Alpine Elegance: A Small Group Journey to the Dolomites

Explore Northern Italy and the Swiss Alps on a 9-day small group tour through Milan, alpine towns, and the stunning Dolomites
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
9 Days from $4889/person CAD
Guided
Honeymoon & Anniversary
Off The Beaten Path
Premium
Romantic
Small Group
UNESCO World Heritage Sites

Primary Location

Italy, Europe

Departures

2026 dates: May 8, June 12, July 17, August 14, September 11, 18 & October 16

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
  • Private arrival and departure transfers between Milan airport and hotel
  • Scenic Bernina Express train journey
  • Guided walking tour of Milan
  • Aperitivo experience (Happy Hour) in Milan
  • Exploration of the Veneto and Trentino-Alto Adige regions
  • Scenic drive through the lakes surrounding Cortina d’Ampezzo
  • Visits to Lake Misurina, Lake Dobbiaco, and Lake Anterselva
  • Grappa tasting experience in Bassano del Grappa

Not Included:

  • International or domestic airfare
  • Gratuities to guides and drivers
  • Travel insurance
  • Porterage service
  • 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!

  • Escorted tour with a maximum of 25 travelers
  • From price is CAD per person, based on double occupancy, and for travel in low season
  • 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

Itinerary

DAY 1: MILAN ARRIVAL

Arrive in style with your included airport transfer and settle into your hotel for a relaxing overnight stay—your Italian adventure begins here.

Accommodation at the Hotel Concorde, Milan, or similar

DAY 2: 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 3: 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 Roman and medieval roots, 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 4: 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 5: 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 6: 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 7: 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 8: 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 9: MILAN DEPARTURE

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

    Please provide your contact details

    This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

      Please provide your contact details

      This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

      Shopping Cart

      ×