Italy | Milan + Lake Como + Venice
Italy | Milan + Lake Como + Venice, May 12 - May 20, 2028
Begin your On the Go Journey in Milan, Italy’s stylish capital of fashion, design, and sophistication. Immerse yourself in the city’s elegant atmosphere as you discover iconic landmarks, admire stunning architecture, and explore the streets where Italian luxury and contemporary culture come together. From chic boutiques to charming cafés, Milan offers the perfect introduction to an unforgettable Italian escape.
As your adventure unfolds, journey to the breathtaking shores of Lake Como, where picturesque villages, sparkling waters, and magnificent mountain views create a scene straight out of a postcard. Cruise along the lake’s tranquil waters, take in the beauty of its elegant lakeside villas, and savor the slower pace of Italian living. Here, every moment invites you to relax, indulge, and appreciate the extraordinary beauty surrounding you.
Continue your On the Go Journey to Venice, a city where timeless romance and old-world charm await around every corner. Wander through enchanting canals, admire historic landmarks, and discover the artisan traditions that have made Venice a cultural treasure for centuries. Delight in authentic Italian cuisine, uncover hidden gems tucked along cobblestone streets, and embrace the magic of a destination unlike any other.
But this Italian escape is about more than visiting beautiful places. It’s about savoring every experience, discovering the artistry and traditions behind Italian culture, sharing incredible meals, and creating meaningful connections with women who love to explore the world in style. From Milan’s fashionable streets to the serene beauty of Lake Como and the romantic canals of Venice, this journey brings together the perfect blend of elegance, discovery, and unforgettable moments—with that signature OTG Journeys flair you’ll remember long after you return home.
Italy $3950
Itinerary
Overnight Flight
Depart the U.S. on an overnight flight, where you can relax and enjoy the in-flight amenities as you prepare for your exciting journey ahead. Settle into your comfortable seat, savor a delicious meal, and take advantage of the entertainment options available, all while the world outside transforms into a blanket of stars. This overnight travel experience will set the stage for your upcoming adventures, allowing you to arrive at your destination refreshed and ready to explore.
Arrive Milan, private transfer, hotel check-in
Arrive in the vibrant city of Milan, where your adventure begins! Enjoy a comfortable private transfer that whisks you away to your hotel. Once you arrive, check-in and take a moment to settle into your cozy accommodations, ready to explore the rich culture and stunning sights that Milan has to offer.
Duomo Rooftop and Galleria Vittorio Emanuele II
Experience the breathtaking views from the Duomo rooftop, where you can gaze out over the stunning skyline of Milan. Then, take a leisurely stroll through the Galleria Vittorio Emanuele II, a magnificent shopping arcade known for its exquisite architecture and vibrant atmosphere. Finally, if available, immerse yourself in the beauty of The Last Supper, one of the most famous masterpieces in the world, created by Leonardo da Vinci. This combination of iconic sights promises to be an unforgettable day in Milan.
WOW: Private Lake Como
WOW: Enjoy an unforgettable private Lake Como boat experience, where you can explore the stunning waters and picturesque scenery. Visit the charming town of Bellagio, known as the “Pearl of the Lake,” and take in its vibrant streets and beautiful gardens. After your adventure on the water, indulge in a lakeside lunch featuring delicious local cuisine, allowing you to savor the flavors of this enchanting region. This day promises breathtaking views and memorable moments on the iconic Lake Como.
WOW: Milan Fashion Experience
WOW: Experience the vibrant world of Milan’s fashion and design like never before! Enjoy exclusive access to a private atelier where you can see artisans at work, or even engage in styling sessions that will elevate your personal aesthetic. After soaking in the creativity of Milan, hop on a high-speed train to Venice, where the enchanting canals and rich history await your exploration.
St. Mark’s Square and Doge’s Palace
Begin your enchanting day with a visit to the iconic St. Mark’s Square, where the stunning architecture and vibrant atmosphere will captivate your senses. After exploring the square, step into the magnificent Doge’s Palace, a marvel of Gothic architecture filled with rich history and art. As the day winds down, indulge in a magical sunset gondola experience, gliding through the serene canals while the sky transforms into a palette of colors. This perfect combination of culture and romance will create unforgettable memories in the heart of Venice.
Free Day
FREE DAY in Venice. Take this opportunity to wander the enchanting streets of this beautiful city, explore charming shops filled with unique treasures, and relax in delightful cafes while sipping a rich Italian espresso. You might also consider booking an optional experience, such as a gondola ride through the picturesque canals or a guided tour of the stunning St. Mark’s Basilica. Alternatively, simply unwind and soak in the vibrant atmosphere around you. There are no scheduled group activities, allowing you the freedom to create your own adventure. Meals are on your own, giving you the chance to discover local culinary delights at your own pace.
Murano Glassmaking and Burano Island
Enjoy an enchanting day exploring the art of Murano glassmaking, where skilled artisans create stunning glassworks that have captivated visitors for centuries. This unique experience will be followed by a delightful visit to the colorful Burano Island, renowned for its vibrant houses and lace-making traditions. To cap off your adventure, indulge in an elevated OTG farewell dinner, featuring exquisite local cuisine that reflects the rich culinary heritage of the region. Additionally, we will pursue a private-access element where feasible, allowing for exclusive experiences without overpacking the day, ensuring a memorable and relaxed journey.
Departure from Italy
Departure from Italy: Prepare for an unforgettable journey as you leave behind the beautiful landscapes, rich history, and vibrant culture of Italy. Cherish the memories created while exploring charming streets, indulging in delicious cuisine, and experiencing the warmth of Italian hospitality. As you board your flight, take a moment to reflect on your adventures and the unique experiences that made your stay so special. Whether you’re heading to new destinations or returning home, the spirit of Italy will always remain in your heart.
WHAT’S INCLUDED:
- 4–5 star hotel accommodations
- Private arrival/departure transfers where applicable
- Ground transportation and high-speed rail between included destinations
- Milan Duomo rooftop and Galleria experience
- The Last Supper admission if secured
- Private Lake Como boat experience and Bellagio visit
- Milan fashion/design experience
- St. Mark’s/Doge’s Palace touring
- Sunset gondola experience
- Murano glassmaking and Burano experience
- Elevated/private-access Venice experience if secured
- Breakfast, lunch and dinner included daily, except on the designated FREE DAY
WHAT’S NOT INCLUDED:
- International airfare to/from Italy
- Travel insurance
- Optional activities and shopping
- Meals not listed above
- Alcoholic beverages unless included
- Personal expenses
- Gratuities and tips
ADDITIONAL INFORMATION
- Traveler must make a NON-REFUNDABLE deposit payment of $400 at time of registration to secure a spot.
- Monthly minimum payment of $400 is required 1st of every month until paid in full to keep your reservations current.
- Final payment must be made 90 days before the trip date (August 3, 2026).
- A $250 penalty will be charged for any outstanding balance after the final payment date found on your invoice.
- NO REFUNDS after September 3, 2026.
- Travel Insurance is strongly recommended. Do not risk losing your money you invested to travel. Suggested travel Insurance companies are Travel Guard and Allianz Travel Insurance.
- Please contact info@onthegojourneys.com with any questions.