From Positano: Capri Island Private Boat Tour with Skipper

Introduction: A Private Boat Adventure from Positano to Capri

This review looks at a private boat tour of Capri departing from Positano, offered by Grassi Junior. For around $1,072.77, your group of up to 12 can enjoy a 4-hour cruise filled with stunning coastline views, swimming opportunities, and even a chance to see the famous Blue Grotto — if you choose. The experience combines the luxury of a private boat with the expertise of a local skipper, making it a flexible and personalized way to explore one of Italy’s most iconic islands.

What I like most about this tour is its ability to mix comfort with authentic adventure. First, you get to sit back on a traditional Aprea gozzo boat — spacious, stable, and perfect for sightseeing or relaxing with snacks and Prosecco. Second, the knowledge of a local skipper who speaks both English and Italian really enriches the experience, giving you insights into Capri’s hidden corners and well-loved landmarks.

One possible consideration is the price — at just over a thousand dollars for a group, it’s an investment. But for the exclusivity, flexibility, and unforgettable views, many travelers find it well worth it. Just keep in mind that booking is essential, especially in peak season, and availability can be limited based on sea conditions.

You can check availability for your dates here:

Key Points / Takeaways

• Exclusive Private Experience: Tailored for groups up to 12, with your own skipper and boat.
• Stunning Coastal Highlights: See the White Grotto, Faraglioni, and Green Grotto from the sea.
• Flexible Itinerary: Options to swim, relax, and visit Capri’s Marina Grande or just enjoy the scenery.
• Snacks and Drinks Included: Prosecco, cold beverages, and snacks make the trip feel like a floating picnic.
• Optional Blue Grotto Visit: Can be included for an additional cost, but note that tickets are not included.
• Comfort and Safety: The tour uses stable boats and provides life jackets and bathroom facilities.

Arriving at the Meeting Point and Departure

Starting from Positano, the tour departs from a charming white kiosk on the local dock — you can’t miss it. The meeting point’s central location makes it easy to find, but I recommend arriving a few minutes early to settle in.

The departure times vary, so checking availability in advance is wise. Once aboard, you’ll feel the difference immediately; it’s a much more relaxed way to explore compared to crowded group tours. The boat is a traditional Aprea gozzo, which offers a good balance of space and stability, perfect for navigating the sometimes choppy waters of the Tyrrhenian Sea.

The Itinerary: What Makes It Special

Your skipper will set sail past Punta Campanella, a marine reserve teeming with marine life and dramatic scenery. From here, the boat circles around Capri, covering key sights like the White Grotto, Natural Arch, Faraglioni, Green Grotto, and the Punta Carena lighthouse. Each offers a different perspective on Capri’s rugged beauty.

What truly elevates this experience is the opportunity to swim in the clear waters. Many guests rave about the chance to hop off the boat and cool down, with beach towels provided for lounging on the deck afterward. The panoramic views from the water reveal a side of Capri usually missed from land — jagged cliffs, hidden coves, and dramatic sea stacks.

Along With sightseeing, you have the option to visit the Blue Grotto — a highlight for many. While the tour doesn’t include entry tickets, your skipper can help you organize the visit if you wish, providing local tips and navigating potential queues. Keep in mind that the Blue Grotto’s opening depends on sea conditions, so flexibility is key.

For those on the 7-hour option, there’s a chance to dock at Capri’s Marina Grande, giving you some free time to explore on land — a rare opportunity to stretch your legs and maybe grab a gelato before returning.

Comfort, Snacks, and the Skipper’s Role

One of the best parts of this private tour is the attention to comfort and personalized service. The skipper, who speaks both English and Italian, is more than a driver — he’s a guide who provides interesting insights about Capri’s landmarks, marine life, and local legends.

Snacks, cold drinks, and a glass of Prosecco are included, turning the trip into a leisurely floating picnic. Towels are provided, so you don’t have to worry about getting wet or sandy. There’s a bathroom onboard, which is a real plus on a boat of this size.

This focus on comfortable, unobtrusive service means you can truly relax, soak in the scenery, and enjoy the moment without feeling rushed or crowded.

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Who Should Consider This Tour?

This experience is ideal for small groups or families wanting a personalized, relaxed day on the water. It’s perfect for travelers who love scenic cruising, swimming, and enjoying good company.

If you’re looking for a quick, affordable tour, this might seem pricey, but the private aspect and all-inclusive nature add significant value. It’s especially appealing if you want the flexibility to customize your stops, avoid crowded tourist spots, or simply indulge in a luxurious day out.

Keep in mind, if you’re pregnant, prone to seasickness, not a swimmer, or have back problems, you should consider whether this boat trip suits your needs — the sea can be unpredictable, and comfort varies.

The Practicalities: Price, Duration, and Logistics

At around $1,072.77 for a group, this tour is a solid investment if you value privacy, comfort, and flexibility. It’s not a budget option, but the exclusivity and tailored experience can make it worthwhile, especially if you’re celebrating a special occasion or traveling with friends.

The 4-hour duration strikes a good balance, providing enough time to see major sights and relax without feeling rushed. Longer options are available, extending to 7 hours for land visits or more extensive cruising, but this review focuses on the standard half-day trip.

Booking in advance is recommended, especially during peak season, and cancellations are free up to 24 hours before. Keep in mind, the tour may be canceled if sea conditions are rough, so it’s worth having a flexible schedule.

Why This Tour Stands Out: Authenticity and Personal Touch

Unlike large group excursions, this private boat trip feels more like a personal adventure. The fact that your skipper speaks both Italian and English allows for a richer experience, sharing stories and insider tips about Capri’s hidden gems.

Many reviews highlight the knowledgeable guides — one review simply states, “Amazing experience!!” — underscoring how much the personal touch enhances the trip. Guests also appreciate the stunning coastal views, which are truly best experienced from the water, especially with the chance to swim in the crystal-clear sea.

The boat’s stability and comfort make it suitable for most travelers who are comfortable on the water, while the snacks and drinks keep you refreshed throughout.

The Sum Up: Who Will Love This Experience?

If you’re after a private, relaxed, and authentic way to see Capri from the sea, this tour offers excellent value. It’s perfect for small groups seeking personalized service, stunning scenery, and the flexibility to swim and explore at their own pace. The knowledgeable skipper and inclusive amenities make it feel special without sacrificing practicality.

Keep in mind the price point and potential weather limitations, but if you’re looking for a memorable day on Italy’s beautiful coast, this trip is likely to deliver. It’s especially suited for travelers who value comfort, exclusivity, and a bit of luxury on their adventure.

Frequently Asked Questions

Is this tour suitable for children?
Yes, it’s suitable for children and includes life jackets for all ages. The boat’s stability and safety equipment make it a good choice for families.

Do I need to book in advance?
Yes, especially in high season, as the boat and skipper are in demand. Booking at least a few days ahead is recommended.

Can I visit the Blue Grotto during this tour?
The tour offers the option to visit the Blue Grotto, but tickets are not included. Your skipper can assist in organizing a visit, depending on sea conditions.

What should I bring?
Bring a hat, swimwear, towel, and sunscreen. Wear comfortable clothes and consider a waterproof bag for valuables.

Is the tour weather-dependent?
Yes, bad weather or rough sea conditions might lead to cancellations or rescheduling. Check the forecast and communicate with your provider.

How long is the cruise?
The standard tour lasts 4 hours, with longer options available. The boat will circle Capri and include swimming and sightseeing stops.

Are beverages and snacks included?
Yes, you’ll enjoy Prosecco, cold drinks, and snacks as part of the experience, making it feel like a floating picnic.

What if I don’t want to swim?
No problem — you can relax on the boat, take photos, or enjoy the scenery without swimming.

What about parking and meeting points?
The meeting point is a white kiosk on the Positano dock, easy to find. It’s best to arrive a few minutes early.

Is the tour suitable for non-swimmers?
Yes, but you should be comfortable on a boat and able to enjoy the scenery from the deck. If you’re not a swimmer or prone to seasickness, consider your comfort level.

With this private boat tour, you’re signing up for a personalized, scenic, and relaxing day exploring Capri’s most beautiful coastlines. It’s a fantastic way to see the island from a different perspective and enjoy Italy’s spectacular waters in comfort and style.

You can check availability for your dates here: More Great Tours Nearby