Ancona is a fantastic place for sailing experiences. Its strategic location along the Adriatic coast offers access to the stunning Conero Riviera, known for its dramatic cliffs, white pebble beaches, and crystal-clear waters. What makes Ancona especially appealing for sailing is not just the scenery but the variety of options available — from intimate private excursions to longer, more immersive day trips. We particularly like the Private Traditional Sailboat Tour of the Conero Riviera for its personalized touch and relaxed pace, perfect for those wanting a closer connection to the sea and the coastline.
If you’re seeking a more comprehensive experience, the Private Daily Tour on a Sailing Boat on the Conero Riviera offers a full day exploring several iconic spots with less rush, including Portonovo, Sirolo, and the famous Spiaggia Delle Due Sorelle. For those wanting an exclusive, all-encompassing adventure, the Private tour of the Conero Riviera on a sailing boat provides a luxurious private day on the water, tailored entirely to your interests. Each of these experiences captures a different aspect of the coast’s beauty, making Ancona a genuinely versatile sailing hub.
Quick Overview
Below, you’ll find detailed descriptions of the top sailing tours in Ancona. Whether you prefer a short, private cruise that packs in snorkeling and beach visits or a full-day excursion with a flexible itinerary, there’s something here for you. Each tour offers a unique angle on the stunning Conero Riviera, from intimate private trips to deluxe fully-customized days on the water.
1. Private Traditional Sailboat Tour of the Conero Riviera
This 3 hour 30 minute tour in Numana is a perfect introduction to sailing along the Conero coast. The vessel, which hosts up to 6 passengers, is equipped with cushy seats and a freshwater shower, making it comfortable even on warm days. What sets this tour apart is the chance to see how a traditional sailboat is rigged and to try your hand at the helm, giving you a hands-on experience not often available on larger group trips.
The itinerary includes stops at Numana’s small beaches, Sirolo’s best beach, and the famous wild beach under Monte Conero, with the iconic “Two Sisters” sea stacks. You’ll also explore secluded coves, snorkel at Il Trave reef, and float on an inflatable mattress. Reviews note the personalized attention and the guide Fabio’s skill in making everyone feel involved. At just over $164 per person, it offers fantastic value for a customized, intimate experience.
Bottom Line: Perfect for travelers seeking a quick, personalized sailing adventure with snorkeling, beach-hopping, and some hands-on sailing. Ideal for a light, memorable day on the water.
2. Private Daily Tour on a Sailing Boat on the Conero Riviera
This 8-hour private tour provides a full day of sailing, with a maximum of five participants, making it a more relaxed, more immersive experience. The boat’s comfort and discretion are emphasized, with the opportunity to enjoy sea life, cultural exchange, and relaxed sailing. The itinerary includes stops at Portonovo, famous for its lively restaurants, and the Spiaggia Delle Due Sorelle, which guests can access via supplied SUP paddle boards.
What makes this tour unique is the balance of sailing, swimming, and dining. You can choose to have lunch on the boat or in one of Portonovo’s celebrated eateries. The guide’s attention to detail and personal care makes it suitable for those wanting a more exclusive experience. Several reviewers mention how the flexible schedule and the chance to explore at your own pace make this tour stand out. The cost is about $278 per person, reflecting its comprehensive and private nature.
Bottom Line: Best suited for travelers wanting a full day on the water with opportunities for relaxation, swimming, and local cuisine, all in a small, private group.
3. Private tour of the Conero Riviera on a sailing boat
The most luxurious option, this 8-hour private experience is perfect for groups up to 6 and offers the highest level of customization. Starting at the port of Ancona, you’ll sail past iconic spots like the Due Sorelle and Portonovo, with plenty of time for swimming, relaxing on deck, or enjoying a seaside aperitif with local flavors and wine.
What makes this tour unique is the focus on exclusivity and comfort — you have control over the itinerary, and it ends back at the port, making it convenient. The reviews highlight the relaxing atmosphere and the personalized service of the crew, with the chance to enjoy both sailing and leisure at your own pace. The price is around $868 for the whole boat, making it suitable for groups seeking a luxury, private day on the water.
Bottom Line: Ideal for groups or couples looking for a fully private, customized sailing day with premium comfort and flexible itineraries.
How to Choose the Right Sailing Experience
When deciding between these options, consider your budget, available time, and what kind of experience you want. For a quick, fun intro with snorkeling, the Private Traditional Sailboat Tour is perfect. If you want a full day with a focus on relaxation and local food, the Private Daily Tour offers great value. For those celebrating a special occasion or seeking total privacy, the Luxury Private Tour provides exclusivity and comfort.
Think about your interests: if exploring secluded beaches and snorkeling are your priorities, tours with those stops are best. If you prefer a more relaxed, all-inclusive experience, opt for the full-day private tour. Booking early is advised, especially in peak summer months, to secure your preferred time and boat.
Final Thoughts
Ancona’s sailing options range from quick, personalized trips to all-day private adventures, making it easy to find the right fit. If you’re short on time, the Private Traditional Sailboat Tour offers a memorable taste of the coast. For a more comprehensive experience, the full-day private tour delivers in-depth exploration and relaxation. And if privacy and luxury are your goals, the private multi-hour experience will deliver an unforgettable day.
No matter which you choose, sailing in Ancona provides a fantastic way to see the Conero Riviera’s spectacular scenery from the water. Book early, pack your sense of adventure, and enjoy exploring Italy’s best-kept coastal secret.