Puglia

Italy's Sun-Drenched South
◆ Climbing: Hilly7 Days / 6 Nights
From
$9,950USD
Dates
3–10 October 2027
Group Size
8 - 14
Lead Guide
Giorgio Valvassori
EAT

Handmade orecchiette with turnip greens, burrata straight from the local caseificio, oven-baked focaccia barese, fresh Adriatic seafood, taralli by the basketful, and olive oil pressed from groves you’ll ride straight through.

DRINK

Primitivo and Negroamaro from the Salento plain, Salice Salentino, Bombino Nero rosato, and an espresso (or an Aperol Spritz) on a piazza in the White City.

About This Trip

The Heel of Italy’s Boot

Puglia, the heel of Italy’s boot, is an enchanting region of medieval hilltop villages and whitewashed towns, where the landscape rolls through vineyards and olive groves toward mile after mile of pristine coastline along the blue Adriatic Sea.

It has long been a favorite of Italians chasing sand and sunshine, and not just for the beaches. The country’s culinary cognoscenti rank Puglia among the very best places to eat in the Bel Paese, a claim no one makes lightly. Local produce is the star here, from just-caught seafood to greens picked that morning, and you won’t find better raw ingredients anywhere in Italy. As for the wine, whether it’s Salice Salentino, Negroamaro, Primitivo or Bombino Nero, there’s a world of flavor waiting to be discovered.

For 2027, we’ve reworked the week around two exceptional bases. The first three nights are spent at Bianco Riccio, a five-star suite hotel overlooking the Adriatic in the fishing village of Savelletri, the perfect springboard for our rides through the Valle d’Itria and out to Ostuni. From there we head inland to Matera, the world’s third-oldest continuously inhabited city, where we settle into Sant’Angelo, a hotel built directly into the ancient cave dwellings of the Sassi, for our final three nights.

The riding is as varied as the region itself: easy spinning through olive groves, a climb up onto the Puglian plateau, and a push into the Terra delle Gravine toward Matera’s cave-carved skyline. There won’t be a dull moment in this unforgettable week.

KEY FIGURES

Trip at a Glance

Total Distance
429
Total Elevation
4959
Riding Days
6
Start / Finish
Bari
Longest Day
Day 4 - 92km
Biggest Climb Day
Day 5 - 1035m
DIFFICULTY RATING
Climbing: Hilly

Routes with genuine climbing and rewarding descents. You'll work for the views, but nothing here requires a granny gear. A satisfying day in the saddle for cyclists who enjoy a bit of punch in their rides.

What's Included?

Everything you need,
nothing you don’t

EUROPE'S FINEST HOTELS

Stay in the stunning locations that we know and love, and spent years finding.

Pinarello Dogma F with SRAM RED AXS

The latest DOGMA F engineered for any road, equipped with the lightest electronic groupset available. E-bike option also available.

All Meals & Beverages

Every breakfast, lunch and dinner — from handmade pasta to Fiorentina steak grilled while you watch. Wine, espresso and aperitivi included.

Airport Transfers

Seamless transfers to and from major airports in our inGamba fleet of vehicles.

Custom Q36.5 × inGamba Kit

High-tech performance meets luxury for the optimal riding experience with our Custom 36.5 kit.

Daily Post-Ride Massage

Professional soigneurs with peloton experience ease sore muscles and prepare you for the next day.

Daily Bike Wash & Maintenance

Five mechanics work meticulously to ensure your Pinarello is race-ready every single morning of your trip.

Daily Cycling Laundry Service

Don't worry about chores whilst you're away, all cycling kit is cleaned overnight, so it’s fresh, dry and ready to go each morning.

Custom bags

Make use a beautiful day bag from Ideal & Co. Yours to keep after the trip.

Fuelling is taken care of

Fill your pockets with fresh snacks, or make use of an entire Enervit collection.

Not Included
Flights
Guide Gratuities
Beverages Beyond Group Activities
Pre/Post-Trip Lodging
Travel Insurance
Day By Day

Your Week In Italy

Benvenuti in Puglia! We'll begin with some gentle rolling through the olive groves that characterize so much of this landscape, hugging the Adriatic coast near Savelletri. This is the best time to make sure everything on your bike is perfect, so if you'd like something changed, have a chat with your mechanic before the real riding begins.

Lunch Dinner

This area is called the Valle d'Itria, known widely as the Valley of the Trulli, after the iconic conical stone dwellings that dot the landscape. The route takes us along a plateau around 400 meters above sea level, offering up stunning views before we reach Alberobello, one of the most beautiful towns in Italy.

Breakfast Lunch Dinner

More climbing to begin with today, working our way up through vineyards and olive groves until we're on top of the Puglian plateau, where the terrain turns undulating. The finish line is another gorgeous town: Ostuni, known as the White City. Cycling history buffs might remember it as the scene of Freddy Maertens' first world championship victory back in 1976.

Breakfast Lunch Dinner

Today we say goodbye to the Adriatic and climb our way into the Natural Park Terra delle Gravine, en route to Matera, the world's third-oldest continuously inhabited city and the first UNESCO site in Southern Italy (pipping even Pompeii). We'll transfer hotels tonight, settling into Sant'Angelo, a hotel carved directly into the ancient cave dwellings of the Sassi, for our final three nights.

Breakfast Lunch Dinner

In this loop, we'll climb to Montescaglioso, a small picturesque town atop a hill that was once the center of a county in the Norman Kingdom of Sicily. In between, expect Puglian plains and fields of olive trees.

Breakfast Lunch Dinner

On our last ride day, pace yourself early, because there's plenty of climbing throughout the route. We start downhill and flat as we leave Matera, pass by the untouched forest of Selva di Serro Pizzuto, then climb toward the town of Gravina in Puglia before our last stretch back to Matera.

Breakfast Lunch Dinner

This is our final morning together and after a leisurely breakfast, it will be time to say goodbye, or at least arrivederci, until we meet again. Transfers to the airport will be arranged by our hard-working crew but if you’re planning on staying a few extra days, let us know if we can help with reservations or a few recommendations.

Breakfast
For dining: B = Breakfast, L = Lunch, D = Dinner
Meet Your Guide
Giorgio Valvassori

The Storyteller

You may hear sweet clarinet notes wafting toward your window at Borgolecchi, as our resident aristocrat practises his newfound love. We’re never quite sure if all of his stories are based in reality, but they are without doubt highly entertaining.

Giorgio is a supportive presence, encouraging you during challenging climbs and joining you in races if you’re up for it. His philosophy revolves around embracing life to the fullest and seizing every moment.

@giorgiovalvassori

"We're specifically trying to give our guests the closest experience of what it means to be in a pro team, at any speed."

The Pro Experience

A literal WorldTour service.

With years of experience in the professional peloton, our mechanics and soigneurs bring WorldTour-level care to every detail of your ride. Up to five mechanics work meticulously each day to ensure your Pinarello is perfectly tuned and adjusted for you alone—not just race-ready, but dialed to your precise preferences. Meanwhile, our soigneurs draw on their own experience as professional riders to anticipate your needs before you voice them: bottles filled and positioned exactly right, ride food prepared and timed to fuel you through the hardest climbs, post-ride massages that ease tired muscles, and the kind of quiet, confident support that prepares you mentally and physically for whatever the road brings next. This is the care that once belonged only to the pros. With inGamba, it’s yours.

Your Equipment

The finest bikes in cycling

Pinarello Dogma F

Pinarello Dogma F

Included in trip price
GRUPPO
SRAM RED AXS
TYRES
Vittoria Corsa N.Ext
COMPUTER
Garmin Edge 1040
WHEELS
Zipp 303 S Carbon
COCKPIT
MOST Talon Ultra
PEDALS
Speedplay
Pinarello Nytro Gravel

Pinarello Nytro Gravel

Available — additional fee
GRUPPO
SRAM RED eTap AXS
TYRES
Vittoria Corsa N.Ext
COMPUTER
Garmin Edge 1030
WHEELS
Zipp 303 S Carbon
COCKPIT
Zipp Service Course SL
PEDALS
E-Bike Assist
What Our Guests Say

Words from the road

"An amazing travel experience. They make you feel like a star. I was blown away by the treatment that can only be likened to a professional athlete — just without the race."

Daniel B.Guest in 2024

"The whole experience is magical. The rides are stunning. The care and attention to detail is first class. The massages are a lifesaver."

Lyn K.Guest in 2018, 2019 & 2023

"The best in the industry. A once in a lifetime experience every time! The people that make inGamba are the reason you will want to travel with them again and again."

Victoria P.Guest in 2024
Dates & Pricing

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Single Supplement: $1,200 per person · Private Trips: Available on request for groups of 6+

Average Weather In Chianti
Apr
18°
70mm
May
23°
55mm
Jun
28°
35mm
Jul
31°
25mm
Aug
31°
40mm
Sep
26°
65mm
Oct
20°
85mm
Highlighted months indicate peak riding season · Temperatures in °C (highs)
FAQs

Am I fast enough?

Don't worry, this is our most asked question...

Guests of inGamba are passionate cyclists who love the sport and the lifestyle that surrounds it. Most of our community are experienced riders of all ages and various abilities, who appreciate great roads, fine food, and unforgettable company.

While everyone enjoys a challenge, no one’s chasing a pro contract here. Instead, the focus is on sharing incredible rides at a comfortable pace, soaking in the scenery, and enjoying the journey. You’ll find more “middle of the pack” and “social” riders than hard chargers at the front, and with our exceptional staff-to-guest ratio, every rider is fully supported, no matter their speed or style.

GET IN TOUCHREAD WHAT OUR GUESTS SAID...
Good to Know

Practical Details

Arrival & Departure:

Fly to: Bari
Pick-up: Bari Airport 11:00
Drop-off: Bari Airport, departure day 8:30am

We recommend arriving the night before. Our concierge can help with hotel recommendations.

Gratuties:

Gratuities are customary if you feel the staff delivered an exceptional experience. Most guests find 10-20% of the trip cost appropriate. All tips are split evenly among the entire team.

Cancellation & Protection:

We recommend purchasing travel insurance to protect your booking. View our cancellation policy →

Need to change dates? Contact us as early as possible and we’ll do our best to accommodate.