Senior Trips to ItalyCrafted Just for You

Experience the beauty of Italy like a local, not a tourist.

  • 100% custom itineraries

  • Crafted by native Italians

  • More locations & things to do

Custom Senior Vacations from Trips 2 Italy

Perfectly planned, 100% unique

Just tell us where you'd like to go, or what you'd like to do. Our Italy travel experts will do the rest.

Describe your ideal trip

Start with a simple, 4 question survey that takes just 2 minutes to complete

We’ll design a custom itinerary based on your interests and no one else’s.

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

Take the perfect vacation

One of kind experiences you can’t get anywhere else

Backed by our exclusive Flexible Travel guarantee

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We take care of every detail

You get the perfect trip

Custom
Itineraries
Itineraries

Boutique
Hotels
Hotels

Local
Food & Wine
Food & Wine

Private
Guided Tours
Guided Tours

Flights +
Transportation
Transportation

Flexible
Scheduling
Scheduling

We take care of every detail

You get the perfect trip

Custom
Itineraries

Boutique
Hotels

Local
Food & Wine

Private
Guided Tours

Flights +
Transportation

Flexible
Scheduling

Why more people travel

With Trips 2 Italy

We know you have options when booking your trip. Find out what truly sets Trips2Italy apart from the rest.

One of a Kind

Senior Trips to Italy

Every senior traveler has a unique story and personal interests, and at Trips 2 Italy, we believe their travel experiences should be just as unique. We specialize in crafting personalized Italy senior travel packages that reflect the distinct preferences of our mature clients. While generic travel packages may offer some level of enjoyment, they often fail to deliver the truly custom experiences that our senior-specific Italian vacations provide. When planning a customized trip with us, we give careful consideration to every detail, ensuring that each itinerary is meticulously tailored to suit the varied interests, needs, and aspirations of our senior travelers. Experience the richness of Italy's culture, savor the country's famed culinary delights, and marvel at the stunning landscapes, all at a pace that respects your comfort and leisure. With Trips 2 Italy, seniors can look forward to creating priceless memories that will be treasured for years to come.

Discover One of a Kind

Crafted by a Team

That Specalizes in Italian Travel

Planning your ideal senior trip to Italy with Trips 2 Italy is a personalized and seamless journey from start to finish. We understand the unique needs and preferences of senior travelers, and we carefully handpick destinations, activities, and tours that cater specifically to your comfort and interests. From the moment you contact us, our team handles every detail, including flights, hotels, restaurant reservations, and curated activities, ensuring a stress-free and enjoyable experience for you and your fellow travelers. With our 24/7 assistance, you can explore Italy with peace of mind, knowing that we are always there to support you. Whether you wish to immerse yourself in a single captivating destination or embark on a multi-city adventure, we tailor your itinerary to suit your desires. Choose from a range of experiences, from leisurely tours and cultural explorations to culinary delights and relaxation time. At Trips 2 Italy, we value you as esteemed guests, and we are dedicated to providing you with a memorable senior trip that exceeds your expectations.

Discover Crafted by a Team

Book your Senior Trip

With complete peace of mind

Exclusively from Trips 2 Italy, we are pleased to introduce our new flexible travel plan, specifically designed to provide our senior guests with added peace of mind. This plan allows you to reschedule your senior trip to Italy up to 30 days before the scheduled departure date, with absolutely no fees or enrollment costs. We understand that circumstances can change, and flexibility is essential, particularly for our mature travelers. Should changes occur to your itinerary or the global travel situation after booking your trip, we will promptly contact you to discuss any necessary adjustments to your itinerary and your available options, which can include modifying or postponing the trip. If you decide to postpone, Trips 2 Italy will issue a letter of credit valid for 100% of the payment made towards your booking, ensuring your investment is completely protected.

Discover Book your Senior Trip

Senior Trips

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.

Cultural Trips

Italy's rich cultural heritage makes it an ideal destination for senior travelers seeking immersive cultural experiences. These journeys might involve exploring architectural marvels such as the Colosseum in Rome or the Duomo in Florence, appreciating art masterpieces at the Uffizi Gallery, or discovering the historic canals and palaces of Venice. Guided tours can provide fascinating insights into Italy's long and varied history, while visits to charming local markets, traditional festivals, or pottery workshops in regions like Umbria offer a taste of everyday Italian culture. With its captivating blend of history, arts, and traditions, Italy promises a rewarding cultural voyage for senior travelers.

Food & Wine Tastings

For senior travelers with culinary inclinations, Italy offers an unparalleled gastronomic journey. Wine lovers can enjoy tastings in the sun-drenched vineyards of Tuscany or Piedmont, sampling renowned local vintages. Cheese tastings present a variety of delectable Italian cheeses, from creamy buffalo mozzarella to sharp Parmigiano-Reggiano. Cooking classes provide an interactive way to delve into Italy's culinary culture, as local chefs reveal the secrets behind classic dishes. Whether indulging in a meal at a quaint trattoria, exploring bustling food markets, or savoring street-side gelato, Italy's food and wine landscape promises a delightful sensory voyage for seniors.

Golf Trips

For senior travelers passionate about golf, Italy offers a magnificent array of scenic courses that marry challenging gameplay with spectacular landscapes. Renowned golf clubs spread across the country, from the rolling hills of Tuscany to the foothills of the Italian Alps, present beautifully maintained greens and fairways. Many courses also feature historic clubhouses, top-tier amenities, and stunning views of surrounding vineyards, coastlines, or mountains. Off the course, golfers can immerse themselves in Italy's rich culture, exceptional cuisine, and historical treasures. Combining the leisurely sport of golf with Italy's undeniable charm makes for a truly memorable and enriching senior vacation experience.

Senior Trip packages

We've crafted for clients

Curious about what a custom itinerary from Trips 2 Italy is like? Explore these Senior Trip packages to see what we do.

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.