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Top Lombardy Sailing Trips

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Lombardy Tours

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4h Tour on Lake Como - Small Groups Catamaran Tour from Tremezzo

Hop aboard the first catamaran on Lake Como and enjoy an unforgettable experience! Once on board, enjoy the living area at the stern and a …More

Likely to Sell Out
Likely to Sell Out
Lake Como, Italy
4.9 (105)

4h Tour on Lake Como - Small Groups Catamaran Tour from Tremezzo

Hop aboard the first catamaran on Lake Como and enjoy an unforgettable experience! Once on board, enjoy the living area at the stern and a...

4 hours • Free Cancellation
4.9 (105)
from
$232
Sailing Experience on Lake Como with Private Skipper

The lake center of Lake Como is unique for its natural beauty and for the sumptuous ancient villas that overlook it, observing all this from …More

Lake Como, Italy
4.9 (96)

Sailing Experience on Lake Como with Private Skipper

The lake center of Lake Como is unique for its natural beauty and for the sumptuous ancient villas that overlook it, observing all this from...

3 hours • Free Cancellation
4.9 (96)
from
$868
Sunset Sailing Lake Como with Private Skipper

Experience lake Como from a new perspective! Visit the most amazing coves, villas and towns of Lake Como on board of a 38ft sailing yacht. …More

Lake Como, Italy
4.9 (84)

Sunset Sailing Lake Como with Private Skipper

Experience lake Como from a new perspective! Visit the most amazing coves, villas and towns of Lake Como on board of a 38ft sailing yacht....

2 hours • Free Cancellation
4.9 (84)
from
$683
Lake Como SMALL GROUP Boat Tour Aperitivo & Prosecco Included

Forget noisy speedboats! Sail Lake Como with Ricky, a friendly local skipper. Enjoy great chats, Prosecco and aperitivo, soak up the Italian slow life and …More

Likely to Sell Out
Likely to Sell Out
Lake Como, Italy
5.0 (51)

Lake Como SMALL GROUP Boat Tour Aperitivo & Prosecco Included

Forget noisy speedboats! Sail Lake Como with Ricky, a friendly local skipper. Enjoy great chats, Prosecco and aperitivo, soak up the Italian slow life and...

4 hours • Free Cancellation
5.0 (51)
from
$243
Private Tour by Modern Sailboat Lake Como with Aperitif

Discover Lake Como aboard BOWIE, our 42-foot sailboat with classic lines that combines speed and comfort. This private tour is not just a scenic tour, …More

Lake Como, Italy
5.0 (14)

Private Tour by Modern Sailboat Lake Como with Aperitif

Discover Lake Como aboard BOWIE, our 42-foot sailboat with classic lines that combines speed and comfort. This private tour is not just a scenic tour,...

2 to 7 hours • Free Cancellation
5.0 (14)
from
$162
Private Sailing Boat Tour Classic Lake Como with Aperitif

Discover Lake Como aboard EAGLE, our 44-foot sailboat with classic lines that combines elegance and comfort. This private tour is not just a scenic tour, …More

Lake Como, Italy
5.0 (16)

Private Sailing Boat Tour Classic Lake Como with Aperitif

Discover Lake Como aboard EAGLE, our 44-foot sailboat with classic lines that combines elegance and comfort. This private tour is not just a scenic tour,...

2 to 7 hours • Free Cancellation
5.0 (16)
from
$170
Private Tour on a Sailing Boat on Lake Maggiore with Aperitif and Music

The experience of stopping in one of the most evocative places of Lake Maggiore listening to the live notes of an accordion while enjoying a …More

Likely to Sell Out
Likely to Sell Out
Lake Maggiore, Italy
4.7 (3)

Private Tour on a Sailing Boat on Lake Maggiore with Aperitif and Music

The experience of stopping in one of the most evocative places of Lake Maggiore listening to the live notes of an accordion while enjoying a...

2 hours 45 minutes • Hotel pickup offered • Free Cancellation
4.7 (3)
from
$210
4 hours tour on a Private Catamaran on Lake Como with Aperitif

A private cruise aboard the only catamaran on Lake Como, even during sunset—a one-of-a-kind experience to share with your partner. Come aboard to admire some …More

Lake Como, Italy
5.0 (7)

4 hours tour on a Private Catamaran on Lake Como with Aperitif

A private cruise aboard the only catamaran on Lake Como, even during sunset—a one-of-a-kind experience to share with your partner. Come aboard to admire some...

4 hours • Free Cancellation
5.0 (7)
from
$1,391
Private Guided Sailing Boat Tour on Lake Como with Aperitif

Sailing aboard a one-hundred-year-old boat in the romantic and stunning scenery of Lake Como. They both have a story to tell. The ideal situation for …More

Lake Como, Italy
5.0 (5)

Private Guided Sailing Boat Tour on Lake Como with Aperitif

Sailing aboard a one-hundred-year-old boat in the romantic and stunning scenery of Lake Como. They both have a story to tell. The ideal situation for...

2 hours • Free Cancellation
5.0 (5)
from
$878
Private Guided Sailing Boat Tour on Lake Como with Aperitif

Sailing aboard a one-hundred-year-old boat in the romantic and stunning scenery of Lake Como. They both have a story to tell. The ideal situation for …More

Lake Como, Italy
5.0 (1)

Private Guided Sailing Boat Tour on Lake Como with Aperitif

Sailing aboard a one-hundred-year-old boat in the romantic and stunning scenery of Lake Como. They both have a story to tell. The ideal situation for...

3 hours • Free Cancellation
5.0 (1)
from
$1,159
Lake Como by Sail: A Wine and Wind Experience

Meeting with private driver in Como. Transfer by private car/minivan to Domaso. Guided tour of a winery in a panoramic position on Lake Como, in …More

Lake Como, Italy

Lake Como by Sail: A Wine and Wind Experience

Meeting with private driver in Como. Transfer by private car/minivan to Domaso. Guided tour of a winery in a panoramic position on Lake Como, in...

7 hours
from
$744

Frequently Asked Questions

These answers are based on answers previously given to Cool Destinations customers' questions.

Recent tour reviews
Highlight of my trip to Italy
New York City
4h Tour on Lake Como – Small Groups Catamaran Tour from Tremezzo
LozPaulos, Sep 2026
Highlight of my trip to Italy
The highlight of my trip to Italy! Great tour with interesting information on different villas in the area, delicious snacks and wine, great company and loved the boat! Stopped at two swim spots that were away from all the boat traffic. Didn't want to get off the boat at the end! Would book again if travelling to Lake Como again!
Read more
Wonderful Afternoon
New York City
Lake Como SMALL GROUP Boat Tour Aperitivo & Prosecco Included
carolynmF1102AH, Sep 2026
Wonderful Afternoon
We had a wonderful tour with Ricky. Everything was well communicated before hand and it was easy to find the pick up spot. The tour was wonderful. Lots of prosecco and the snacks were delicious. It was a great afternoon.
Read more
Fantastic tour
New York City
Private Sailing Boat Tour Classic Lake Como with Aperitif
Departure435641, Sep 2026
Fantastic tour
Great tour despite lack if wind. Skipper was friendly and informative. Como from a sail boat is exquisite. Highly recommended
Read more
Sailing Lake Como was beautiful
New York City
4h Tour on Lake Como – Small Groups Catamaran Tour from Tremezzo
Noreen_C, Sep 2026
Sailing Lake Como was beautiful
Everything was excellent on our experience on Lake Como Sailing adventure. Meeting point was confirmed. David took the time to explain all the mansions and the history behind them all it was a great experience, beautiful scenery, snacks, and wine included would totally recommend.
Read more
Best day in Bellagio!
New York City
Private Sailing Boat Tour Classic Lake Como with Aperitif
W3832RVamandam, Sep 2026
Best day in Bellagio!
Our best day in Lake Como! We originally booked the wedding boat, but it had a mechanical issue and the owner reached out very quickly to ask if we would be OK to use the sailboat. We said yes, of course! It wasn’t the wooden boat experience, but that’s ok. Most importantly, we wanted to be on the water and explore Lake Como on a boat. They picked us up, drove us to the location and also dropped us back off. Our captain was great and full of history of the area and what goes on today. We would definitely book with Bellagio sailing again and highly recommend it to anyone looking for an amazing boat day.
Read more
Bellagio Sailing 2026
New York City
Private Tour by Modern Sailboat Lake Como with Aperitif
B9489JZpaulag, Sep 2026
Bellagio Sailing 2026
We had a wonderful half day sailing on Lake Como with Bellagio Sailing! This was one of the highlights of our trip. The captain was knowledgeable of the history of the lake, locations of Villas, and other sites around the lake. Our original date was too rainy and they worked with us to reschedule. No hassles! I highly recommend Bellagio Sailing.
Read more
Best thing to do in Varenna
New York City
Lake Como SMALL GROUP Boat Tour Aperitivo & Prosecco Included
985coled, Aug 2026
Best thing to do in Varenna
Amazing!! Ricky is the best, can’t recommend enough
Read more
An Unforgettable Experience
New York City
Sunset Sailing Lake Como with Private Skipper
F3277SLtylera, Aug 2026
An Unforgettable Experience
This was one of the most memorable experiences of our lives. I decided to propose to my girlfriend during our boat tour, and Christina, the owner, went above and beyond to help make everything perfect. She helped me coordinate with a local photographer beforehand and made sure everything was arranged so the proposal went exactly as planned.Our captain was fantastic as well. He was very knowledgeable and shared a lot of interesting history about Lake Como and the surrounding villas throughout the tour.I am extremely grateful to Christina and our captain for helping make such an important moment truly unforgettable for my partner and me.Whether you are proposing or not, getting out on the water is an absolute must when visiting Lake Como. I highly recommend Bellagio Yacht Experience.
Read more
Lake Como Catamaran
New York City
4 hours tour on a Private Catamaran on Lake Como with Aperitif
emily_z, Aug 2026
Lake Como Catamaran
we had a great private catamaran ride around Lake Como. Our Captain was knowledgeable, safe, and showed us all the sights around the lake. Wine and light snack was amazing!
Read more
A magical birthday!
New York City
Private Tour by Modern Sailboat Lake Como with Aperitif
V666SYst_phanep, Jul 2026
A magical birthday!
For my birthday, my partner gave me this incredible family excursion on Lake Como!A truly suspended moment during these superb vacations!The boat is magnificent, and Captain Elia, through his kindness and his welcome explanations to better understand this magnificent place, contributes greatly to the pleasure of the moment!The prosecco as an aperitif under a setting sun also contributed to the magic of the moment in particular.It was just perfect!
Read more
Very nice relaxing 2 hrs...
New York City
Sunset Sailing Lake Como with Private Skipper
Neal_S, Jul 2026
Very nice relaxing 2 hrs...
Very nice relaxing 2 hrs on the water seeing a multitude of Villa’s. Do not expect to be sailing as winds are calm and it is a motorized sailing boat. We loved the captain and his mate.
Read more
Amazing Trip on Lake Como! ⛵️
New York City
Sailing Experience on Lake Como with Private Skipper
Everett_T, Jun 2026
Amazing Trip on Lake Como! ⛵️
This sailing trip exceeded my expectations! We knew we would be viewing the spectacular beauty of Lake Como, but what I didn’t expect was the history lessen regarding the prominent villas on the shores of the lake! We not only learned who owned them currently or who previously owned them, but how some of them are still owned by the same families over the centuries. We also learned about 2 different villas that were used in films like Star Wars, The Devil Wears Prada and a James Bond Film! We were able to swim as well, which was refreshing due to the heat. We did sit in the shade throughout our trip, so we weren’t in the blistering sun during our ride. There, unfortunately wasn’t enough wind to open the sails, but that really wasn’t an issue. We were served beverages and small bite sandwiches for our trip, but eat prior or bring enough to eat for a 3 hour tour. We were pleased with our skipper Giacamo, from Florence, was amazing and an incredible historian of Lake Como! We highly recommend this trip, and Cristina was also very communicative leading up to our trip. 100% worth every penny we spent!
Read more
The highlight of our time in Italy
New York City
Sailing Experience on Lake Como with Private Skipper
amycB9360CU, Jun 2026
The highlight of our time in Italy
Bellagio Yacht Experience , and especially Captain Giacomo, made our afternoon an amazing experience. Our boat trip was the highlight of our time in Italy. Not only was it beautiful and fun and relaxing, but Giacomo was friendly and attentive, and so kind to my kids. Cristina was immediately responsive on WhatsApp when I had trouble finding the marina (my maps app had sent me past it). Their team has created a truly special experience on Lake Como. If we return to Bellagio, we will 100% do this again. 10/10 highly recommend.
Read more
Sunset cruise with Paolo
New York City
Private Tour on a Sailing Boat on Lake Maggiore with Aperitif and Music
allgoodnamesweretake, May 2026
Sunset cruise with Paolo
Paolo was very friendly and accommodating, and flexible with the pickup point. He chose a nice quiet spot on the lake and provided some really excellent food for us to snack on.
Read more
Alternative boat trip on Lake Como
New York City
4 hours tour on a Private Catamaran on Lake Como with Aperitif
johnnyb6399, Apr 2026
Alternative boat trip on Lake Como
Very positive experience, a different way to spend time on Lake Como, ideal for both friends and couples. David, the captain of the catamaran is a very reliable and helpful person. Very interesting also the aperitif, always prepared by David. Super recommended.
Read more
Incredible Experience
New York City
Private Tour on a Sailing Boat on Lake Maggiore with Aperitif and Music
Grace_C, Jun 2025
Incredible Experience
We went for a family sunset sail with Captain Paolo and Catarina and would highly recommend this experience to anyone visiting! The aperitivo was delicious and Paolo & Catarina had great knowledge to share.Many thanks for the great experience!
Read more
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