The best way to travel throughout Italy: Private sailing — and it’s easier and more affordable than you think

Vacationing in Italy is still as popular as ever. With peak season for Italy travel just around the corner, should you happen to be working on anything related to the best ways to enjoy one of 2024’s most popular destinations, please keep sailing in mind (how else can you catch a volcano eruption from the water or visit a car-free island?). Dream Yacht Worldwide, a leading sea-based vacation company with a global footprint of over 40+ bases offers one of the best ways to enjoy Italy – by sailing throughout it

Here’s why: 

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 own 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 the opportunity to not only access smaller ports and off-the-beaten path destinations, but also 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 Italy coastline while watching the sunset on your own 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 offers travelers the opportunity to explore and enjoy additional and authentic cultural experiences in less tourism-focused areas. DYW’s popular smaller ports in Italy include Cefalu, Sicily, and Corricella Bay, within reach from the base in Naples.

Offering dozens of unique itineraries and experiences, sailing in Italy allows once-in-a-lifetime opportunities only available by small boat sea vacations. Examples of these special experiences include the chance to possibly catch a volcano on Stromboli erupt 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 7 islands in the Aeolian Islands chain where you can sail to from DYW’s base in Portorosa. One of the islands is Alicudi, one of the few car-free islands in the world.

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Italy beaches that can only be reached by boat include: 

Cala Granara, Sardinia; Golfo della Mezzaluna, 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.

A more intimate, personalized experience, private sailing is a great introduction to sea travel for those who have never done so before or anyone who might get overwhelmed with a large cruise ship or 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 first hand.

Skip the vacation house rental, get out on the water!

Top misconceptions about renting a yacht.


Dream Yacht Worldwide
 (DYW), one of the world’s leading ocean tourism companies, is making sailing and sea travel accessible to all around the globe. With personal sailing trips continuing to gain popularity in 2023, the company offers the most destinations and one of the largest and most diverse sailing, yacht, and boating fleets in the world – an opportunity for groups of family and friends to get out of a traditional house rental and out on the water.

Here are the top misconceptions or concerns DYW hears often when travelers consider booking sailing charters:

Myth: Sailing is difficult and for experienced sailors only.

This is a common misconception but is far from being accurate. If you can enter a boat, you can sail. Sea trips are for everyone, no experience is necessary when you book a skippered charter, which allows travelers to enjoy the quality time together and not have to worry about sailing skills. 

Those traveling with experienced sailors can take advantage of Dream Yacht’s bareboat options. 

Myth: Tight quarters. 

Families are typically relieved to know that Dream Yacht Worldwide offers spacious catamarans that fit up to 12-14 people comfortably. Many catamarans have cabins that have their own private bathroom as well. 

Myth: It is all about the sea. 

The sea is the medium, you can actually visit many places and discover areas on land that you cannot access without travel by water. Chartering a boat is an excellent way to discover lesser known areas. Dream Yacht operates in 52 destinations worldwide, with a fleet of more than 900 monohulls and catamarans. There is something for every type of traveler in destinations across the globe.

Myth: Charter trips are boring.

Charter trips can be as exciting and as full of adventure as travelers prefers. It is a unique experience and it requires a certain adventurer mindset. There are many water sports and team-building activities that groups can participate in, plus plenty of opportunities to relax and unwind on board. It allows travelers to see the world from a different perspective.

Wondering what type of yachting vacation is for you?

Check out the options here from Bareboat to Crewed Charter.