Sorrento is a fantastic hub for sailing experiences because of its prime location on Italy’s stunning Amalfi Coast and proximity to the island of Capri. The calm, clear waters and dramatic coastline make it perfect for both relaxing day trips and luxurious private voyages. We particularly love Capri Private Yacht Tour from Sorrento, Capri & Positano, which offers a personalized day exploring sea caves, the Green and Blue Grottoes, and iconic Faraglioni rocks—an unforgettable way to see Capri up close. For those seeking a more comprehensive, all-day adventure, the Private Cruise to Capri and Amalfi Coast from Sorrento or Capri combines multiple highlights with snorkeling and swimming in a luxurious setting.
Quick Overview
Our list of the best sailing experiences in Sorrento includes a variety of options: from private, customizable yacht tours around Capri and the Amalfi Coast, to group cruises for those who prefer shared adventures. Expect everything from short sunset cruises to full-day explorations, some with onboard food and drinks, others with private land excursions. Whether you want a romantic getaway or a fun family outing, there’s something here designed for your style and budget.
1. Capri Private Yacht Tour from Sorrento, Capri & Positano
At number 1, this private yacht tour offers an intimate eight-hour journey, perfect for lovers of personalized experiences. Your captain and hostess will guide you along the Amalfi coast, with stops at Capri’s most famous sights, including the White, Green, and Blue Grottoes, and the Faraglioni rocks. What makes this tour stand out is the focus on close-up encounters with sites like Tiberio’s jump and the Champagne cave, plus the chance to swim in the Mediterranean twice—something many other tours don’t include. The reviews are glowing, with a perfect 5-star rating from 25 travelers, emphasizing knowledgeable commentary and smooth sailing. The price of $525.60 per person reflects the exclusivity and detailed itinerary, making it ideal for travelers wanting a tailored day at sea.
Bottom Line: This tour is perfect for anyone who wants a private, flexible day on the water with expert guidance and opportunities for swimming in iconic locations.
2. Private Cruise to Capri and Amalfi Coast from Sorrento or Capri
Coming in at number 2, this luxury yacht cruise is a full-day, premium experience for groups of up to 12. Priced at $3,676.08 per group, it’s a splurge, but one packed with value: snorkeling gear, soft drinks, snacks, and the ability to customize your stops. It takes you from Sorrento or Capri, with stops in Positano, Amalfi, and Nerano, plus a around-the-island cruise for swimming and relaxing. The reviews highlight attentive hosts and a “beautiful yacht,” with travelers praising the flexibility, including the option to dine ashore or on board. It’s ideal for families or friends who want a seamless, all-inclusive day with plenty of swim stops and site visits.
Bottom Line: If your group seeks a luxurious, all-inclusive day on the water with personalized stops, this cruise is a top choice—though it’s priced accordingly.
3. Private Cruise to Capri and Amalfi coast from Sorrento or Capri (Yacht 40′)
Ranked number 3, this yacht 40′ private cruise offers a slightly smaller vessel for groups up to 8. The 8-hour itinerary emphasizes visiting key locations like Positano, Amalfi, and Capri, with opportunities for swimming, snorkeling, and relaxing. The experience is perfect for couples or small groups wanting a more intimate exploration, with snacks and beverages provided. The reviews note attentive crews and a luxurious feel, with guests appreciating the flexibility to arrange a lunch ashore or on board. The $3,111.47 price reflects this intimacy and exclusivity, giving you a tailored experience that blends sightseeing with leisure.
Bottom Line: Best suited for small groups craving a private, comfortable day exploring the coast’s top spots at your own pace.
4. Private Cruise to Capri from Sorrento – yacht 50′
Number 4, this private yacht cruise offers a hassle-free day on a 50’ vessel departing directly from Sorrento. It’s perfect if you want to avoid the ferry and set your own schedule, with stops for swimming, snorkeling, or exploring Capri’s land. The captain will customize your day, including visits to the Blue Grotto (tickets not included), Faraglioni, and Punta Carena. The reviews highlight the friendly crew and the calming experience of sailing in a private boat. Priced at $3,324.54 for groups up to 12, this is a premium but flexible option for those who prioritize comfort and exclusivity.
Bottom Line: An excellent choice for groups wanting to skip the crowds and enjoy a flexible, private day in Capri with personalized itinerary options.
5. Appreciate the Amalfi coast on a luxury yacht!
At number 5, this luxury yacht tour offers a six- to eight-hour cruise exploring the highlights of Positano, Amalfi, and the Li Galli islands. For around $3,295, you get a private vessel equipped with a spacious sundeck, comfortable seating, and the chance to snorkel and swim in the famous Fiordo di Furore. The tour focuses on relaxed, quality time in scenic spots like Nerano and the coast’s most iconic towns. Reviewers mention the excellent comfort and personalized service, making it a great fit for couples or small groups seeking elegance and flexibility.
Bottom Line: Perfect for travelers looking for a luxurious, leisurely day with opportunities for swimming and sightseeing in style.
6. VIP Private Amalfi Coast Yacht Experience
Number 6 is a true VIP experience, the private Amalfi Coast yacht on a brand-new Tornado 38. For about $894.19 per person, you gain a 7-hour cruise along 50 km of coast, complete with a spacious sundeck, comfortable seating, and a professional bilingual skipper. The focus here is on comfort, stunning views of Positano, Atrani, and Amalfi, and swimming in crystal waters. Guests love the modern boat and the dedicated service, making this ideal for those who want a high-end, private day at sea.
Bottom Line: Suitable for those valuing comfort and privacy on a stylish vessel, with a focus on scenic cruising and swimming.
7. Amalfi Private Boat Tour from Sorrento or Positano Yacht Klase 50
This private boat tour combines elegance and flexibility, departing from Sorrento or Positano. At around $2,023.77 per person, it features a classic Gozzo boat with stops at beautiful towns like Positano and Amalfi, with options for swimming, snorkeling, and land visits. The itinerary is customizable, making it suitable for families or couples wanting a personalized day. Reviews highlight the stunning views, excellent skipper, and relaxed pace.
Bottom Line: Ideal for travelers who want a tailored experience exploring the Amalfi coast’s coastal beauty and charming villages.
8. Capri Private Boat Tour from Sorrento, Positano or Naples
Number 8 on our list is a private Capri tour on a Yacht Klase 50 that offers a full 7-8 hours of exploring the island’s famous caves and sea stacks. Starting from Sorrento, Positano, or Naples, this trip emphasizes flexibility with a private skipper, allowing you to customize your itinerary. Guests love the opportunity to swim in the Blue Grotto (tickets not included), see the Faraglioni, and explore hidden coves. Reviews praise the attentive crew and the chance to see Capri from a different perspective.
Bottom Line: Best for those wanting a private, customizable day on the water with plenty of swim and sightseeing options.
9. Private VIP Amalfi Coast Sunset Yacht Cruise with Aperitif
Number 9, the sunset yacht cruise, offers about 2 hours of relaxed elegance. For €337.43 per person, you’ll speed along the coast in your private yacht, watching the sky change colors as the sun dips below the horizon. The cruise includes a refreshing drink, and the panoramic views of the coast at sunset make it perfect for romantic evenings or special occasions. Reviewers note the comfort and stunning scenery, making this a memorable, intimate experience.
Bottom Line: Ideal for couples or small groups seeking a romantic, short but spectacular evening on the water.
10. Private sailing trip along Capri and the Sorrento Coast
Positioned at number 10, this private sailing adventure shines for its focus on tranquility and exclusive access. For $836.60 per group, up to 6 people, it offers a 9-hour trip around Capri and the Sorrento Peninsula, with options for swimming, snorkeling, and exploring secluded beaches. Reviewers highlight the peaceful sailing and the chance to get away from crowds, with knowledgeable crew making the experience informative and relaxed.
Bottom Line: Great for small groups wanting a quiet, private day exploring the coast’s best hidden spots.
11. VIP Private Capri Dinner with Luxury Yacht Transfer & Aperitif
Number 11 is a luxurious private dinner experience, combining a scenic transfer to Capri with a top-notch meal overlooking the sea. Starting with a yacht ride, you’ll arrive in style, then enjoy an authentic Italian dinner with stunning views of the Faraglioni. The 4.5-hour experience offers a perfect blend of scenery, cuisine, and privacy. Reviewers mention the “beautiful boat ride” and “magical atmosphere,” ideal for celebrating special occasions.
Bottom Line: Best suited for travelers who want a luxurious, romantic evening with fine dining and sea views.
12. Ischia and Procida Private Yacht Tour from Sorrento
Number 12 takes you beyond Capri with a private tour of Ischia and Procida. For about $1,512 per person, this 7-8 hour trip includes visits to scenic spots like Maronti Beach, Green Grotto, and the Aragonese Castle. It’s perfect for those interested in exploring lesser-known islands with plenty of swimming and walking on land. Travelers love the flexibility to customize the itinerary and the chance to see a different side of Italy’s coastal islands.
Bottom Line: Excellent for travelers wanting to explore Italy’s volcanic islands in a private setting with options for land visits.
13. Positano and Amalfi Coast Private Tour with Yacht
Number 13 features a private yacht tour from Sorrento, tailored to explore Positano and Amalfi. Priced at $2,892.04 for up to 12 people, it’s a full 7-hour adventure with stops for swimming, sightseeing, and exploring caves. Guests appreciate the scenic views from the sea, as well as the ability to relax in style while admiring coastal villages accessible only by boat.
Bottom Line: Ideal for groups seeking a personalized cruise that covers the most enchanting villages along the coast.
How to Choose the Best Sailing Experience
When selecting your ideal sailing trip in Sorrento, consider your budget, group size, and what type of experience matters most—private or group, luxury or casual, short or all-day. For an intimate, tailored day, look at the Capri Private Yacht Tour or Private Cruise to Capri from Sorrento. If you want a luxurious, all-inclusive experience, the Private Cruise to Capri and Amalfi Coast offers a full day of swimming and sightseeing. For shorter twilight moments, the Sunset Yacht Cruise provides a romantic, scenic experience perfect for couples.
Practical tips include booking early, especially for popular dates in summer, and considering the type of vessel—smaller boats for intimacy, larger yachts for groups. Think about whether you want to include land visits or prefer to stay on board for maximum relaxation.
Final Thoughts
From private, personalized adventures to group cruises that splash you into the best sites, Sorrento offers an incredible array of sailing options. If you’re after a romantic sunset, the VIP Sunset Yacht Cruise provides an evening of beauty and calm. For a full day exploring Capri’s caves and swimming spots, the Capri Private Yacht Tour is tough to beat.
No matter your style or budget, these tours promise a memorable way to experience the coast’s stunning scenery and clear waters. Book early to secure your spot in the sun and enjoy an unforgettable voyage along Italy’s most captivating coastline.