13 Best Sailing Tours In Milan

1-Hour Experiences, Cruises & Boat Tours, Lake Como, Lake Como Day Trips, Sailing, Tour Reviews, VIP

1H Luxury Cruise Como Lake Tender Yacht Invictus 9 Pax

/ June 4, 2026

1.1H Luxury Cruise Como Lake Tender Yacht Invictus 9 Pax

A 1-hour Lake Como luxury cruise on the Invictus tender yacht with a small group, English guide, and front-row views of Como’s famous villas.

Sailing Experience on Lake Como with Private Skipper

/ June 4, 2026

2.Sailing Experience on Lake Como with Private Skipper

Private 3-hour sailing on Lake Como from Bellagio. Watch Villa Melzi and Balbianello, sip prosecco, snack onboard, and swim.

★ 5.0

“Fantastic skipper, very knowledgable and beautiful way to experience the lake. A bit underwhelmed by the very small glass of Prosecco, one bottle between 7 of us was a poor effort for a £800 sail. They could have pushed the boat out and included at least 2. Nibbles were good but again not much. Lovely…”

98 reviews3 hours (approx.)From $1,075.13by Bellagio Yacht Experience

Check Availability →Read the review →

Cruises & Boat Tours, Evening Experiences, Lake Como, Lake Como Day Trips, Private, Sailing, Tour Reviews

Sunset sailing on lake Como with Private Skipper

/ June 4, 2026

3.Sunset sailing on lake Como with Private Skipper

Sunset sailing on Lake Como in a private 38ft yacht from Bellagio, with a local skipper, Prosecco, and an Italian aperitivo.

★ 5.0

“Very beautiful sunset sailboat tour on Lake Como. Our captain was very knowledgeable! He highlighted the towns, the beautiful homes and history of the area.”

88 reviews2 hours (approx.)From $712.32by Bellagio Yacht Experience

Check Availability →Read the review →

Cruises & Boat Tours, Lake Como, Lake Como Day Trips, Sailing, Tour Reviews, Tours

4h Catamaran Tour on Lake Como – Como Boat Rent & Cruise

/ June 4, 2026

4.4h Catamaran Tour on Lake Como – Como Boat Rent & Cruise

A 4-hour Como catamaran from TremezzO with villa sightings, aperitivo, swimming, and snacks—small group, big views, and real value.

★ 5.0

“Lake Como is a beautiful place!! It would be extremely difficult or impossible to appreciate all the beauty of the area by land only. You must see it by water as well. Davede gave us a great day we will never forget. We felt very welcome and cared for on our excursion. He did a…”

86 reviews4 hours (approx.)From $253.43by Catamaran Como Charter

Check Availability →Read the review →

3-Hour Experiences, Cruises & Boat Tours, Guided, Lake Como, Lake Como Day Trips, Sailing, Tour Reviews

3H Guided Cruise Stop Bellagio Tender yacht Invictus 9 Pax

/ June 5, 2026

5.3H Guided Cruise Stop Bellagio Tender yacht Invictus 9 Pax

Small-group 3-hour Lake Como cruise on the Black Pearl with Como, Moltrasio, Bellagio, and Nesso sights plus a swim break.

★ 4.5

“Captain DJ George (with his great music selection and dance moves!) was awesome and we had a lot of fun! Special highlights of the trip were the Roman ruins & Lovers Bridge, where we saw some locals relieving themselves from the heat and jumping in Lake Como waters, a stop in Bellagio (huge crowds are…”

59 reviews3 hours (approx.)From $277.57by The Black Pearl

Check Availability →Read the review →

2-Hour Experiences, Cruises & Boat Tours, Lake Como, Lake Como Boat Rentals & Private Cruises, Lake Como Day Trips, Private, Sailing, Tour Reviews

2H Private Cruise Lake Como Tender yacht Invictus 6 pax

/ June 7, 2026

6.2H Private Cruise Lake Como Tender yacht Invictus 6 pax

A 2-hour private Lake Como cruise for up to 6 on the Invictus tender yacht, with villa views from Como to Cernobbio, Nesso, and back.

★ 5.0

“Giorgio was great and super passionate about Como and it’s famous villas. Beautiful views and overall fantastic experience”

43 reviews2 hours (approx.)From $901.10by The Black Pearl

Check Availability →Read the review →

1-Hour Experiences, Cruises & Boat Tours, Lake Como, Lake Como Boat Rentals & Private Cruises, Lake Como Day Trips, Private, Sailing, Tour Reviews

1H Private Cruise Lake Como Tender Yacht Invictus 6 pax

/ June 7, 2026

7.1H Private Cruise Lake Como Tender Yacht Invictus 6 pax

Private 1-hour Lake Como tender yacht cruise for up to 6 from Como pier, passing Cernobbio, Moltrasio and famed villas.

★ 5.0

“Our captain was very nice and knowledgeable! We enjoyed the history and stories he told us. The views were breathtaking and the music was wonderful. However, I am unable to give it 5 stars because our tour started 30 minutes late. It was explained that there were technical difficulties but when the boat arrived there…”

42 reviews1 hour (approx.)From $444.54by The Black Pearl

Check Availability →Read the review →

3-Hour Experiences, Cruises & Boat Tours, Lake Como, Lake Como Boat Rentals & Private Cruises, Lake Como Day Trips, Private, Sailing, Tour Reviews

3H Private Cruise Lake Como Tender yacht Invictus 6 pax

/ June 10, 2026

8.3H Private Cruise Lake Como Tender yacht Invictus 6 pax

A private 3-hour Lake Como cruise for up to 6 people on the Invictus yacht, with scenic stops near villas, islands, and swimming.

★ 5.0

“Luca took us on a beautiful day in the most gorgeous yacht. We enjoyed the rosé, water, music and sightseeing. We will repeat again, one day!”

29 reviews3 hours (approx.)From $1,321.54by The Black Pearl

Check Availability →Read the review →

Cruises & Boat Tours, Lake Como, Lake Como Day Trips, Sailing, Tour Reviews

4H Como Lake Cruise drop of Bellagio and Varenna on Tender Yacht

/ June 10, 2026

9.4H Como Lake Cruise drop of Bellagio and Varenna on Tender Yacht

4-hour Lake Como yacht cruise with guided views and time in Bellagio and Varenna. Small group, English-speaking, tender drop-offs.

★ 5.0

“This was a wonderful tour, we had a little more time to enjoy the beautiful afternoon !! The weather was amazing and the towns were awesome.”

29 reviews4 hours (approx.)From $330.39by The Black Pearl

Check Availability →Read the review →

Cruises & Boat Tours, Lake Como, Lake Como Day Trips, Sailing, Tour Reviews

Sailing Experience on Lake Como: Fun, Relax and Adventure!

/ June 11, 2026

10.Sailing Experience on Lake Como: Fun, Relax and Adventure!

Half-day sail on Lake Como’s eastern side: small-boat sailing, swim time, and an onboard Aperitivo with Prosecco.

★ 5.0

“Isabella and Maouro were competent and lovely hosts. Although the wind was light, we had a wonderful downwind sail to our swimming destination. Those who wanted to help sail the boat were able to jump right in. The crew made sure we were all accommodated. And after, Isa and Mao took us to a local…”

26 reviews4 hours (approx.)From $251.80by Orizzonti Lake Como

Check Availability →Read the review →

2-Hour Experiences, Cruises & Boat Tours, Lake Como, Lake Como Boat Rentals & Private Cruises, Lake Como Day Trips, Private, Sailing, Tour Reviews

2H Private Cruise on Lake Como Tender yacht Invictus 9 pax

/ June 11, 2026

11.2H Private Cruise on Lake Como Tender yacht Invictus 9 pax

Private 2-hour Lake Como cruise on the Invictus yacht for up to 9, passing Como, Cernobbio, Isola Comacina and Orrido di Nesso.

★ 5.0

“We really enjoyed our boat trip on Lake Como. The Captain was passionate about his job and Lake Como and made it very interesting…………….”

24 reviews2 hours (approx.)From $1,204.79by The Black Pearl

Check Availability →Read the review →

Cruises & Boat Tours, Lake Como, Lake Como Boat Rentals & Private Cruises, Lake Como Day Trips, Private, Sailing, Tour Reviews

4H Private Cruise Bellagio Varenna Tender Yacht Invictus 6 Pax

/ June 12, 2026

12.4H Private Cruise Bellagio Varenna Tender Yacht Invictus 6 Pax

A 4-hour private yacht cruise on Lake Como for up to 6, passing Villa Olmo, Bellagio, Varenna, and more, with English service.

★ 5.0

“The lake is beautiful and the boat was great. Our captain was also a pretty cool person and took the time to explain things. The reason for the average score was the owner. He is really greedy. We asked him to pick up on his boat at our hotel. Our hotel is on the route…”

22 reviews4 hours (approx.)From $1,680.34by The Black Pearl

Check Availability →Read the review →

2-Hour Experiences, Cruises & Boat Tours, Lake Como, Lake Como Day Trips, Private, Sailing, Tour Reviews, Tours

2-Hour Private Tour Sailing on Lake Como with Aperitif

/ June 21, 2026

13.2-Hour Private Tour Sailing on Lake Como with Aperitif

Private 2-hour Lake Como sail with Prosecco aperitif, villa spotting, an Orrido di Nesso stop, and the freedom to swim or sunbathe.

★ 5.0

“Alberto was a great host. He was so welcoming to our family and he took us all around the lake pointing out key places along the way. He also know the perfect swimming spot to jump in a take a dip. After our swim, we drank Prosecco as we drove back. It doesn’t get much…”

8 reviewsFrom $119by COMO BOAT EMOTION

Check Availability →Read the review →

Sailing

13 Best Sailing Tours In Milan