Classic Italy & the Dolomites

Embark on a 13-day journey through Italy’s most iconic cities, charming towns, and breathtaking alpine landscapes
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
13 Days from $6899/person CAD
Guided
Off The Beaten Path
Premium
Romantic
UNESCO World Heritage Sites

Primary Location

Italy, Europe

Departures

2026 Dates: May 4, June 8, July 13, August 14, September 7, 14, & October 12

Included:

  • Accommodation in standard-level hotels
  • Daily breakfast
  • Professional services of an experienced English-speaking tour escort
  • Visits and tours with English-speaking local guides as outlined in the itinerary
  • Visits to Assisi, Siena, and Bologna
  • Guided tours in Florence, Venice, and Milan
  • Lunch in Assisi
  • Gastronomic experience in Bologna
  • Spritz & Cicchetti tasting experience in Venice
  • Departure transfer from the hotel in Venice to the train station
  • Train ticket from Venice to Milan (standard class)
  • Arrival transfer from the train station to the hotel in Milan
  • Scenic Bernina Express train journey through the Swiss Alps
  • Happy Hour experience in Milan
  • Guided exploration of the Veneto and Trentino-Alto Adige regions
  • Scenic drive through the lakes near Cortina d’Ampezzo
  • Visits to Lake Misurina, Lake Dobbiaco, and Lake Anterselva
  • Grappa tasting in Bassano del Grappa
  • Complimentary Wi-Fi on board to be in touch with family and friends
  • Headsets to follow the information provided by the tour leader and local guides
  • Stretch your legs with extra legroom on the coaches! More space is provided on board to pamper travellers with the most comfortable trip

Not Included:

  • International or domestic airfare
  • Gratuities to guides and drivers
  • Travel insurance
  • Additional meals when not mentioned on the itinerary
  • Entrance fees to monuments or museums when not mentioned on the itinerary
  • Local city tax for overnight stays
  • Visas required for entry into the country as necessary
  • Anything of a personal nature or that is not mentioned in included

Pricing Details

Click Book Online for pricing!

  • Please note this tour may operate as part of a combination of other tours. As a result, the Tour Leader and fellow travelers may change during the journey
  • From price is CAD per person, based on double occupancy
  • The final price will vary and is also based on the month of travel
  • Prices are subject to change

Optional Extras:

  • Pre and Post-Accommodation
  • All optional excursions per the itinerary are subject to change and are based on availability

Itinerary

DAY 1: ROME TO FLORENCE VIA ASSISI & SIENA

In the early morning from the Hotel St. Martin, depart at 7:15 a.m. by deluxe coach to Assisi, a charming medieval town enclosed by ancient walls. Visit the Basilica of St. Francis, renowned for its frescoes by Giotto and Cimabue, followed by lunch in Assisi. Continue to Siena, a UNESCO World Heritage Site celebrated for its shell-shaped Piazza del Campo and the historic Palio horse race. Later, journey through the picturesque Tuscan countryside en route to Florence. Upon arrival, check into your hotel. Overnight stay in Florence. Meals: L

If you’d like to add a pre-night in Rome, just let us know at the time of booking—we’ll be happy to assist.

Accommodation at the Hotel Raffaello, Florence, or similar

DAY 2: FLORENCE HIGHLIGHTS

Explore Florence, the cradle of the Renaissance. Visit the iconic Duomo with Brunelleschi’s magnificent Dome, Giotto’s Bell Tower, and the Baptistery. Continue to Piazza della Signoria, the historic Palazzo Vecchio, and the Basilica of Santa Croce. Enjoy lunch in a traditional Tuscan restaurant. In the afternoon, choose between leisure time to explore the city on your own or an optional excursion to Pisa, home to the famous Leaning Tower and Piazza dei Miracoli. Dinner is at your leisure. Overnight stay in Florence. Meals: B, L

Accommodation at the Hotel Raffaello, Florence, or similar

DAY 3: FLORENCE TO VENICE WITH A TASTE OF BOLOGNA

After breakfast in Florence, depart for Bologna. Explore the historic city center, renowned for its elegant porticos and landmarks such as Piazza del Nettuno and the Basilica of San Petronio. Experience Bologna’s rich culinary tradition with a light street food lunch at a local eatery, featuring both traditional and contemporary specialties. In the afternoon, continue to Venice. Upon arrival, check into your hotel. Overnight stay in Venice. Meals: B, L,

Accommodation at the Hotel B&B Venezia Laguna (Tronchetto area), Hotel Delfino 4* (Mestre area), Venice, or similar

DAY 4: VENICE HIGHLIGHTS

Transfer to Piazza San Marco and discover the highlights of Venice on a guided walking tour. Admire the exterior of the Doge’s Palace and cross the iconic Bridge of Sighs. After the tour, enjoy a glass of spritz or prosecco paired with cicchetti, traditional Venetian snacks. Take time to relax and soak in the unique atmosphere. In the afternoon, explore Venice at your leisure—wander along scenic canals, browse artisan shops, or uncover the city’s hidden corners. Return to your hotel. Overnight stay in Venice. Meals: B, L

Accommodation at the Hotel B&B Venezia Laguna (Tronchetto area), Hotel Delfino 4* (Mestre area), Venice, or similar

DAY 5: VENICE TO MILAN

After breakfast, transfer from your hotel to the train station. Board the designated train independently for your journey to Milan. Upon arrival at the Milan train station, meet your driver for your included transfer to the hotel. Check in and enjoy the rest of the day at your leisure. Overnight stay in Milan. Meals: B

Accommodation at the Hotel Concorde, Milan, or similar

DAY 6: BERNINA EXPRESS EXPERIENCE

After breakfast, meet your driver and head to St. Moritz, where you’ll have some free time to explore this elegant alpine resort town. Then, board the Bernina Express for one of the world’s most breathtaking train journeys through the Swiss Alps. Enjoy spectacular views of alpine villages, dramatic tunnels, and soaring mountain peaks as you cross the Bernina Pass toward Tirano. Upon arrival, your driver will be waiting to transfer you back to Milan for the evening. Meals: B

Accommodation at the Hotel Concorde, Milan, or similar

DAY 7: MILAN HIGHLIGHTS

After breakfast, enjoy some free time to explore Milan at your own pace. In the afternoon, meet your local guide for a three-hour walking tour through the heart of the city. Begin at Porta Venezia, a historic gate with roots dating back to Roman and medieval times, and stroll along Corso Venezia. Walk through the Giardini Indro Montanelli, pass by the Galleria d’Arte Moderna, and continue along Viale Manzoni. From the outside, admire the iconic Teatro alla Scala and the magnificent Milan Cathedral (Duomo). The tour concludes at the Castello Sforzesco, a grand medieval fortress, followed by a relaxing aperitivo. Enjoy free time before returning to your hotel. Overnight stay in Milan. Meals: B

Accommodation at the Hotel Concorde, Milan, or similar

DAY 8: MILAN TO BOLZANO

Depart for the charming lakeside town of Peschiera del Garda. Continue to Trento to admire the impressive Castello del Buon Consiglio and the Cathedral of Santa Maria Maggiore. After a leisurely lunch, travel along Italy’s oldest wine route to Caldaro, renowned for its scenic lake and fine wines. Arrive in Bolzano for an overnight stay. Meals: B

Accommodation at the Stadt Hotel, Bolzano, or similar

DAY 9: MERANO & VIPITENO EXPLORATION

Travel to Merano, famed for its festive Christmas market and cultural charm. Explore the historic old town and enjoy free time for lunch. Continue to Vipiteno, a picturesque town with medieval architecture and Alpine character. In the afternoon, return to Bolzano to admire the Gothic Duomo and stroll along Via dei Portici, the vibrant heart of the city. The evening is at leisure. Overnight in Bolzano. Meals: B

Accommodation at the Stadt Hotel, Bolzano, or similar

DAY 10: ALPINE TREASURES & DOLOMITE WONDERS

Begin the day in Bressanone, a charming Eisack Valley town known for its 10th-century cathedral and unique Austrian-Italian character. Savor local wines and soak in the serene Alpine ambiance. Continue to Brunico, where colorful medieval streets and views from Kronplatz await. Later, visit the stunning Lake Braies—renowned for its emerald waters and dramatic Dolomite backdrop—or Lake Anterselva, a peaceful alpine gem, if Braies is inaccessible. End the day in Cortina d’Ampezzo with dinner at the hotel and an overnight stay amid the breathtaking Dolomites. Meals: B, D

Accommodation at the B&B Hotel Passo Tre Croci Cortina, Cortina, or similar

DAY 11: DOLOMITE LAKES & MOUNTAIN VISTAS

Start with breakfast at the hotel before setting out to explore the stunning landscapes surrounding Cortina d’Ampezzo. Take in sweeping views of the Dolomites and spot the iconic Tre Cime di Lavaredo. Continue to Lake Misurina, the region’s largest natural lake, followed by the emerald-hued waters of Lake Dobbiaco. Journey to the picturesque village of San Vito di Cadore, nestled between the majestic Mount Antelao and Mount Pelmo. Return to Cortina for leisure time, then enjoy dinner at the hotel and an overnight stay. Meals: B, D

Accommodation at the B&B Hotel Passo Tre Croci Cortina, Cortina, or similar

DAY 12: BASSANO DEL GRAPPA & THE ROAD TO MILAN

After breakfast, travel to Bassano del Grappa, a charming town nestled at the foot of the Venetian Prealps. Stroll through cobbled streets lined with medieval towers and Venetian palaces, and soak in the cultural blend shaped by centuries of Alpine tradition. Admire the iconic Ponte degli Alpini, designed by Andrea Palladio, offering postcard-worthy views over the Brenta River. Visit the Museo della Grappa to discover the origins of Italy’s renowned spirit, complete with a tasting experience. In the afternoon, continue to Milan for an overnight stay. Meals: B

Accommodation at the Hotel Concorde, Milan, or similar

DAY 13: MILAN DEPARTURE

After breakfast, transfer to the airport for your onward journey. Arrivederci! Meals: B

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