Private Daily Tour on a Sailing Boat on the Conero Riviera

An Authentic Sailing Experience on Italy’s Conero Riviera

Imagine spending a full day exploring Italy’s stunning Conero coastline aboard a private sailing boat, just for your group. This tour offers a blend of leisure, scenic beauty, and cultural exchange, all from a privileged perspective out on the water. With a maximum of five guests, it promises an intimate and relaxed atmosphere—perfect for those craving authenticity and personalized attention.

What we love most about this experience is the flexible itinerary tailored to your interests, whether that’s enjoying a sunset swim, a delicious beachfront lunch, or simply soaking up the views in complete tranquility. However, it’s worth noting that the tour’s success hinges on good weather, as with most outdoor adventures, so a flexible schedule might be beneficial.

This tour suits travelers who enjoy a mix of relaxation, scenic exploration, and cultural discovery. It’s ideal for small groups or couples seeking a unique way to see the Conero Riviera with a knowledgeable skipper guiding the way.

Key Points

• Intimate group size: With up to five guests, expect a personalized experience without the crowds.
• Flexible itinerary: Customizable routes to match your interests, including longer sailing options.
• Authentic views: See top spots like Portonovo, Sirolo, and the Due Sorelle from a privileged perspective.
• Additional activities: Options for paddleboarding, swimming, and even sunset aperitifs.
• Quality guides: Federico and Nicola deliver attentive hospitality and local insights.
• Value for money: Compared to larger tours, the private setup offers a more relaxed and tailored experience.

Setting Sail on the Conero Riviera

This private sailing tour is designed to give guests a genuine taste of Italy’s coastal charm. Starting at La Marina Dorica in Ancona, you’ll hop aboard a comfortable sailing boat, with the tour typically departing at 10:00 AM. The intimate size of the group—just your own party—means you’re not just another seat on a large vessel but instead a guest treated with discretion and care.

We love the way this experience combines relaxation with exploration. From the moment you set sail, you’ll enjoy stunning views of the coastline and the chance to get close to the sea’s everyday life—fishermen’s caves, local beaches, and natural beauty. The flexible schedule means that if you’d like to extend your day, visit additional spots such as Gabbiani beach, the Two Sisters, Sirolo, and Numana, you absolutely can.

The Itinerary in Detail

Stop 1: Portonovo

Your journey begins at Portonovo, one of the most famous and lively bays along the Riviera. Known for its excellent restaurants—ranging from casual seaside taverns to upscale eateries—this spot offers a delightful introduction to local flavors. Many reviewers mention the delicious seafood and the charming atmosphere, making it a perfect place for a relaxed lunch if you wish (with prior arrangement).

The boat anchors here after about an hour of sailing, giving you ample time to explore or enjoy a drink at the waterfront, soaking in the vibrant scene. Victor_F appreciated the flexibility, noting that missing their initial plans turned into a bonus, as they enjoyed the extra time in Ancona.

Stop 2: Spiaggia Delle Due Sorelle

Next, the boat anchors off the famous Due Sorelle (Two Sisters) beaches—arguably the jewel of the Conero coastline. Reviewers love how accessible it is via the supplied SUP paddleboard, allowing guests to get closer to the cliffs, swim, or simply relax on the boat. With diving and swimming included, you can spend about an hour here, taking in the dramatic rock formations and crystal-clear waters.

Judith_F raved about the hospitality, saying, “Thank you Federico and Nicola for facilitating this beautiful experience,” highlighting how attentive and helpful the guides are during these stops.

Stop 3: Sirolo

The final stop is the charming seaside town of Sirolo, famous for its picturesque beaches and quaint town square. From the water, you’ll get stunning views of the Sassi Neri (Black Rocks) and the town’s rooftops. If you’re hungry, you’ll have the option to enjoy a quick onboard lunch or grab a bite ashore.

This stop typically lasts about two hours, offering plenty of time for a swim, photo ops, or a stroll through Sirolo’s charming streets. Andreas_L mentions how Federico was a fantastic host and skipper, ensuring a smooth and memorable day amidst impressive scenery.

Extra Experiences and Customization

Looking for something special? The hosts can organize evening outings with aperitifs at sunset or extend your sailing route for an even more immersive experience. This flexibility is rare and adds significant value for those wanting to savor Italy’s magical evenings on the water.

Practical Details

The tour starts at La Marina Dorica in Ancona, a convenient location near public transportation. The 8-hour duration allows plenty of time to soak in the sights without feeling rushed, and the price of $277.64 per person is competitive considering the personalized nature of the experience.

Communication with Federico is straightforward, and the tour is confirmed within 48 hours, subject to availability. Cancellation is free up to 24 hours before, which is helpful if weather conditions aren’t ideal. The experience is suitable for most travelers, with reviews emphasizing the friendly and attentive guidance provided.

Why This Tour Stands Out

Most notably, guests repeatedly mention the stunning views, the quality of the boat, and the hospitality of Federico and Nicola. The boat itself is described as comfortable, and the ability to customize the route makes this an adaptable adventure for varied interests.

We especially appreciate the way reviewers highlight the authenticity of the experience, avoiding tourist traps for a more genuine encounter with the Riviera’s natural beauty. The option to paddleboard or swim adds fun and relaxation, making it suitable for both adventure seekers and those simply wanting to unwind.

Who Will Love This?

This tour is a perfect pick for small groups or couples looking for a private, tailored day at sea. It’s especially suitable for travelers who appreciate authentic, scenic experiences and want to avoid large tour crowds. If you’re interested in local cuisine, swimming in picturesque bays, and enjoying personalized service, this is a fantastic option.

However, keep in mind that weather conditions are crucial for this outdoor adventure, so flexibility around dates is wise. It’s also best suited for those comfortable with a full day outdoors, with opportunities for swimming, paddling, and relaxing onboard.

Final Thoughts

Choosing this private sailing tour along the Conero Riviera offers a rare chance to see Italy’s coastline from a fresh perspective. The small-group setting ensures a relaxed, personalized experience, while the itinerary’s flexibility allows you to tailor your day to your interests. The combination of scenic beauty, cultural charm, and attentive guides makes it a standout option for travelers wanting a memorable sea adventure.

If you’re seeking a tranquil yet exciting way to explore Italy’s coast, enjoy good company, and indulge in stunning views, this tour is well worth considering. It’s especially valuable for those who love authentic experiences, scenic exploration, and small-group intimacy.

FAQ

Is this tour suitable for all ages?
Yes, most travelers can participate, but those comfortable with outdoor activities like swimming and paddling will enjoy it most.

How long does the tour last?
Approximately 8 hours, from departure at 10:00 AM to return in the late afternoon around 6:00 PM.

Can I customize the itinerary?
Yes, by prior arrangement, the hosts can adapt routes and times to suit your needs, including extending the sailing or visiting additional spots.

What’s included in the price?
The price covers the private boat, guide service, paddleboards, swimming, and some stops like the Due Sorelle beaches. Lunch options can be arranged.

What if the weather is bad?
The tour depends on good weather; if canceled due to poor conditions, you’ll be offered an alternative date or a full refund.

Are there group discounts available?
The tour is private for your group, so discounts are typically based on the size of your party or special offers.

Where does the tour start and end?
It begins and ends at La Marina Dorica in Ancona, a location close to public transportation.

Is there any additional cost for activities like paddleboarding?
No, paddleboarding is included in the tour, according to reviews.

Can I bring my own food or drinks?
You can request arrangements for onboard lunches or picnics; otherwise, local restaurants at Portonovo are recommended.

How do I book or get more info?
Booking can be done online through the provided platform, with confirmation within 48 hours and personalized contact with Federico for details.

This private sailing tour offers a genuine, relaxing, and visually stunning way to experience Italy’s Conero Riviera—perfect for those looking to enjoy nature, culture, and comfortable luxury on the water.