Milan Explorer Trips in 2025/2026

Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Central & Western Europe: Classic Cities

No booking fees

Best price guaranteed

Find me... munching on strudel in a chandelier-lit Viennese café, chasing gelato through Florence’s cobbled streets, getting lost in Prague’s fairytale lanes and lazing by the river in laid-back Ljubljana.

Explorer

Tour Type

Small Group Tour

Accommodation

Camping, Hostel, Sleeper Train

Age Range

18-39 yrs

Operated in

english

Destinations

Amsterdam, Ljubljana, Venice, Ro

Amsterdam, Ljubljana, Venice, Rome, Florence, Milan, Swiss Alps, Berlin, Paris, Prague, Vienna

Duration25 days

From

USD 4,869

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15% OFF TODAY

Scenic Italy & Switzerland - 13 days

No booking fees

Best price guaranteed

Experience scenic Italy and Switzerland on this 13-day tour from Milan, blending lakeside beauty, historic cities, and dramatic alpine landscapes. Discover Lake Garda and fair Verona before immersing in the charm of Venice. Travel through the Dolomites for soaring peaks, alpine lakes, and sweeping passes, then continue to Trento. Cruise across Lake Como, explore elegant Stresa, and visit the UNESCO-listed Sacro Monte of Ghiffa. Cross the Simplon Pass to Zermatt for unforgettable views of the Matterhorn, then explore Lausanne, Gruyères and Gstaad. End the adventure with Lauterbrunnen’s waterfalls, Interlaken’s Mountain scenery, Entlebuch’s pastures and Bellinzona’s medieval castles before returning to Milan.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

18-80 yrs

Operated in

english

Destinations

Milan, Venice, Lausanne, Interla

Milan, Venice, Lausanne, Interlaken, Cortina d'Ampezzo, Trento, Locarno

15% OFF TODAY

Duration13 days

From

USD 7,845

USD 6,668

Saving

USD 1,177

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15% OFF TODAY

Rome to Florence, Alps & Dolomites - 13 days

No booking fees

Best price guaranteed

Discover Italy and Switzerland on this 13-day journey from Rome to Milan, uncovering art, history and stunning landscapes along the way. Wander medieval Assisi and Siena before delving into Florence’s Renaissance treasures. Explore Bologna’s lively piazzas and Venice’s canals, then continue to chic Milan. Ride the Bernina Express through the Swiss Alps, take in Lake Garda and the wine routes of Trento and Kaltern, and enjoy the Alpine charm of Bolzano, Merano and Vipiteno. Marvel at the lakes and peaks of the Dolomites from Cortina d’Ampezzo, before rounding off with a taste of Bassano del Grappa’s heritage and culture.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Milan, Rome, Florence, Cortina d

Milan, Rome, Florence, Cortina d'Ampezzo, Venice, Bolzano

15% OFF TODAY

Duration13 days

From

USD 7,115

USD 6,048

Saving

USD 1,067

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15% OFF TODAY

Italian Lakes, Alps & Dolomites - 9 days

No booking fees

Best price guaranteed

Discover the beauty of northern Italy on this 9-day journey, starting and ending in Milan. Begin with time to explore the fashion capital before crossing into Switzerland for a spectacular ride on the Bernina Express. Back in Italy, enjoy a guided walking tour of Milan before heading to Lake Garda, Trento and the alpine charm of Bolzano. Explore medieval towns, sip local wines and take in the breathtaking lakes of the Dolomites from a base in Cortina d’Ampezzo, then head back to Milan via Bassano del Grappa, with a tasting of the local tipple.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Milan

15% OFF TODAY

Duration9 days

From

USD 3,485

USD 2,962

Saving

USD 523

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5% OFF TODAY

A Taste of Medieval Italy

No booking fees

Best price guaranteed

Step into Italy’s enchanting Emilia-Romagna region: a place where every recipe is a story and every lovely vista is destined to become ingrained on your memory for eternity. Our 9-day journey meanders lazily through this extraordinary region, taking in timeless hilltop towns, cities that glimmer with medieval treasures and rustic castle estates where culinary traditions abound. If food is the key to your heart, prepare to fall head over heels on this carefully crafted Italian escape...

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

18-80 yrs

Operated in

english

Destinations

Milan, Parma, Bologna, Ravenna

Milan, Parma, Bologna, Ravenna, Padova

5% OFF TODAY

Duration9 days

From

USD 3,999

USD 3,799

Saving

USD 200

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15% OFF TODAY

Italian Highlights & Liguria - 11 days

No booking fees

Best price guaranteed

Explore Italy’s cities, coastlines, and flavours on an 11-day journey with a scenic Swiss highlight. Wander Florence’s Renaissance landmarks, Siena’s medieval squares, and the timeless canals of Venice, while Milan blends history with modern style. Along the Ligurian coast, visit Santa Margherita Ligure, glamorous Portofino, and the colourful villages of Cinque Terre. In Emilia-Romagna, sample traditional balsamic vinegar and step into Ferrari’s world of speed. For a striking contrast, cross into Switzerland aboard the Bernina Express, gliding past glaciers and alpine peaks before returning to Italy’s charm-filled north.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Venice, Florence, Milan, La Spezia

15% OFF TODAY

Duration11 days

From

USD 6,345

USD 5,393

Saving

USD 952

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15% OFF TODAY

Incredible Italy - 15 days

No booking fees

Best price guaranteed

Discover Italy on a 15-day tour from Rome to Venice, weaving together history, scenery and flavour. Explore the Colosseum and Roman Forum, then journey through Assisi and Siena to Florence, the Renaissance jewel. Savour Bologna’s culinary traditions, enjoy a spritz in Venice, and admire fairytale Verona before cruising Lake Garda and Lake Como. Ride the Bernina Express through the Swiss Alps, taste wine in Liguria, and wander the colourful Cinque Terre. With iconic cities and hidden gems combined, this journey captures Italy at its finest.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Venice, Milan, La Spezia

Rome, Venice, Milan, La Spezia, Florence, Bergamo

15% OFF TODAY

Duration15 days

From

USD 7,725

USD 6,566

Saving

USD 1,159

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Central & Western Europe: Main Cities & More

No booking fees

Best price guaranteed

Find me… lingering over an espresso in a Roman piazza, getting lost in Florence’s cobbled backstreets, pedalling past Amsterdam’s crooked canal houses and pretending I belong on a yacht along the French Riviera.

Explorer

Tour Type

Small Group Tour

Accommodation

Camping, Hostel, Lodge, Sleeper Train, Villa

Age Range

18-39 yrs

Operated in

english

Destinations

Paris, Rome, Florence, French Ri

Paris, Rome, Florence, French Riviera, Amsterdam, Swiss Alps, Milan

Duration16 days

From

USD 3,539

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Design your own personalized Explorer trip to Milan with help from a local expert.

Work with a local expert to plan a seamless itinerary through Milan and Italy.

Alessandra GalassiTravel Expert in Italy
Danilo CataniaTravel Expert in Italy
Enrico Maria MalacarneTravel Expert in Italy
Elena KyrimiTravel Expert in Greece & Italy
Simon H.Travel Expert in Belgium, France, Italy & Switzerland

Start planning your Trip

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24% OFF TODAY

Italy in Low Season

No booking fees

Best price guaranteed

Looking for a winter escape? Expat Explore’s unforgettable Italy tour packages await! Uncover Northern Italy's ancient history, rich culture and mouthwatering cuisine during low season. Explore the epic sights of Rome, Florence and Venice - the art cities of Italy. Tuck into famous local foods in Parma, Bologna and Tuscany. Discover hidden gems like Ferrara, the UNESCO-listed city and the awe-inspiring Trento, located in the Dolomite Mountains. Marvel at the majestic Italian Lake District, pose with the Leaning Tower of Pisa and style it up in Milan on this affordable tour!

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Rome, Florence, Milan, Trento, V

Rome, Florence, Milan, Trento, Venice, Bologna

24% OFF TODAY

Duration10 days

From

USD 1,785

USD 1,355

Saving

USD 430

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15% OFF TODAY

Italian & Swiss Highlights - 13 days

No booking fees

Best price guaranteed

SMALL GROUP TOUR: Explore the stunning scenery of Northern Italy and Switzerland on this 13-day group tour, beginning in Rome and ending in Milan. Discover the canals and art of Venice, marvel at the picturesque Lake Garda and its surroundings, and enjoy a boat trip on beautiful Lake Como. Then continue into Switzerland to Lugano and the Sacro Monte of Ghiffa, a UNESCO World Heritage Site known for its stunning views and sacred architecture, before travelling to the towering Matterhorn Peak, the town of Lauterbrunnen, and the historic castles of Bellinzona.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Villa, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Milan, Rome, Bologna, Lausanne

Milan, Rome, Bologna, Lausanne, Interlaken, Venice, Padua, Locarno

15% OFF TODAY

Duration13 days

From

USD 7,435

USD 6,320

Saving

USD 1,115

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Signature Italy

Trip customizable

Best price guaranteed

Experience the best of Italy on this unforgettable 15-day journey. Walk in the footsteps of emperors at the Colosseum, explore Renaissance treasures in Florence, and glide along Venice’s canals. Savor Tuscan flavors, sip Franciacorta wines, and enjoy authentic culinary experiences from Bologna to Modena. Cruise the pristine waters of Lake Garda and Lake Como, ride the legendary Bernina Express through the Swiss Alps, and wander the colorful villages of Cinque Terre and Portofino. With expert guides, handpicked hotels, this is Italy at its most enchanting

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Rome, Venice, Milan, La Spezia

Rome, Venice, Milan, La Spezia, Florence, Bergamo

Duration15 days

From

USD 5,359

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Northern Lakes, Milan & Cinque Terre with Bernina

Trip customizable

Best price guaranteed

Begin in enchanting Venice, soaking in its canals and signature Venetian flavors, then journey through the romantic streets of Verona and the rolling vineyards of Franciacorta. Take in the beauty of Lake Garda, Lake Como, and Bellagio, where charming lakeside villages meet breathtaking Alpine views. From Milan, board the legendary Bernina Express for a scenic rail journey through the Swiss Alps. Continue to the Ligurian coast to explore glamorous Portofino and the iconic Cinque Terre, before indulging in Modena’s rich motor and culinary traditions

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Venice, Bergamo, Milan, La Spezia

Duration11 days

From

USD 3,922

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Italy’s Lakes & Bernina Express: Small Group Tour

Trip customizable

Best price guaranteed

Experience the best of Northern Italy and the Swiss Alps on this unforgettable 8-day small group tour. Explore the romantic canals of Venice, sip wine in Franciacorta, cruise across Lakes Garda and Como, and ride the iconic Bernina Express through breathtaking alpine landscapes. With guided city tours, scenic boat rides, and wine tastings, this journey blends culture, charm, and natural beauty—perfect for travelers seeking a relaxed yet enriching Italian escape

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

7-99 yrs

Operated in

english

Destinations

Milan, Venice, Bergamo

Duration8 days

From

USD 2,643

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Hidden Treasures of Northern Italy

Trip customizable

Best price guaranteed

Experience the best of Northern Italy on this 8-day journey through Bologna, Verona, and Milan. Start in Bologna, exploring its historic streets and renowned cuisine. Visit the Renaissance city of Ferrara and the Byzantine mosaics of Ravenna on an optional tour before heading to Verona, famed for its romance and Amarone wine. Conclude in Milan with visits to iconic landmarks. This itinerary blends guided tours, cultural highlights, and free time for an unforgettable Italian adventure

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Milan, Bologna, Ravenna, Verona

Duration8 days

From

USD 1,286

View Tour

All Milan Explorer Trips

28 Explorer Trips in Milan

28 Explorer Trips in Milan

Central & Western Europe: Classic Cities

Scenic Italy & Switzerland - 13 days

Rome to Florence, Alps & Dolomites - 13 days

Italian Lakes, Alps & Dolomites - 9 days

A Taste of Medieval Italy

Italian Highlights & Liguria - 11 days

Incredible Italy - 15 days

Central & Western Europe: Main Cities & More

Design your own personalized Explorer trip to Milan with help from a local expert.

Italy in Low Season

Italian & Swiss Highlights - 13 days

Signature Italy

Northern Lakes, Milan & Cinque Terre with Bernina

Italy’s Lakes & Bernina Express: Small Group Tour

Hidden Treasures of Northern Italy

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Milan Explorer Trips

28 Explorer Trips in Milan

28 Explorer Trips in Milan

Design your own personalized Explorer trip to Milan with help from a local expert.