Journey on a Family Trip to Italy

Enjoy a dynamic journey through Italy with historic tours, private boat rides, and local culinary experiences throughout Lake Como, Venice, Portofino, and Milan on your Family Trip to Italy.

10-Day Journey

Your Journey

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What's Included in your Family Trip to Italy

  • 2-Nights Accommodation in Lake Como, Italy
  • 2-Nights Accommodation in Venice, Italy
  • 2-Nights Accommodation in Portofino, Italy
  • 2-Nights Accommodation in Milan, Italy
  • Private Car and Ferry Transportation
  • Tours and Attractions as noted in the Itinerary
  • Private Boat Tours
  • Restaurant Recommendations
  • Itinerary Designed for a Family of Four
  • 24/7/365 Support from your Travel Designer and our Team
  • All Journeys Customized to Your Wishes

Your Family Trip to Italy Itinerary

Day 1-2 Lake Como, Italy


Grand Hotel Villa Serbelloni

A Century and a Half of Welcoming Elegance

The Grand Hotel Villa Serbelloni is one of the most prestigious historic hotels in the area, and the only 5-star luxury hotel in Bellagio, the best-loved village around Lake Como. From April to November,  its lounges and large gardens enable  guests to enjoy a holiday like the aristocrats of times gone by: far from the crowd, surrounded by every comfort imaginable and looking out over one of the most beautiful views in the world.

Room 1: Open Space Suite With Lake View

Room 2: Classic Room With Park/Town View

Activities on Lake Como

  • Cooking Class at the home of a Local

Lake Como has always been a popular retreat for aristocrats and the wealthy since Roman times, and offers many artistic and cultural gems. Famous people have or have had homes on the shores of Lake Como as it is widely regarded as one of the most beautiful lakes in Europe.
Foreigners like to experience the Dolce Vita on the lake by enjoying simple things, that most of the times that locals take for granted, such a cappuccino, an aperitivo in the piazza or on a terrace overlooking the lake, a cooking class with a local chef, health coach and food writer on her beautiful home on Lake Como.

Your host and chef this evening is an Italian medical researcher, food blogger, food writer that collaborates with International lifestyle magazines and the Culinary Ambassador for the exclusive Salamander Hotel&Resort (USA). 

The author of Love is Eating, a book about the Italian culinary culture and The Mamma Mia! Diet – that is more than just a meal plan – it is a complete lifestyle guide based on the Mediterranean diet with a modern twist. An Experience to Remember!

  • Private Boat Tour with my Favorite Captain

The best way to discover Como Lake and the amazing scenery is by boat tour. Today you will get to  to discover Como lake directly from the water.  

The breathtaking landscapes of the lake will offer you some incredible and unforgettable emotions with this complete tour to appreciate all the historical and famous sites of Lake Como.

During our cruise you could enjoy one or more hours under the sun, also experiencing the beautiful feeling of diving in the blue water.

Set off from Como to cruise past Villa del Balbianello and Villa Carlotta, snap photos of Tremezzo and stop in Bellagio for lunch and shopping and get a glimpse of the lake’s island and waterfall. A Day to Remember – Making Memories

Day 3-4 Venice, Italy


Hotel Ai Reali

Opened in 2013, the 4-star Luxury rated “Ai Reali di Venezia” Hotel is located in an ancient aristocratic Venetian palace, in the historical center of the city, between Rialto and Piazza San Marco.

The Hotel, that also hosts the “Alle Corone” Restaurant, the lounge bar and the “Reali Wellness & Spa” wellness center, stands out for its highly refined elegance and for the attention of its staff to the slightest detail, wishing its guests to feel like they have a second house in Venice.

Room #1 – Junior Suite canal view with breakfast 1 King-size double 
Room #2 – Classic Room and breakfast

  • Activities in Venice, Italy
  • Venice Walking Tour with a Private Guide

The hub of Venetian life, Piazza San Marco (St. Mark’s Square), is located in the city of Venice. When you explore the winding alleyways through canals and bridges and uncover secret locations just a short distance from St. Mark’s Square—with the Doge’s Palace standing close to the Basilica—your guide will point out historical sights along the route.

You may see the Procuratie, the Bridge of Sighs, and the Rialto Bridge on your way from Rialto Market to St. Mark’s Square. See the Basilica, a masterpiece of Byzantine architecture, and the Doge’s Palace from the outside. Discover the vibrant atmosphere and cafés at the heart of Venice life.

  • Exclusive: Private Tour in St. Mark’s Basilica at Night

Start in St. Mark’s Square with your VIP tour. You’ll enter the Basilica by yourself and get a unique opportunity to see St. Mark’s Basilica like nearly no one else has or ever will (aside from the Doge himself)

Normally, the sites you will see are off-limits to the general public. The custodian will open doors to places like the crypt, which is said to be where St. Mark’s bones are housed. The walls here are also discolored from previous floods that wreaked havoc on Venice; the crypt used to be inundated each time a high tide struck the city. When all 43,000 square feet of the mosaics are light up, shimmering, and gleaming in the dark, they are at their most stunning.

The narrative of how St. Mark’s became St. Mark’s, which revolves around a prophesy, a kidnapping, and a perilous sea trip, will be told to you by your knowledgeable guide!

Your St. Mark’s Basilica trip will be conducted in small groups of no more than 25 individuals.

Take a one-hour trip with us around the center of Venice to view the Basilica the way it was designed to be seen: imposing, stunning, and gorgeous. The experience will leave you with lifelong memories.

  • Private Venetian Motorboat to Murano, Burano and Torcello

On a private trip on a traditional boat, explore the Venetian Lagoon as you sail to three of its most stunning islands. Go on a classic Venetian speedboat and travel to Murano, the home of the best blown glass in the world.

Next go to Burano, the home of lacemaking to see the famed biscuit makers at work, and peaceful Torcello to see one of Venice’s oldest communities.


    • One of the first islands to receive refugees fleeing the invasion was Isola Torcello.
    • Vetreria Artistica Colleon: See a glassblower creating distinctive creations while learning about Murano art glass.
    • Duomo di Murano Santi Maria e Donato: A little lagoon jewel. You’ll be taken aback by this Church from the seventh century.
    • Burano Island is a World Heritage Site. The vibrant village will win your heart. Burano Island is distinguished by its lace, fish, and Bussola bisquits.
    • Murano: With your guide, tour the city’s historic district.
  • Private Gondola Ride on the Grand Canal

See Venice, the “Floating City,” at its most alluring from the sea. Take a trip in a private gondola around the Grand Canal.

When your gondolier pulls your classic gondola through Venice’s heart, you will pass by famous sites and enter beautiful side canals.

Pass by:

    • Canal Grande: The Canal Grande is said to as “the most beautiful route in the world”. Gondola serenades have long been a part of Venetian culture, a practice that hasn’t changed for a city that hasn’t. If you glance about, you will almost certainly see the same thing an 18th-century aristocrat, a courtesan from the Renaissance, and even a shopkeeper from the Middle Ages would have seen.
    • Teatro La Fenice: The Fenice is now Venice’s sole opera house, having once been one of the city’s seven principal theaters. It is unquestionably a gem among European theaters and has been shining ever since the finest opera composers of the time, including Bellini, Donizetti, and Rossini, created and performed their works here. Yet Giuseppe Verdi is the composer most associated with the Fenice and with the memories of Venice.
    • Basilica di Santa Maria della Salute: The church of the Madonna della Salute is accessible here as you enter the Grand Canal. The church’s size and strategic placement at the Grand Canal’s entry, which allows it to look out upon the rest of the city from every angle, immediately grab the attention of onlookers.
    • Palazzo Gritti Badoer:  The Gritti Palace is named after the Gritti family, a prominent Venetian family, whose most notable member was Andrea Gritti, the Doge of Venice during the Renaissance. Andrea Gritti led the Venetian armies against the League of Cambrai, a coalition of France, Spain, and the Holy Roman Empire, which sought to thwart Venice’s expansionist ambitions in France.
    • Peggy Guggenheim Collection: One of the most significant art collections in the entire world is the Peggy Guggenheim Collection. Peggy Guggenheim, a native of New York who moved to Venice in 1949, started to feed her obsession with art by purchasing this magnificent structure, where she displayed priceless pieces of art for the benefit of the entire world. Guggenheim frequently sunbathed on the lovely terrace you see while admiring the Canal Grande.

Day 5-6 Portofino, Italy


Eight Hotel Paraggi

Eight Hotel Paraggi is a completely renovated 19th century villa located in the most exclusive bay of the Ligurian Riviera, the beach of Paraggi. With its exclusive 12 rooms, it represents the ideal holiday location, where refined and discreet atmospheres envelop guests in a luxury that makes them the protagonists of a unique experience.

Room 1: Double Deluxe with Breakfast

Room 2: Double Standard with Breakfast

Activities in Portofino, Italy

  • Private Boat Tour with my Captain

A MUST DO! This private boat tour in Portofino area allow to explore in depth the coast all around this stunning town, reach by boat San Fruttuoso with its Benedictine monastery (UNESCO site) and the Christ of the Abyss, navigate along the coast between Rapallo, Santa Margherita and Portofino, arrive as far as Camogli that is another gem of the region, ride the waves as far as Cinque Terre.

Swim, snorkel and enjoy the crystal clear waters before heading to San Fruttuoso for an amazing lunch (not included). Climb the rocks to the restaurant to enjoy Italian, Seafood, Mediterranean, Barbecue, Ligurian, Northern-Italian and amazing views!

  • Private tour of Cinque Terre

Private tour of 5 Terre UNESCO site departing from Portofino with tour guide, personal driver and private boat.

This exclusive tour fits all those who wish to have a taste of 5 Terre of Cinque Terre.  Departing from Portofino, you will have a full taste of this UNESCO site enjoying the Cinque Terre from three different points of view: walking inside the villages with your private tour guide, riding on your private boat along the coast and traveling by car along the panoramic road.


    • Meet your private driver and travel as far as Manarola, one of the most charming villages of the five. You’ll meet your local guide and visit the village together as you walk through the vineyards and learn more about the wine growing that has been the traditional activity for centuries.
    • Arrive at the marina and have some free time to stroll around and take the iconic picture of the village from the cliffs overlooking the marina. Afterwards meet your skipper and with your private boat ride along the coast to admire those daring tiny villages hanging on the cliffs and surrounded by vineyards, terraces and olive groves.
    • After approximately one hour disembark in Vernazza and enjoy some time on your own to experience some Ligurian specialties like pasta al pesto, pansotti with walnut sauce, local anchovies, stuffed mussels, all accompanied by the 5 Terre white wine.
    • In the afternoon meet the driver and travel along the panoramic road to Corniglia, the smallest of the five towns, here the atmosphere is always pleasant and nice, take your time for a good gelato then head back to Portofino.


Portofino Restaurant Suggestions: (Not included in package)

  • La Terrazza (Restaurant in the Belmond Hotel) – A Must

This restaurant is located in the Belmond Hotel Splendido, and has a beautiful terrace with panoramic views of Portofino. The menu features traditional Ligurian dishes and international cuisine.

This casual restaurant is located in a historic building near the harbor. It serves classic Ligurian dishes, including pesto pasta and fried seafood.


Day 7-8 Milan, Italy


Uptown Palace

Within walking distance of the cathedral, museums, and fashion district, the Uptown Palace is a luxury hotel in the heart of Milan.The hotel offers a variety of room options including Classic, Superior and Deluxe Rooms. For dining, Up Restaurant has an elegant setting with a range of traditional Italian dishes prepared with the highest quality raw ingredients. 

Room 1: Superior King with breakfast

Room 2: Classic Double with breakfast

Activities in Milan:

  • Private Tour of Milan’s Fashion Center

You must shop in the center of the global fashion industry. On this private tour of Milan’s fashion district, join your own guide to see the world’s foremost fashion hub. While learning about the fashion business, tour the Navigli neighborhood and its canals to find a few hidden fashion jewels, such as regional artisan boutiques and well-known designer outlets.


    • Listen to the shocking tale of the former Lady Gucci at San Vittore Prison.
    • At Robertaebasta Formentini, Learn more about the Antique Italian Furniture and Accessories Store by visiting this site.
    • Consider stopping at Cavalli E Nastri, one of Milan’s premier vintage clothes boutiques.
    • And many more will adapt to suit your taste.
  • Tasting and Walking Tour

Milan is the center of Italian economics and fashion, in addition to being one of the most international cities in all of Europe. Meet your own guide and stroll around the town center through some of its landmarks, like the Cathedral, the “Galleria,” and the Castle Sforzesco, all the while savoring the bittersweet, recognizable flavor of Campari, a Milanese icon of world mixology.

    • Stop At: Duomo di Milano: You will learn about the wonders of this famous cathedral, whose construction lasted for more than five centuries, from the late 14th century to the 1932 completion, on a private guided tour. It is topped with the golden copper “Madonnina,” the emblem of Milan, and is well recognized for its Gothic style, which was continuously altered and interpreted until the really Neo-Gothic final version.
    • Pass By: Galleria Vittorio Emanuele II: The “Galleria,” as Milanese people commonly refer to this location, is a notable example of late 19th-century iron construction and one of the world’s earliest malls. It is home to old shops and eateries and has long served as a hub for creatives and thinkers.
    • Pass By: Teatro Alla Scala: The Theatre, one of the most prominent opera houses in the world, was constructed between 1776 and 1778 while Maria Therese of Austria was in power. The renowned composer Giuseppe Verdi made his stage debut here in 1839, and a few years later, in 1842, he presented “Nabucco” for the first time, turning the Teatro alla Scala into one of the emblems of the Italian Risorgimento.
    • Pass By: Piazza Mercanti: This rather tiny plaza, which served as the center of public life throughout the Middle Ages, is flanked by magnificent structures like the Palazzo della Ragione, originally Broletto Nuovo, which served as the city’s administrative center from 1251 to 1786.
    • Pass By: Castello Sforzesco: One of the city’s icons is the Sforza Tower, which the Milanese dukes built in the fifteenth century. The stunning interiors were created by artists like Donato Bramante and Leonardo da Vinci. These days, the Castle serves as a venue for art exhibitions.
  • Dine with a Local

Dine with a true Milanese in a private house, in a chic and inviting atmosphere, for a singular experience. Not a tour guide, sommelier, or chef, but a local who is knowledgeable about Milan, the customs and traditions of the Milanese, the nightlife and clubs, the “right” places to shop, the restaurants the Milanese enjoy, the places they like to spend their free time, and a thousand other things about Italia.

Return home with Memories that Last a Lifetime

Contact your Travel Advisor

lisa crawford
Lisa Crawford

Luxury Travel Advisor, Founder, and CEO

Contact Lisa Crawford today at 954-456-0419 

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