Piran Slovenia coastal town with red roofs on peninsula at sunset over blue Adriatic Sea.
Aerial view of Trieste city waterfront, harbor filled with boats, and blue sea under cloudy sky.
Miramare Castle on the Adriatic coast with lush trees and blue sky
Cyclist riding along road next to water pools with hillside houses in background
Grand Canal panorama in Venice with Santa Maria della Salute at sunset
Boats on a canal lined with colorful buildings and pedestrians in Venice, Italy.
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Venice to Piran Cycling Tour

7 days / 6 nights

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Cycle through the history and beauty of Italy and Slovenia, from Venice to Piran, on a 7-day tour featuring stunning coastlines, and charming towns.

Starting point

Venice

Finish point

Piran

Fitness level

2/5

Season

From April to October

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Highlights

  • Discover the stunning Adriatic coastline, cycling along beaches and through charming coastal towns
  • Immerse yourself in the history and culture of the Venetian Republic
  • Experience the cosmopolitan city of Trieste
  • Relax in the town of Portorož, renowned for its spa and bathing facilities

What’s included in the price?

Self-guided

Tour design and organization
Booklet with detailed itinerary and route instructions
6 nights in a 3* hotels with breakfast
Service and support during your tour
GPS navigation with an easy-to-use app
Luggage transfer

NOT INCLUDED

Tourist tax

OPTIONAL EXTRAS

Airport transfer
E-bike
E-road bike
Gravel bike
Hotel upgrades
MTB
Regular bike
Road bike
Single supplement

Embark on an unforgettable cycling journey through the picturesque landscapes of Italy and Slovenia. From the historic city of Venice to the coastal town of Piran, you will pedal through an array of stunning natural scenery, immerse yourself in the rich cultural heritage of the region, and experience the warm hospitality of the locals.

Starting in Mestre, the mainland of Venice, the tour takes you on a breathtaking ride through the Venetian waterways, and charms of this magnificent area.

Leaving the sea behind, you will then head north towards the Julian Alps, cycling along quiet country roads. As you journey towards the gulf of Trieste, you will have the chance to explore many interesting stops along the way, such as Duino with its two castles, Sistiana with its charming bay, and Miramare with its famous castle.

Crossing over into Slovenia, you will discover famous holiday resorts such as Koper, before finally arriving in Portorož, a town renowned for its spa and bathing facilities, where you will finish your journey.

You will encounter a variety of terrains, from flat coastal stretches to rolling hills and mountainous regions. The tour also allows for plenty of opportunities to relax and swim in the crystal clear waters of the Adriatic Sea.

With the option to take train transfers to reduce the cycling distance on some stages, this tour caters to a range of fitness levels and preferences.

Top Places You’ll See

From natural wonders to authentic local culture, the route is packed with memorable sights—these are our absolute favorites.

Narrow canal with gondola and bridge in Venice, Italy. Architecture and landmark of Venice. Cozy cityscape of Venice.

Venice Canals

The canals of Venice form the lifeblood of one of the world’s most extraordinary cities. Winding through a maze of over a hundred small islands, these shimmering waterways replace roads, carrying gondolas and vaporetti past marble palaces and hidden courtyards. The Grand Canal, lined with Gothic and Renaissance façades, tells the story of a city that once ruled the seas.

Gondola with Rialto Bridge at sunset, Venice, Italy

Rialto

The Rialto Bridge is the oldest and most iconic of the four bridges spanning Venice’s Grand Canal. Completed in 1591, it replaced a wooden predecessor that had stood for centuries as the city’s commercial heart. Its graceful stone arch, lined with shops selling jewelry, glass, and fine textiles, connects the districts of San Marco and San Polo.
Aerial drone view of the Fortress of Palmanova in Italy. Unesco World Heritage. Venetian Works of Defence.

Palmanova

Palmanova is one of Europe’s most extraordinary examples of Renaissance military architecture — a perfect nine-pointed star fortress city. Built by the Republic of Venice in 1593 to defend against Ottoman invasions, its geometric precision and symmetry reflect both strategic brilliance and humanist ideals. From above, its layout is breathtakingly exact, with streets radiating from a central square. 

View of Miramare castle on the gulf of Trieste, Italy

Miramare Castle

Perched above the Gulf of Trieste, Miramare Castle is a 19th-century neo-Gothic residence built for Archduke Ferdinand Maximilian of Austria and his wife Charlotte. The castle’s white stone façade contrasts strikingly with the deep blue sea below, while its lush gardens brim with exotic plants collected from around the world. Inside, lavishly preserved rooms tell the story of imperial elegance and tragic destiny. It remains one of Italy’s most graceful seaside palaces.

Aerial view of Piran peninsula town with terracotta roofs surrounded by turquoise Adriatic Sea water.

Piran

Piran, the jewel of Slovenia’s Adriatic coast, enchants with its Venetian-inspired architecture and seaside charm. Its old town unfolds in narrow alleys that lead to sunlit squares, cafés, and the rhythm of the waves. The Church of St. George crowns the hilltop, offering sweeping views over terracotta rooftops and the sea beyond. 

Frequently Asked Questions

Our priority is to find the ideal accommodation that suits your needs. We collaborate with several lodging providers that meet our criteria, but please note that availability can be limited, particularly during peak seasons. Furthermore, we can tailor your holiday to align with your preferences and budget, and are committed to finding a more suitable alternative that matches your taste.

Our tours are categorized into three difficulty levels: leisurely, moderate, and challenging. Although each may include both easier and more demanding days, our rating system reflects the average difficulty level for a typical day.


Leisurely tours take place primarily on flat, paved cycling paths, asphalt roads, or easy gravel tracks, and they are suitable for all fitness levels.


Moderate tours may include some uphill climbs or technically more demanding terrain, but they are manageable for individuals of average fitness.


Challenging tours entail either long distances and numerous climbs or technical terrain, possibly featuring downhill sections requiring proficiency with a mountain bike.

Our tours can be adapted to any bike type, whether road, gravel, or mountain bike. We are in constant communication with you to find the optimal conditions for your cycling holidays in Italy.


The most versatile option is a gravel bike, even if you are coming on a road cycling holiday. It does not really affect your road performance while allowing you to take some scenic backroads that can be in a slightly worse state than the main ones. A gravel bike is usually more comfortable as well.

If you are not bringing your own bike and equipment, we can certainly arrange that for you. We have a wide selection of bikes at our disposal and we will choose the ones that best fit your tour. All we need from you is your usual bike size and any other relevant information or preferences so we can make sure you will be comfortable throughout your trip.

The availability of food options in Italy depends on the extent of your dietary restrictions. While it is relatively easy to find vegetarian dishes, locating vegan meals can be challenging, particularly in smaller towns and rural areas. Additionally, the traditional lunch stops we make may have limited ability to accommodate special requests beyond their standard menu. We recommend considering this when planning your meals.

Absolutely, the choice is yours! We understand that some travelers enjoy group activities while others prefer a more solitary experience. Therefore, we want to offer you the flexibility to personalize your trip to suit your preferences. After all, it is your holiday! As long as you adhere to the designated group timings and locations outlined by your guide, please feel free to customize your itinerary and embark on your own adventure.


If you want to have a completely independent holiday, you can always opt for a self-guided tour, which is possible on most of our tours!

The optimal time for our tours varies depending on the specific trip. However, typically late spring (May) and early autumn (September) are ideal. Of course, summer is also an excellent time to travel. Additionally, some of our holidays can be enjoyed in winter too!

With proper attire, most of our tours can still be enjoyed even in light rain. During the summer months, afternoon thunderstorms are not uncommon, so it’s recommended to start your day early. If inclement weather is forecasted, we will do our best to modify the tour or arrange for shuttle transportation to skip a particular stage.

Ratings & Reviews

Google Reviews
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World discovery Top Rated Brand

Gašper Kolenc

Verified customer · 9 months ago

Exploring Tuscany on a self-guided cycling holiday was pure joy. The carefully curated routes took me through vineyards, olive groves, and picturesque towns like Siena and Pienza. I loved being able to stop whenever I wanted to soak in the views or enjoy a cappuccino in a quaint café. The GPS and route notes were spot-on, and the logistics, from luggage transfers to charming accommodations, were seamless. Tuscany’s beauty is best experienced on two wheels, and the freedom to set my own pace made it unforgettable.

Mystie Pineda

Verified customer · 2 months ago

I found this place with a simple Google search, and I never could’ve expected the custom experience I received. They provided options to help my husband and I hone in on exactly what we wanted to do for our honeymoon. We had perfectly curated GPS-lead rides all across the country, they booked all of our hotels, and planned all of our transportation. Every place that we went was so beautiful. I’m so grateful that we found this company to help us plan our honeymoon, couldn’t have asked for a better experience!

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Bill Wright

Verified customer · 3 months ago

I was able to tailor a bike tour itinerary along the Adriatic coast that suited our group during the shoulder season. We added individual pre and post-trip activities which went smoothly. Our trip included stops in Italy, Slovenia and Croatia. The trip planner, guide and support team were great.

barney barnhart

Verified customer · 3 months ago

Brilliant planning, great communication, terrific hotels and accommodations, interesting cities and beautiful scenery plus amazing routes.

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John Woeste

Verified customer · 4 months ago

Highly recommend the bike trip from Bled to Pula. It was well planned. We did a small group self-supported. Big fun. Bikes, hotels, route selection and communication with the company was great.

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Alison Booth

Verified customer · 4 months ago

I would highly recommend anyone doing this tour take the e-bike option. There were only 3 of us on our tour who completed this on regular bikes. Four others who started out on regular bikes swapped over to e-bikes after the first day. The climbs are long and steep. There is pretty much only up or down, not much flat or undulating road. It is doable, but very challenging. If you are on an e-bike then this also helps with the group staying together and no-one having to wait too long for others to catch up. The bikes were really good and had great gearing that was capable of handling the steeper climbs. When we booked we were unaware that we would be riding in a group of 20plus at all time. Thankfully our group had prior group riding experience but we did observe other large groups with less than desirable riding behaviours.Others in our group were extremely understanding and supportive. Our guide, David, was very adamant about staying safe on the road. He was flexible with the itinerary and made changes to suit the weather conditions and to ensure we got in as much riding as possible. He was vey knowledgeable about Croatian history and agriculture and taught us lots about the country he is so passionate about. Our captain, Tolma, was also amazing and along with his awesome crew, made our cruise an enjoyable experience.

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Self-guided

Those who like good adventure and limitless flexibility should go on a self-guided cycling holiday. It offers complete freedom, multiple detour opportunities, and exploration at your own pace without having to adapt to a group.

Hassle-Free

We handle itineraries, accommodations, and anything else you prefer not to deal with, so you can enjoy a carefree holiday.

Completely Customizable

Flexibility is our middle name — whether you want more or less, or just beyond ordinary, we’ll make it happen.

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Unbeatable support

Our 24/7 customer support is where we show our passion, bringing you a better experience by making your well-being our number one priority.

from 1.349 € /person