Historical & Architectural Trips to ItalyCrafted Just for You

Embark off on a fascinating journey through Italy, delving into its rich history and architectural marvels, from ancient ruins to Renaissance masterpieces.

  • 100% custom itineraries

  • Crafted by native Italians

  • More locations & things to do

Why lovers of Italian travel

love Trips 2 Italy

We don't just plan vacations; we craft once-in-a-lifetime experiences.

Personalized Vacations

No two vacations are alike, which is why we start by listening, and then tailor each trip into the most unique Italian travel experience.

Custom Itineraries

We plan your perfect Italian vacation down to the smallest detail, including hidden dining suggestions and sites that only an Italian would know.

Italy Obessed

Our founder Tommaso De Poi was born and raised in Lake Como, and he has made it his life work to share the wonders of Italy with the world.

Decades of Experience

For over 20 years, Trips 2 Italy has perfected the art of creating the most memorable Italian vacations for our thousands of happy clients.

Historical & Architectural Vacations by Trips 2 Italy

Perfectly planned, 100% unique

Just tell us where you want to go, or what you'd like to do. Our Italian 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 your group will need for the perfect Italian vacation

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

First-class
Accommodations
Accommodations

Authentic
Food & Wine
Food & Wine

Local
Guided Tours
Guided Tours

Effortless
Connections
Connections

Flexible
Planning
Planning

We take care of every detail

You get the perfect trip

Custom
Itineraries

First-class
Accommodations

Authentic
Food & Wine

Local
Guided Tours

Effortless
Connections

Flexible
Planning

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

Architectural Tours of Italy

At Trips 2 Italy, we hold the belief that each journey is as unique as the traveler undertaking it. Our forte lies in meticulously crafting personalized tours to Italy that weave an exploration of its magnificent architecture and rich historical tapestry around your distinctive preferences. Whether your fascination lies in Rome's ancient ruins, Florence's Renaissance splendors, or the romantic waterways of Venice, our commitment is to curate an unforgettable voyage that goes beyond your expectations. With Trips 2 Italy, your cherished memories of the country's architectural grandeur and historical depth are not just guaranteed; they are a promise.

Discover One of a Kind

Crafted by a Team

That Specializes in Italian Travel

Leveraging our unparalleled expertise, born and bred in Italy, Trips 2 Italy is your go-to partner for meticulously planned, hassle-free architectural and historical tours. We manage every element of your journey, encompassing flights, transportation, expertly selected accommodations, and prime restaurant reservations, ensuring you experience a seamless voyage into Italy's rich architectural and historical landscape. Our committed team prioritizes your preferences, arranging stays in superior accommodations and bookings at acclaimed restaurants to guarantee a taste of Italy's renowned culinary delights. Be it a romantic honeymoon steeped in the country's historical allure, a group architectural exploration, or a hybrid tour combining cultural discovery with coastal or alpine relaxation, we provide bespoke itineraries to satiate your aspirations. As a guest of Trips 2 Italy, your sole task is to unwind and delve into Italy's breathtaking sights, comforted by our round-the-clock support guaranteeing a stress-free journey. As we meticulously manage the logistics, you are free to create enduring memories in this land of architectural marvels and historical wealth.

Discover Crafted by a Team

Book Your Custom Vacation to Italy

With Complete Peace of Mind

Trips 2 Italy is proud to present our innovative, flexible travel itinerary designed exclusively for architectural and historical tours. This exclusive offering affords you the liberty to modify your Italian tour departure date up to 30 days ahead, sans penalties or booking fees. Recognizing the fluidity of circumstances and the paramount importance of flexibility, especially for individual explorers, we are prepared to adapt swiftly. If changes impact your itinerary or travel situation, we will promptly engage in a dialogue to evaluate necessary revisions and examine possible alternatives, encompassing rescheduling or even trip cancellation. With Trips 2 Italy, your peace of mind is our priority - if you opt to delay your journey, we guarantee a letter of credit covering the entire amount paid for your booking, providing full safeguarding for your investment.

Discover Book Your Custom Vacation to Italy

Architectural & Historical Sites

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.

Rome

The city of Rome serves as a timeless testament to Italy's rich architectural prowess and historical depth. As an integral cradle of Western civilization, Rome's architectural legacy unfolds through grand structures like the Colosseum, a colossal amphitheater that narrates tales of ancient Roman spectacles and gladiatorial contests. A stone's throw away, the Roman Forum serves as a silent memoir of the bustling heart of the ancient city, with its remaining pillars and arches chronicling Rome's civic life. Further lending to Rome's architectural splendor is the Pantheon, a marvel of Roman engineering with its mammoth concrete dome and the perfectly proportioned interior, its design imitated throughout history. The city's architectural narrative also embraces the grandeur of Vatican City's St. Peter's Basilica, a shining example of Renaissance architecture. The urban fabric of Rome presents an unbroken historical timeline, from its ancient roots, through the Middle Ages, into the Renaissance, and beyond. This intricate intertwining of architecture and history makes Rome a living, breathing historical monument, a testament to Italy's monumental past and its enduring influence on Western civilization.

Florence

Florence, the illustrious cradle of the Renaissance, stands as a vibrant monument to Italy's immense architectural refinement and historical significance. The city's tapestry of architectural grandeur is intricately woven with historical narratives, unfolding beautifully through iconic landmarks such as the Florence Cathedral, with its staggering red-tiled dome that dominates the city's skyline - a masterpiece of engineering credited to Brunelleschi, narrating tales of ingenuity and resilience. Nearby, the Baptistery, renowned for its ornate bronze doors, serves as a silent memoir to the city's religious and civic life. Adding to Florence's architectural brilliance, the Uffizi Gallery, a structural marvel of the Medici family's period, houses one of the world's greatest collections of art, embodying the spirit of the Renaissance. Meanwhile, the imposing Palazzo Vecchio stands as a testament to the city's political power during the Middle Ages and the Renaissance period. The urban fabric of Florence presents an unbroken historical timeline, eloquently blending medieval architectural remnants with the innovation of the Renaissance and beyond. This harmonious fusion of architecture and history transforms Florence into a living museum, emblematic of Italy's profound historical influence and continued resonance in the annals of Western civilization.

Vatican City

Vatican City stands as a vibrant testament to Italy's remarkable architectural expertise and the depth of its historical heritage. As the world's smallest independent state, its architectural lineage unfolds through grand edifices such as St. Peter's Basilica, a Renaissance masterpiece that whispers tales of papal majesty and architectural genius. Just steps away, the Sistine Chapel serves as an eloquent memoir of the Vatican's religious life, with its ceiling frescoes, masterfully painted by Michelangelo, capturing the spiritual essence of the Renaissance. Further enhancing Vatican City's architectural allure is the colossal dome of St. Peter's Basilica, an engineering marvel designed by Michelangelo himself, which has influenced dome designs worldwide. The city-state's architectural saga also comprises the grandeur of the Vatican Museums, a collection of art museums housing an extensive array of art and historical artifacts. The urban layout of Vatican City presents a continuous historical chronology, seamlessly blending elements of Renaissance and Baroque architecture. This complex fusion of architecture and history breathes life into Vatican City, transforming it into a living historical monument and symbolizing the remarkable influence of Italy's architectural and historical grandeur on Western civilization.

Architectural & Historical Site packages

We've crafted for clients

Curious about what a custom itinerary from Trips 2 Italy is like? Explore these Architectural & Historical Site 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.