A Relaxing Voyage on Lake Como’s Historic Sailing Boat

This private guided sailing experience on Lake Como offers a chance to glide across one of Italy’s most picturesque lakes aboard a century-old sailing boat. It’s a perfect way to celebrate a special occasion, enjoy a romantic sunset, or simply unwind while soaking in the stunning views. I’ve come across reviews that describe this tour as “fantastic,” with guests praising the knowledgeable guides and the authenticity of sailing on a real, historic vessel.
What I particularly like about this experience is how it combines scenic sightseeing with delicious local wine and appetizers, creating a laid-back yet luxurious atmosphere. Plus, the small-group, private setting ensures personalized attention, making it feel more like a private cruise with friends than a touristy boat tour.
One thing to consider is the price — at around $1,152 for a group of up to four people, it’s definitely a splurge, but many find it offers excellent value for a memorable, intimate experience. Also, since it’s weather-dependent, you might want to plan accordingly to avoid days when poor weather could cancel the trip.
This tour offers a lovely blend of history, scenery, and relaxation, ideal for travelers looking for a special way to experience Lake Como beyond the typical crowded boats or lakeside strolls.
Key Points / Takeaways

- Authentic sailing experience: A hundred-year-old boat provides a genuine, quiet cruise, appreciated by guests for its charm and history.
- Expert local guides: Tiziano and Roberta are highlighted as friendly, professional, and knowledgeable, sharing stories and curiosities about Lake Como.
- Stunning stops: The route includes Villa Carlotta, Villa Balbianello, and Isola Comacina, offering excellent photo opportunities and cultural sights.
- Relaxing atmosphere: The cruise includes a refreshing swim, wine, and appetizers, perfect for unwinding at sunset.
- Private tour advantage: Only your group participates, which enhances comfort and customizability.
- Good value for a special occasion: The personalized, scenic voyage with local wine and a historic boat makes it a worthwhile indulgence.
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Exploring the Lake Como Sailing Experience in Detail

The Charm of a Hundred-Year-Old Boat
Sailing aboard a historic vessel instantly transports you into a different era. Guests often mention Tiziano and Roberta, the guides and skippers, as being personable and well-prepared, adding a layer of expertise and friendliness that makes the journey even more enjoyable. One reviewer called it “an atmosphere of times gone by,” emphasizing the peaceful, noise-free navigation. This isn’t a fast-paced rickety boat — it’s a smooth, authentic sail that allows you to truly appreciate the lakeside scenery.
The Itinerary: From Bellagio to Villa Highlights and Beyond
The tour departs from Bellagio, often called the “Pearl of Lake Como,” an ideal starting point for its central location. The first stop is Tremezzo, where you’ll admire the elegant Villa Carlotta with its lush botanical gardens—an Instagram favorite—and the famous Villa Balbianello, famous for its role in films like James Bond’s “Casino Royale” and “Star Wars: Episode II.” As you glide past these grand villas, your guides will share engaging stories and fun facts, turning sightseeing into a miniature history lesson.
The cruise then continues toward Isola Comacina, the only island on the lake, where guests can take a quick swim — often described as refreshing — and enjoy their Italian aperitif of prosecco, fresh fruit, and appetizers. Guests frequently mention how relaxing it is to sip wine while rocking gently on the waves, with the sunset casting golden hues over the mountains. The last leg takes you back to Bellagio, where you’ll disembark after roughly 3 hours of scenic sailing.
What to Expect at Each Stop
- Villa Tremezzo and Villa Balbianello: Expect stunning lakeside villas with gardens that seem to spill into the water. Guides share fascinating stories about their history and cultural significance, making the experience more than just a visual feast.
- Isola Comacina: Known for its tranquil beauty and historical ruins, this island provides a peaceful spot to cool off and enjoy a drink in the middle of the lake. You might even learn about the island’s intriguing past from your guides.
- Swimming and Aperitif: The highlight for many is the swimming opportunity and the Italian-style aperitif. The prosecco and snacks elevate the experience, making it perfect for a romantic sunset or a relaxed celebration.
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Meeting Points and Practical Details
The tour starts at Via Ercole Sfondrati, 1, Bellagio, conveniently near public transportation, so it’s easy to reach from other parts of Lake Como or nearby towns. The activity runs year-round from 10:00 AM to 7:00 PM, giving ample flexibility for planning around your schedule.
The tour is private, booked per group of up to four people, which I think is a real advantage—no noisy strangers, just your circle, and the guides’ insights. You can book it up to 47 days in advance, which is a good tip if you’re traveling in high season.
The Value and Who It’s Best For
At just over $1,150 for an approximately three-hour voyage, this experience is best suited for travelers seeking a special, intimate experience. It’s ideal for celebrating a milestone, a romantic getaway, or simply those wanting to indulge in history, culture, and scenery without the crowds. Keep in mind, the cost per person is higher than most standard boat rides, but many guests find the personalized service and authentic vessel justify the expense.
About the Guides and Reviews
Guests praise Tiziano and Roberta not just for their sailing skills but also for their warmth and storytelling. One reviewer mentioned that Roberta speaks French, which may be helpful for non-Italian speakers. The consistent theme across reviews is how knowledgeable and friendly the guides are, making the journey memorable beyond just the stunning views.
Weather and Cancellation Policy
Since this is a weather-dependent activity, plan your trip during stable weather days. If canceled due to poor weather, you’ll be offered a different date or a full refund. Cancellations are free if made more than 24 hours in advance, so it’s flexible enough to adapt if a sudden rainstorm rolls in.
Who Will Love This Experience?

This sailing tour suits couples seeking romance, small groups of friends, or even families who want a peaceful, scenic outing. It’s especially appealing for those who value history and authenticity—sailing on a century-old boat with a knowledgeable guide makes it more meaningful than a typical tourist cruise. If you’re a wine lover or enjoy leisurely afternoons, the combination of good wine, appetizers, and stunning scenery is hard to beat.
However, if your time on Lake Como is limited and you prefer a quick overview, this may be more of a “once-in-a-lifetime” splurge. It’s less suitable for those looking for a high-energy or very budget-friendly experience but highly recommended for anyone wanting a calm, elegant, and personalized way to see Lake Como.
Final Thoughts

This tour offers a rare chance to sail in style, on a historic vessel, through one of Italy’s most beautiful lakes. The marriage of authentic sailing, stunning villas, and delicious local food and wine makes it a memorable highlight. The guides, Tiziano and Roberta, add warmth and insight, making the trip feel more like a shared adventure than a commercial tour.
While the price might seem steep to some, the exclusivity, beauty, and cultural richness justify it for those looking for a special treat. Perfect for celebrating a special moment, or simply indulging in Lake Como’s luxury with a laid-back cruise, this experience delivers a wonderful blend of scenery, history, and relaxation.
Frequently Asked Questions

Is this a private tour?
Yes, only your group will participate, making it a personalized and intimate experience.
How long does the tour last?
The cruise lasts approximately 3 hours, including stops and swimming.
Where does the tour start and end?
It begins at Via Ercole Sfondrati, 1, Bellagio, and ends back at the same point.
Can I cancel the tour?
Yes, cancellations are free if made more than 24 hours in advance, and you’ll receive a full refund.
Is there a minimum or maximum group size?
The experience is booked per group of up to four people.
What’s included in the price?
The fee covers the private sailing trip, guide service, aperitif, wine, and swimming stops.
What should I bring?
Bring swimwear, a towel, sun protection, and maybe a light jacket for cooler evenings.
Is it suitable for children?
Most travelers can participate, but keep in mind the activity’s relaxed and tranquil nature, ideal for older children or adults.
Do guides speak English?
While Roberta speaks French, guides are generally well-prepared to communicate in English, ensuring a smooth experience.
What’s the best time of year to book?
The tour runs year-round from October to October 2025; however, good weather is important for comfort and safety, so plan accordingly.
This sailing adventure on Lake Como provides a wonderful mix of history, scenery, and tranquility — perfect for those wanting to escape the crowds and enjoy Italy’s iconic lake in style.
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