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.

Halloween Super Sales

Highlights of Northern Italy: Small Group Tour

Trip customizable

Best price guaranteed

Embark on an unforgettable 8-day small group journey through Northern Italy, from Milan to romantic Venice, with breathtaking experiences along the way. Ride the world-famous Bernina Express through the Swiss Alps, wander the colorful coastal villages of the Cinque Terre, and explore the elegance of Portofino. Indulge in local food and wine tastings in Liguria and Modena, and dive into Italian automotive excellence at the Ferrari Museum. With hand-picked hotels, expert local guides, and unique culinary moments, this tour blends culture, scenery, and flavour for the perfect Northern Italian trip

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

7-99 yrs

Operated in

english

Destinations

Milan, Venice, Liguria, Cinque Terre

Duration8 days

From

USD 3,012

USD 2,922

Saving

USD 90

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Halloween Super Sales

Classic Italy & the Italian Riviera

Trip customizable

Best price guaranteed

From the timeless beauty of Rome, Florence, and Venice to the coastal charm of Portofino and the colorful villages of Cinque Terre, discover Italy’s rich cultural heritage, breathtaking landscapes, and culinary delights. Travel in comfort by deluxe coach and high-speed train, enjoy guided visits to iconic sites, sample regional specialties, and ride the legendary Bernina Express through the Swiss Alps. This itinerary blends classic cities, coastal gems, and alpine wonder into one unforgettable Italian adventure

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Rome, Venice, Florence, Milan, L

Rome, Venice, Florence, Milan, Liguria, Cinque Terre

Duration11 days

From

USD 4,375

USD 4,244

Saving

USD 131

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Halloween Super Sales

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 5,379

USD 5,218

Saving

USD 161

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Halloween Super Sales

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 1,290

USD 1,252

Saving

USD 39

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Milan Explorer Tour: Italy In Low Season

26% OFF TODAY

Halloween Super Sales

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

26% OFF TODAY

Duration10 days

From

USD 1,785

USD 1,314

Saving

USD 471

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Milan Explorer Tour: Italian & Swiss Highlights - 13 Days

18% OFF TODAY

Halloween Super Sales

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

18% OFF TODAY

Duration13 days

From

USD 7,425

USD 6,122

Saving

USD 1,303

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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

Recommended by

Halloween Super Sales

Alpine Elegance: Small Group Tour to the Dolomites

Trip customizable

Best price guaranteed

Experience the magic of Northern Italy and the scenic Alps on this 9-day small group tour that combines elegant cities and breathtaking Alpine landscapes. Begin in Milan with a guided city tour and ride the world-renowned Bernina Express through dramatic mountain passes. Discover the lakeside charm of Peschiera del Garda, explore medieval towns like Bolzano, Merano, and Vipiteno, and savor the natural wonders of the Dolomites, including Lake Braies and Tre Cime di Lavaredo. With curated local experiences, this journey is perfect for travelers seeking culture, nature, and unforgettable views

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

7-99 yrs

Operated in

english

Destinations

Milan, Bolzano, Merano, Cortina

Milan, Bolzano, Merano, Cortina, Dolomites

Duration9 days

From

USD 3,507

USD 3,402

Saving

USD 105

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Halloween Super Sales

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 3,937

USD 3,819

Saving

USD 118

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Halloween Super Sales

Northern Lakes & the Dolomites with Bernina Expres

Trip customizable

Best price guaranteed

Begin in Venice with its timeless charm, then explore historic Verona, the vineyards of Franciacorta, and the scenic beauty of Lake Garda and Lake Como. Ride the famous Bernina Express through the Swiss Alps, uncover Milan’s cultural gems, and journey through the elegant towns of Bolzano, Merano, and Cortina d’Ampezzo. With guided tours, wine tastings, scenic boat rides, and unforgettable landscapes, this immersive itinerary blends Italy’s refined heritage with natural beauty at every turn

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Milan, Venice, Cortina, Dolomite

Milan, Venice, Cortina, Dolomites, Bergamo, Bolzano, Merano

Duration13 days

From

USD 4,662

USD 4,522

Saving

USD 140

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8% 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

8% OFF TODAY

Duration9 days

From

USD 3,999

USD 3,685

Saving

USD 314

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Halloween Super Sales

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 2,653

USD 2,574

Saving

USD 80

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Halloween Super Sales

Italy’s Grand Tour

Trip customizable

Best price guaranteed

Discover world-famous landmarks, medieval towns, and stunning natural landscapes while indulging in Italy’s rich culinary traditions. Explore ancient ruins in Rome, the masterpieces in Florence, and romantic canals in Venice. Journey through the lakes of Como and Garda, ride the scenic Bernina Express through the Swiss Alps, and wander the cultural treasures of Milan, Bolzano, and Cortina d’Ampezzo. With guided tours, regional delicacies, and unforgettable scenic drives, this grand tour offers the very best of Italy—perfectly crafted for travelers seeking a once-in-a-lifetime Italian experience

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Milan, Rome, Bolzano, Merano, Do

Milan, Rome, Bolzano, Merano, Dolomites, Florence, Venice, Bergamo

Duration17 days

From

USD 6,025

USD 5,844

Saving

USD 181

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Halloween Super Sales

Classic Italy & the Northern Lakes

Trip customizable

Best price guaranteed

Begin in the Eternal City with ancient wonders like the Colosseum before traveling through the hill towns of Assisi and Siena to Renaissance Florence. Savor the flavors of Bologna and glide through the romantic canals of Venice. Discover Shakespearean Verona, sip wine in Franciacorta, and admire the scenic beauty of Lake Garda, Como, and Bellagio. Conclude in Milan with a thrilling ride on the Bernina Express through the Swiss Alps and a guided tour of the city’s iconic landmarks. From medieval towns to alpine peaks, this tour is a perfect blend of Italy’s timeless charm and natural beauty

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Milan, Rome, Florence, Venice, Bergamo

Duration12 days

From

USD 4,009

USD 3,889

Saving

USD 120

View Tour

Halloween Super Sales

Classic Italy & the Dolomites

Trip customizable

Best price guaranteed

From the historic wonders of Rome, Florence, and Venice to the chic elegance of Milan, discover Italy’s rich culture, art, and cuisine. Travel by train and coach through Bologna, Verona, and Lake Garda, then board the scenic Bernina Express into the Swiss Alps. Explore the enchanting Dolomites, picturesque lakes, and hidden gems like Bolzano, Cortina, and Bassano del Grappa. With guided tours, local tastings, and unforgettable scenery, this immersive itinerary offers the perfect blend of Italy’s classics and natural treasures

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Milan, Rome, Florence, Dolomites

Milan, Rome, Florence, Dolomites, Venice, Bolzano, Merano

Duration13 days

From

USD 4,949

USD 4,800

Saving

USD 148

View Tour

All Milan Explorer Trips

Page 2 of 28 Explorer Trips in Milan

Page 2 of 28 Explorer Trips in Milan

Highlights of Northern Italy: Small Group Tour

Classic Italy & the Italian Riviera

Signature Italy

Hidden Treasures of Northern Italy

Italy in Low Season

Italian & Swiss Highlights - 13 days

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

Alpine Elegance: Small Group Tour to the Dolomites

Northern Lakes, Milan & Cinque Terre with Bernina

Northern Lakes & the Dolomites with Bernina Expres

A Taste of Medieval Italy

Italy’s Lakes & Bernina Express: Small Group Tour

Italy’s Grand Tour

Classic Italy & the Northern Lakes

Classic Italy & the Dolomites

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

Page 2 of 28 Explorer Trips in Milan

Page 2 of 28 Explorer Trips in Milan

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