Private Tour Sailing Trip Sorrento Capri Naples Positano

Imagine sailing along Italy’s shimmering coastline on a private boat, with the wind in your hair and views so stunning you’ll want to snap every moment. That’s exactly what this private sailing tour promises—an intimate, relaxed adventure from Castellammare di Stabia to Capri and beyond, with the chance to see iconic sights from a unique perspective.

Our review of this experience highlights its blend of comfort, beauty, and authentic Italian charm. We’ll cover what makes this tour special, what to expect along the way, and some considerations to keep in mind. Whether you’re craving picture-perfect landscapes, a peaceful escape, or a private trip tailored just for your group, this sailing experience offers a memorable way to explore the Amalfi Coast and Capri.

Three things we love about this experience:

• The chance to cruise in complete privacy with your own group, avoiding crowded tours
• The opportunity to enjoy flexible stops for swimming, photos, and relaxing at your own pace
• The breathtaking coastal scenery, from Vico Equense to the Faraglioni rocks of Capri

One consideration:

• Weather can influence the route and stops, so some flexibility is necessary.

This tour is perfect for travelers looking for a personalized, scenic day on the sea, especially those who appreciate privacy, comfort, and authentic views that go beyond the typical crowded boat trips.

Good To Know

• Private and personalized: The entire boat is yours, offering a tailored experience for up to 6 people.
• Flexible itinerary: The route and stops depend on weather conditions, providing a customized day.
• Unmatched views: From the coast of Sorrento to the Faraglioni rocks of Capri, scenery is the star.
• Comfort and convenience: Pickup is offered, and a welcome drink helps set the relaxed tone.
• Value for money: At around $840 for a group, it’s a considerable investment, but the exclusivity and personalized service make it worthwhile.
• Authentic experience: Sailing silently among waves, with an experienced skipper guiding the way, offers a genuine maritime adventure.

Introduction: Why This Sailing Trip Might Be Your Ideal Escape

If you’re dreaming of a day on the water, this private sailing trip along the Sorrento coast is designed to deliver just that—plus a lot more. We’ve seen reviews praising the experience for its stunning scenery and peaceful sailing, making it a top choice for those seeking a calm, beautiful voyage outside the hustle of busy boat tours.

What makes this experience stand out? First, it’s entirely private, meaning your group can enjoy the journey at your own pace without the noise and rush of larger groups. Second, the flexibility to stop for swimming, take photos, or just soak in the views allows you to craft a day that matches your mood and interests. And third, the route offers a front-row seat to some of Italy’s most iconic sights: the legendary Faraglioni of Capri, the natural pools, and the charming villages hugging the coastline.

However, it’s worth noting that weather conditions play a key role in how your day unfolds. The skipper will adapt the route based on the weather, which could mean different stops or scenic highlights on the day. For travelers who enjoy quiet, exclusive trips with a focus on scenery and relaxation, this sail adventure fits the bill.

Ideal for: couples, small groups, families, or anyone who wants a personalized, scenic day without the crowds.

What to Expect from the Itinerary

Starting Point and Early Sail Along the Coast
The adventure begins at Via Caio Duilio in Castellammare di Stabia, a charming town well-known for thermal baths and picturesque views. You’ll board a well-maintained sailboat, greeted with a welcome drink, setting a casual, welcoming tone. From there, the boat departs around 10:00 am.

Your skipper, an experienced guide, will navigate along the coast, revealing the beauty of the Sorrento shoreline. You’ll sail past Vico Equense, a village perched on the hills with stunning panoramas, and Meta di Sorrento, famous for its golden beaches. During this stretch, expect plenty of photo opportunities, especially as the boat glides past the rugged cliffs and colorful buildings hugging the coast.

Coastal Highlights and Natural Pools
As you move further, the boat passes Piano di Sorrento, with its famous citrus terraces—a lovely backdrop for photos or just admiring the lush landscape. Continuing past Sorrento itself, you’ll see the narrow alleys and iconic lemon groves that give the town its reputation.

One of the more secluded spots, Bagno della Regina Giovanna, is a natural pool among rocks—perfect for a quick swim if conditions permit. Past that, Marina di Puolo, a tiny fishing village with crystal-clear waters, offers a chance to relax and take in the authentic local vibe away from busy tourist spots.

Capri and the Iconic Sights
The highlight of the tour is reaching Capri, where the boat will cruise by the legendary Faraglioni stacks—rock formations that are practically the symbol of the island. Depending on weather and time, you may get to stop at Marina Piccola or Marina Grande for swimming or photos, offering chances for a dip in the famed, clear waters.

Your skipper will also point out Villa Malaparte, perched high on the rocks, and other notable sights along Capri’s rugged shoreline. The two-hour stop on the island allows plenty of time to enjoy the scenery, take photos, or relax onboard in the peaceful ambiance of the sea.

Return Journey
After exploring Capri, you’ll cruise back along the coast, soaking in the views one last time. The total trip lasts about 7 to 8 hours, giving ample time to relax, take in the scenery, and enjoy the gentle sway of the boat.

The Experience in Detail

Comfort and Service
The boat is described as a beautiful vessel, promising a smooth ride in silence among small waves—something strongly appreciated by reviewers. The owner or skipper’s experience is highlighted as a key factor, with one reviewer mentioning the “nice commander very experienced,” which translates into a safer, more enjoyable experience.

Flexibility and Privacy
This is a private tour, meaning no sharing with strangers. You can tailor the experience to your preferences—whether that’s stopping more often for swimming or just cruising quietly. The option for pickup (limited to 3 or 4 people with a car) adds an extra level of convenience, especially for those staying outside the immediate area.

Price and Value
At just over $840 for up to 6 people, this experience offers good value for a private, personalized day on the water. Considering everything included—fuel, a welcome drink, and the exclusivity—it’s a worthwhile investment for groups wanting a distinctive, peaceful experience that stands apart from generic boat tours.

Weather and Flexibility
The route and stops depend on weather conditions, which can be a slight unpredictability but also a chance for the skipper to adapt the day for optimal safety and enjoyment. This flexibility often results in a more authentic experience, tailored to the day’s conditions.

Authentic and Relaxing
As one reviewer put it, the sailboat “sailed in silence among the small waves,” highlighting the peaceful, almost meditative quality of the trip. For many, the highlight is simply the chance to float peacefully, surrounded by some of Italy’s most breathtaking scenery.

Final Words: Who Is This Tour Perfect For?

This private sailing trip is best suited for travelers who want more than just a standard boat ride. If you appreciate privacy, personalized attention, and the chance to tailor your day on the water, you’ll find this experience highly rewarding. It’s especially appealing if you’re traveling in a small group, family, or couple looking for an intimate escape.

Those who love photography will appreciate the opportunity to capture stunning views of Capri’s Faraglioni, the coast, and charming villages from the deck. It’s also ideal for anyone seeking a relaxed, scenic day away from crowds, with the flexibility to swim, explore, or just unwind onboard.

While weather can influence the route, the experienced skipper ensures a safe, smooth ride—and the private setting guarantees an authentic, peaceful experience that many large tour boats can’t match.

FAQ

How many people can join this sailing tour?
Up to 6 people can participate per group, making it perfect for small parties or families.

Is pickup offered for this tour?
Yes, pickup is available but limited to a maximum of 3 or 4 people if traveling by car.

What is included in the price?
A welcome drink and fuel surcharge are included. Soft drinks, lunch, or brunch are not included.

How long does the tour last?
The tour lasts approximately 7 to 8 hours, giving plenty of time for sightseeing, swimming, and relaxation.

Can I swim during the trip?
Depending on weather conditions, there are stops for swimming, especially around Capri or in natural pools like Bagno della Regina Giovanna.

Is this tour suitable for everyone?
Most travelers can participate, with the main considerations being comfort with boat trips and weather conditions.

What is the best time to book?
Confirmation is received at booking, and the tour runs most days, but it’s advised to book in advance, especially in peak season.

Final Thoughts

This private sailing experience from Castellammare di Stabia to Capri and along the Sorrento coast offers a blend of scenic beauty, personalized service, and relaxed luxury. The chance to enjoy Italy’s coast with your own group, soak in stunning views, and have the flexibility to customize your day makes it a standout choice for travelers seeking authentic, peaceful maritime adventures.

While the price tag might seem high, the exclusivity and tailored nature of the tour justify the cost for those looking for a memorable, private escape. Whether you’re celebrating a special occasion or simply want a day away from busy tourist spots, this trip promises a peaceful, picture-perfect experience on Italy’s legendary coastline.

This sailing trip is an excellent option for small groups wanting a quiet, scenic, and flexible day on the sea—an authentic slice of Italy’s coastal charm delivered with personal touch and expert guidance.