Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Experience Lake Como in style aboard a restored 100-year-old sailboat, enjoy scenic stops, wine, and aperitif—ideal for romantic outings or special moments.
Exploring Lake Como by boat is a classic Italian experience, but doing it on a vintage sailboat with a private guide elevates it to something truly special. This tour offers a blend of scenic beauty, cultural insights, and relaxed luxury, all wrapped up in a two-hour journey that feels both intimate and exclusive.
What we love most about this experience is how the passion of the guides, Tiziano and Roberta, shines through in every detail—from the restored historic vessel to the thoughtfully curated stops. Plus, the chance to sip on good wine while floating in front of some of the area’s most charming villages is an experience that stays with you.
Of course, with a price tag around $867 for up to four people, this isn’t the most budget-friendly outing. But for those seeking a memorable, personalized, and authentically Italian way to see Lake Como, it’s a worthwhile splurge.
This tour is perfect for couples celebrating a special occasion, small groups wanting a private escape, or anyone wanting to combine scenic cruising with a touch of luxury and local flavor. If you’re after a relaxed, culturally rich experience with stunning views and excellent guides, this might just be your ideal Lake Como activity.


If you prefer having a local expert, these guided Lake Como experiences could work well
Sailing on a 100-year-old vessel immediately transports you to a different era. The boat’s vintage structure, lovingly restored, offers both aesthetic appeal and a sense of craftsmanship. We loved the way the teak decks and classic rigging evoke nostalgia while providing a comfortable platform for sightseeing and relaxing. This isn’t a sleek, modern yacht; it’s a storybook vessel that invites curiosity and admiration.
The tour’s flexible itinerary allows for two main routes—going south or north from Bellagio—that showcase different facets of Lake Como’s beauty. Since most reviews mention the south route, we’ll focus on that.
South Route:
North Route:
Tremezzo: The final stop on this route is Tremezzo, home to Villa Carlotta and its magnificent gardens. While the tour doesn’t visit the villa itself, the views from the boat and the surroundings are breathtaking.
Guests consistently praise the guides for their warmth, professionalism, and deep knowledge. Roberta’s welcoming attitude and Tiziano’s sailing expertise make the experience feel both personal and educational. They share stories about the villas, villages, and the history of the boat itself—adding depth to the scenic journey.
One reviewer noted how Tiziano explained the workings of the boat in detail, answering questions patiently and enthusiastically, which enhances the sense of connection and learning. Roberta’s friendly approach helps create a comfortable, relaxed atmosphere, perfect for soaking in the scenery without feeling rushed or overwhelmed.
The highlight for many is the excellent selection of wines and appetizers served aboard. Sipping good wine while floating in the middle of Lake Como, with views of the mountains and lakeside villages, makes for an unforgettable moment. Reviewers describe the aperitif as carefully curated, with some mentioning the wine as especially good and well-paired with local snacks.
Sailing fans have several other Lake Como options to choose from
The stops for swimming are often highlighted as a favorite part of the tour. Guests mention how clear and inviting the water is—perfect for a quick dip to cool off after a few hours on deck. These pauses give an authentic taste of lakeside life and add an element of fun and relaxation.
Given the price of approximately $217 per person (assuming a group of four), this tour is more of a splurge. Still, many reviewers feel it’s justified by the exclusivity, the historic charm of the boat, and the personalized service. The small group size and private nature mean you get tailored commentary and a peaceful environment, rather than a crowded tourist cruise.

The tour lasts about two hours, making it a perfect half-day activity—enough to enjoy the scenery without feeling rushed. It’s available daily, with flexible hours between 10:00 AM and 7:00 PM, allowing you to choose a sunset cruise if you prefer those magical light conditions.
The meeting point is conveniently located in Bellagio, close to public transportation options, making it easy to find. Since it’s a private tour, your group has exclusive access, and the small boat can accommodate up to four guests comfortably.
Since the experience is weather-dependent, a poor forecast could mean rescheduling or refund. You can cancel free of charge up to 24 hours before the activity, which adds some peace of mind if weather turns sour.

This sailing experience is perfect if you’re seeking a romantic, relaxed outing with a touch of luxury. It’s well suited for couples celebrating a special occasion, small groups wanting a private escape, or anyone interested in a more authentic and culturally immersive way to see Lake Como. If you enjoy good wine, scenic beauty, and historic vessels, this tour will tick many boxes.

This private sailing tour offers a unique way to experience Lake Como’s stunning scenery—on a vintage boat with a knowledgeable guide. The combination of charming villages, swimming stops, and excellent wine makes it an ideal choice for those wanting a personal, memorable outing. The guides’ passion and professionalism shine through, ensuring an authentic and enjoyable experience from start to finish.
While the cost may be higher than standard boat tours, the intimacy and historic appeal provide a level of value that many travelers find worthwhile. It’s especially suited for romantic getaways, special celebrations, or anyone eager to see the lakeside villages from a different perspective.
If you’re after a leisurely, picturesque, and culturally rich activity with top-notch hosts, this sailing adventure on Lake Como deserves serious consideration.

Is this a private tour?
Yes, this is a private experience, meaning only your group will participate, offering a personalized and relaxed environment.
How long is the tour?
The sailing tour lasts approximately two hours, making it a perfect half-day activity.
Where does the tour start and end?
The meeting point is in Bellagio at Via Ercole Sfondrati, 1. The tour begins there and returns to the same location at the end.
Can I cancel if the weather is poor?
Yes, cancellation is free if you do so at least 24 hours in advance. If the weather is bad on the day, you might be offered a reschedule or full refund.
What is included in the tour?
The tour includes a scenic sail on a century-old boat, stops for swimming, and an aperitif with good wine and snacks.
Is this suitable for everyone?
Most travelers can participate, and since it’s private, it’s suitable for couples, small groups, or anyone looking for a calm, scenic outing.
Do I need to book in advance?
Yes, most travelers book about 39 days ahead, especially during peak seasons and sunset hours, to secure their preferred time.
In summary, this experience offers an elegant, authentic slice of Lake Como—perfect for those who value intimacy, history, and spectacular views. Whether celebrating love or simply wanting a peaceful escape, the combination of vintage charm, expert guides, and scenic stops makes this a standout way to enjoy Italy’s most romantic lake.