Home THE JOURNEY Boating Holidays Sailing Italy: Unforgettable Voyages with Dream Yacht Worldwide

Sailing Italy: Unforgettable Voyages with Dream Yacht Worldwide

Discover the charm of Italy in an unparalleled manner with Dream Yacht Worldwide, a premier sea-based vacation provider boasting an impressive network of over 40 locations globally. Offering a unique blend of affordability, accessibility, and luxury, Dream Yacht Worldwide invites you to traverse the breathtaking Italian seascape, stopping at picturesque, secluded ports. Whether you’re a seasoned sailor or a novice looking for a serene escape, their diverse array of sailing options ensures there is something for everyone. From crewed charters to bareboat adventures, this leading company provides an intimate glimpse into Italy’s rich culture, stunning beaches, and hidden gems, all from the comfort of your private yacht. Experience Italy like never before—through the eyes of those who sail its waters.

It’s more affordable than you think.

Chartering a yacht is more affordable and accessible than most travelers think — no sailing experience required. Rates for an Italy charter for 8 people with a skipper in Naples begin at $443 per person in the shoulder season (spring/fall) and start at $756 per person during popular travel seasons between May and October.

Not a sailor? No problem.

Dream Yacht offers a variety of different sailing options in Italy – cabin cruises where travelers reserve their private cabin on a yacht with up to 12 total passengers with crew service and all meals included; a bareboat option for experienced sailors to take the helm of their Italy sailing vacation; and the company also offers fully crewed charters or options to sail with a skipper so travelers can sit back and let someone else take care of navigating the sea.

Beat the crowds, even during a crowded season.

Traveling via a private yacht allows you to access smaller ports and off-the-beaten-path destinations and the unique chance to come and go as you please. Too many tourists on land? Move on to the next vacation spot or escape the summer crowds and relax, dine, and enjoy the Italian coastline while watching the sunset on your yacht.

An intimate & unique personalized experience

Smaller yachts allow for more intimate, less crowded travel experiences. Yachts have access to amazing beaches and ports that other larger boats can’t visit, allowing travelers to explore off-the-beaten-path destinations and smaller cities. This access allows travelers to explore and enjoy more authentic cultural experiences in less tourism-focused areas. DYW’s popular smaller ports in Italy include Cefalu, Sicily, and Corricella Bay, which are within reach of the base in Naples.

Offering dozens of unique itineraries and experiences, sailing in Italy allows once-in-a-lifetime opportunities only available for small boat sea vacations. Examples of these unique experiences include the chance to possibly catch a volcano on Stromboli erupting at night. DYW travelers can explore Stromboli’s black lava beaches and watch for eruptions from the boat during an Aeolian islands boat charter. Another option is to explore the seven islands in the Aeolian Islands chain, where you can sail from DYW’s base in Portorosa. One of the islands is Alicudi, one of the few car-free islands worldwide.

Italy beaches that can only be reached by boat include Cala Granara, Sardinia; Golfo della Mezzaluna, the island of San Pietro in Carloforte (Sardinia); Cala Luna, Gulf of Orosei (Sardinia); and La Tabaccara, Lampedusa (Sicily)

Several destinations in one trip

Whether it’s Bay of Naples, the Amalfi Coast, or Sicily’s archipelagos, sailing Italy with Dream Yacht allows travelers to unpack their bags once and explore several sailing ground destinations in one trip.

Sailing is the perfect intro to sea travel.

Private sailing is a more intimate, personalized experience. It is a great introduction to sea travel for those who have never done so before or anyone who might get overwhelmed by a large cruise ship or a bigger boat. Want to hear the scoop? We are happy to connect you with one of DYW’s customers to hear about their first-time sailing experience firsthand.