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Discover the charm of Dubrovnik's coast with a private sailing tour from Cavtat, featuring scenic island stops, expert guides, and turquoise waters.
Traveling along Croatia’s stunning Dalmatian coast often means balancing scenic views with authentic experiences. This full-day private sailing tour from Cavtat offers just that—an intimate, expertly guided voyage through some of the region’s most beautiful islands and coastlines. With over 20 years of sailing experience, Jager Sailing ensures a smooth, knowledgeable trip that balances adventure, culture, and relaxation—all tailored to your group.
What really draws us to this tour is its focus on authenticity and personalized service. You get a chance to see the iconic city walls of Dubrovnik from afar, visit the only sandy beach in the area, and snorkel in crystal-clear waters—without the crowds. Plus, the flexible nature of the tour means you can enjoy a tailored experience, complete with optional lunch and the chance to see the famous Blue Cave, if conditions allow.
One thing to keep in mind is that food isn’t included, so if you’re a foodie, planning ahead for snacks or a meal is wise. The tour is perfect for travelers seeking a luxurious yet relaxed day on the water, with small groups of up to eight people ensuring personalized attention. If you love stunning scenery, a touch of history, and a bit of adventure, this private sailing experience will suit you beautifully.


This private sailing trip starts from the charming harbor of Cavtat, a quaint town just a short drive from Dubrovnik. From here, the boat heads out towards the Elaphiti Islands, a chain of islands famed for their beauty and tranquility. The journey itself is a treat—while the main goal is to reach the islands, you’ll be treated to exceptional views of Dubrovnik’s ancient city walls from a distance, perfect for photography or just soaking in the history.
The captain, Mato, and his crew bring a wealth of local knowledge, sharing stories and insights about Croatian life, adding depth to your experience. Their friendly approach helps create a relaxed atmosphere, so whether you’re a seasoned sailor or new to the sea, you’ll feel at ease.
Sailing fans have several other Dubrovnik options to choose from

As you cruise past Kolocep Island, you’ll have a chance to make a short stop near its famous Blue Cave. While the tour offers flexibility, this is a highlight for many—an opportunity to witness the mesmerizing play of light and water in this natural spectacle. Visitors often mention the possibility of organizing a quick visit here, which can be a fantastic photo moment or a quick swim if conditions permit.
Lopud is the most popular stop on this tour—home to Sunj Beach, the sole sandy beach in the Dubrovnik area. This is where you’ll want to jump into the calm, clear waters for a swim or simply relax on the sand. The review snippets confirm that this break is a real highlight: “Dipping in and out of the beautiful clear waters was gorgeous,” shares one guest.
The tour includes a scheduled swimming break here, giving you time to unwind after a morning of sailing. For those interested, there’s also an option to enjoy a meal at a nearby restaurant—though lunch isn’t included in the price, this opportunity adds a lovely culinary touch to your day.
On the way back, the boat glides close to Kolocep once more, giving everyone a last look at its charming coast. The return trip offers a chance to relax, take photos, or chat with fellow travelers about the day.
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The tour concludes back at Cavtat’s harbor, where you’ll find a lively scene—many super yachts are docked here, showcasing the luxurious side of Dalmatian coastal life. It’s a great spot to unwind, grab a drink, or continue your exploration of the region.

The tour’s value really shines through with the included amenities. You’ll be traveling on one of the best sailing boats in the Dubrovnik area, with a professional licensed guide who’s been sailing for over two decades. Water and snorkeling equipment are also provided, so you can enjoy underwater exploration without needing to bring your gear.
However, lunch is not included, so planning ahead is recommended—whether packing a picnic or booking a meal at one of the island restaurants. Soft drinks are available on the boat, but bringing your own snacks or drinks might enhance your comfort.
Guests consistently praise the guides for their knowledge, friendliness, and local insights. Kristin describes her experience as “a perfect day,” highlighting the skipper Mato’s ability to blend storytelling with sailing skill. She appreciated the relaxed, friendly atmosphere, and the fact that Mato helped organize lunch, making the day seamless.
Jens shared his experience of the “most amazing day,” emphasizing how the skipper, Matthew, knew the best spots and times, avoiding crowds and making the trip truly special. He also loved the opportunity to swim in the clear waters and enjoy an exquisite stop on Lopud.
This blend of expert navigation, local knowledge, and genuine friendliness seems to be a key part of what makes this tour stand out.

This sailing trip suits travelers wanting a luxurious, personalized experience on the water, away from large crowds. It’s ideal for couples, families, or small groups looking for an authentic adventure that combines scenic beauty, some swimming, and cultural insights. If you’re a fan of relaxed days, stunning coastlines, and expert guides who know the area well, this tour will meet and likely exceed expectations.

This private sailing tour of Cavtat and Dubrovnik offers a perfect mix of scenic beauty, cultural insight, and personalized service. The small group size and flexible stops mean you’ll experience the region’s highlights without feeling rushed or overwhelmed. The knowledgeable guides, especially Mato and Matthew, add a layer of authenticity and warmth that turns a simple boat trip into a memorable day.
While it’s not a budget option, the value comes from the intimacy, expert guidance, and the chance to explore at your own pace. Whether you’re swimming at Sunj Beach, snapping photos of Dubrovnik’s walls, or enjoying a peaceful moment near the Blue Cave, this tour delivers a true taste of Dalmatian coastal life.
For anyone seeking a relaxed, scenic, and culturally enriching day on the water, this private sailing experience strikes a wonderful balance—an authentic escape with the comfort of expert service.
“For us, this was a perfect day. Friendly, acknowledged skipper, knows a lot about Croatian history, the everyday life in Croatia, and is a skilled …”

Is this tour suitable for children?
Yes, as a private experience, it can be tailored, and children who enjoy sailing and swimming will love it.
Can I bring my own food or drinks?
Lunch is not included, but you can bring snacks or drinks to enjoy on board or during stops.
How many people can join the tour?
Up to 8 people per group, making it intimate and suitable for small families or friends.
Is snorkeling equipment provided?
Yes, water and snorkeling gear are included, so you can explore underwater life in the clear waters.
What is the main highlight of the tour?
Guests often mention the swimming break on Sunj Beach and the chance to view Dubrovnik’s city walls from the sea as key highlights.
What if I want to see the Blue Cave?
There is a possibility of a short break near the Blue Cave, subject to weather and conditions, as part of the itinerary.
How early should I book?
Booking in advance is recommended, especially in peak season, to secure your spot and preferred date.
Are there any age restrictions?
No specific restrictions are mentioned, but the tour’s relaxed nature is suitable for most ages; children should be comfortable on a boat.
What should I wear?
Bring comfortable, weather-appropriate clothing, swimwear, sunscreen, and perhaps a hat for sun protection.
Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund, providing flexibility for your travel plans.
This private sailing tour offers a thoughtful, scenic, and relaxing way to experience Croatia’s coast. Whether you’re seeking cultural sights, beautiful beaches, or just a day on the water with friendly guides, it’s a memorable way to explore Dubrovnik’s stunning surroundings.