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Discover Capri from Positano on a small-group sailing tour, exploring caves, iconic rocks, and free time to enjoy swimming and land adventures.

Traveling along the stunning Amalfi Coast, the small-group Positano Capri tour offers an engaging way to experience some of Italy’s most breathtaking scenery. This approximately 8-hour journey by sailing boat is designed for those who love natural beauty, authentic experiences, and a touch of relaxation. With a maximum of 12 travelers, the tour promises a personalized touch and plenty of opportunities to explore both the sea and land.
One feature we particularly appreciate is the combination of scenic cruising and ample free time on Capri itself. It’s a great way to get a taste of the island’s highlights without feeling rushed. However, travelers should be aware that some attractions, like the Blue Grotto, may involve extra costs and possible wait times, which can affect the overall experience. This tour suits adventure seekers, families, and anyone eager to enjoy Capri’s stunning coast in a relaxed, intimate setting.
Looking for more options in Positano? Here are some other experiences worth considering.

Your adventure begins early at Positano’s Spiaggia Grande, in front of the Saracen Hotel. We love that this meeting point is easy to locate and near public transportation, making transportation a breeze. Arriving 10 minutes early is advisable—nothing worse than missing the boat because of a late start. The boat itself is described as spacious and well cared for, which is a plus for comfort during the long day ahead.
Soon after departure, you’ll encounter the White Grotto, a naturally captivating site. The guide mentions that if sea conditions are good, the boat will enter the cavity for photos and a closer look. Reviewers highlight how this stop offers excellent photo opportunities and a chance to appreciate the unique all-white interior. It’s a brief stop—about 15 minutes—but enough to marvel at this natural feature.
The Blue Grotto entry costs an additional €18 per person, payable directly at the site. While many travelers find the Blue Grotto to be a highlight, some reviews point out the long wait times—sometimes over an hour during high season. The inside tour lasts only about 5 minutes, which can leave some feeling they didn’t get enough time inside. Also, since it’s an optional extra, not everyone may choose to visit, especially if time is tight or if the wait seems daunting.
Next, you’ll sail around Capri, passing by the Faraglioni rocks, the Natural Arch, and the Green Grotto. The Green Grotto, with its vibrant emerald glow, is a favorite among travelers. Photos truly capture how magical this spot looks—sunlight filtering underwater creates a shimmering green hue. It’s perfect for a quick swim or snorkel if conditions allow, and many reviews mention how memorable this stop is for its stunning natural beauty.
The Faraglioni, with their distinctive three peaks, are a true symbol of Capri. Each has a name—Stella, Arco di Mezzo, and Scopolo—and they’re often the highlight of any boat trip. The group is usually given plenty of time to admire these giants, with some reviews mentioning that the skipper will stop the boat near the rocks so guests can take photos or simply soak in the view.
After sailing around the coast, you’ll reach Capri for about 3 hours of free time. This is a significant part of the tour, allowing guests to choose their own adventures—whether it’s lounging on deck, exploring the Piazzetta, or taking a chairlift to Monte Solaro. Reviewers consistently praise the flexibility and the chance to enjoy the island at their own pace, which is a real perk. Being able to swim in crystal waters and enjoy complimentary drinks makes the experience feel both luxurious and relaxed.
The tour offers a brief stop at the charming fishing village of Nerano or nearby Marina del Cantone. Here, travelers can swim, snorkel, or simply enjoy the scenic surroundings. The reviews mention this as a lovely, less crowded alternative to Capri’s busier spots—ideal for those who love quiet seaside charm.
As the day winds down, you’ll stop back at Positano for a quick 15-minute visit, with the opportunity to taste the iconic Limoncello and enjoy some light snacks. Reviewers highlight how this final stop is both refreshing and photogenic, with plenty of chances to capture cliffside villages and sparkling waters.
The boat itself is described as well-maintained and spacious—important for comfort on an 8-hour trip. Towels, water, soda, and beer are provided, simplifying the day and adding to the relaxed vibe. The guides, often family members like Elisabetta and her brother, are praised for their laid-back, friendly manner and for sharing insightful stories about the coast, legends, and local life.
While the tour is priced at around $201.59 per person, the value depends largely on what you’re looking for. If your priority is natural beauty, swimming, and a flexible exploration of Capri, this tour offers a good balance of all three. Keep in mind that some reviews note that the Blue Grotto’s additional cost and potential wait times may be a downside if you’re hoping to see it as part of this particular trip.
Among the positives: the small group size ensures a more intimate experience, and the guides’ knowledge adds value to the trip. Guests consistently mention that the boat crew is friendly, helpful, and enthusiastic about sharing stories.
On the flip side, some travelers felt that not all attractions, especially the Blue Grotto, lived up to expectations due to long waits and extra charges. Plus, the tour does not include visits to the interior of Capri’s famous sites—such as the Blue Grotto itself unless you opt to pay extra and wait.
Many reviewers emphasize how the tour feels personal and genuine, thanks to the hosts’ family-run operation. This makes the experience stand out from more commercialized tours—adding a layer of authenticity and local charm.

If you’re craving a natural, scenic day with the flexibility to explore Capri at your own pace, this sailing tour hits the mark. It’s perfect if you enjoy being on the water, taking photos of dramatic coastlines, and swimming in clear waters. The small group size makes it ideal for those who prefer a more personalized experience, and the knowledgeable guides support that vibe with stories and insights.
However, if you’re dead set on visiting the Blue Grotto or want a more structured, all-inclusive experience, you might want to consider other options. The extra costs for certain attractions and potential wait times are factors to keep in mind.
This tour offers a balanced mix of natural beauty, relaxed land visits, and intimate sailing—an authentic way to soak in Capri’s coastal magic without the crowds or feeling rushed.
“Perfect for large and small groups! The boat was spacious and Salvatore's driving was safe. Along with Tiziana, they showed us the unique things ab…”

How long is the tour?
The entire experience lasts about 8 hours, starting early in the morning and returning by late afternoon.
What’s included in the price?
The tour includes the boat cruise, guided commentary, towels, water, soda, beer, and a light snack. Lunch on Capri is at your own expense, unless included in the land exploration options.
Is the Blue Grotto worth the extra cost?
It depends—while many consider it a must-see, some reviews mention long waits and the short time inside. It’s optional and requires an extra €18, paid directly at the site.
What happens if the weather is bad?
The tour is weather-dependent; if canceled due to poor conditions, you’ll receive a full refund or an option to reschedule.
Can I swim during the tour?
Absolutely. Stops at the Green Grotto and Nerano/Marina del Cantone are perfect for swimming and snorkeling.
How many people are in each group?
Maximum of 12 travelers, ensuring a more intimate and less crowded experience.
Are there any additional costs?
Yes, the Blue Grotto entrance fee is extra, and anchoring in Capri may incur dock fees unless you eat at the restaurant or disembark elsewhere.
Is this tour suitable for children?
Yes, families are welcome, and small groups tend to make the experience more flexible for kids.
What should I bring?
Swimsuit, towel, sunscreen, hat, and perhaps some cash for extras or souvenirs.
Is lunch included?
Not typically—it’s usually at your own expense or at a local restaurant during free time on Capri.
In summary, this small-group sailing trip from Positano to Capri provides a beautiful, relaxed way to explore the coast and island’s natural splendors. It’s ideal for those who prioritize scenic cruising, natural caves, and personal attention from guides. While some attractions like the Blue Grotto require extra planning, the overall experience is authentic, scenic, and perfect for a memorable day on the water.