Gallipoli, Italy, offers more than just a beautiful coastline; it’s a place where you can experience authentic adventures on the water and land. From relaxing sailing trips with educational commentary to lively sunset cruises, this region caters to a variety of tastes. We particularly like the Gallipoli: private eco-sailing tour with environmental guide, because it combines natural beauty with a chance to learn about local marine life — perfect for travelers seeking a peaceful escape with a touch of learning. Plus, the option to try traditional sailor’s recipes adds a delicious local flavor.
Gallipoli lends itself well to diverse tours, from active kayaking adventures to scenic van excursions. Whether you’re after a quick half-day outing or a more in-depth exploration, the options below will suit different interests and schedules.
1. Gallipoli: private eco-sailing tour with environmental guide

This 2 to 4-hour sailing trip takes you along Gallipoli’s coast on a 28-foot cutter, with an experienced captain at the helm. The tour is designed for those who want a relaxing yet educational experience, with narration about the area’s natural sites and history. As you glide past the Island of Sant’Andrea, you’ll have ample opportunities to swim, snorkel, or go fishing in the crystal-clear waters.
A standout feature is the chance to learn how to hoist the sails and practice sailing maneuvers, making this a hands-on experience. The guide shares insights into marine life and local history, making it ideal for curious travelers. A highlight is savoring a traditional sailor’s recipe, adding a culinary touch to your voyage. The small group size (limited to six) ensures an intimate setting where your questions are welcomed.
What makes this tour unique is its focus on eco-awareness and hands-on sailing, perfect for travelers who want to connect with the sea rather than just admire it from afar. The reviews reflect high satisfaction, with a 4.6 out of 5 rating based on 15 reviews.
Bottom line: If you enjoy a peaceful sail with educational bits, personalized attention, and the chance to get involved in sailing, this tour hits the mark.
2. Sunset – aperitif on a sailing boat

This 3-hour sunset cruise offers a more relaxed, atmospheric experience from the Marina Yachting Portolano. Imagine drifting along with gentle breezes, a drink in hand, and the sky turning shades of pink and orange. The tour is highlighted by the opportunity to sail for about an hour around Sant’Andrea Island, with commentary on the local sights.
The boat, Almalibre, features all comforts for a smooth, calming ride. It’s perfect for a romantic evening or a quiet outing with friends. With a maximum of six participants, the small group size ensures a comfortable, unrushed experience.
This cruise is about atmosphere: soothing sailing with a focus on enjoying the moment, complemented by a complimentary aperitif. The reviews are glowing, with a perfect 5/5 based on one review, emphasizing the magical vibe and the beautiful sunset views.
Bottom line: If you’re after a peaceful, scenic evening with a touch of elegance, this sunset sail offers a memorable, intimate experience.
3. Gallipoli: Kayak tour along the coast

For those who want to stay active, this 2-hour kayak tour is a lively way to explore Gallipoli’s coast. Suitable for families and all skill levels, you’ll paddle past the Split Mountain and Four Columns, discovering hidden coves and rugged cliffs from a fresh perspective.
Led by a guide, you’ll get to navigate the calm waters, making stops to admire the scenery and take photos. The tour emphasizes exploring the wild landscapes of Salento while getting some exercise. Paddling along the shoreline, you’ll see parts of the coastline that are inaccessible by foot, creating a sense of adventure and discovery.
This outing offers a fun, active alternative to sailing or lounging. It’s especially good for travelers who want a hands-on experience and enjoy outdoor activities. Although there aren’t reviews yet, the tour’s emphasis on family-friendly adventure and natural exploration makes it appealing for all ages.
Bottom line: If you’re looking for a fun, energetic way to see Gallipoli’s coastline, kayaking offers a unique perspective and a memorable outing.
4. VanTour Costa Jonica from Porto Cesareo to Gallipoli

This 5-hour van tour is perfect for travelers who want a flexible, rundown of the area without the hassle of driving. Starting from Porto Cesareo, you’ll visit Saint Catherine, Gallipoli, and the Four Columns, with plenty of stops for photos and strolls.
The tour’s comfort and convenience stand out— a 9-seat van makes for a cozy group, with a guide providing insights along the way. It’s an excellent option for those with limited time but who still want to see multiple highlights along the coast. The itinerary balances sightseeing with free time, so you can wander at your own pace and soak in the local atmosphere.
While reviews aren’t available, the tour’s structured itinerary and scenic stops make it a good choice for travelers who prefer a full but relaxed day exploring the area comfortably.
Bottom line: For a full-day, stress-free trip that covers significant sights, this van tour is a solid, convenient option.
How to Choose the Best Tour in Gallipoli
When deciding between these options, consider your interests and travel style. If you love being on the water and want an educational experience, the eco-sailing tour is hard to beat. For a romantic, atmospheric evening, the sunset aperitif cruise offers serenity and memorable views.
Active travelers or families might prefer the kayak tour, which combines fun with exploration. If you prefer a broader overview to see multiple sites in one day, the van tour from Porto Cesareo to Gallipoli offers flexibility and convenience.
Booking early is recommended, especially in high season. For best results, match your choice to your interests—whether that’s sailing, kayaking, or sightseeing—to make the most of your time in Gallipoli.
In summary, Gallipoli offers a variety of tours that cater to different tastes. Whether you want a peaceful sail, a lively sunset, an active paddle, or a comprehensive land tour, there’s something here for you. Consider your schedule, interests, and fitness level to pick the perfect experience. Booking early ensures you won’t miss out on these memorable adventures.


