Hiking & Biking Trips to Italy Crafted Just for You

Uncover Italy's beauty on a biking and hiking adventure, exploring its countryside and historic towns.

A completely fresh take on

Traveling to Italy

Experience Italy like a local with our personalized travel plans tailored just for you.

Your next Italy vacation

Easy as 1, 2, 3

Tell us what you like

1. Describe your ideal trip

Starts with a simple, 4 question survey that takes only minutes to complete

Designed around your interests like ideal locations, activities & food

Each trip we build is 100% custom-crafted for you, and no one else

Designed exclusively for you

2. Get a custom itinerary

Including everything you’ll need for a perfect trip to Italy

Crafted by experts in Italian travel with over 30 years of experience

With an itinerary designed just for you and your interests

With every detail handled

3. Take the perfect vacation

One of kind experiences you can’t get anywhere else

Travel itinerary based on exactly the things you want to do

Backed by our exclusive Flexible Travel guarantee

Hiking & Biking

With Trips 2 Italy

Just tell us a little bit about where you'd like to go, and what you'd like to do. Our Italy travel experts will do the rest.

More couples honeymoon with

Trips 2 Italy

One of a Kind

Custom Vacations to Italy

At Trips 2 Italy, we believe that every journey is as unique as the individuals embarking on it, and we specialize in crafting personalized travel experiences to Italy. Our expertise lies in creating custom itineraries that cater to your specific preferences, ensuring that every aspect of your trip is tailored to your interests and desires. Whether you want to delve into Italy's vibrant culture, savor its renowned cuisine, or immerse yourself in its stunning landscapes, we are dedicated to designing a memorable vacation that exceeds your expectations. With Trips 2 Italy, you can look forward to creating cherished memories that will stay with you for a lifetime.

Crafted by a Team

That Specializes in Italian Travel

With our unparalleled Italian-born expertise, Trips 2 Italy specializes in hassle-free vacations that cover every aspect of your journey. From flights and transportation to handpicked accommodations and restaurant reservations, we ensure a seamless travel experience. Our dedicated team selects the finest accommodations, tailored to your preferences, and arranges reservations at top-notch restaurants, so you can savor Italy's exquisite flavors. Whether it's a romantic honeymoon, group trip, beach getaway, or ski adventure, our curated itineraries cater to your desires. With Trips 2 Italy, you can relax and immerse yourself in Italy's beauty, from idyllic coastlines to magnificent Alps. Plus, enjoy the peace of mind of our 24/7 assistance, ensuring a worry-free trip. Create cherished memories that will last a lifetime, while we handle the logistics.

Book Your Custom Vacation to Italy

With Complete Peace of Mind

Introducing our new flexible travel itinerary, exclusively offered by Trips 2 Italy. With this option, you have the freedom to change your departure date for your Italian vacation up to 30 days in advance, with no penalties or registration costs. We understand that circumstances can change, and flexibility is crucial, especially for individual travelers. If there are changes to your itinerary or travel conditions, we will reach out to discuss necessary adjustments and explore your options, including rescheduling or canceling the trip. Rest assured, Trips 2 Italy will provide a letter of credit that covers the full amount paid for your reservation if you choose to postpone, ensuring complete protection for your investment.

Trips 2 Italy | Custom Italian Vacations | Est. 2003

Copyright © Trips 2 Italy LLC.

Your dream vacation starts here

No more endless scrolling through travel sites looking for the perfect fit. Tell us about your ideal trip and preferences, and let our Italian-born travel experts do the rest.

Your dream vacation starts here

Just share a few details about your ideal trip & let our travel experts do the rest.