If you’re dreaming of soaking up the sun, exploring stunning coastal spots, and sailing in the clear waters of Salento, this sailing boat excursion in Gallipoli might just be the perfect choice. While I haven’t personally been on this boat, reviews and detailed descriptions paint a picture of a memorable adventure that combines natural beauty with a touch of luxury.
What I love most about this tour are the breathtaking views of the Ionian coast, the chance to snorkel around the lovely Isola di Sant’Andrea, and the intimate group size that ensures personalized attention. Plus, the fact that it includes a mix of swimming, sightseeing, and relaxing on the water makes it versatile for different types of travelers. On the flip side, some may find the lunch offering a bit underwhelming, especially if they’re expecting a full meal.
This experience seems best suited for those who appreciate authentic coastal scenery, want a laid-back day with some adventure, and value good service without the crowds. If you’re looking for a unique way to see Gallipoli from the water, this tour could be just what you need.
Good To Know

- Stunning Coastal Views: Dive into scenic vistas of Gallipoli’s old town, Isola di Sant’Andrea, and the Ionian coast.
- Snorkeling & Swimming: Enjoy swimming in crystal-clear waters and snorkeling on a protected island.
- Personalized Experience: Limited group size (max 6 travelers) ensures attentive service and a more intimate vibe.
- Flexible Options: Full-day, sunset, and weekend cruises cater to different schedules and preferences.
- Value for Money: At roughly $142, you get a well-rounded day that includes stops, snorkeling, and scenic sailing.
- Authentic Atmosphere: Skippers Diego and Gina are praised for their hospitality and local knowledge, making the day feel warm and genuine.
An In-Depth Look at the Sailing Experience

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The Boat & Crew
The vessel used for this tour is an elegant Sun Odyssey 37, a model known for stability and comfort, ideal for day trips around the Ionian Sea. The crew, especially skippers Diego and Gina, receive glowing reviews for their hospitality and friendliness. They’re not just there to steer; they’re eager to share local insights and make sure everyone feels at home.
One reviewer appreciated their “cocooning” attitude, with Diego and Gina “coccolando tutta la giornata,” or cuddling you through the day with a generous aperitif and friendly guidance. Their approachable style makes even first-time sailors feel welcomed, which is crucial for an enjoyable day on the water.
The Itinerary Breakdown
The tour’s itinerary is designed to balance sightseeing, swimming, and relaxing. Here’s what you can expect:
Stop 1: Isola di Sant’Andrea
Your journey kicks off with a visit to Isola di Sant’Andrea, a protected island perfect for snorkeling. With admission included, this stop offers a chance to see underwater life in water so clear you can see at least 10 meters deep. Reviewers highlight the beauty of the water as a major plus, describing it as “very beautiful to swim in.” You’ll get around two hours here, plenty of time to snorkel, take photos, and enjoy a refreshing swim.
One reviewer noted, “The water is very clear. You can look at least 10 m deep,” which is ideal for snorkelers and those who love vibrant marine life. The only downside? On some days, the wind might be calm, making sailing a bit less dynamic, but it’s still a stunning spot.
Stop 2: Torre del Pizzo
Next, the boat heads to Torre del Pizzo, a striking historic watchtower with a small, crystal-clear bay perfect for swimming. This stop is about three hours long and includes a lunch on the boat, which, according to reviews, is more of a light aperitif than a full meal.
Reviewers mention that the lunch is simple, with some describing it as “a little plate with 10 pieces of quartered cucumber,” but the emphasis is on the relaxed vibe rather than a gourmet meal. The boat often provides local snacks like olives, salad tomatoes, rocket, and meloncella, which are typical Salento vegetables and make for a tasty, refreshing snack.
Stop 3: Old Gallipoli from the Sea
The final stop involves circumnavigating Gallipoli’s old town peninsula, offering stunning views of the historic architecture from the water. Lasting around two hours, this part is free of admission costs and provides a unique perspective on the city’s charm. Reviewers love this segment, describing it as “fantastic” and “fascinating,” especially when the sun starts to dip, turning the sky into a canvas of colors.
The Sunset and Weekend Options
For those who prefer a more relaxed pace, the sunset cruise lasts about three hours, allowing you to enjoy the sunset from the boat’s bow. Many say the colors of the sky make for a magical experience and are well worth the extra time.
The weekend cruise offers an extended adventure—two nights and three days exploring the Ionian coast, covering about 30 miles. This longer trip is ideal for travelers wanting to combine sailing with sightseeing across multiple towns like Ugento, Leuca, and Torre Suda.
Practical Details That Matter

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Meeting Point & Timing
The tour starts at the Marina Yachting Portolano in Gallipoli at 10:00 am. The process is straightforward, with confirmation sent in advance, and the activity is near public transportation, making it easy to reach.
Group Size & Personalization
Limited to a maximum of 6 travelers, this tour provides a more personal experience. The smaller group ensures that you won’t feel lost or rushed, and skippers can tailor the day to your interests—whether it’s snorkeling, relaxing, or sightseeing.
Cost & Value
At around $142.30 per person, the price covers the boat, stops, snorkeling gear, and an aperitif. While some reviews mention the lunch could be better, the overall value lies in the combination of scenic sailing, personalized service, and the chance to explore on the water.
Weather & Cancellation Policy
The tour requires good weather—if canceled due to poor conditions, you’ll get a full refund or the option to reschedule. Cancellations are free up to 24 hours beforehand, which allows you to plan confidently, knowing you can change plans if necessary.
Why This Tour Works Well
This sailing trip is a fantastic option for those looking to see Gallipoli from the water, enjoy peaceful swimming spots, and have a relaxed, intimate experience. It’s particularly suited to travelers who appreciate authentic local flavors, stunning natural scenery, and personalized touches. The presence of knowledgeable skippers who go out of their way to make guests comfortable adds a warm, welcoming dimension to the day.
Who Should Consider It?
- Couples or small groups seeking a romantic or intimate escape.
- Families wanting a safe and friendly boat experience.
- Travelers interested in snorkeling and swimming in clear waters.
- Those who enjoy scenic coastal views and relaxed sailing.
- Visitors with flexible schedules who can enjoy a full-day or sunset experience.
FAQ: Your Practical Questions Answered

Is this tour suitable for children?
Most travelers can participate, and with small group sizes, it’s likely suitable for older children with an interest in swimming and sailing. Always check with the provider if you have very young kids.
What should I bring?
Bring swimwear, towels, sunscreen, and a hat. Light snacks or water might be handy, though water and some snacks are typically provided.
How long is the entire tour?
The full-day option lasts about 7 hours, including stops for snorkeling, swimming, and sightseeing. The sunset cruise is around 3 hours.
What’s included in the price?
The price covers the boat, stops, snorkeling gear, and an aperitif. Lunch on the boat is usually a light snack, not a full meal.
Can I cancel if the weather is bad?
Yes, cancellations are free if made 24 hours in advance. If weather conditions are poor, the tour may be canceled, and you’ll be offered a different date or a full refund.
Is transportation to the meeting point easy?
Yes, the meeting point in Gallipoli is near public transit and easy to access.
Final Thoughts

This sailing boat excursion in Salento offers a wonderful way to explore Gallipoli’s coastline with comfort and a touch of adventure. It’s perfect for travelers who want to combine scenic beauty, light activity, and personal attention in a relaxed setting. The stops at Sant’Andrea and Torre del Pizzo reveal some of the most stunning waters and quiet spots in the region, while the circumnavigation of Gallipoli’s old town gives a fresh perspective on familiar sights.
While the meal might be simple, the overall experience—highlighted by clear waters, friendly skippers, and breathtaking vistas—delivers excellent value. It’s a memorable way to spend a day that balances relaxation and discovery, making it a standout choice for your Salento adventures.
Final Recommendation

If you’re after a peaceful day on the water with opportunities for snorkeling, stunning coastal views, and personalized service, this tour is hard to beat. It suits those who appreciate authentic experiences, natural beauty, and a touch of local charm. Perfect for small groups or couples, it promises a relaxed yet memorable sailing adventure in one of Italy’s most picturesque regions.
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