Our 9 Best Sample Romantic Trips to Italy

Why we recommend this sample itinerary:

Designed by Italy travel specialists to celebrate shared experiences, Zicasso’s Indulgent Rome to Venice Itinerary: Couple’s Getaway brings to life the quintessential image of romance that iconic destinations like Venice, the rolling hills of Tuscany, and the ancient grandeur of Rome evoke. This meticulously planned journey invites you and your beloved to embrace the ultimate romantic atmosphere, with stunning scenery that seamlessly flows from the majestic Colosseum in Rome to the serene elegance of the Grand Canal in Venice.

Enjoy intimate dinner experiences prepared by renowned chefs, carefully selected luxury accommodations, and panoramic vistas of the Italian landscape. This journey promises to envelop you in the extraordinary luxuries and endless charm of Italy, giving you an unforgettable romantic experience designed for two.

• Enjoy essential Italian highlights like ancient sites and pristine beaches
• Embark on exclusive visits to the Vatican Museums before opening hours
• Savor award-winning cuisine cooked by famous chefs

Length: 9 days

Places Visited:

• Rome
• Siena
• Florence
• Verona
• Venice
• Murano
• Burano

Learn more: Rome to Venice Tours and Vacation Packages

Why we recommend this sample itinerary:

Our Couple's Getaway: Two Weeks in Southern Italy unveils a region where ancient history, vibrant culture, and breathtaking natural beauty converge to create an intensely charismatic experience. A golden coastline, resplendent with Mediterranean sunshine, a constellation of gorgeous islands rising majestically from turquoise waters, and a richly intermingled heritage provide a spectacular backdrop for romance.

This immersive journey is designed to immerse you in the authentic soul of Italy's south, a region where every vista tells a story and every moment invites intimacy and shared discovery, far from the well-trodden paths of mass tourism. Explore rustic charm, imperial grandeur, and intimacy as you enjoy private boat tours around hidden coves, leisurely strolls through sun-drenched lemon groves, and dinners accompanied by the sounds of the Mediterranean.

• Stroll a golden coastline, gorgeous islands, ancient history, and intermingled heritage
• Savor a private cooking class and scenic drives
• Take in rustic charm and imperial grandeur

Length: 14 days

Places Visited:

• Naples
• Pompeii
• Sorrento
• Amalfi
• Positano
• Capri
• Palermo
• Sicily

Learn more: Southern Italy Tours and Vacations • Sicily Honeymoon Tours and Vacations

Why we recommend this sample itinerary:

Designed by Italy travel specialists who cherish the exquisite beauty of the Ligurian coast, Romance on the Italian Riviera: Getaway Tour for Couples will plunge you into opulence where lush landscapes meet the shimmering sea along Italy's breathtaking northwestern coastline. Age-old traditions flourish and modern luxuries seamlessly reflect the rich local culture as you wander through storybook medieval villages and enjoy sensational views, enveloped by an atmosphere of refined tranquility and unspoiled beauty.

Indulge in private excursions to the picturesque towns of Cinque Terre, explore exclusive cliffside vineyards, engage in a delightful couple’s cooking class, and linger at charming cafés that overlook pristine beaches. The Italian Riviera’s idyllic blend of natural splendor, sophisticated charm, and rich cultural heritage promises a romantic escape unlike any other.

• Find immersive opulence where land and sea meet
• Visit storybook medieval villages and enjoy sensational coastal views
• Take a cooking class or relax at beachfront cafés

Length: 8 days

Places Visited:

• Albissola
• Apricale
• Dolceacqua
• Albenga
• Castelvecchio di Rocca Barbena
• Borgio Verezzi
• Finalborgo
• Genoa
• Nervi
• Boccadasse
• Monterosso
• Vernazza
• Corniglia
• Manarola
• Riomaggiore
• Portovenere
• Camogli

Learn more: Cinque Terre Tours and Vacations

Why we recommend this sample itinerary:

Zicasso’s Couples Getaway to Italy’s Fashion Capital celebrates how style, creativity, and luxury combine to create an unforgettable romantic experience. The elegant city of Milan generously shares its opulent spirit and myriad romantic surprises that emerge from the intricate spires of the majestic Duomo to the dazzling displays of high-end boutiques.

From Milan's subtly concealed, little-known canals that whisper secrets of the past to its fabulous, groundbreaking architecture, the city's fashion-forward essence acts as a sophisticated gateway to the lavish lifestyles and romantic opportunities in and around the city, all perfectly ripe for unforgettable moments of shared romance and stylish discovery.

• Lose yourselves in the style, creativity, and luxury of Italy’s fashion capital
• Enjoy a private viewing of Da Vinci’s Last Supper and explore Lake Como by private boat
• Gain insights into Milan’s contemporary aesthetic and romantic surprises

Length: 7 days

Places Visited:

• Milan
• Bellagio

Learn more: Milan Vacations • Milan and Lake Como Itineraries

Why we recommend this sample itinerary:

Designed by Italy travel specialists who truly understand the country's hidden depths, the Heart and Soul of Italy Tour: Umbria to Abruzzo references the geographically central regions of the picturesque peninsula as it speaks to the passion and meaningful culture that is often overlooked in these truly authentic areas.

This journey invites you to step away from the well-trodden tourist paths and immerse yourselves in a landscape of untouched countryside, where rolling hills give way to ancient forests and serene valleys. You'll discover treasured villages, each holding centuries of history and local lore as you enjoy immersive romance, characterized by exquisite culinary experiences and remote indulgences that offer profound tranquility and intimate connection far from the bustling crowds.

• Indulge in the passion and meaningful culture of central Italy
• Enjoy exquisite culinary experiences and remote indulgences
• Explore untouched countryside and treasured villages

Length: 8 days

Places Visited:

• Florence
• Umbria
• Assisi
• Corciano
• Borgo Solomeo
• Montepulciano
• Castiglione del Lago
• Loreto
• Ascoli Piceno

Why we recommend this sample itinerary:

Autumn Romance in Italy: 11-Day Couples Tour brings passion, prestige, and pure pleasure to life as the summer crowds dissipate and the Italian landscape transforms into a kaleidoscope of warm, earthy hues. This itinerary offers idyllic weather for leisurely exploration that transports you from the majestic Italian Alps to the serene beauty of the seaside. The timeless romantic ambiance of Italy, beautifully enhanced by autumn’s gentle embrace, will open your eyes to the lavish comforts of exclusive spa treatments, the refined elegance of exquisite accommodations, and the peaceful serenity of quiet, picturesque hamlets.

Enjoy awe-inspiring views of glacial peaks, delve into the cultural heart of Milan, share in the pure joy of a private Tuscan cooking class amidst sun-drenched vineyards, and embrace a trip to enchanting Capri, where azure waters, dramatic cliffs, and vibrant gardens await your discovery.

• Enjoy idyllic weather and immersive treasures from the Alps to the seaside
• Indulge in lavish spa treatments, elegant accommodations, and quiet hamlets
• Savor your efforts after a cooking class in a sun-filled vineyard

Length: 11 days

Places Visited:

• Alagna Sesia
• Milan
• Florence
• Sorrento
• Pompeii
• Capri

Learn more: Italy Vacations in September • Italy Tours in November

Why we recommend this sample itinerary:

Designed by Italy travel specialists who understand the unparalleled charm of Italy's most beloved lake, the Romantic Getaway to Lake Como: Italy’s Favorite Lake features an incredible, almost ethereal romantic ambiance. The majestic Alps provide a dramatic backdrop and the glistening waters of the lake beautifully reflect the charming, bordering towns, creating a postcard-perfect scene at every turn.

Your journey will be filled with scenic beauty and intimate experiences designed to deepen your connection. Revel in a breathtaking scenic cruise of Lake Como, wander hand-in-hand through the lavish neighborhoods of Bellagio to discover charming boutiques, exquisite gardens, and stunning lake views, and seek out hidden gems like the waterfall at Nesso Gorge.

• Lose yourselves in an incredible romantic ambiance in the Alps
• Stay in elegant villas with inspiring landscapes and stunning wines
• Take a scenic cruise, explore Bellagio, and visit Nesso Gorge

Length: 7 days

Places Visited:

• Milan
• Como
• Cernobbio
• Nesso
• Argegno
• Bellagio

Learn more: Lake Como Vacations

Why we recommend this sample itinerary:

Italy Honeymoon Indulgence: Romance, Food, and Wine is an ode to affection and passion. Embrace the joy of shared connection during this journey, meticulously crafted for you to delight in Italy's most favored pastimes. Every meal is a celebration, every sip a revelation, and every experience an opportunity to deepen your bond in the most delicious and memorable ways imaginable.

Begin your culinary adventure by sampling exquisite artisanal delicacies, from the rich, complex flavors of aged balsamic vinegar in Modena to the legendary perfection of Parmigiano Reggiano cheeses. Wind your way through the artistic heart of Florence, immersing yourselves in the timeless masterpieces housed within the renowned Uffizi Gallery. Explore the charming medieval towns and discover the classic, nuanced wines of the Chianti region. These are but a few of the wonderful experiences you can have on an itinerary that promises cherished memories.

• Celebrate your dedication to affection and passion through food and wine
• Sample artisanal delicacies, explore Florence, and visit medieval towns
• Experience truffle hunting, private wine cellars, and nine-course tasting menus

Length: 10 days

Places Visited:

• Bologna
• Florence
• La Morra

Learn more: Italy Food and Wine Tours • Italy Food and Wine Travel Guide

Why we recommend this sample itinerary:

When embarking on our Charm and Romance in Italy’s Countryside: Tuscany and Umbria Tour, you will find yourselves among rolling hills and timeless medieval villages that create Italy’s storybook image. Step into a landscape where every vista is a masterpiece, perfect if you are seeking tranquility, beauty, and cultural immersion. Relax in carefully selected, elegant accommodations that blend historical charm with modern luxury, embrace charismatic towns where local life unfolds at a leisurely pace, and indulge in new flavors as you enjoy delectable cuisine.

Cruise down the Tiber River in Rome, sample exquisite olive oil in Umbria, and savor a breathtaking panoramic view of Tuscany from atop an ancient tower in Monteriggioni. From chestnut orchards and sun-drenched vineyards to the iconic presence of Michelangelo’s David in Florence and the poignant history of the tomb of St. Valentine in Terni, this charming tour of Tuscany and Umbria promises a journey filled with discovery and delight.

• Let your love run wild in rolling hills and medieval villages
• Indulge in elegant accommodations, charismatic towns, and delectable cuisine
• Take in a Tiber River cruise, olive oil sampling, and panoramic views of Tuscany

Length: 10 days

Places Visited:

• Rome
• Spoleto
• Assisi
• Montefalco
• Volterra
• Florence
• Orvieto
• Monteriggioni

Learn more: Tuscany Tours and Vacations

Our romantic trips to Italy are deeply personal and intimate experiences, crafted entirely around your preferences, unique travel style, and the very reason you wish to discover this magnificent peninsula together. Whether you dream of secluded countryside retreats, vibrant city explorations, or a blend of both, our specialists are here to bring your vision to life with unparalleled expertise and attention to detail.

For further inspiration and expert advice, delve into our comprehensive Italy Travel Guide and Italy Honeymoon Travel Guide.. Our dedicated travel specialists are ready to transform your dreams into a breathtaking reality, crafting a romantic journey that is as unique and beautiful as your love story.