4.6/5
8250+ reviews
Customize it the way you want
Mesmerizing 6N in Italy with Cycling
Curated by Naveen, planned 4502+ Italy trips
Your Itinerary
Milan
1 nights
Day01
Arrive in Milan airport. Get transferred to your hotel.
At leisure
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Train ride to Rome
Rome
3 nights
Day02
Check out of your hotel. Take your train from Milan to Rome. Check-in to your new hotel
At leisure
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Roma Pass for 72 hours
Day03
Hills of Ancient Rome Segway Tour - Rome by Segway Tour
At leisure
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Day04
At leisure
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Train ride to Sorrento
Sorrento
2 nights
Day05
Check out of your hotel. Take the train from the Rome to Naples. On Arriving take the underground train to Sorrento. Check-in to your new hotel.
At leisure
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Day06
At leisure
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Day07
At leisure
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Time to head home with a full camera roll, a few souvenirs, and that Sooper hit holiday glow. The next journey awaits.
Add Trip Details
/ person
Excluding Applicable Taxes
Your route
Arrival at MXP
Milan
1N
Transfer by train
Rome
3N
Transfer by train
Sorrento
2N
Departure at NAP
Your trip includes
Transfers, Visa & Insurance
Tell us your dates, travel group, and departure city to view all inclusion details
Hear from a traveller who chose a similar itinerary has to say
Exceptional Europe Trip & Incredible Support! I want to express my heartfelt appreciation to Pick Your Trail for customizing my dream trip to Europe. From the meticulously planned itinerary and reasonable pricing to the smooth post-trip refund process, everything was top-notch. What truly sets them apart is their phenomenal 24x7 support during critical moments. When a national train strike in Italy cancelled our train from Milan to Venice, and subsequently affected our scheduled gondola ride, the support team stepped up immediately, offering to cover 50% of the replacement tickets and activities. They also went above and beyond when we faced ticketing issues with our BB train transit from Venice, completely reimbursing our travel to Portonova. A massive special thanks to Pranjal for handling our booking and pre-post support, and to Jayalakshmi, Vaishnavi, Janani, Anith, Aashwin George, and the entire 24x7 support crew for being there for us every single step of the way. Any company can sell you a vacation package, but Pick Your Trail delivers unmatched crisis management, peace of mind, and genuine care. Thank you for making our holiday so memorablewe will definitely book our next international trip with you guys!
Avdesh Chauhan, Italy
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Embarking on a six-night journey through Italy, you unveil a tapestry of rich history, stunning landscapes, and vibrant culture. With your bike as your trusty steed, glide through enchanting cities and picturesque countryside, immersing yourself in experiences that will linger in your memory long after you’ve returned home. Whether you’re pedaling alongside the canals of Milan or discovering the ancient relics of Rome, this adventure promises a unique blend of exploration and leisure.
Highlights of the Destination
- Milan's Fashion Forward Vibes: Known as Italy's fashion capital, Milan captivates with its chic boutiques and historic landmarks, like the stunning Duomo Cathedral that towers over the bustling square.
- The Eternal City - Rome: A rich fusion of history and innovation, rediscover culture in the grandeur of the Colosseum and the sacred halls of Vatican City.
- Serene Sorrento: Resting on cliffs with breathtaking views of the Bay of Naples, Sorrento acts as a paradise for relaxation and home base for excursions to Amalfi and Capri.
- Culinary Delights: From creamy gelatos to heartwarming pastas, indulge in local cuisine that is sure to tantalize your taste buds at every stop.
Travel Tips for Italy
- Embrace public transport: Use the efficient Rome public transport system and buy a 72-hour Roma Pass to simplify your travels across the city.
- Always carry cash: While cards are accepted widely, especially in tourist areas, small eateries and markets prefer cash.
- Dress appropriately for churches: When visiting sacred sites, ensure to cover your shoulders and knees out of respect for local customs.
- Hydrate and rest often: Cycling can be taxing, so take breaks to hydrate, relish the scenery, and chat with locals as you explore.
Conclusion
The magic of Italy during this six-night cycling tour is not only in its landmarks but in the heartfelt interactions you’ll have along the way. Let the winds of the Italian countryside guide you through an unforgettable journey filled with sights, flavors, and adventures. You’ll return not only with memories of astonishing places but also connections that celebrate the Italian way of life, making this trip truly mesmerizing.
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Customer Reviews
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Avdesh Chauhan
Reviewed on: 24 Jul 2026
Exceptional Europe Trip & Incredible Support! I want to express my heartfelt appreciation to Pick Your Trail for customizing my dream trip to Europe. From the meticulously planned itinerary and reasonable pricing to the smooth post-trip refund process, everything was top-notch. What truly sets them apart is their phenomenal 24x7 support during critical moments. When a national train strike in Italy cancelled our train from Milan to Venice, and subsequently affected our scheduled gondola ride, the support team stepped up immediately, offering to cover 50% of the replacement tickets and activities. They also went above and beyond when we faced ticketing issues with our BB train transit from Venice, completely reimbursing our travel to Portonova. A massive special thanks to Pranjal for handling our booking and pre-post support, and to Jayalakshmi, Vaishnavi, Janani, Anith, Aashwin George, and the entire 24x7 support crew for being there for us every single step of the way. Any company can sell you a vacation package, but Pick Your Trail delivers unmatched crisis management, peace of mind, and genuine care. Thank you for making our holiday so memorablewe will definitely book our next international trip with you guys!
Parvesh Ranka
Reviewed on: 04 Jun 2026
Dear Rohit / Somi / Subhash / Srivathsan / Vaishnavi & Entire Pickyourtrail Team I Would Like To Thank You All For Making Our Italy Trip Wonderful & Memorable Your Presence During Our On Going Journey Made Ourself Relaxed & Supportive
Monisha Borthakur
Reviewed on: 22 Nov 2025
Experience of my Italy was very good. Gaurav Ramani was very prompt and helpful. Sana guided me well and planned a good trip me. Overall it was a very good experience
Vamsi Pradeep
Reviewed on: 02 Jul 2025
Hey, we just got back from our first Schengen trip to Italy and swiss with PYT, and it was awesome! The whole thing went super smoothly, and a big shoutout to the Visa team they were lifesavers, especially since our visa got rejected at first. Uma helped us plan everything, and Mohasib kept things running perfectly. Plus, the app support was great, with reminders and quick answers to all our questions. Seriously, I totally recommend PYT if you want a stress-free trip!
Srinivasu K
Reviewed on: 23 May 2023
The journey to Europe started from an inquiry with an amazing person Mr. Avik Shriram of pickyourtrial...and from there onwards its smooth planning and excitement to be there...It was absolutely an amazing experience to Swiss and Italy brilliantly organised and customised according to our taste by pickyourtrial.Their APP was amazing and you will love it once you start experiencing.... they provided 24/7 support for all your queries, and you get quick responses.I should give the entire credit to Avik Shriram as we ended with lots of memories to take away.
Preena Singh
Reviewed on: 12 Mar 2020
I booked my Honeymoon for Italy from Pickyourtrail , it was a good experience overall a few hits and misses but these guys did a nice job..Thank you for the amazing experience 😊
Bharath Sukumaran
Reviewed on: 12 Mar 2020
Excellent service for my Italy trip... I would definitely recommend Pickyourtrail for any trips...
Divya Mohan
Reviewed on: 10 Mar 2020
Had used pickyourtrail for my Italy vacation. They offered excellent support although. The live chat option was really helpful. Everyone I interacted with was really professional and helpful. 6 Stars 😊.
Dhivya M
Reviewed on: 03 Mar 2020
It was a wonderful experience with Pickyourtrial team. We had a pleasant journey. Online support team was very helpful at the new place when we were stuck and they were responding immediately and was very helpful. The entire trip to Italy went very well with no hassle. We loved it. Thank you guys.
Preena Singh
Reviewed on: 13 Feb 2020
I booked my Honeymoon for Italy from Pickyourtrail , it was a good experience overall a few hits and misses but these guys did a nice job..Thank you for the amazing experience 😊
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