You Know?
It's known as the butterfly of the Aegadian Islands.

DAY 3 - SUNDAY
Stage #1 - Trapani To Gibellina 36m / 58k
A gradual climb as we slowly ascend as we head towards the east. We pass by the salt pans of Trapani, lakes, vast fields, and ancient Sicilian towns. Our final destination is Nuova Gibellina, nestled at the base of Monte Cofano and surrounded by rolling hills and olive groves. This city holds immense historical significance, having been destroyed by a massive earthquake in 1968 and then reconstructed by some of the world’s leading modernist architects. There are several noteworthy attractions in the city, which include the 16th-century San Calogero church, the archaeological museum, and stunning Baroque buildings in the old town.
CITIES ALONG THE ROUTE
Trapani, Ardigna, Vita, Salemi, Gibellina
DISTANCE: 36.0m / 58.0k
CLIMBING: 2,894ft / 882m
MAX INCLINE: 9.9%
NOTABLE CLIMBS: 2
- 2.8mi / 585ft / 3.5% -- 4.5k / 178m / 3.5%
- 4.4mi / 904ft / 4.1% -- 7.1k / 275m / 4.1%
DESCENDING: 2,192ft / 668m
MAX DECLINE: 13.3%
SPEEDY DECENTS: 2
- 3.6mi / 702ft / 3.6% -- 5.8k / 213m / 3.6%
- 1.6mi / 546ft / 7.1% -- 2.5k / 154m / 7.1%
PAVED: 93%
GRAVEL: 7%
STOPS: 1 at mile 25 / kilometer 40
TOTAL TRIP: 51.0m / 82.0k

THE RIDE
Breakfast: At Accommodations
1st stop: M25 (Sit down lunch)
Dinner: Restaurant in Giballina (Sit down)
Snacks & Drink: Daily
Daily Mangia & Bevi
Gibellina Stats
Population: 4,028
Elevation: 764ft /233m
Total Area: 17.98sq mi / 46.57sq km
Patron Saint: St. Roch
Did You Know?
Ardigna has some of the highest-rated house-made amaro in the region
DAY 4 - MONDAY
Stage #2 - Giballina To Sambuca Di Sicilia 32m / 50k
Today is a climbing day as we make our way through the middle of Sicily. Along the way, we will encounter a few steep segments that may challenge our legs but rest assured that at the top of every climb, we will be rewarded with another spectacular vista of the remote Sicilian countryside. Many of the towns we pass are abandoned, yet they are full of history. You will notice many of the $1 homes that you may have heard about in Sicily, so it’s best to bring cash. Who knows, maybe we could even buy a whole town? Would you like to join in?
CITIES ALONG THE ROUTE
Gibellina Nuovo, Gibellina Vecchia, Poggioreale, Salaparuta, Santa Margherita Di Belice, Sambuca Di Sicilia
DISTANCE: 32.1m / 50.2k
CLIMBING: 3654ft / 1114m
MAX INCLINE: 13.2%
NOTABLE CLIMBS: 5
- 4.3mi / 1096ft / 4.0% -- 7.0k / 334m / 4.0%
- 0.9mi / 344ft / 6.7% -- 1.5k / 104m / 6.7%
- 1.0mi / 223ft / 4.0% -- 1.6k / 68m / 4.0%
- 5.5mi / 1020ft / 3.7% -- 8.9k / 310m / 3.7%
- 1.4m / 400ft / 5.8% -- 2.3k / 121m / 5.8%
DESCENDING: 3235ft / 986m
MAX DECLINE: 11.8%
SPEEDY DECENTS: 3
- 2.8mi / 648ft / 4.3% -- 4.5k / 197m / 4.3%
- 3.7mi / 948ft / 4.8% -- 6.0k / 289km / 4.8%
- 1.6mi / 271ft / 3.3% -- 2.8k / 87m / 3.3%
- 2.8mi / 630ft / 4.4% -- 4.5k / 192m / 4.4%
PAVED: 99%
GRAVEL: 1%
STOPS: 2
- 1st at mile 14 / kilometer 23
- 2nd at mile 24.5 / kilometer 39
TOTAL TRIP: 83.1m / 132.2k

THE RIDE
BREAKFAST: At Accommodations
1st STOP: M14 / K23
2nd STOP: M24.5 / K64
DINNER: Restaurant In Sambuca (sit down)
SNACKS & DRINK: Daily
Daily Mangia & Bevi
Sambuca Stats
Population: 5,878
Elevation: 1194ft /364m
Total Area: 37.21sq mi / 496.37sq km
Patron Saint: St. George
Did You Know?
The origin of the name Sambuca can be traced back to the Arabic name of the castle built by the emir Al-Zabut.
DAY 5 - TUESDAY
Stage #3 - Sambuca Di Sicilia To Agrigento 59m / 95k
Today’s stage is the longest, but it has more downhill than uphill. We will leave central Sicily and head towards the southern coast of the Mediterranean sea. You should expect to encounter some gravel on the way, so patience will be key. The vistas are breathtaking, with vineyards and valleys that have been farmed by the same families for centuries. This region has remained unchanged and is one of the most authentic places you can visit in Sicily.
CITIES ALONG THE ROUTE
Sambuca, Sciacca, Ribera, Montallegro,Punta Grande, Porto Empedocle, Agrigento
DISTANCE: 59m / 95k
CLIMBING: 4872ft / 1485m
MAX INCLINE: 19.6%
NOTABLE CLIMBS: 9
- 1.8mi / 654ft / 7.2% -- 2.9k / 200m / 7.2%
- 0.8mi / 233ft / 4.8% -- 1.3k / 71m / 4.8%
- 2.5mi / 516ft / 3.5% -- 4.0k / 157m / 3.5%
- 1.0mi / 225ft / 4.6% -- 1.6k / 68 / 4.6
- 2.9mi / 639ft / 4.4% -- 4.6k / 194m / 4.4%
- 0.7mi / 110ft / 2.7% -- 1.2k / 34m / 2.7%
- 0.7mi / 105ft / 2.9% -- 1.2k / 32m / 2.9%
- 0.9mi / 240ft / 4.6% -- 1.5k / 73m / 4.6%
- 1.1mi / 240ft / 3.2% -- 1.7k / 73m / 3.2%
DESCENDING: 5684ft / 1735m
MAX DECLINE: 11.6%
SPEEDY DECENTS: 10
- 1.7mi / 493ft / 5.1% -- 2.7k / 150m / 5.1%
- 2.8mi / 948ft / 6.9% -- 6.0k / 288m / 6.9%
- 0.7mi / 150ft / 3.3% -- 1.1k / 45m / 3.3%
- 0.8mi / 167ft / 4.2% -- 1.3k / 51m / 4.2%
- 1.2mi / 293ft / 4.2% -- 1.9k / 89m / 4.3%
- 2.1mi / 394ft / 4.0% -- 3.3k / 119m / 4.0%
- 2.8mi / 575ft / 3.8% -- 4.5k / 175m / 3.8%
- 1.6mi / 312ft / 3.6% -- 2.6k / 93m / 3.6%
- 0.8m / 168ft / 3.7% -- 1.3k / 51m / 3.7%
- 1.3m / 248ft / 4.9% -- 2.1k / 75m . 4.9%
PAVED: 94%
GRAVEL: 6%
STOPS: 2
- 1st at mile 14 / kilometer 22
- 2nd at mile 40 / kilometer 64
TOTAL TRIP: 142m / 226.9k

THE RIDE
BREAKFAST: At Accommodations
1st Stop: M14 / K22
2nd STOP: M40 / K64
DINNER: Accommodations
SNACKS & DRINK: Daily
Daily Mangia & Bevi
Agrigento Stats
Agriento Population: 59,791
Elevation: 750ft / 250m
Total Area:
94.72sq mi /
245.32 sq km
Patron Saint: St. Gerlando
Did You Know?
The city is famous for the historic ruins of the ancient city of Akragas, which are located in the Valley of the Temples. Towards the west, you can visit the Scala dei Turchi, a stepped white cliff that offers a stunning view of sandy beaches.
DAY 6 - WEDNESDAY
Day Off - Agrigento
Midway through our Cycle Across Sicily journey, we take a well earned day off in Agrigento, home to the breathtaking Valley of the Temples. After days of climbing hills and covering miles of the island's diverse terrain, this pause lets riders recover, stretch out tired legs, and soak in one of the most remarkable archaeological sites in the Mediterranean. Join in on group activities exploring the ancient Doric temples and sweeping valley views, or simply stay right at the hotel and relax, the choice is yours. Either way, you'll have time to enjoy some local Sicilian cuisine and recharge before getting back in the saddle for the second half of the ride.

BREAKFAST: Accommodations
LUNCH: At Beach
DINNER: Accommodations
SNACKS & DRINK: Daily
Daily Mangia & Bevi
DAY 7 - THURSDAY
Stage #4 - Agrigento to Caltanissetta 37m / 60k
From Agrigento to Caltanissetta, we face the toughest climbing stage of the trip as we move back into central Sicily. The terrain here doesn't let up, so consistent effort and relaxed but strong pedal strokes will carry us through the long climbs ahead. Frequent hydration is essential given the demands of the stage, and while the legs will be tested, so will our appreciation for the epic scenery unfolding around us. It's a stage that rewards patience and steady pacing over bursts of speed, and crossing into Caltanissetta at the end of it will feel like a true accomplishment.
CITIES ALONG THE ROUTE
SambucAgrigento, Favara, Castrofilippo, Caltanissetta
DISTANCE: 37.2m / 60.0k
CLIMBING: 4273ft / 1302m
MAX INCLINE: 11.4%
NOTABLE CLIMBS: 5
- 4.1mi / 1148ft / 5.6% -- 6.6k / 349m / 7.2%
- 3.4mi / 813ft / 4.4% -- 5.5k / 247m / 4.8%
- 1.0mi / 155ft / 2.8% -- 1.6k / 47m / 2.8%
- 1.6mi / 373ft / 4.3% -- 2.6k / 114m / 4.3%
- 1.9mi / 385ft / 3.7% -- 3.0k / 117m / 3.7%
DESCENDING: 2703ft / 823m
MAX DECLINE: 7.7%
SPEEDY DECENTS: 6
- 1.5mi / 294ft / 4.1% -- 1.5k / 89m / 4.1%
- 1.2mi / 276ft / 4.4% -- 1.9k / 84m / 4.4%
- 0.7mi / 119ft / 2.7% -- 1.1k / 36m / 2.7%
- 0.7mi / 183ft / 5.0% -- 1.1k / 55m / 5.0%
- 1.4mi / 237ft / 3.1% -- 2.2k / 72m / 3.1%
- 0.7mi / 233ft / 5.3% -- 1.1k / 71m / 5.3
PAVED: 98%
GRAVEL: 2%
STOPS: 2
- 1st at mile 14 / kilometer 24
- 2nd at mile 30 / kilometer 48
TOTAL TRIP: 179.2m / 286.9k

THE RIDE
BREAKFAST: At Accommodations
1st Stop: M14 / K22
2nd STOP: M40 / K64
DINNER: Accommodations
SNACKS & DRINK: Daily
Daily Mangia & Bevi
Caltanissetta Stats
Population: 62,797
Elevation: 1864ft / 568m
Total Area:
162.10sq mi
421.50sq km
Patron Saint: St. Michael
Did You Know?
The city’s history dates back to 406 BC when Admiral Nicia of Hamilcar’s siege force from Carthage established a fort at the site, later called Castra Nicia (Fort Nicia).
DAY 8 - FRIDAY
Stage #5 - Caltanissetta to Caltagirone 41m / 66k
This stage of the journey will be challenging. Rolling through the heart of central Sicily we will leave early to make the most of the day. Along the way, we'll stop for a well deserved picnic, refueling with local flavors while taking in the views before tackling the remaining kilometers. Getting an early start also means we'll arrive in Caltagirone with plenty of time to explore this beautiful hilltop city, known for its ornate ceramics and the famous Scala di Santa Maria del Monte staircase.
CITIES ALONG THE ROUTE
Caltanissetta, Pietraperzia, Barrafranca, San Michele Di Ganzaria, Caltagirone
DISTANCE: 41.0m / 66.0k
CLIMBING: 4240ft / 1292m
MAX INCLINE: 21.2%
NOTABLE CLIMBS: 6
- 1.5mi / 959ft / 11.4% -- 2.4k / 292m / 11.4%
- 0.7mi / 134ft / 3.1% -- 1.1k / 40m / 3.1%
- 3.3mi / 726ft / 3.6% -- 5.3k / 221m / 3.6%
- 0.9mi / 238ft / 6.2% -- 1.4k / 73m / 6.2%
- 1.4mi / 304ft / 3.8% -- 2.3k / 92m / 3.8%
- 1.1mi / 287ft / 4.9% -- 1.7k / 87m / 4.9%
DESCENDING: 4457ft / 1358m
MAX DECLINE: 15.8%
SPEEDY DECENTS: 7
- 0,7mi / 262ft / 6.4% -- 1.1k / 80m / 6.4%
- 2.0mi / 1001ft / 9.4% -- 3.2k / 305m / 9.4%
- 0.9mi / 310ft / 5.8% -- 1.5k / 94m / 5.8%
- 2.8mi / 560ft / 3.5% -- 4.5k / 170m / 3.6%
- 1.7mi / 352ft / 3.3% -- 2.7k / 107m / 3.3%
- 1.3mi / 279ft / 3.7% -- 2.1k / 85mm / 3.7%
- 0.7mi / 316ft / 8.3% -- 1.1k / 96m / 8/3%
PAVED: 93%
GRAVEL: 7%
STOPS: 2
- 1st at mile 13 / kilometer 21
- 2nd at mile 30 / kilometer 48
TOTAL TRIP: 220.2m / 352.9k

THE RIDE
BREAKFAST: At Accommodations
STOP#1: M13 / K21
LUNCH: M30
DINNER: Accommodations
SNACKS & DRINK: Daily
Daily Mangia & Bevi
Caltagirone Stats
Population: 35,370
Elevation: 2000ft / 610m
Total Area:
147.10sq mi
382.50sq km
Patron Saint: San Giacomo
Did You Know?
The city experienced prosperity during the Norman and Hohenstaufen rule, and became a well-known center for the production of ceramics.
DAY 9 - SATURDAY
Stage #6 - Caltagirone To Catania 49m / 79k
On the last day of our journey, we have the easiest stage to ride through. We will be passing through the open planes of east central Sicily and eventually arrive at Catania. This city is located lies at the base of the active volcano, Mount Etna. In 1669, a major eruption and lava flow from Mount Etna nearly swamped the city, and it suffered severe devastation from the 1693 Sicily earthquake.
CITIES ALONG THE ROUTE
Caltagirone, Palagonia, Catania
DISTANCE: 49.0m / 79.2k
CLIMBING: 768ft / 234m
MAX INCLINE: 5.1%
NOTABLE CLIMBS: 0
- NO MORE CLIMBS
- THANK GOODNESS!
DESCENDING: 2556ft / 780m
MAX DECLINE: 9.6%
SPEEDY DECENTS: 1
- 5.0mi / 1000ft / 4.0% -- 8.0k / 304m / 4.0%
PAVED: 93%
GRAVEL: 7%
STOPS: 1 at mile 25 / kilometer 40
TOTAL TRIP: 269.2m / 431.1

THE RIDE
BREAKFAST: Accommodations
STOP#1: Lunch M20 / K32
DINNER: Post-Ride Party
SNACKS & DRINK: Daily
Daily Mangia & Bevi
Catania Stats
Population: 311,584
Elevation: 23ft /7m
Total Area: 70.63sq mi / 182.9sq km
Patron Saint: St. Agatha
Did You Know?
The city experienced prosperity during the Norman and Hohenstaufen rule, and became a well-known center for the production of ceramics.
DAY 10 - SUNDAY
Depart
We are sorry to say that our epic adventure has come to an end. Before we take you to the airport, enjoy a final morning meal and maybe take a morning walk. We wish you safe travels, and we hope that you will share your experience with your family and friends for years to come. Farewell from the entire Terrier staff and, of course, Bolt!



ACCOMIDATIONS

Friday
&
Saturday
Trapani
VILLA
ANGELINA
Rating: 9.5
Exceptional

Sunday
Gibellina
Milla
Una Notte
Rating: 9.4
Nice/Simple/Clean

Monday
SAMBUCA
DI SICILIA
DON GIOVANNI
Rating: 8.3
Spectacular

Tuesday
& Wednesday
AGRIGENTO
VILLA
SAN MARCO
Rating: 9.1
Superb

Thursday
CALTATNISSETTA
HOTEL
SAN MICHELE
Rating: 7.5
Good

Friday
CALTAGIRONE
VILLA
SAN MURO
Rating: 7.5
Solid

Saturday
Catania
ANTICA DIMORA
Rating: 8.7
Fabulous
SIGN UP
Question or if you want a custom date or camp? terrierfit@gmail.com

May 28th - June 6th

Sept. 3rd - Sept. 12th

FAQ's
How does Terrier designate levels?
Easy Peasy: You don't really ride outside, maybe around the block with the family while wrangling the kids. But you know what a spin class is.
Beginner: You spin 1 to 2 times a week and are thinking about getting a bike with matching spandex.
Road Beginner: You spin inside, ride outside 1 to 2 times a week, and are thinking about cleats. Bike envy is real, and spandex has been shopped for.
Intermediate: You ride outside 1 to 3 times a week, have a Strava account, and are starting to understand "Strava segments." Club kits are a thing.
Intermediate/Advanced: You're outside 2 to 4 times a week, have a Strava account, know your segments, and have entered the world of Zwift.
Advanced: You're outside 2 to 5 times a week, have a Strava account, make your own segments, dream about Strava, are a certified "local legend," and your bike has a name.
Still not sure? Email us and we'll talk through your fitness and cycling background together.
How should I pack?
Travel light with a backpack and a carry on to avoid the stress of delayed luggage. You won't need to overpack since laundry service is available on our day off, which is included in the trip. Pack minimally, stay mobile, and make the most of the ride.
Can I bring someone who doesn't ride?
Absolutely. Your partner or a family member is welcome to join. Please note this still counts as a spot in the group, so we're not able to offer a discount. Non riders travel in the support vehicle and can help distribute water bottles and snacks and capture photos along the route. It's a fun way to experience the trip from a different seat, and who knows, maybe a future support crew member is born.
What if I can't complete the full route or get tired?
No problem at all. Our support vehicles follow the route throughout the day. You can hop in for a stretch, rest, and rejoin the ride whenever you're ready to finish the stage on two wheels.
What if I have special food needs or medication?
You're welcome to self carry, or we can store items in the support vehicle and hand them off as needed. Since the vehicles move between groups throughout the day, keep in mind that immediate access isn't always guaranteed.
Is alcohol included?
It's not included, but you're welcome to enjoy a glass and sip responsibly.
I'm arriving early or staying longer, can you help?
Of course. We're happy to help arrange additional tours, accommodations, or extra riding time before or after the trip.
I'm arriving a day late or leaving a day early, can I still join?
Yes. We'll coordinate a plan for you to meet the group later or depart earlier. Note that additional transportation arrangements may come with an extra fee.
Do accommodations have private bathrooms?
Yes. Rooms booked for one or two people include a private bathroom. Rooms for three or more may share a bathroom, though everyone still has their own bedroom. Some of our properties are in historic buildings, so a bathroom might feature a hand held shower attached to the tub. Consider it part of the charm, that same bathroom has seen a few centuries come and go.
Can I work remotely for a day or a few hours?
Definitely doable. We'll share estimated daily departure and arrival times ahead of the trip so you can plan around them. Just know we'll be riding through some remote areas, so cell coverage can be spotty. Consider it the ultimate work from anywhere challenge.
What's the cancellation policy?
We know plans change, so we've built in as much flexibility as we can. A deposit of $900 secures your spot, with the following refund and credit structure based on how far out you cancel.
We're unable to make exceptions to this policy for personal emergencies, weather or travel delays, natural disasters, or other unforeseen events. Terrier reserves the right to cancel a trip if athlete or staff safety is a concern; in that case, payments received will be considered final settlement.
- More than 90 days out: fully refundable or credited to a future adventure.
- 61 to 90 days out: 75 percent refundable credit, or 100 percent credit toward a future Terrier Adventure or Livestream membership.
- 31 to 60 days out: 50 percent refundable credit, or 75 percent credit toward a future Terrier Adventure or Livestream membership.
- 0 to 30 days out: no refundable credit, but 15 percent credit toward Terrier Livestream.
Do I need to bring my own bike?
No, a gravel bike is included in your trip. E-bike upgrades are available for an additional fee if you'd like some extra support on the climbs. If you prefer riding your own bike, let us know in advance and we'll help you plan for it.
What's the group riding pace like?
We group riders by ability each day so everyone rides at a pace that suits them. Coaches and guides stay with each group, and support vehicles are always within reach, so nobody is ever riding alone or unsupported.
Do I need gravel riding experience?
Some prior experience helps, but it's not required. Our routes mix paved roads with light gravel sections, and our guides will walk you through handling tips before we hit any technical terrain.
What should I do to prepare physically?
You'll receive a 12 week training schedule ahead of the trip to help you build the endurance and climbing strength you'll need. Following it will make the tougher stages far more enjoyable.
Is travel insurance recommended?
Yes, we strongly recommend travel insurance that covers trip cancellation, medical care, and gear. Given the nature of the cancellation policy above, insurance offers extra peace of mind.
Will I have wifi or phone access during the trip?
Most accommodations offer wifi, but coverage can be limited in the more remote parts of the route. We recommend downloading anything you need offline and letting friends or family know signal may be inconsistent during riding hours.
What currency should I bring, and is tipping expected?
Euros are the local currency, and most accommodations and restaurants accept cards, though cash is handy in smaller towns. Tipping isn't mandatory in Sicily but is always appreciated for exceptional service from our guides and staff.
What happens if I get injured or need medical attention?
Your safety is our top priority. Our team is trained to respond quickly, and support vehicles carry first aid supplies. For anything beyond minor care, we'll coordinate transport to the nearest medical facility.






