Ancona is a fantastic base for anyone wanting to experience Italy’s Marche coastline by boat. Its proximity to the Conero Riviera offers some of Italy’s most charming and scenic sea landscapes. What makes sailing here especially appealing is the chance to explore secluded beaches, enjoy personalized trips, and get a sailor’s perspective on this beautiful region. We particularly like the Private Traditional Sailboat Tour of the Conero Riviera for its intimacy, flexibility, and the opportunity to actively participate in sailing. Plus, the chance to snorkel, lounge on inflatable mattresses, and see stunning beaches like La Spiaggiola, Spiaggia del Frate, and the famous “Two Sisters” sea stacks makes it a memorable experience.
Ancona’s sailing options range from half-day private trips perfect for a quick taste of the sea, to full-day excursions that let you explore the entire Conero coast at a relaxed pace. Whether you want a personalized day on the water or a longer, cultural-sea combination, there’s a tour that fits your style. Below, we compare the top options to help you pick the best sailing experience for your trip.
1. Private Traditional Sailboat Tour of the Conero Riviera
At number 1 on our list, this 3.5-hour private sailing tour offers a personalized way to explore Numana and the surrounding beaches. The boat, accommodating up to 6 people, is equipped with cushioned seats and a freshwater shower—perfect for comfort after swimming. This tour stands out because it allows guests to see firsthand how a traditional sailing boat is rigged and to try their hand at the helm, making it ideal for those eager to learn about sailing or to enjoy a more involved experience.
The itinerary includes stops at La Spiaggiola and Spiaggia del Frate, two of the prettiest small beaches below Numana, and the famous “Two Sisters” sea stacks—an icon of the area only accessible by boat. Swimmers appreciate the snorkelling gear provided, especially at the Il Trave reef, where you can explore underwater life. The tour’s reviews praise Fabio’s friendly guidance and the boat’s comfort, making it a top pick for families or couples seeking a relaxed, customizable day. The price of around $164 per person makes it a good value for a semi-private experience packed with swimming, sailing, and scenic views.
Bottom Line: This tour offers a perfect blend of sailing, exploring the coast’s best beaches, and enjoying personal attention, making it the ideal choice for a flexible, intimate outing.
2. Private Daily Tour on a Sailing Boat on the Conero Riviera
For those wanting a full day on the water, the Private Daily Tour on a Sailing Boat provides approximately 8 hours of sea adventure. Limited to five participants, this tour emphasizes comfort and discretion, with a focus on relaxation and cultural exchange. It’s perfect if you want to combine sailing with enjoying Italian seaside cuisine. The guide takes you from the port of Ancona to notable spots like Portonovo, famous for its restaurants and calm waters, and Spiaggia Delle Due Sorelle, with options for paddleboarding, swimming, or just lounging in the sun.
What makes this trip special is the mix of sailing, swimming, and local flavor—including the possibility of a seaside lunch. The boat’s small size means more personalized service, and the flexible itinerary allows you to choose how long to stay at each spot. Reviewers highlight Federico’s warm hospitality and the boat’s comfort, with some mentioning a sunset dinner that capped off a perfect day. The price of around $277 makes it a more premium experience, suited for those who want a deeper, more leisurely adventure.
Bottom Line: Ideal for travelers seeking a comprehensive, relaxed day exploring the coast’s top beaches and enjoying local food from a privileged vantage point.
3. Sails, Snorkeling, and Beaches: The Conero Riviera in Full
While there isn’t a third tour listed specifically on this list, combining elements of the first two options—private, customizable, and full of swimming and exploring—gives you a great sense of what sailing in Ancona can offer. Whether you prefer a shorter, more intimate experience or a longer, more relaxed cruise with culinary stops, the options above cater to your desire for personalized adventure, scenic beauty, and local flavor.
How to Choose the Best Sailing Experience in Ancona
When deciding between these options, consider your priorities: if you prefer a quick, personalized trip with active participation in sailing, the Private Traditional Sailboat Tour is your best bet. For a full-day adventure that combines sailing with leisure and food, the Private Daily Tour offers a more leisurely pace. Budget-wise, expect to pay about $164 for the half-day tour or around $277 for the full-day experience—both offer excellent value for personalized service and unique views.
Think about your fitness level and how much time you want on the water. The shorter tour is great for a quick taste, while the full-day trip suits those wanting a deeper connection with the sea and coastal culture. Booking early is wise, especially in high season, to secure your preferred date.
Final Thoughts
Ancona’s sailing experiences open up a different perspective on Italy’s Marche coast—from small beaches with crystal-clear waters to hidden coves only accessible by boat. For a quick, engaging introduction, the Private Traditional Sailboat Tour of the Conero Riviera is hard to beat for its intimacy and hands-on sailing. If you want a leisurely, full-day outing with local flavors, the Private Daily Tour provides a memorable, relaxed experience.
Both tours offer incredible views and personal attention—perfect for couples, families, or small groups seeking an authentic sea adventure. Book early, and prepare to enjoy the sea, the sun, and the stunning scenery of the Conero coast in style and comfort.
