Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Discover the stunning coastlines, iconic landmarks, and crystal-clear waters of Capri on this 7-8 hour semi-private boat tour from Positano, including a 4-hour island visit.


This full-day semi-private boat tour from Positano offers a seamless combination of coastal exploration and island discovery. Priced at $354.56 per person, the tour spans 7 to 8 hours, giving plenty of time to see key sights and enjoy leisure moments. The journey starts at the Spiaggia di Positano Marina Grande, where a luxurious first-class vessel awaits with amenities like a restroom, water, and snacks.
The boat is operated by Sail & Fun, with a skipper, hostess, and live guide ensuring a smooth, engaging experience. This tour is ideal for those who value comfort and intimacy, with group sizes limited to 12 participants. The experience includes refreshing swims and snorkeling with provided equipment, as well as a brunch featuring local delicacies and drinks like Prosecco and Limoncello.
Enjoy being on the water? Here are other boat experiences we've looked into in Positano
The tour’s first stop is the Spiaggia Grande, Capri’s most famous sandy beach, offering azure waters and breathtaking scenery. It’s a prime spot for relaxing or taking photos after the boat docks. Just nearby is the Bagni di Tiberio, a historic bathing spot once favored by Roman emperors Augustus and Tiberius. This small coastline is framed by cliffs and bathed in sunlight, offering a glimpse into ancient Roman leisure.
Both beaches are free to visit, and the stops allow for short 10-minute visits to soak in the atmosphere. These beaches set the tone for the tour’s focus on natural beauty and historical charm.

A key highlight of the tour is the Blue Grotto, a must-see natural marvel famous for its iridescent blue waters. The low, narrow entrance opens into an underwater world where sunlight creates an enchanting glow. This experience is considered timeless and continues to inspire artists and poets. Visiting the Blue Grotto is a breathtaking moment that leaves a lasting impression, though access requires a separate ticket purchased on site for 18 euros.
The grotto’s magic is a highlight for many, offering a unique photo opportunity and a sense of wonder in one of Capri’s most celebrated natural sights.

The itinerary includes visits to Cala del Rio and Cala del Tombosiello, both known for calm waters and stunning scenery. The Villa of Dolce and Gabbana is visible from the boat during the stop at Cala del Rio, adding a touch of fashion glamour to the landscape.
The Grotta Iannarella, or the “Heart Cave,” features a rock formation in the shape of a heart, visible during a 10-minute stop. The calm waters of Cala del Tombosiello offer an ideal spot for a short swim, with free access.
The tour also takes in Faro di Capri (the Punta Carena lighthouse), which first lit in 1867. It’s one of Italy’s oldest and largest lighthouses, offering a peaceful view and a great chance to watch the sunset if timing permits.

A hidden highlight is the Grotta dei Santi, distinguished by stalactites resembling praying saints. The cave’s brilliant colors and turquoise waters make it a magical environment for exploration. Nearby, the Grotta Verde, or Green Grotto, features emerald-colored waters illuminated by sunlight filtering through the cliffs. Its stalactites and stalagmites add to the mystery, providing a serene atmosphere perfect for contemplation.
Both grottos are free to visit and are appreciated for their distinctive beauty and tranquil ambiance. Their inclusion highlights the tour’s focus on natural wonders.
While in Positano, here are other experiences we've covered

A 30-minute stop at Punta Ventroso allows guests to relax on board with music, snacks, and drinks, including Prosecco and Limoncello. For the more adventurous, the shore can be reached to closely view the surrounding pebble and rocky beaches.
The nearby Via Marina Piccola features the Mermaid’s Rock, famously linked to the legend of Ulysses trying to resist the siren’s call. This spot adds a mythical element to the scenic coastline.

One of the most iconic sights is the Faraglioni, the four towering rock formations that define Capri’s skyline. The boat pauses here for about 30 minutes, giving ample time for photos, selfies, and enjoying the view. These legendary stacks have long inspired artists and travelers alike.
Near the Faraglioni, the Casa Malaparte graces the landscape. Designed in the 1930s by Adalberto Libera, this minimalist villa with a red façade offers spectacular views and is famous for its appearances in films. The 10-minute stop allows visitors to admire its unique architecture and scenic setting.

Two additional natural wonders are part of the tour: the Grotta Bianca with white limestone walls and the Grotta Rossa, characterized by deep red rock. Both caves are just 10 minutes each and offer stunning views of deep blue sea through their entrances. The crystal-clear waters and colorful walls create an atmosphere of serenity and beauty.
The Tiberius’ Leap, a 297-meter-high cliff near Villa Jovis, is observed from the boat. According to legend, the Roman emperor Tiberius condemned prisoners to be thrown off here, making it a dramatic historical site.
The Gennarino Scugnizzo Di Capri statue depicts a young fisherman, symbolizing Capri’s maritime roots. The bright statue is a local landmark celebrating the island’s fishing heritage.
The Porto Turistico di Capri is the designated docking spot for disembarkation. Guests are given about 4 hours on land to shop at boutiques, visit attractions such as the Blue Grotto, or simply stroll and enjoy the local atmosphere. The funicular makes reaching the island’s center quick and easy, providing flexibility for personal exploration.
The tour starts at Spiaggia di Positano Marina Grande and ends back at the same point. The group size is limited to 12, ensuring a personalized experience. Included amenities feature snacks, drinks, snorkeling gear, and beach towels.
While Blue Grotto tickets are not included, they are available for purchase on site for 18 euros. The tour operates with live commentary, and the itinerary may be adjusted for safety or weather conditions. Cancellation is free up to 24 hours before the scheduled start.
This tour is perfect for those seeking a balance of scenic water-based exploration and island discovery. It suits travelers who enjoy natural beauty, historical sites, and cultural highlights, all within a relaxed, small-group setting. The combination of water activities, sightseeing stops, and free time on Capri makes it a flexible option for adventurers, photography lovers, and those interested in local culture.
This 7-8 hour journey offers a comprehensive look at Capri’s most beloved sights, from legendary caves to iconic rock formations. The luxury vessel and limited group size enhance comfort and intimacy, making the experience feel special.
While some reviews point out minor timing issues or crowd-related frustrations, the overall experience remains highly praised for its natural beauty, diverse stops, and knowledgeable guides. The included amenities and flexible cancellation policy add further value.
This tour caters well to those who want to see Capri’s highlights without feeling rushed, enjoying water, scenic views, and cultural landmarks in a single day. It’s a thoughtful choice for luxury-minded travelers eager to explore one of Italy’s most glamorous islands.
“We were really looking forward to this boat tour, but unfortunately, the experience fell short of expectations. Our swimming and relaxation time, o…”
Is this a private tour?
No, this is a semi-private tour with a maximum of 12 participants.
What is included in the price?
The price covers skipper, hostess, fuel, live guide, water, snacks, brunch with local specialties, snorkeling equipment, and beach towels.
Can I visit the Blue Grotto?
The Blue Grotto tickets are not included and must be purchased separately on site for 18 euros.
How long is the free time on land?
Guests have about 4 hours to explore Capri after docking.
What stops are most highly recommended?
The Faraglioni, Grotta dei Santi, Green Grotto, and Casa Malaparte are particularly popular highlights.
What about weather cancellations?
The tour is subject to weather conditions. If canceled due to poor weather, a full refund or alternative date is offered.
Are snorkeling and swimming included?
Yes, snorkeling equipment is provided, and swimming is encouraged at various stops.
How do I book this tour?
Booking can be done through the provider, Sail & Fun, with confirmation received immediately unless booked within 1 day.
Is there any age restriction?
The minimum drinking age is 18, but most travelers of age can participate.
What should I bring?
Bring swimwear, sunscreen, and a camera. Towels and snorkeling gear are provided.