Included: An experienced, local, English-speaking cycling guide with extensive knowledge of the area 7-day South Tyrol cycling holiday (5 days of riding) Accommodation for 6 nights in 4-star hotels (double occupancy) Most meals: 6 breakfasts and 4 dinners Road bike rental (medium quality standard) Support vehicle Luggage transfers between hotels Trip briefing, logistics, and area maps 18 EUR donation to Wow Nature reforestation projects (carbon offset) Italian VAT Add-ons : Single occupancy room — please leave a note at checkout if interested Top quality bike rental upgrade — please leave a note at checkout if interested Private transfer on arrival or departure — please leave a note at checkout if interested Not included: Flights Lunches Transfers to/from Bolzano Personal expenses and city taxes Anything not mentioned in the “Included” section above Insurance — recommended, available to add at checkout Guide gratuities — optional

How fit do I need to be?

To join this South Tyrol cycling holiday, good fitness is recommended. The riding covers up to 72.4 km (45 mi) per day, with up to 2,213 m (7,258 ft) of elevation gain on the most demanding stage. The Sellaronda day crosses four mountain passes, so prior experience on a road bike and comfort in the saddle for 4 to 5 hours is a plus. Want to see what else is there in the area? Discover more Italy bike tours here!

What do I need to bring?

Here’s a list of the equipment you need to bring: Road cycling helmet Cycling shoes (compatible with clipless pedals) Cycling bib shorts and jerseys Arm and leg warmers for higher elevations Lightweight windproof or rain jacket Base layers for cooler mornings Eye protection (sunglasses or riding goggles) Water bottles or hydration system (2L minimum) Small saddle bag or jersey pockets for essentials Personal toiletries and sunscreen Camera — optional but recommended Dress comfortably and for the weather in clothes you can move in. We suggest bringing clothing appropriate for the season. Layers are best and don’t wear jeans.

Group sizes and age requirements

Group sizes and pricing For this South Tyrol cycling holiday , the usual client-to-guide ratio is 6 :1. There is no minimum number of people for this tour to operate. The maximum group size is set at 6 participants . A South Tyrol cycling holiday can be arranged for larger groups. Contact us to make arrangements. Min. age requirements If you are older than 18, you’re good to go. If your group has participants under the age of 18 , contact us prior to booking to make arrangements.

Is a single occupancy room available?

The price for this South Tyrol cycling holiday is based on twin-share rooms , but a single occupancy room can be arranged at an additional fee . Please leave a note at checkout if interested.

Getting there and meeting location

The starting point of your South Tyrol cycling holiday is Bolzano . To get there, most people fly into Innsbruck Airport (INN) or Verona Airport (VRN) . From there, you can take a shuttle service, public transport, or rent a car to reach Bolzano. You will meet your guide in Bolzano on Day 1.

Safety measures and insurance

We highly recommend that you cover all your bases with insurance. To make your booking and traveling experience as carefree as possible, you’ll be offered to simply insure your trip with Redpoint at checkout. Redpoint—the official 57hours insurance partner—tailors protection packages for adventure travel, offering a comprehensive travel program, even in remote locations! Trip cancellation, natural disasters, pandemic coverage, medical evacuation, primary medical expenses—regardless of the travel interruption that may happen, Redpoint will have you covered.

Check out Early bird options for best sellers here

SOUTH TYROL | ITALY

Cycling Holiday in South Tyrol, Italy: Bolzano to Bressanone

7 days | Moderate | 5.00

From $5,866 ()

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South Tyrol sits at Italy’s northern edge and plays by different rules: 3 languages, 4 mountain passes in a single day, and Giro d’Italia climbs open to anyone with the legs to try them. Over 7 days, we’ll cycle through high alpine meadows and pine forests, past jewel-coloured lakes and jagged rock towers, from the wine-draped hills around Bolzano all the way to the historic market town of Bressanone. The Sellaronda, Passo Pordoi, Tre Cime di Lavaredo, and Alpe di Siusi are all on the menu, with 4-star hotels, South Tyrolean dinners, and luggage handled the whole way.

Paolo

Adventure Highlights

Greatest hits of the Dolomites: Experience the most iconic scenery in northern Italy: Lago di Carezza, Alpe di Siusi, Tre Cime di Lavaredo, and Alta Badia
Sellaronda in a day: Tackle all 4 passes of the legendary Sellaronda loop around the Sella Massif
Eat like a local: End each riding day with South Tyrolean dinners and mountain flavors that match the scenery

Duration

7 days

Season

June and September

Group size

Up to 6 people

The adventure, day by day

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There's a reason road cyclists keep coming back to South Tyrol in Italy. The passes are iconic, the roads are immaculate, and the scenery shifts so dramatically from one valley to the next that no two days feel the same. We start gently along the vineyard-draped hills around Bolzano before the Dolomites take over: Lago di Carezza, the Sellaronda across four legendary passes, and the final push past Tre Cime di Lavaredo to historic Bressanone. A local guide leads every stage, a support vehicle is always within reach, luggage moves between hotels without us lifting a finger, and every evening ends in a 4-star hotel.

Day 1: Arrival

Today, you’ll arrive in Bolzano (240 m / 787 ft), the trilingual capital of South Tyrol tucked between vineyards and the first foothills of the Dolomites. After checking into the hotel, the evening is ours to explore the city’s medieval arcades and Piazza Walther before a welcome dinner at the hotel restaurant.

Meals: Dinner
Accommodation: 4-star hotel in Bolzano

Day 2: South Tyrolean wine route

Today we saddle up for a ride along the Alto Adige Wine Route, pedalling past apple orchards and vine-covered slopes that produce Gewurztraminer, Lagrein, and Pinot Blanc. The route winds through charming wine villages at gentle gradients, with stops for tastings along the way. It’s an ideal warm-up for the bigger days ahead.

Meals: Breakfast
Accommodation: 4-star hotel in Bolzano

Day 3: Bolzano to Alpe di Siusi

Today’s ride is the big one on the southern leg. We climb from Bolzano to the fabled Lago di Carezza (1,520 m / 4,986 ft), whose deep green waters mirror the jagged peaks of the Rosengarten and Latemar ranges. From there we continue up the Carezza Pass beneath the Rosengarten Massif (3,002 m / 9,849 ft), then push on through the villages of Siusi (1,000 m / 3,281 ft) at the foot of the Sciliar to our hotel on the Alpe di Siusi.

Meals: Breakfast, dinner
Accommodation: 4-star hotel in Alpe di Siusi
Cycling: 72.4 km (45 mi), approx. 5-6 hrs
Elevation: +2,213 m (+7,258 ft) / -1,472 m (-4,828 ft)

Day 4: The Sellaronda

The classic Dolomites road cycling circuit. We catch a lift with the support vehicle to Passo Gardena (2,137 m / 7,011 ft) and set off clockwise around the Sella Massif. Four major passes make up the loop: Passo Gardena, the legendary Passo Pordoi (2,242 m / 7,356 ft) with its 33 hairpin turns and its place in Giro d’Italia history, Passo Sella (2,240 m / 7,349 ft), and back to Passo Gardena before descending to Alta Badia (1,600 m / 5,250 ft) for the night. Please note that the road is reserved exclusively for cyclists from 9am to 3pm.

Meals: Breakfast, dinner
Accommodation: 4-star hotel in Alta Badia
Cycling: 61 km (38 mi), approx. 4-5 hrs
Elevation: +1,697 m (+5,566 ft) / -2,291 m (-7,514 ft)

Day 5: Tre Cime di Lavaredo and Val Pusteria

Today’s route heads north and east into the most dramatic scenery of the trip. We climb over two mountain passes toward Cortina d’Ampezzo, then continue to Lago Misurina (1,754 m / 5,755 ft) for a close-up view of Tre Cime di Lavaredo, the three iconic rock pillars that are arguably the most photographed formation in all the Dolomites. The ride continues into Val Pusteria, finishing in Dobbiaco (1,254 m / 4,114 ft), often called the gateway to the Dolomites.

Meals: Breakfast, dinner
Accommodation: 4-star hotel in Dobbiaco
Cycling: 71.5 km (44 mi), approx. 5 hrs
Elevation: +1,580 m (+5,182 ft) / -1,863 m (-6,110 ft)

Day 6: Dobbiaco to Bressanone

The final ride takes us from Dobbiaco down through Val Pusteria to Bressanone (560 m / 1,837 ft), the oldest city in South Tyrol and the region’s artistic and cultural capital. More than 1,000 years of history line its streets, from its Baroque bishop’s palace to a lively cathedral square. We ride in, drop the bikes, and transfer back to Bolzano for a final evening in the region.

Meals: Breakfast
Accommodation: 4-star hotel in Bolzano
Cycling: 70 km (43 mi), approx. 4 hrs
Elevation: +250 m (+820 ft) / -925 m (-3,034 ft)

Day 7: Departure

After our final breakfast at the hotel, we’ll say our goodbyes and depart back home.

Meals: Breakfast

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Lodging & food

4-star hotels

Every night on this South Tyrol cycling holiday is spent in a 4-star hotel, with properties handpicked across four locations in the Dolomites. In Bolzano, we’re based in the city centre for the first and last nights of the trip.

The night on the Alpe di Siusi puts us directly on the plateau, one of the largest high-altitude alpine meadows in Europe. Alta Badia means waking up surrounded by the Dolomites after the Sellaronda. Dobbiaco, at the foot of the Tre Cime, wraps up the mountain section before the final transfer back to Bolzano.

Food

South Tyrol has one of the most underrated food scenes in Italy, and the dinners on this trip make a strong case for it. Think hearty mountain cooking done with real finesse: canederli in broth, speck from the valley, aged cheeses, and glasses of Lagrein or Gewurztraminer that taste exactly like where you are.

The Wine Route ride adds tastings along the way, and breakfasts are included throughout to set up every riding day properly.

Adventure, packed to go

Cycling Holiday in South Tyrol, Italy: Bolzano to Bressanone

Adventure Brochure

Adventure brochure

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Meet your guides

Seasoned pros, local legends, and passionate adventurers—your trip is in the best hands.

5.00

Paolo

Paolo grew up in Lecce, studied art history, and has been racing bikes ever since, which makes him exactly the kind of guide you want leading you through southern Italy. When he's not on the bike, he's finding the best road, the best local wine, and the best reason to stop for lunch.

5.00

Chiara

UIMLA Mountain Leader

Raised on the southern shores of Lake Como, Chiara’s childhood revolved around water, wind, and mountains. Rowing, sailing, skiing, and climbing shaped her love for the outdoors early on. After studying in Milan, she traded city life for Cortina d’Ampezzo—arriving with a mountain bike and plenty of backpacks. Today, Chiara shares her passion for nature, local culture, and mountain life with guests of all ages, offering an approachable and heartfelt connection to the Dolomites.

5.00

Alice

UIMLA Mountain Leader

Alice is a UIMLA-certified International Mountain Leader based in the Dolomites. She grew up in the mountains, learned to climb with her father, and became an alpinism instructor in her early twenties. After working in mountain huts across the Dolomites, she began guiding internationally, combining trekking, climbing, and skiing with cultural exploration. A certified yoga teacher, Alice also leads outdoor yoga retreats and works with therapeutic mountain programs. Curious, warm, and deeply connected to the mountains, she believes growth often hides in small moments.

What others say about this adventure

5.00 (3 reviews)

Peyton Prati

This was THE most incredible experience. So grateful for this journey with Claudia and Dario as our guides. They are patient, kind, awesome humans!!

Russ Giles

Everything was as described. Hotels were ready for us. Tour was amazing. Luggage transfers and bike rentals went flawlessly. A really enjoyable trip.

Alexa MacDonald

We had the most amazing experience in the Dolomite Mountains with our wonderful guides, Claudia and Dario. They each made our experience exceptional! They made us feel so comfortable and well taken care of, as we enjoyed listening to their knowledge if the Dolomites.

Show all reviews

Things to know

Included:
- - An experienced, local, English-speaking cycling guide with extensive knowledge of the area
  - 7-day South Tyrol cycling holiday (5 days of riding)
  - Accommodation for 6 nights in 4-star hotels (double occupancy)
  - Most meals: 6 breakfasts and 4 dinners
  - Road bike rental (medium quality standard)
  - Support vehicle
  - Luggage transfers between hotels
  - Trip briefing, logistics, and area maps
  - 18 EUR donation to Wow Nature reforestation projects (carbon offset)
  - Italian VAT
Add-ons:
- - Single occupancy room — please leave a note at checkout if interested
  - Top quality bike rental upgrade — please leave a note at checkout if interested
  - Private transfer on arrival or departure — please leave a note at checkout if interested
Not included:
- - Flights
  - Lunches
  - Transfers to/from Bolzano
  - Personal expenses and city taxes
  - Anything not mentioned in the “Included” section above
  - Insurance — recommended, available to add at checkout
  - Guide gratuities — optional
To join this South Tyrol cycling holiday, good fitness is recommended. The riding covers up to 72.4 km (45 mi) per day, with up to 2,213 m (7,258 ft) of elevation gain on the most demanding stage.

The Sellaronda day crosses four mountain passes, so prior experience on a road bike and comfort in the saddle for 4 to 5 hours is a plus.

Want to see what else is there in the area? Discover more Italy bike tours here!
Here’s a list of the equipment you need to bring:
- - Road cycling helmet
  - Cycling shoes (compatible with clipless pedals)
  - Cycling bib shorts and jerseys
  - Arm and leg warmers for higher elevations
  - Lightweight windproof or rain jacket
  - Base layers for cooler mornings
  - Eye protection (sunglasses or riding goggles)
  - Water bottles or hydration system (2L minimum)
  - Small saddle bag or jersey pockets for essentials
  - Personal toiletries and sunscreen
  - Camera — optional but recommended
Dress comfortably and for the weather in clothes you can move in. We suggest bringing clothing appropriate for the season. Layers are best and don’t wear jeans.

Got everything you need? Grab your gear through Active Junky and earn cash back on top outdoor brands — plus a $10 bonus on your first $25+ purchase. Shop now at Active Junky!
Group sizes and pricing
- - For this South Tyrol cycling holiday, the usual client-to-guide ratio is 6:1.
  - There is no minimum number of people for this tour to operate. The maximum group size is set at 6 participants.
A South Tyrol cycling holiday can be arranged for larger groups. Contact us to make arrangements.

Min. age requirements
- - If you are older than 18, you’re good to go.
If your group has participants under the age of 18, contact us prior to booking to make arrangements.
The price for this South Tyrol cycling holiday is based on twin-share rooms, but a single occupancy room can be arranged at an additional fee. Please leave a note at checkout if interested.
The starting point of your South Tyrol cycling holiday is Bolzano. To get there, most people fly into Innsbruck Airport (INN) or Verona Airport (VRN). From there, you can take a shuttle service, public transport, or rent a car to reach Bolzano.

You will meet your guide in Bolzano on Day 1.
We highly recommend that you cover all your bases with insurance. To make your booking and traveling experience as carefree as possible, you’ll be offered to simply insure your trip with Redpoint at checkout.

Redpoint—the official 57hours insurance partner—tailors protection packages for adventure travel, offering a comprehensive travel program, even in remote locations! Trip cancellation, natural disasters, pandemic coverage, medical evacuation, primary medical expenses—regardless of the travel interruption that may happen, Redpoint will have you covered.
Deposits

Secure your spot with a 30% deposit upon booking! The remaining 70% of the trip price must be paid 90 days prior to departure at the latest. If booking within 90 days of departure, the full amount is required at the time of booking.

Cancellations

Booking fees are non-refundable after a 48-hour grace period. During checkout, however, you can choose one of 57hours’ flexibility options—Basic, Flexible, or Super Flexible. Depending on which one you choose, a different cancellation policy will apply to your booking.

Basic
- - If cancelled within 48 hours of booking, a full refund will be issued.
  - If cancelled 90 or more days before departure, a 70% refund of the total trip price will be issued.
  - If cancelled within 89 days of departure, no refund will be issued.
Flexible
- - If cancelled within 48 hours of booking, a full refund will be issued.
  - If cancelled 90 or more days before departure, a full refund of the total trip price will be issued.
  - If cancelled 60-89 days before departure, a 50% refund of the total trip price will be issued.
  - If cancelled within 59 days of departure, no refund will be issued.
Super Flexible
- - If cancelled within 48 hours of booking, a full refund will be issued.
  - If cancelled 60 or more days before departure, a full refund of the total trip price will be issued.
  - If cancelled within 59 days of departure, a 50% refund of the total trip price will be issued.

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