Sailing around Lecce’s Salento region offers Italy’s most underrated maritime experiences. The best tours operate from three main ports: Gallipoli, Otranto, and Leuca.

Private yacht excursions from Gallipoli stand out for their combination of local food tastings and coastal views. Meanwhile, Otranto’s captained yacht rentals provide flexible itineraries perfect for families and small groups.

Our favorite option runs from Leuca, where full-day tours include swimming stops at hidden coves and authentic Puglian lunches served onboard.

These outings appeal to both casual sailors and devoted seafarers, with boats ranging from intimate 4-person vessels to larger group yachts.

We especially love the sunset tours from Gallipoli, which pair spectacular coastal views with local Primitivo wine.

Let’s explore the top sailing tours in Salento.

Key Points

  • Private yacht tours in Gallipoli, featuring Italian delicacies and drinks, with convenient departure and return from Porto Gaio.
  • Yacht rentals in Otranto with a skilled captain, bottled water, and fuel surcharge, providing an unforgettable sailing experience.
  • Full-day sailing boat excursions to Gallipoli, including snacks, aperitif, snorkeling equipment, and a lunch stop.
  • Sailing boat tours with fish-based lunch, swimming stops, and an experienced skipper and sailor guides departing from Leuca Marine.
  • Sailing experiences in Lecce offer a range of options, from private yacht tours to full-day boat excursions, catering to different group sizes and preferences.

Private Yacht Tour in Gallipoli

Private Yacht Tour in Gallipoli

What better way to explore the stunning Gallipoli coastline than aboard a private yacht? Offered by Salento Sunshine in Lecce, Italy, this 5-star rated tour provides a luxurious and personalized experience.

The tour costs $1,402.81 per group of up to 9 people and includes a skipper, hostess/steward, and all the necessary diesel.

The tour features an exquisite Lecce pizzi, Salento friselle, pasta with cherry tomatoes, mozzarella, and basil, as well as fresh fruit and Spritz. Alcohol enthusiasts will appreciate the two bottles of prosecco or wine included.

The tour departs from and returns to the Porto Gaio in Gallipoli, making it convenient for participants.

While the tour isn’t wheelchair accessible, it’s stroller friendly. Most travelers can participate, but those with pronounced motion sickness may want to reconsider.

With free cancellation up to 24 hours before the experience, this private yacht tour offers a unique and unforgettable way to explore the stunning Gallipoli coast.

Read our full review: Private Yacht Tour in Gallipoli Review
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Yacht Rental in Otranto With Captain

Yacht Rental in Otranto With Captain

Frequently, travelers seeking to explore the stunning Otranto coastline opt for a private yacht rental with a skilled captain. GLUGLU SALENTO offers this experience, with prices starting from $917.22 for a group of up to 8 people. The rental includes a captain to navigate the yacht, as well as bottled water and a fuel surcharge.

Booking is straightforward, with the option to reserve now and pay later. Travelers can receive confirmation at the time of booking, unless the experience is within 2 days of travel, in which case confirmation is provided within 48 hours, subject to availability. The rental also offers free cancellation up to 24 hours before the start of the experience.

While the yacht isn’t wheelchair accessible, it’s located near public transportation, and infants can sit on laps. Most travelers can participate in this private tour, which ends back at the meeting point.

With a 5.0-star rating from 1 review, this yacht rental promises an unforgettable sailing experience along the picturesque Otranto coastline.

Read our full review: Yacht Rental in Otranto With Captain Review
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Full Day Sailing Boat Excursion to Gallipoli

Full Day Sailing Boat Excursion to Gallipoli

The Full Day Sailing Boat Excursion to Gallipoli, offered by Salento Sail Experience in Lecce, Italy, takes travelers on an unforgettable journey along the stunning coastline.

This full-day sailing adventure accommodates a maximum of 6 travelers, providing an intimate and personalized experience. The tour includes bottled water, snacks, a small aperitif on board, and the use of snorkeling equipment and a Stand Up Paddleboard (SUP). Travelers will also enjoy a delicious lunch during the excursion.

The meeting and end point is the Marina Yachting Portolano in Gallipoli. Confirmation is provided at the time of booking, and the experience isn’t wheelchair accessible, though service animals are allowed.

It’s important to note that the tour isn’t recommended for travelers with back or heart problems. Most travelers can participate, and infants must sit on laps.

Cancellation is free up to 24 hours before the start time, and a “Reserve Now and Pay Later” option is available.

Read our full review: Full Day Sailing Boat Excursion to Gallipoli Review
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Sailing Boat Tour With Lunch and Swimming Stops

Sailing Boat Tour With Lunch and Swimming Stops

Embarking on a sailing adventure in Lecce, Italy, this Sailing Boat Tour With Lunch and Swimming Stops promises an unforgettable experience.

Departing from Leuca Marine, the tour takes guests on a scenic boat ride, with a maximum of 10 travelers. The Fish-based lunch includes a starter, first course, and fresh fruit, with vegetarian, vegan, or gluten-free options available upon request. Refreshments, such as water and wine, are provided throughout the journey.

The tour offers the convenience of a restroom on board, as well as the inclusion of fuel and final cleaning. Experienced skipper and sailor guides ensure a smooth and enjoyable experience.

Although not wheelchair accessible, the tour is stroller-friendly and allows service animals. Infants must sit on laps.

With a 5-star rating from travelers, this sailing experience in Lecce is highly recommended for its excellent crew, beautiful locations, and high-quality cuisine.

Read our full review: Sailing Boat Tour With Lunch and Swimming Stops Review
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The Sum Up

The Lecce region offers a diverse range of sailing experiences, from private yacht tours in Gallipoli to full-day sailing boat excursions to Gallipoli. Whether you’re seeking a captain-led yacht rental in Otranto or a sailing boat tour with lunch and swimming stops, there’s something to suit all interests and budgets. These sailing experiences provide an excellent way to explore the stunning Salento coastline and take in the region’s natural beauty.