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Yacht sailing holidays & skippered tours in Venice & Trieste Gulf

Yacht sailing holidays & skippered tours in Venice & Trieste Gulf

Approaching the Serenissima on a sailing boat along the navigable canals delimited by the canals delimited by the "briccole" is a unique experience: Venice is a pearl, but without its lagoon it would lose part of its incredible charm. incredible charm. Trieste is not to be outdone, given the ties with sailing.

  • Sailing Holidays
  • Italy
  • Venice and the Gulf of Trieste

FLEXIBLE CANCELLATION.

Stress-free booking: you can cancel up to 24 hours before departure!

  • 45 reviews

    Perfumes and wonders in the fantastic Gulf of Trieste

    from 1 April - One day
    Venice and the Gulf of Trieste Italy
    Join in on this experience!
    99€ Per person
  • 18 reviews
    almost
    confirmed

    Gone with the wind, Trieste Venice

    from 7 April - 3 nights
    Venice and the Gulf of Trieste Italy
    Join in on this experience!
    380 364€ Per person
  • 45 reviews

    Perfumes and wonders in the fantastic Gulf of Trieste

    from 9 April - One day
    Venice and the Gulf of Trieste Italy
    Join in on this experience!
    99€ Per person
  • 45 reviews

    Perfumes and wonders in the fantastic Gulf of Trieste

    from 15 April - One day
    Venice and the Gulf of Trieste Italy
    Join in on this experience!
    99€ Per person
  • 4 reviews

    Weekend on a sailing boat in Chioggia and Venice

    from 21 April - 2 nights
    Venice and the Gulf of Trieste Italy
    Join in on this experience!
    159€ Per person
  • 4 reviews
    almost
    confirmed

    Historic Friuli: Grado and Aquileia

    from 22 April - 3 nights
    Venice and the Gulf of Trieste Italy
    Join in on this experience!
    170 148€ Per person
  • 45 reviews

    Perfumes and wonders in the fantastic Gulf of Trieste

    from 23 April - One day
    Venice and the Gulf of Trieste Italy
    Join in on this experience!
    99€ Per person
  • 33 reviews

    Sailing weekend in the Gulf of Trieste

    from 28 April - 2 nights
    Venice and the Gulf of Trieste Italy
    Join in on this experience!
    212€ Per person
  • 4 reviews

    Chioggia - Venice

    from 28 April - 2 nights
    Venice and the Gulf of Trieste Italy
    Join in on this experience!
    159€ Per person
  • 4 reviews
    almost
    confirmed

    The Gulf of Trieste: Grado, Aquileia, Slovenia and Istria

    from 29 April - 2 nights
    Venice and the Gulf of Trieste Italy
    Join in on this experience!
    170 148€ Per person
  • 45 reviews

    Free in the Wind!... perfumes and marvels in the Gulf of Trieste

    from 29 April - 2 nights
    Venice and the Gulf of Trieste Italy
    Join in on this experience!
    199€ Per person
  • 33 reviews

    Sailing weekend in Istria

    from 5 May - 2 nights
    Venice and the Gulf of Trieste Italy
    Join in on this experience!
    212€ Per person
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Reviews - Yacht sailing holidays & skippered tours in Venice & Trieste Gulf

178 reviews
20 / 10
Marco  L.

Marco L.

review about Weekend on a sailing boat in Chioggia and Venice October 2022

10 / 10
Our first sailing experience was wonderful. Giovanni and Stefania are very special people and in love with sea life.... And you can only be fascinated by their stories. Arriving in Venice from the sea was a priceless magic.... Not to mention all the secret corners of land and sea that made us discover. Stefania's cuisine is really high level as well as being very respectful and attentive to the culinary tastes of her guests. The boat seemed very comfortable and perfectly maintained, you sleep well and the spaces are very livable. We can only recommend booking an experience with Giovanni and Stefania, I'm sure you won't regret it..... We are already thinking of repeating soon. PS. 1 Finally they also taught us how to recognize a real inhabitant of Venice... But let them explain the trick????. PS.2 thanks to sailsquare for letting us discover it
Francesco C.

Francesco C.

review about The Barcolana October 2022

10 / 10
Barcolana, unique and unrepeatable experience! Competent and highly experienced skipper, a real sea wolf. Gianni and his sweet companion Giovanna tried to manage in the best way a VERY complicated regatta. Bora strong, boat rammed and engine failure, all conditions of strong stress (it can happen is part of the game). In these situations Gianni was not docile - let's say sandpaper - but in my opinion he behaved like a real commander, he just decides. Negative note: he has to choose his helpers much better, overestimating or demanding too much from incompetent people generates confusion and insecurity. Thank you!
Andrea R.

Andrea R.

review about Come with us to Barcolana, a veteran skipper from Trieste, typical cuisine and lots of partying October 2022

10 / 10
Everything perfect, Flavio, present and never intrusive, holds the boat impeccably. His experience is evident in the management and management of the crew. instills security. Definitely is recommended.
Nicoletta M.

Nicoletta M.

review about Historic Friuli: Grado and Aquileia April 2022

10 / 10
Weekend of 3 days, fantastic as in the family, great hospitality, and availability. It's just a shame it was three days. Carlo and Stefania, two beautiful people. I hope to redo another holiday with you, grown-ups!!! Angela
Carla L.

Carla L.

review about BARCOLANA 53 ° - The biggest regatta in the world! October 2021

10 / 10
Joy and extreme competence here is the atmosphere that you breathe on the boat with Martin. An unforgettable experience
Francesco S.

Francesco S.

review about Five days between Trieste and Istria! August 2021

10 / 10
Alberto is an experienced skipper, a mountain guide and a lover of the sea and nature with a great desire to share curiosities and the basics of sailing. With him we felt safe and involved in the travel choices (we had booked the entire boat) having had to undergo a one-day stop due to the strong bora that died on Trieste. To complete the crew we were lucky enough to have Federica who supported Alberto in the management of the boat, the galley and really pampered us throughout the holiday. Rely on her and you will not regret it. Finally the boat was absolutely up to our expectations, with comfortable indoor and outdoor spaces for 6/8 people and everything you need to enjoy a nice holiday. In short, it was our first time on the boat for several days and removed that minimum of spirit of adaptation that is required, the holiday was the right compromise between relaxation and adventure. SUPER!
Gabi C.

Gabi C.

review about Gulf of Trieste August 2021

10 / 10
Congratulations to the skipper Mauro very attentive to everything. Sunsets aperitifs and dives that say a holiday overlooking the sea, top super recommended!
Gino G.

Gino G.

review about Redentore 2019 Fireworks and seafood dinner. July 2021

10 / 10
Ernesto is a professional skipper, with great experience who has the ability to manage the boat safely and efficiently. We had a beautiful evening.
Andrea S.

Andrea S.

review about Sailing weekend in the Gulf of Trieste, a welcome to spring! June 2021

10 / 10
Marco was always nice and helpful and welcomed us in his boat like old friends. His teachings on how to manage the boat are also very useful. Beautiful weekend to try absolutely! Advised!
Edoardo C.

Edoardo C.

review about A weekend for those who love the sea on a sailing boat at the Barcolana, the most famous regatta in the world October 2020

10 / 10
A nice experience. Boat in very good condition: beautiful, comfortable and fast! On board we immediately blended with a spirit of collaboration and desire to have fun. So we had a very good time both on land and sailing. Angelo is a highly experienced Commander at the helm and a guide in making known the places where you sail. Thank you.
Rachele S.

Rachele S.

review about Sailing to the Barcolana! October 2019

10 / 10
A heartfelt thanks to Luca for making me live my first Barcolana, the very little wind did not prevent us from living this beautiful experience. Luca is an excellent "host" and a very good skipper: welcoming, kind and always available. Super recommended! See you next time and good wind!
Manuela P.

Manuela P.

review about BARCOLANA 2019 - the thrill of being there October 2019

10 / 10
Spendida experience. Gabriele is a really nice person, patient and very helpful and a good skipper! Despite the absence of wind during the Barcolana he managed to get us a decent position in the standings despite the fact that among us there were people at the very first weapons. Bilingual crew (English and Italian) managed great!!!
Margherita P.

Margherita P.

review about The most spectacular regatta in the world: the Barcolana October 2018

8 / 10
Nicola, was a competent skipper who was able to convey the enthusiasm and a right competitive charge, the "healthy" and sporting one appropriate to all of us and to the context of the Barcolana, involving us in every maneuver for the entire time of the race .... we really felt part of a crew, Thank you!
Bianca T.

Bianca T.

review about Festa del Redentore: among the channels with houseboats! July 2019

10 / 10
Traveling with Luciano is always a guarantee! Great caring and attentive skipper who always brings great harmony and happiness among the crew! It was a wonderful weekend to discover an authentic Venice.
Stefano L.

Stefano L.

review about LA BARCOLANA - live as a protagonist October 2018

8 / 10
Giovanni was very helpful and kind. Recommended skipper
Paolo B.

Paolo B.

review about Barcolana October 14th 2018 October 2018

10 / 10
Marino is a competent and professional skipper but also a really pleasant and always available person. Great weekend, boat kept very well and very clean. Super positive and recommended experience.
Elisa D.

Elisa D.

review about Barcolana what's else October 2018

10 / 10
Hansel is super helpful and patient. It gave me the chance to have a wonderful experience that I will never forget. His endless experience makes you always feel safe.
Federica T.

Federica T.

review about All in Trieste for the 50th Barcolana: the sailing party in a unique setting in the world October 2018

10 / 10
It was a great experience. Stefano proved to be up to the task. Departure and arrival times have always been respected and there have been no changes in the program. The expense for the galley, made by Stefano, was excellent and there was no waste. The mooring at the Audace pier was the real gem of this holiday, because it gave us the opportunity to fully enjoy the festive atmosphere that the Barcolana generates. The day of the regatta (Sunday) was managed well and there was no lack of emotions. I really felt like I was in the race.
Luigi M.

Luigi M.

review about Barcolana 2018 October 2018

10 / 10
Great person, competent and pleasant company
Nicola M.

Nicola M.

review about We participate in the BARCOLANA! October 2018

8 / 10
beautiful experience, thanks to Gianfranco, calm skipper, polite and helpful, who turns into a warrior on the occasion of the regatta, and his boat, fascinating and fast.
Dorothea R.

Dorothea R.

review about Discovering Trieste and its Gulf June 2018

10 / 10
choice of route and marina : excellent very helpful skipper(s) welcome and meals on board 4 stars... to recommend and to be redone Gorgeous Gulf of Trieste
Manuel M.

Manuel M.

review about Weekend of sailing and relaxation May 2018

10 / 10
Fantastic weekend with sailing from Lignano to Piran. Boat in perfect condition. Mirco is an impeccable skipper, safe sailor and attentive to safety
Cristiana C.

Cristiana C.

review about Sailing between Venice and Trieste (warm boat and good wine on board) December 2017

10 / 10
Stefano was a great "host", we spent 4 wonderful days, started with a wonderful welcome and ended with a goodbye. In the middle many breathtaking views, conviviality and sea. I will not forget the night outing with sails unfurled with the moon that looked like a lighthouse to illuminate us, the sunsets over the lagoon with its warm colors, the New Year's Eve in front of San Marco with the magic of fireworks that transported us into a fairytale dimension. A special thanks to Stefano and all the companions of this wonderful adventure.
Laura Emilia G.

Laura Emilia G.

review about The BARCOLANA of Trieste, an emotion not to be missed .. !! October 2017

10 / 10
beautiful experience. a prepared skipper, with high professional qualities. has been able to create during the weekend the right climate that allowed us to have fun, relax and participate in the "regatta of the world record of attendance" in absolute safety and tranquility. GREAT
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8 reasons to visit Venice and the Gulf of Trieste by sailing boat

  • Enjoy the almost fairy-tale and surreal atmosphere of Venice. Between white and blue poles to moor you will share the lagoon with gondolas and water buses that animate the city. A show not to be missed!
  • Experience the experience of an anchorage between the islands of Sacca Sessola and San Clemente, with a view of Giudecca and Porto Marghera, which turn an enchanting shade of pink at sunset and the reflection on the water envelops the entire city.
  • On the third Saturday of July take part in the Festa del Redentore di Venezia and enjoy the spectacular fireworks aboard your sailing boat in riva degli Schiavoni.
  • Take the tour of the "bàcari" of Venice going for "ombre" and "cicheti", but above all to drink the Venetian aperitif par excellence: the spritz!
  • Go in search of cozze "scotadeo" or "buzara". The Friulian fishermen themselves will cook them and keep you company by telling you the legends of the place.
  • Step into one of Trieste's many cafes to breathe in its Hapsburg soul and step back in time! If you want to bring a little aroma on board, stop off at the Guatemala roasting plant.
  • In the gulf of Trieste, sail past the high cliffs of the Rilke promenade and admire the castles and marine protected areas of Duino and Miramare.
  • On the second Sunday in October, take part in the Barcolana, the largest regatta in the world with over 2000 participating boats. Climb aboard and be bewitched by the amount of hulls, sails and colors that will completely fill the Gulf of Trieste.

What to visit during a boat tour in Venice and in the Lagoon?

Rich with islands that emerge from the water, Venice conquers for the beauty of its small hidden corners or for its many streets and canals that reveal architectural treasures. City of undisputed charm is one of the most popular tourist destinations for foreigners and meta obligatory for all lovers.

A weekend or a mini cruise will take you to the heart of the lagoon. A sailing trip, in fact, will allow you to discover Venice from a privileged point of view, avoiding endless crowds and streets crammed with tourists.

Surrounded by the islands of the lagoon, populated by monasteries, ancient fishermen's houses and green hills, you will breathe in the quiet and suspended atmosphere of the past. This is the case, for example, on the island of Sant'Erasmo, also known as Venice's vegetable garden. Green and populated by fields, gardens and canals, it is the second largest island in the Venetian Lagoon.
This island once overlooked the sea, before the construction of the northern dam of the port of Lido, which created the tongue of land of Treporti.

Discover the island of Torcello, famous for its artistic and architectural treasures, such as the basilica of Santa Maria Assunta. Inside the basilica complex were numerous mosaics, some of which are now on display in the Louvre.
It is definitely worth visiting Murano and Burano. They are true artist's palettes with their glass workshops and their lace workshops. Burano has always been a fishermen's village with its picturesque multicolored houses: one of them is the famous "Bepi's house", unique in its kind because it is decorated with multicolored geometric shapes.
Sailing along the coast of Lido, with its luxurious hotels and Art Nouveau villas, you can catch sight of San Lazzaro degli Armeni, San Servolo, Poveglia, Santo Spirito and San Clemente, the island on which the elegant Palace Kempinski is located.

These are some of the itineraries on the Lido.

There are plenty of itineraries to choose from. The Bacino di San Marco, the Canale S.Nicolò, Punta Sabbioni, the Lio Piccolo coastline, the island of Poveglia, S.Spirito, S.Clemente, the canale della Giudecca, the Church of the Redentore, Sant'Andrea and the Certosa are just a few examples of the navigable routes.

The routes are many and varied.
Being guided by the wind and by a local skipper is the best way to experience the charm of the lagoon, discover alternative routes and suggestive places. And what could be more exciting than spotting the Doge's Palace and St. Mark's bell tower from the bow of your boat?

When to go on a sailing trip in Venice?

On a climatic level, the best time to take a boat cruise in Venice is from April to November. In particular, you can organize a weekend boat trip in Venice in the mid-seasons, from mid-April to June and in September and October. Or treat yourself to a week in July and August, which are the hottest and most suitable months for swimming in the lagoon.

July is also the month of the Festa del Redentor one of the most heartfelt religious events in Venice. For two days, a floating bridge is set up that connects the Zattere pier to the island of Giudecca, creating a pedestrian passage to the Redentore Church. After the procession, the Fireworks at midnight, which illuminate the magnificent lagoon, are a must.

It is in winter, however, that the lagoon becomes more fascinating with that fog that creates a muffled atmosphere and especially because it is the season of New Year's Eve and the famous Carnival of Venice. On board your boat you can admire the festivities in St. Mark's Square with the characteristic Volo dell'Angelo (Angel Flight) or at midnight on Shrove Tuesday you can watch a blaze of fireworks that illuminate St. Mark's Basin and the entire lagoon.

What to visit on a sailing trip in the Gulf of Trieste?

The Gulf of Trieste, ancient home of sailors and mariners, is full of beautiful manors overlooking the sea and walks in the middle of the falesie that furrow the Karst of Trieste.
Meta ideal for sailing trekking, the most famous path is the Rilke path that connects Sistiana to Duino Castle. Built on a limestone spur, this manor stands in an enchanting position that fascinates all boaters for its panorama.

Sailing in this gulf offers a unique perspective from which one can admire the jagged coastline that alternates between pebble beaches and rocky cliffs surrounded by dense vegetation.
Sailing along the coast, one's gaze is captured by the antique Venetian-style villages and its famous castles, such as that of Miramare, among the most famous destinations in the area. Erected on the promontory of Grignano at the behest of Archduke Maximilian of Habsburg, this residence is fascinating for its history and enviable location. Overlooking the expanse of sea, the castle welcomes a mix of architectural styles and is surrounded by a large park.

Characteristic harbors, Venetian-style bell towers and sparkling beaches form the backdrop to the sailing, during which you can relax and skirt the Muggia Mountains and the waters of the Vallone di Muggia that separate it from the city of Trieste.

From Trieste you can also head towards the Istria and reach the most beautiful towns on the coast of Slovenia and croata. One above all, Piran with its medieval structure, narrow streets where the houses stand next to each other and the influence of Venice that you can breathe in every corner. You can also reach Umag, Novigrad, Porec, and maybe continue to Rovinj where it is worth stopping at the fishermen's port for a taste of fish with your crew.

When to go on a sailing trip to Trieste?

Trieste is ideal in the months between May and mid-October when the climate is warm but not scorching and the days are sunny with little wind. From November to February, the climate is harsh and there can be days of bora, a katabatic wind, whose gusts reach up to 120 kilometers per hour and prevent navigation.

A chance not to be missed.

An opportunity not to be missed to come to Trieste is participate in the Barcolana, historic sailing regatta held on the second Sunday in October in the Gulf of the city. Schedule a weekend sailing and take part in the Autumn Cup is definitely a once in a lifetime experience. During all days of the event the areas of Trieste Seafront and Piazza Unità d'Italia are a riot of colors, flavors and experiences with the Barcolana Village. In short, there is an entire week of events waiting for fans to celebrate.

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