Monopoli: Sailing Tour with Aperitif, Sup and Snorkeling

If you’re dreaming of soaking up the sun on Italy’s southern coast, a sailing tour from Monopoli might just be your ticket. While we haven’t personally hoisted the sails ourselves, this 4-hour adventure promises a relaxed, personalized way to enjoy the waters of Apulia. Think of it as a leisurely day on a beautifully maintained sailboat, where you can choose your own itinerary with the skipper, swim in secret coves, and enjoy local food and drinks. It’s ideal for those who crave authenticity, intimacy, and a touch of adventure in their sea escapades.

What we find particularly appealing about this experience is the small-group setting—a maximum of just 8 people—ensuring plenty of space and comfort without feeling crowded. Plus, the customizable itinerary offers flexibility, meaning you can focus on what interests you most, whether it’s exploring sea caves or catching a sunset. The inclusion of snorkeling, SUP, and a delicious Aperitif makes this more than just a boat ride; it’s an active, flavorful day on the water.

However, a possible consideration is that the tour’s overall length—either 4 hours or a full 8-hour experience—means planning around the timing. If you’re looking for a quick, half-day escape, the shorter options fit well, but for those eager to spend a whole day at sea, the full-day trip might be more suitable.

This tour suits couples, families, or small groups of friends who want something authentic and personalized. If you’re someone who appreciates good food, scenic views, and the freedom to choose your route, this sailing trip could be a highlight of your trip to Puglia.

Key Points

• Personalized Experience: Choose your itinerary with the skipper for a tailored day on the water.
• Small Group Comfort: Max 8 people ensures intimacy and space to relax.
• Authentic Sailing: You’ll be on a genuine sailboat—not a typical sightseeing boat—enhancing the sense of adventure.
• Local Flavors: Enjoy an aperitif with typical Puglian products, and for longer trips, a freshly prepared onboard lunch.
• Active and Relaxing: Snorkeling, paddleboarding, sunbathing, and scenic views make the entire experience versatile.
• Flexible Options: Tours are available in the morning, late afternoon, or full day to fit your schedule.

You can check availability for your dates here:

The Starting Point and Setting the Scene

The adventure begins at Molo Margherita, where your boat, the Cloud9, awaits. The rendezvous is straightforward — just look for the boat with its name clearly visible. The skipper, dressed in a white shirt with the company’s logo, is there to greet you and set the tone for a day of relaxed exploration. The boat itself is described as comfortable, accommodating up to 8 guests comfortably, which fosters an intimate environment perfect for conversation, sunbathing, or simply soaking in the views.

Flexibility and Itinerary Customization

One of the standout features of this tour is its flexibility. The skipper works with you to decide the best route based on current conditions and your interests. This might mean exploring spectacular sea caves, admired for their natural beauty, or sailing past the iconic cliffs of Polignano a Mare — a picture-perfect backdrop that looks even more dramatic from the water. For those who enjoy discovering hidden gems, the tour offers access to secluded coves reachable only by boat, where the water is often calmer and perfect for swimming.

Scenic Drive and Dolphin Watching

The itinerary typically includes a scenic drive along the coast of approximately one hour, during which you might spot dolphins — a delightful bonus that adds a sprinkle of magic to your day. Watching these intelligent creatures leap and play in their natural environment is a reminder of how special these waters are. The experience here isn’t just about the sights but about connecting with nature in a relaxed, unhurried way.

The Highlight: Grotta Palazzese and Water Activities

The visit to Grotta Palazzese is a highlight. Known globally for its stunning sea cave that houses a luxury restaurant, from the water, it’s a perfect photo stop. Here, you’ll have around two hours to take pictures, enjoy an aperitif, swim, snorkel, and try your hand at stand-up paddleboarding (SUP). The snorkeling gear is included, allowing you to see the underwater world of colorful fish and rocky formations up close. As one reviewer put it, “The hosts served us delicious food, poured lovely wine, and took us to the dreamiest spots to swim and paddleboard,” emphasizing how attentive and welcoming the crew is.

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Scenic Return and Views

After exploring the caves and swimming spots, the boat heads back toward Monopoli, offering scenic views along the way. This is an ideal time to relax, sunbathe, or chat about the day’s highlights. The entire experience is designed to be leisurely, with plenty of time to enjoy each stop without feeling rushed.

Meal and Refreshments

For the 4-hour tour, an aperitif offering typical local products is included. This might be a glass of spritz, water, or soft drinks, served with snacks that highlight Apulian flavors. For the longer, 8-hour excursion, a lunch featuring fresh, local ingredients is included, turning the trip into a true culinary adventure on the water.

Authentic Sailing Experience

Unlike crowded sightseeing boats that simply ferry you from point A to B, this tour emphasizes authentic sailing on a real sailboat. The focus isn’t just on the sights but on sharing a genuine maritime experience, which adds a layer of charm and tranquility.

Small Group & Customizable Route

Traveling with a maximum of 8 people fosters a cozy atmosphere and personalized attention from the skipper. The ability to customize the route means you can prioritize swimming, sightseeing, or simply relaxing — whatever suits your mood.

The Active Touch

Snorkeling and paddleboarding are included, making the experience more than just sitting and gazing. These activities allow you to engage with the sea actively, offering chances to discover underwater life and enjoy the water from different perspectives.

Flavors of Puglia

The inclusion of local products for the aperitif or lunch elevates the experience from merely scenic to deliciously local. It’s not just about the views but about tasting the essence of Apulia in a relaxed setting.

Regarding value, this tour offers a lot for its price — especially when you consider the inclusions like a professional skipper, snorkeling gear, paddleboards, beverages, and food (for the longer trip). The small-group setup means you won’t be squeezed into a crowded boat, and the flexibility of itinerary customization adds to the overall appeal.

Timing is important — the morning trip offers calm seas and daylight, perfect for photography and swimming, while the late afternoon option provides an opportunity to witness a breathtaking sunset over the coast, making it a romantic choice. The full-day option, with lunch included, is ideal for those wanting a more immersive experience, perhaps combining a leisurely on-board meal with extended exploration.

This sailing trip is best suited for adventurous couples, families with kids comfortable around water, or groups of friends eager for a relaxed yet active day. It’s perfect for travelers who value authenticity, scenic beauty, and local flavors in a small-group setting. Those seeking a quick, hassle-free escape from land-based sightseeing will find this a refreshing alternative.

This tour offers a well-balanced mix of active water fun, scenic beauty, and authentic local flavor. The small-group setting ensures comfort and intimacy, making it ideal for those wanting a personalized experience. The ability to choose your route means no two trips are exactly alike and adds a sense of adventure to each outing.

If you’re looking for a way to truly connect with the coast of Puglia — beyond the crowds and typical tourist spots — this sailing tour from Monopoli hits the mark. It’s the kind of experience that leaves you with great stories, fantastic photos, and a deeper appreciation of Italy’s southern waters.

How long is the tour?
The tour options are either 4 hours, 8 hours (full day), or check availability for specific starting times.

Where does the tour start and end?
It begins at the Molo Margherita dock, where the sailboat “Cloud9” is moored, and ends back at the same location.

What’s included in the tour?
All tours include a professional skipper, fuel, a private sailboat for up to 8 people, snorkeling equipment, stand-up paddleboard, beverages (water, spritz, soft drinks), and, for the longer trip, lunch.

Can I customize the route?
Yes, the itinerary is flexible and can be tailored with the skipper to focus on your interests like caves, scenic drives, or swimming spots.

Is the tour suitable for children?
Yes, small groups and active water activities make it suitable for families, provided children are comfortable around water.

What should I bring?
Bring swimwear, a towel, and beachwear. Sunscreen and sunglasses are also recommended.

Are there any age restrictions?
The information doesn’t specify age restrictions, but active water activities like snorkeling and paddleboarding are optional, so use your judgment based on your children’s comfort level.

What is the cancellation policy?
You can cancel up to 24 hours in advance for a full refund, offering flexibility if your plans change.

This sailing tour from Monopoli offers a comprehensive way to enjoy Apulia’s coast with a personal touch, active pursuits, and authentic flavors. Whether you’re seeking relaxation, adventure, or a bit of both, it’s a memorable way to experience Italy’s southern waters.

You can check availability for your dates here: