Discovering the Conero Riviera from the Deck of a Private Sailing Boat
Reading about a private day tour by sailing boat on the Conero Riviera in Italy instantly sparks images of sun, sea, and serene landscapes. This experience—offered exclusively for small groups or private parties—promises a relaxed yet immersive way to see the coast from a fresh perspective. With a maximum of five participants, the trip emphasizes discretion, comfort, and authentic enjoyment of the region’s natural beauty. The itinerary promises visits to gorgeous spots like Portonovo, the Sorelle beaches, and Sirolo, with optional extensions to the Gabbiani beach, two sisters, and Numana.
What I truly appreciate about this tour is how it balances relaxation and adventure. First, the personalized touch provided by Federico and his team means you’re not just another passenger; you’re a guest in their boat and the region. Second, the opportunity to enjoy swimming, paddleboarding, and even seaside lunches all from the comfort of a well-maintained sailing vessel makes the experience feel both indulgent and genuine. A slight consideration is the fixed start time of 10:00 am, which might mean early wake-ups if you’re not staying nearby, but the flexibility to adapt the itinerary with prior notice can help.
From stunning coastal vistas to intimate swimming spots, this tour offers a combination of scenic beauty and cultural exchange. Based on glowing reviews, this experience seems particularly suited to travelers who love the sea, enjoy a touch of luxury, and want a taste of authentic Italian coastal life without the crowds. Whether you’re celebrating a special occasion or just craving a peaceful day on the water, this trip fits the bill.
Key points / Takeaways
- Small group size ensures personalized attention and a relaxed atmosphere.
- Flexible itinerary allows customization, including sunset swims and evening outings.
- Stunning views of the Conero coastline from the water create memorable photo opportunities.
- Swim, paddleboard, and dine on board or at seaside restaurants, blending adventure with local cuisine.
- Skilled guides Federico and Nicola are praised for their hospitality and attentiveness.
- Pricing reflects a premium experience but offers excellent value for an intimate, private boat trip.
Setting the Scene: What Makes This Sailing Tour Stand Out

Setting out on a private sailing trip along Italy’s Conero Riviera offers a genuinely different way to see the region. This isn’t a large, crowded boat tour but a tailored experience with just your group — perfect for those craving intimacy, comfort, and a personal touch. Federico, the host, is known for discretion and care, ensuring every guest feels valued and relaxed. The boat itself is described as comfortable, well-maintained, and equipped for both sightseeing and leisure activities.
The tour departs at 10:00 am from La Marina Dorica in Ancona, a location accessible by public transport, simplifying logistics. While most travelers can participate, the tour is especially suitable for those who appreciate a quiet, scenic day on the water, away from busy crowds. If you love the idea of watching the coastline slip by as you sip a drink or take a dip, you’ll find this experience offers both.
The reviews highlight the stunning scenery — “the views from the boat are spectacular,” one guest mentioned — and the hospitality of Federico and Nicola, who are praised for their attentiveness. One reviewer described their day as “a magnificent day on the sailboat,” emphasizing the sense of being looked after and the exceptional natural beauty.
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The Itinerary: Detailed Breakdown of the Day

Stop 1: Portonovo
This famed bay is the tour’s starting point, offering a classic Italian seaside scene with renowned restaurants and lively beach clubs. Depending on availability, many guests choose to have lunch here, enjoying local seafood fresh from the water. The boat arrives after about an hour of sailing from Ancona, giving you a chance to settle in and soak up the views.
The review quotes: “You won’t regret it!!!” and “the most characteristic and typical” spot, underscoring Portonovo’s charm. The proximity of restaurants right on the beach means you can indulge without sacrificing your scenic adventure. On a clear day, the bay’s surroundings are a feast for the eyes, with boats bobbing lazily and the sound of waves in the background.
Stop 2: Spiaggia Delle Due Sorelle
This is the highlight for many: the famous “Two Sisters” beaches. Once the boat is anchored, you’ll have the opportunity to reach this iconic spot with supplied SUP paddleboards. The reviews mention “diving baths and sun included,” which paints a picture of both relaxation and fun. The clear, inviting waters make swimming and floating a real treat, especially after a refreshing dip.
Guests often praise the “beautiful view of the Sirolo square from the sea,” referring to the perspective of Sirolo from the boat, which offers a unique vantage point rarely experienced on land. The paddleboarding option allows even the most novice to enjoy a gentle glide over the calm waters.
Stop 3: Sirolo and Nearby Beaches
The boat continues toward Sirolo, anchoring near Michele’s Sassi Neri beach, where the landscape is dramatic and picturesque. The water here is perfect for a swim, and the scenery—cliffs and lush greenery—is truly stunning. Guests often comment on the “wonderful view of Sirolo from the sea,” making this a great photo opportunity.
For those craving a more substantial experience, there is the option to dine on board after a swim, tasting local delicacies while floating in this beautiful setting. The return journey provides about two hours of sailing, allowing you to unwind while taking in the sunset if you extend your trip into the evening.
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Optional Extensions: Gabbiani Beach & Numana
For guests wishing to go further, Federico can organize longer trips to Gabbiani beach, the two sisters, and Numana. These additional stops extend the experience and provide even more opportunities for swimming, exploring, and enjoying local scenery—though they will require extra planning and time.
Practicalities: What to Expect in Logistics and Comfort

Starting at La Marina Dorica, the meeting point is easy to reach, and the private nature of the tour means you’ll have exclusive use of the boat. The 8-hour day runs from 10:00 am to late afternoon, with flexibility for adjustments if you plan ahead. Federico and his team are accommodating, and you can discuss additional activities such as sunset swims or aperitifs, which seem to be a favorite among previous guests.
The cost of $277.64 per person might seem premium, but when you consider the exclusivity, personalized service, and the opportunity to enjoy a full day on a well-equipped sailing boat, it’s a good value. The reviews reflect a high satisfaction level, with guests describing their experience as “a great outing” and “a perfect day.”
The tour is weather-dependent, with a full refund offered if canceled due to poor conditions. Cancellation is free up to 24 hours in advance, adding peace of mind for travelers concerned about weather.
Who Will Love This Tour?

This experience is ideal for travelers who appreciate quiet, scenic days on the water, and who seek a personalized, intimate way to explore Italy’s coast. It’s perfect for couples, small groups of friends, or families, especially those interested in swimming, paddling, and enjoying the natural beauty without the hustle of larger tour boats. If you’re celebrating a special occasion or simply want a peaceful day away from crowded beaches, this sailboat trip will suit you well.
Final Thoughts: Is It Worth It?
If you’re looking for a luxurious yet authentic way to see the Conero Riviera, this private sailing tour offers a wonderful combination of stunning scenery, personalized service, and flexibility. The chance to swim in crystal-clear waters, enjoy Italian coastal cuisine, and soak in spectacular views makes it a memorable experience. The reviews rave about Federico and Nicola’s hospitality, which truly elevates the day from a simple boat ride to a heartfelt, memorable adventure.
This tour is best suited for those who value small-group intimacy, adaptable itineraries, and the chance to explore Italy’s coast from the water. It’s a fantastic choice for anyone looking to combine relaxation with authentic natural beauty, all served with a touch of Italian charm.
Frequently Asked Questions

How long is the tour?
The tour runs approximately 8 hours, from 10:00 am to late afternoon, with plenty of time for swimming, sightseeing, and relaxing.
What’s included in the price?
The fee covers the private boat, the use of paddleboards, swimming equipment, and personalized service. Lunch is optional and can be arranged at seaside restaurants.
Can I customize the itinerary?
Yes, Federico can adapt the stops and times if you discuss your preferences in advance, including evening outings with aperitifs or sunset swims.
What’s the group size?
This is a private experience for up to five guests, ensuring an intimate and relaxed atmosphere.
What should I bring?
Bring sun protection, swimming gear, a hat, sunglasses, and any personal items for comfort. You may also want to bring some snacks or drinks, though these can be organized depending on your preferences.
Is this experience suitable for children?
Most travelers can participate, but consider the child’s comfort with boats and water activities. Always check with Federico for specific age recommendations.
What happens if the weather is bad?
The tour is weather-dependent; if canceled due to poor weather, you’ll be offered a different date or a full refund.
This private sailing trip along the Conero Riviera offers a memorable, personalized way to experience one of Italy’s most beautiful coastlines. Whether you’re interested in stunning views, swimming in clear waters, or simply enjoying a peaceful day on the water, this experience delivers—guided with genuine care by Federico and his team.
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