Sailing route starting from Dubrovnik

Robert Mislej

Sep 16, 2024

Welcome aboard, adventurers! Get ready to embark on an unforgettable journey through the stunning Adriatic, where each day promises new discoveries and unforgettable experiences. Our route along the southern Dalmatian coast spans picturesque islands known for their beauty and rich history, offering a week filled with sailing, swimming, and exploring some of Croatia's most captivating destinations.

DAY 1: Dubrovnik - Island Lopud

Ahoy, explorers! We set sail from Dubrovnik, a UNESCO World Heritage site known for its medieval walls and stunning architecture. After exploring the city's historic treasures, we cruise towards Lopud, a car-free island gem with sandy beaches perfect for an evening stroll.

DAY 2: Elaphite Islands - Lopud and Šipan

Today, we continue our adventure through the Elaphite Islands. Lopud welcomes us with its scenic bays—ideal for snorkeling adventures and tranquil hikes through olive groves. Next, we navigate to Šipan, renowned for its lush landscapes and historical charm.

DAY 3: Šipanska Luka – Polače, Island Mljet

Leaving Šipan behind, we sail to Mljet—a nature lover's paradise boasting untouched beauty and a stunning national park. Discover the serene saltwater lakes and visit the Benedictine monastery nestled amidst verdant forests in Polače.

DAY 4: Polače – Island Lastovo

Today's journey takes us to Lastovo, one of Croatia's remote treasures steeped in maritime history. Explore secluded bays, charming villages, and indulge in local delicacies amidst this tranquil island setting.

DAY 5: Lastovo – Korčula, Island Korčula

Next, we visit Korčula—a historical marvel believed to be Marco Polo's birthplace. Wander through medieval streets, uncover ancient landmarks, and dine on fresh seafood by the picturesque waterfront.

DAY 6: Korčula – Saplunara, Island Mljet

Returning briefly to Mljet, we head to Saplunara—a haven of pristine sandy beaches and tranquil surroundings. Spend the day swimming, kayaking, or simply unwinding on the shores of this unspoiled island paradise.

DAY 7: Island Mljet – Dubrovnik

As our journey draws to a close, we sail back to Dubrovnik, reflecting on a week filled with incredible experiences. Take one last dip in the crystal-clear waters or revisit favorite spots before bidding farewell to the Adriatic's breathtaking beauty.

What to Expect If You Choose to Sleep in a Bay vs. a Marina

Where to Spend the Night: Bay or Marina? One of the most important choices during your Croatian sailing trip is deciding where to spend the night. Mooring in a marina and anchoring in a bay offer very different experiences. Depending on your group, preferences, and itinerary, one may suit you more—or you might combine both for a richer journey. Knowing what to expect from each option helps you plan your days, pack accordingly, and set the right tone for your adventure. Sleeping in a Bay: Peace, Privacy, and Nature When anchored in a bay, you're surrounded by nature. The atmosphere is tranquil, the sea is calm, and the sense of solitude is powerful. Bays offer quiet evenings, star-filled skies, and the gentle sound of waves against the hull. Having the bay to yourself or sharing it with only a few boats adds to the charm. After sunset, you're likely to be the only lights around. Silent breakfasts, early morning swims, and stunning sunrises all add to the magic. However, keep in mind: Shore access is only via dinghy. There's no shore power or water supply, so you rely on the yacht’s tanks and batteries. Weather conditions, especially wind, must be monitored closely. This is where your skipper steps in. They’ll choose a well-protected anchorage and ensure the boat is safely set. Most yachts are equipped with anchor alarms and safety systems for peace of mind. Sleeping in a Marina: Access, Comfort, and Convenience Mooring in a marina offers a different experience—more amenities, comfort, and ease. You’ll be close to restaurants, shops, showers, and even nightlife. For many, staying in a marina feels more like staying in a hotel. Key advantages include: Shore power and fresh water—no need to monitor usage. Access to on-site restrooms and showers. Stable conditions and extra security, especially in changing weather. Marinas are particularly convenient for families, or groups who want to explore towns without relying on the dinghy at night. They also simplify refueling and restocking supplies before continuing your journey. Still, there are trade-offs. Marinas are often busier, noisier, and more expensive—especially during high season. Instead of nature sounds, you may hear music from the dockside or the creaking of mooring lines. Budget and Atmosphere Differences Atmosphere is where the contrast is clearest. Bays offer seclusion and connection to nature. Marinas are social, structured, and lively. From a budget standpoint, anchoring in bays is typically free or low-cost unless using a buoy field. Marinas, on the other hand, charge a nightly fee based on location, boat size, and season. Many sailors prefer to alternate between both—enjoying nature, then recharging in a marina when needed. Your skipper can easily adapt the itinerary to fit your group’s mood, needs, and weather. Choosing Between Marina and Bay: What to Consider Your skipper will often ask key questions when planning the evening stop: Do you want to dine onboard or go out to a restaurant? Is anyone prone to seasickness when at anchor? Are you seeking nightlife or a peaceful night? Do you need to do provisioning tomorrow? What’s the weather forecast for the evening? Sharing your preferences early helps your skipper strike the right balance. Some guests prefer anchoring most nights, with just one or two marina stays midweek for laundry or dinner ashore. Conclusion: It's Not One or the Other—It's the Balance The most memorable sailing itineraries blend the freedom of anchoring with the comforts of marinas. Bays offer privacy and stillness, while marinas offer convenience and activity. Let your skipper know what matters most—sunsets in quiet coves or easy town access. Either way, you’ll wake up with the sea beneath you, and that’s the essence of a true sailing holiday.

What to Expect When Sailing with a Skipper as a Couple vs. with a Group

One of the most flexible travel options you can arrange is a sailing holiday in Croatia. Depending on who you sail with, it can be social and lively or romantic and personal. One element, however, remains constant—the skipper. And while the skipper’s role doesn’t change, your onboard experience certainly does. From privacy to planning and energy onboard, sailing as a couple versus as a group brings a different rhythm. Understanding these differences helps you set expectations, communicate better, and get the most out of your time at sea. Privacy and Space: From Intimate to Communal When sailing as a couple, space feels abundant. You often have your own cabin, plenty of room on deck, and quiet mornings and evenings. Finding a private moment to swim, read, or watch the sunset is easy. Skippers often adopt a more reserved approach, allowing couples to enjoy the trip in peace. In a group, the boat becomes more social. Shared meals, laughter, and communal lounging define the vibe. There's less privacy but more energy. In these cases, the skipper may occasionally join in on meals or drinks, depending on the group's tone. Decision-Making and Trip Planning Couples tend to make decisions quickly and easily. Whether it's choosing the next island or deciding to stay anchored another night, things move fast. This gives the skipper more flexibility to adjust plans based on weather or opportunity. Groups bring more opinions—and more logistics. One person wants nightlife, another prefers hidden coves. A good skipper balances these preferences, guiding the group smoothly without letting the trip turn into endless negotiations. Energy Onboard: Relaxed vs. Festive Couples usually create a calmer, slower pace. Days are filled with reading, swimming, and slow lunches. Skippers mirror this by choosing quieter bays and suggesting peaceful spots for exploration or dinner. With a group, the boat often becomes a floating hub of energy—music, card games, sunset cocktails, and shared playlists. The skipper plays a bigger role in coordinating activities and maintaining flow so everyone enjoys themselves. Food Preferences and Logistics Couples often prefer low-key meals—either cooking aboard or enjoying quiet dinners in seaside restaurants. Provisioning is simple and flexible. Groups require more planning: more food, more drinks, more opinions. The skipper may help organise provisioning or suggest hiring a hostess. Group dinners often benefit from the skipper’s local contacts to secure reservations and avoid tourist traps. Interacting with the Skipper Couples tend to have more personal conversations with the skipper. There’s time for deeper discussions, informal sailing lessons, or help planning the next day. The skipper usually gives space but remains available. With groups, interaction becomes more public. The skipper answers many questions at once, plans group activities, and sometimes mediates differing preferences. Their role shifts from guide to facilitator and occasional host. Evening Atmosphere at Anchor Couples often seek peaceful evenings—dinner under the stars, a quiet swim, maybe a glass of wine before bed. The skipper usually retreats early, letting them enjoy the moment. Groups keep the social energy going—games, music, laughter, or even a spontaneous dance party. The skipper adapts accordingly, either stepping back or joining in as welcomed. Final Thoughts: Two Different Vibes, One Great Experience Sailing with a skipper in Croatia is a customisable experience shaped by the people onboard. As a couple, expect privacy, ease, and a deeper connection to the sea. In a group, anticipate excitement, variety, and shared stories that last long after the trip ends. In both settings, the skipper ensures things run smoothly, safely, and enjoyably. Understanding how group dynamics shape the onboard experience lets you make the most of every moment—whether you’re chasing romance or unforgettable group memories on the Adriatic.

Why You Should Let Your Skipper Handle Local Bookings (Restaurants, Activities)

Making plans for a sailing trip down the Croatian coast means stepping into a world where local knowledge, timing, and relationships can make all the difference. While it might be tempting to manage restaurant reservations or book island activities online, one of the smartest decisions you can make is to let your skipper take care of local bookings. A professional skipper doesn’t just know how to sail—they know the coast inside out. Their insight is often the key to a smoother, more authentic experience, from finding the best seafood spots away from tourist prices to steering you toward worthwhile excursions. Skippers Know Insider Information You Won’t Find Online Online reviews can be helpful, but they don’t always tell the whole story. A restaurant with five stars might turn out to be an overpriced tourist trap, while a hidden, family-run konoba in a quiet bay may not show up in any search results. Skippers build a mental map of consistently good, local places over years of sailing. They know which beach bars are more hype than substance, which local guides deliver the best experiences, and which harbours to avoid on busy days. By letting your skipper handle bookings, you tap into this deep well of lived experience. Better Access and Timing In high season, it’s common for restaurants and tours in places like Hvar, Vis, or Korčula to be fully booked. Skippers often have direct phone numbers, personal relationships, and even friendships with restaurant owners that allow them to secure last-minute reservations or organise special access. They also understand timing—how long a sail might take, how weather affects arrival times, and how to adapt plans if necessary. While your online booking might assume a 7 PM arrival, your skipper knows that the wind may say otherwise. They can adjust reservations in real time so that you never miss out. Avoid Tourist Traps and Overpriced Experiences Planning on your own can sometimes lead to disappointing or costly decisions—a crowded boat tour, a flashy restaurant with poor food, or a beach bar blasting music all night right next to your anchorage. Skippers can steer you away from these pitfalls. They know which events are truly worth your time and which are all marketing. They might guide you to a beach only reachable by dinghy, a vineyard still crushing grapes by hand, or a restaurant where the morning’s catch comes straight from the owner’s brother’s boat. Smoother Group Coordination Travelling with friends or family? Group decisions can quickly turn into debates. What to eat, where to go, who to book—all of it can cause stress. When your skipper takes charge of the logistics, everything flows more easily. By getting a feel for the group’s mood and preferences early on, the skipper can recommend a quiet dinner one evening and a lively konoba the next—all without the group scrolling endlessly through review sites. They Know What’s Happening Right Now The weather changes. Marinas fill up. A normally quiet restaurant might be hosting a loud party. Your skipper stays in touch with other sailors, harbour masters, and locals—often getting real-time updates through radio or word of mouth. This means your skipper can recommend an alternative that’s even better: a last-minute hillside restaurant with a view, or a guide who just became available that evening. These last-minute changes often become the highlights of your trip. Final Thoughts: Trust the Local Expert On Board Sailing with a skipper isn’t just about chartering a boat—it’s about gaining access to an entire network of local insight, personal contacts, and up-to-date knowledge. Letting your skipper manage bookings means less stress, fewer tourist traps, and more authentic experiences. So instead of planning every detail in advance, talk to your skipper. Tell them your preferences, trust their instincts, and let them handle the bookings. You’ll discover a smoother, more enjoyable, and truly local adventure along the Adriatic coast.

The Importance of Briefings: What Every Guest Should Know Before Leaving the Marina

Many visitors find that first stepping onto a yacht sets off a dream sailing vacation. The thrill of discovering Croatia’s islands, lounging under the sun, and floating from bay to bay is hard to match. But before the engine starts and the marina fades behind you, one crucial moment should never be overlooked: the skipper’s briefing. A pre-departure briefing is more than a formality. It ensures everyone on board knows what to expect, how to stay safe, and how to function as a relaxed but considerate team. Whether it’s your first sailing trip or you’ve been on a boat before, this short session is essential to starting your week at sea smoothly. Why Briefings Count More Than You Might Think A sailing holiday is not like checking into a hotel or going on a road trip. You’re entering a shared, moving home where daily life follows a different rhythm. It’s the skipper’s responsibility not only to navigate but to help everyone on board understand how life on a boat works. Without a proper briefing, guests may be unsure of safety rules, unfamiliar with equipment, or confused about daily routines. Spending just 15 to 30 minutes before departure aligns expectations, encourages cooperation, and helps prevent small issues from turning into larger problems later in the week. Key Topics Covered in a Pre-Departure Briefing Every skipper has their own approach, but most briefings include a few core topics. Safety is always first—where life jackets are located, how to respond in an emergency, and how to move safely on deck. These points are not meant to alarm anyone but to give you the confidence to act if needed. You’ll also hear practical tips, like how to use the marine toilets, how to conserve fresh water, and how electrical systems operate when not connected to shore power. Onboard, small habits like turning off lights or flushing correctly make a big difference. The skipper may also go over the daily rhythm—when sailing usually begins, how meals will be handled, and what help might be appreciated when anchoring or docking. Even in a relaxed charter, coordination improves everyone’s experience. Understanding Your Role Onboard Some guests assume the skipper handles everything alone. But even passive cooperation helps things run smoothly. During the briefing, your skipper may explain where to sit during manoeuvres, when to remove shoes, or how to keep walkways clear to avoid accidents. House rules may also be introduced: how to manage waste, use the galley, or handle smoking policies. Setting expectations from the start helps avoid confusion and keeps the atmosphere respectful and easy-going. Ask Questions and Share Preferences A good briefing isn’t a one-way speech. It’s the perfect moment for you to speak up. If you have dietary requirements, concerns about seasickness, or an interest in learning how to sail, this is the time to share it. Skippers appreciate openness. The more they know about their guests, the better they can personalise the experience. Whether your group enjoys early starts and long sails, or prefers lazy afternoons in quiet bays, these insights shape the perfect itinerary. Setting the Right Tone on Day One Beyond logistics and safety, the skipper’s briefing sets the tone for your entire journey. It’s often the first true conversation between the skipper and guests—and it builds a foundation of trust and cooperation. You may come to see your skipper not just as the one steering the yacht, but as a host, guide, and storyteller. A friendly and informative briefing helps everyone relax, feel included, and get excited for the days ahead. Final Thoughts: A Small Moment That Makes a Big Difference Skipping a proper briefing is like starting a road trip without a map. While it might be tempting to just cast off and figure things out later, that short, focused chat before departure can set the stage for a safer, more enjoyable and stress-free journey. So when your skipper gathers everyone for the first talk, take it seriously, listen closely, and don’t hesitate to ask questions. It’s not just about learning where the life jackets are—it’s about beginning your adventure with clarity, confidence, and shared expectations.

How to Communicate Your Expectations Before the Trip Starts

How to Communicate Your Expectations Before the Trip Starts Starting a skippered sailing holiday in Croatia guarantees freedom on the sea, leisure, and discovery. Like any shared experience, though, the success of the trip usually boils down to one main element—effective communication. Your trip will be more seamless and enjoyable—for you and your skipper—the more openly you express your expectations before boarding. Many travellers assume things will naturally fall into place once the trip starts, but early tone-setting and open communication can make all the difference. Here's how to communicate successfully before you ever set foot on the yacht. Starting with the Foundations: Your Preferred Sailing Style No sailing trip is exactly like another. Some imagine a laid-back week with short distances, quiet bay swimming, and long lunches on deck. Others prefer a more active itinerary with sightseeing, island hopping, and longer sails. By sharing your ideal travel vision, your skipper can design a route that truly matches your expectations. It helps to clarify the kind of pace you’d like. Do you prefer slow mornings and spontaneous anchorages, or early starts and full days? Are you looking to explore hidden spots, or visit iconic towns and landmarks? Though personal, these preferences will define your rhythm at sea. Discuss Activities, Values, and Priorities Let your skipper know what matters most to you and your group. Whether it's snorkelling, visiting vineyards, cliff-jumping, exploring historical sites, or simply sunbathing, your skipper can incorporate these into your route and daily schedule. Some guests also enjoy learning basic sailing techniques or helping with docking. If that sounds fun, say so in advance. Conversely, if your main goal is to fully relax without participating in the sailing process, that’s perfectly valid—just be clear about it early on. Clearly State Comfort Levels and Concerns Good pre-trip communication includes discussing anything that could affect comfort or safety. If someone in your group suffers from seasickness, early notice allows the skipper to plan shorter legs and calmer anchorages. Similarly, if anyone has mobility challenges, dietary restrictions, or strong preferences about sun exposure, noise levels, or privacy, these are important to mention ahead of time. The more your skipper knows, the better they can tailor the experience to suit everyone’s needs. Be Honest About Social Preferences Skippers vary in style—some are outgoing and chatty, while others are more reserved. Likewise, guest groups differ in how much interaction they want. If your group values quiet, personal time, it’s completely fine to indicate that early on. On the other hand, if you'd enjoy a more social atmosphere and engaging with the skipper, say so. Many skippers are great conversationalists with rich local knowledge they’re happy to share. Discuss Budget Expectations Openly Even when charter prices are clear, it's still useful to talk about your approach to meals, marina choices, and optional expenses. Let your skipper know if you’re working within a particular budget or plan to cook most meals onboard. Skippers can then recommend appropriate restaurants and anchorages, helping you avoid unexpected costs and stay comfortable with the overall plan. It also helps with provisioning—if you plan to stock up heavily, it’s best to say so from the start. Clarify Roles and Boundaries Although your skipper is responsible for the yacht and navigation, it’s good to align expectations. Will you need help with lines and docking, or do you want the skipper to handle all technical aspects? Do you prefer to be consulted on daily decisions, or are you happy letting the skipper take the lead? Some guests expect full-service support—but unless this is part of a specific arrangement (like hiring a skipper and a hostess), that’s not typically included. Clarity ensures a smoother, more respectful dynamic on board. Put Things in Writing, If Needed If you’re communicating with the skipper via email or message before the trip, feel free to write down your main expectations. It doesn’t need to be formal—just a few notes about routines, dietary needs, or travel style. This gives the skipper a chance to prepare thoughtfully and avoids miscommunication once the trip begins. Final Thoughts: Great Trips Begin with Clear Communication Open, respectful conversation before your sailing trip sets the tone for everything that follows. It helps your skipper plan according to your preferences, and it gives you peace of mind knowing everything is aligned. Once the anchor is up, it’s much easier to relax and enjoy the wind, the sun, and the adventure—when everyone’s on the same page from the very start.