REVIEW · ITALY
Private Daily Tour on a Sailing Boat on the Conero Riviera
The best part of this private sailing day is the freedom to experience the Conero Riviera from the water, where famous beaches and seaside towns take on a different shape. You can swim from the boat, reach Spiaggia delle Due Sorelle by SUP, and see Sirolo’s square from offshore. Federico and Nicola handle the sailing and hospitality.
I like the personal scale of the outing and the chance to adjust the day to your group. I also like the small touches, including snacks, fresh lunch prepared on board, and basic sailing instruction. The main consideration is weather: this is an outdoor day on the Adriatic, and poor conditions can lead to a new date or cancellation.
Key details at a glance

- Private boat for your group: You do not share the sailing day with an unrelated group.
- Three notable Conero stops: The route includes Portonovo, Spiaggia delle Due Sorelle, and the coast near Sirolo.
- SUP access to Due Sorelle: The boat anchors offshore, and you paddle to the beach using the supplied board.
- Flexible lunch choices: You may eat at a Portonovo restaurant, or have lunch on the boat near Sirolo.
- A full eight-hour outing: Departure is at 10:00 a.m. from Marina Dorica in Ancona, with return to the same place.
- Personal service from Federico or Nicola: You can ask for help with sailing and discuss which bays to visit.
A full day on the Conero coast

This is not a quick harbor cruise. Plan on roughly eight hours, beginning at 10:00 a.m. at La Marina Dorica in Ancona and ending back there. The day combines sailing time, beach access, swimming, food, and quiet time on board.
The private format matters. You can spend more time doing what suits your group, such as swimming, learning how the boat works, or staying in a favorite bay. Families and couples may appreciate this more than a fixed group excursion with a strict schedule.
The boat operates in English, and confirmation is subject to availability. The price is listed at $283.90 per person, with group discounts available. That is not a bargain-priced beach transfer, but it covers a full day, a private setting, a boat with SUP equipment, and the attention of a skipper who can respond to your preferences.
You should think of this as a special-day purchase rather than a simple way to reach a beach. For a group splitting the cost, the private arrangement may offer good value. For one or two people watching every euro, the price deserves closer thought.
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Leaving Ancona from Marina Dorica

Your meeting point is La Marina Dorica, Via Giancarlo Mascino 5/L, in Ancona. The activity begins at 10:00 a.m., and the boat returns to this same meeting point at the end of the day.
That fixed start and finish make the outing fairly easy to plan around a stay in Ancona. The marina is near public transportation, which is useful if you are not arriving by car. Still, allow enough time to find the correct part of the harbor and meet the crew without rushing.
Federico is identified as the main host and skipper, with Nicola also helping on some outings. Communication before the day is an important part of the arrangement, since confirmation can take up to 48 hours and depends on availability.
Once on board, you can expect the day to unfold at sea rather than in a tightly packed series of shore visits. That means the pace may feel relaxed, but you should not expect long walks through Portonovo or Sirolo. The main pleasure is seeing these places from the water and stopping for swims.
Portonovo, the first coastal stop
Portonovo is described as the most famous and popular bay on this stretch of coast. It is known for its beach restaurants, ranging from simple local places to more polished dining rooms.
The sailing time to Portonovo is about one hour. Depending on availability, you may choose to eat at one of the restaurants on the beach. This gives you a useful choice: step ashore for a proper meal, or keep the day centered on the boat.
I like this stop because it adds a taste of local seaside life to what could otherwise be a purely nautical outing. You are not limited to snacks on deck, and you can choose a restaurant if that is important to your group.
There is also a practical limit. The restaurant option depends on availability, so do not treat it as a guaranteed reservation. If you have a specific dining plan in mind, ask about it before departure. The supplied information does not state that lunch is included at a Portonovo restaurant.
The stop is listed as one hour, so your time ashore may be brief. If you prefer an unhurried lunch, swimming, and a long visit to the bay, speak with the skipper about how the timing can work within the full-day route.
Spiaggia delle Due Sorelle by SUP
The next major stop is Spiaggia delle Due Sorelle, one of the best-known bays on the Conero Riviera. The sailboat anchors offshore because it cannot pull directly onto the beach.
You reach the beach with the SUP board provided on the boat. This is one of the most distinctive parts of the outing, but it also sets a clear expectation: you need to be comfortable using a paddleboard for the short transfer from boat to shore.
At the bay, the plan is simple: swimming, sun, and time near the beach. The stop is listed as one hour, with about an hour of navigation needed to arrive. That combination means the route includes a meaningful amount of time under sail or motoring between stops, not just extended beach lounging.
The SUP gives you a way to get close to Due Sorelle without turning the boat into a beach landing craft. It also makes the arrival more active and memorable. If someone in your group is not confident on a paddleboard, clarify with the crew how access will work before booking, since the stated beach transfer is by SUP.
For many people, this will be the visual high point of the day. The boat gives you a broad view of the bay, while the paddleboard brings you closer to the shore. You can also swim directly from the boat, so nobody has to go ashore to enjoy the water.
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Sirolo viewed from the sea
The Sirolo portion focuses on the coast near the beach of San Michele and the Sassi Neri area. From the water, you get a view back toward Sirolo’s square, an angle you cannot experience from the town itself.
The boat takes about 30 minutes to reach this area. The listed stop lasts one hour, followed by roughly two hours to return to Ancona. That return period is important when judging the tour. You will have plenty of time on the water, but the final journey is part of the experience rather than dead time.
You can swim near Sirolo and, if you wish, eat lunch on the boat afterward. This option may suit you better than going ashore, especially if you want to keep your clothes dry, avoid a rushed restaurant visit, or simply enjoy food with the coast around you.
One particularly appealing detail is the possibility of a fresh lunch prepared on board. A previous outing included burrata and snacks throughout the day, and that gives you a good sense of the hospitality style to expect. The exact menu is not specified, so ask what food is planned if anyone in your group has dietary needs.
The Sirolo stop also seems to be where the private format helps most. Federico has adjusted the bays visited to suit the group and offered an introduction to sailing. You can ask questions, watch how the boat is handled, and enjoy the ride at a pace that feels less formal than a standard sightseeing cruise.
What the sailing itself adds

A boat ride is not automatically a sailing experience. Here, you have the chance to learn a little about sailing from the skipper rather than simply sitting on a motorboat while scenery passes.
The amount of instruction will depend on the day and your interest. You can ask what to watch for and how the boat is operated. That is a worthwhile extra for families, first-time sailors, or anyone who wants more than a swim stop.
You should also be ready for quiet stretches. The route includes about one hour to Portonovo, about one hour to Due Sorelle, 30 minutes toward Sirolo, and about two hours on the return. If your ideal outing is nonstop activity, the long return may feel slow. If you enjoy being on the water, it gives you time to talk, snack, watch the coast, and let the day wind down.
The private boat setting makes this easier. You can read the mood of your own group instead of keeping pace with strangers. It is also a good setting for a family celebration or a relaxed day with friends.
Food, snacks, and the value of the day
Food is handled in a flexible way rather than through one fixed meal plan. At Portonovo, you may be able to eat at a beach restaurant. Near Sirolo, you may choose lunch on board after swimming. Snacks may also be available during the day.
Do not assume that every meal or restaurant bill is included in the listed price. The supplied details confirm the lunch options but do not specify a complete menu or restaurant coverage. Ask directly before setting out, especially if lunch is a major reason for booking.
At $283.90 per person, the cost is easiest to justify when several people share the private outing and value the personal service. You are paying for a long day, a private group arrangement, a skipper, access to a SUP, and the chance to shape the route around your interests.
The price is less compelling if you only want a short swim near Ancona. You could spend much less on a simple beach visit, but that would not provide the same combination of sailing, three coastal areas, private use of the boat, and food choices.
Group discounts may improve the value, though the amount is not provided. Check the final price for your party rather than assuming the per-person figure tells the whole story.
Who will enjoy this sailing day most
I would recommend this outing to people who want a complete day on the water rather than a quick excursion. It is particularly suited to:
- Families who want a private pace and some simple sailing instruction
- Couples looking for a relaxed day with swimming and a sunset-style atmosphere
- Friends who can share the cost of a private boat
- People who value beach access without giving up time on the water
- Visitors staying in Ancona who want to see the Conero Riviera from offshore
It may be less suitable if you dislike boats, need a guaranteed restaurant reservation, or want to spend most of the day walking around coastal towns. The route is built around the sea, not extended town visits.
The swimming and SUP sections also mean you should be honest about your comfort in the water. The boat does not land directly at Due Sorelle, and reaching the beach is part of the plan.
Weather, timing, and cancellation
Good weather is required. If poor conditions force cancellation, you will be offered another date or a full refund. That weather rule is sensible for a full day on an open boat, but it means you should avoid placing this outing on the only day of a tightly packed schedule.
You can cancel for a full refund if you do so at least 24 hours before the 10:00 a.m. start time. Changes or cancellations made less than 24 hours before departure are not accepted for a refund.
The tour is offered in English, confirmation arrives within 48 hours subject to availability, and the activity is listed as suitable for most people. Since the experience is private, only your own group participates.
Should you book this Conero sailing tour?
Book it if you want a personal, full-day Adriatic outing with swimming, a SUP approach to Due Sorelle, coastal views near Sirolo, and the option of lunch on board or at Portonovo. Federico’s attentive hosting, the fresh food, snacks, and willingness to explain sailing add value beyond simple transport.
Think twice if your budget is tight or if you want guaranteed sunshine, a guaranteed restaurant meal, or a full day on the beach. For the right group, though, the private format makes the cost easier to accept. You get time, flexibility, and a view of the Conero Riviera that cannot be matched from the road.
FAQ
Where does the sailing tour start?
It starts at La Marina Dorica, Via Giancarlo Mascino 5/L, 60125 Ancona, Italy.
What time does the tour begin?
The tour starts at 10:00 a.m.
How long does the experience last?
The outing lasts approximately eight hours and ends back at the meeting point in Ancona.
Is this a private tour?
Yes. Only your group participates in the activity.
Which places are included on the route?
The route includes Portonovo, Spiaggia delle Due Sorelle, and the coast near Sirolo, including the San Michele and Sassi Neri area.
Can I reach Spiaggia delle Due Sorelle directly by boat?
No. The sailboat anchors offshore, and you can reach the beach using the SUP supplied with the boat.
Is lunch included?
Lunch may be available at a Portonovo beach restaurant, depending on availability. You may also have lunch on the boat near Sirolo. The supplied information does not specify a fixed menu or confirm that restaurant costs are included.
Is the tour offered in English?
Yes, the experience is offered in English.
What happens if the weather is poor?
If poor weather causes cancellation, you will be offered a different date or a full refund.
Can I cancel for a full refund?
Yes, if you cancel at least 24 hours before the local start time. Cancellations made less than 24 hours before departure are not refunded.
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