Sailing in the Mediterranean is an experience that has the authentic flavor of freedom. The wind that swells the sails, the slow rocking of the boat, the possibility of stopping where the heart desires, make this way of traveling a true way of life. For those who love this approach to the sea, some islands prove to be must-visit destinations, perfect for rejuvenating stops in sheltered bays amid breathtaking scenery and authentic atmospheres. Here are five islands in the middle of the Mediterranean, small but full of charm, that every sailor should discover at least once in a lifetime.
1. Marathi – Greece
In the heart of the Dodecanese archipelago, Marathi is a jewel that is still little visited compared to the larger islands, but beloved by sailors. Its quiet bay is like a protective embrace for boats, which can find refuge from the wind here.
After a day of sailing, nothing is more enjoyable than going ashore for dinner in small family-run taverns, where the smell of fresh fish mingles with the slow pace of Greek chatter. Enjoying a plate of grilled squid while sipping an ouzo at sunset becomes a ritual that celebrates the sea and its culture.
- Why sailors love it: Marathi is a valuable stop in the Dodecanese, thanks to its sheltered bay and small taverns offering fresh fish and genuine hospitality.
- Sailor’s tip: Mooring directly below the tavern terraces allows you to enjoy a seafood lunch with the boat just steps away. Don’t miss ouzo at sunset, admiring the slow sunset over the sea.

2. Tremiti Islands – Italy
The Tremiti Islands tell ancient stories, set in a sea that looks like liquid crystal. Sailors everywhere love these islands for their combination of wilderness and cosy villages, where time seems to stand still.
The archipelago is perfect for those who like to explore seabeds rich with life, with level diving and snorkeling. The harbor of San Domino is a landmark for those arriving by sail: a place where glances cross between those who love the sea and where friendships are often born that last more than a season. A walk in San Nicola gives a plunge into history, among ancient walls and breathtaking views.
- Why they are loved by sailors: the Tremiti Islands, with their crystal clear sea and extraordinary seabed, are perfect for those who enjoy diving and snorkeling after a day of sailing.
- Expert tidbit: San Domino harbor is the heart of the archipelago, where you can often find other sailors with whom to exchange stories and advice. Try a walk to San Nicola to breathe in the island’s thousand-year history.
3. Pianosa – Italy
Pianosa, in the Tuscan archipelago is a hidden gem in the Tyrrhenian Sea, a small and reserved island that has managed to keep its charm intact despite a history marked by the presence of an island prison. For sailors, it is a destination of rare quiet, where anchoring must be carefully studied but which repays with clear waters and almost surreal landscapes.
Here, time seems to dilate, accompanied only by the song of the waves and the call of the seagulls. The island of Pianosa is the ideal place to really unplug and rediscover deep contact with nature, far from mass tourism.
- Why sailors love it: a true oasis of peace, Pianosa is one of the most exclusive and peaceful destinations in the Tuscan Archipelago, ideal for relaxing sailings.
- Sailor’s tidbit: the landing must be carefully planned and access must often be reserved; once there, one can enjoy clear waters and a surreal atmosphere due to the history of the decommissioned prison.

4. Sa Torreta (Illa de sa Torreta) – Balearics.
In Menorca, nature speaks through every corner of Sa Torreta. This secluded island is a favorite destination for sailors seeking peace and authenticity. You won’t find large harbors or infrastructure, but hidden bays and turquoise waters where you can anchor and be lulled by the sea.
The beauty of Sa Torreta lies precisely in its wildness, in the possibility of an unfiltered experience, where the silence is broken only by the rustling of sails and the slow movement of the waves.
- Those who see it fall in love with it: surrounded by protected nature, Sa Torreta is one of Menorca’s wildest islands, perfect for those seeking quiet and unspoiled beauty.
- Sailor’s tidbit: don’t expect infrastructure: you can only get here by boat, and you can anchor in quiet bays where the silence is broken only by the rustling of the waves.
5. Palagruža (Pelagosa) – Croatia
Palagruža is the dream of every sailor who wishes to get away from the busy routes. Located in the heart of the Adriatic Sea, this small island appears as a lonely sentinel with its lighthouse overlooking the deep, clear sea.
Arriving at Palagruža by sailboat requires care and respect for the sea, but the reward is unspoiled nature and a sense of isolation that makes one rediscover the value of simplicity. Here, time seems to flow with a rhythm all its own, marked only by the wind and the sea.
- Why sailors love it: Palagruža is the destination for those seeking true adventure, off the beaten track, with a lighthouse overlooking a deep, clear sea.
- Tip for when you arrive: Landing requires attention to sea conditions, but the reward is unspoiled nature and a feeling of being suspended in the heart of the Adriatic.

What boat to choose for a vacation to one of these 5 Mediterranean islands
To best experience a vacation among these little pearls of the Mediterranean, choosing the right boat is crucial and depends greatly on the type of experience you want.
If you love the authentic charm of the sea and want to savor the true spirit of sailing, a sailboat is the ideal companion. Sailboats in the 35- to 45-foot range, such as the Beneteau Oceanis 38 or Jeanneau Sun Odyssey 419, offer the perfect balance of maneuverability and comfort, allowing you to easily enter the most hidden bays and fully enjoy sailing. Sailing gives a slow and atmospheric experience, perfect for those who want to be guided by the wind and quietly discover every nook and cranny.
If, on the other hand, you prefer to move more quickly and with less need to maneuver, a powerboat or cabin cruiser may be the best solution. Boats such as the Cranchi Z35 or Azimut Atlantis 34 offer speed and comfort, ideal for those who like to explore multiple stops in a short time, without sacrificing cozy space on board.
Finally, for those traveling in a group or with family and looking for maximum comfort, the catamaran is an excellent choice. Models such as the Lagoon 42 or Bali 4.0 provide ample outdoor and indoor space, great stability even in rough seas, and the ability to enjoy relaxing at anchor without sacrificing safety.
Either way, whether you choose sailing, motor, or the stability of a catamaran, these islands will provide you with an unforgettable experience of crystal clear waters, hidden bays, and dreamy sunsets.

Practical advice for those who want to sail in the Mediterranean
- Choose an agile and comfortable sailboat, ideal for entering hidden bays and enjoying autonomy during stops.
- Book moorings in advance, especially in the summer months, to ensure a quiet place.
- Always consult the weather conditions and plan your route according to the prevailing winds.
- Respecting the environment is key: avoid anchoring on posidonia and follow local sea protection rules.
- Bring water, fresh supplies and snorkeling gear to fully enjoy each stop.
- If you are interested in island vacations, also read our article on. How to spend the night and sleep in a public lighthouse.
Recommended routes for a perfect summer boating vacation
From the islands of Kos and Lipsi to Marathi and Arki (eastern Greece)
These Dodecanese islands are within sailing distance and ideal for coastal sailing among coves and taverns.
- Lipsi – Marathi: about 12 km (6.5 nautical miles), 1h15 min
- Kos – Arki: about 42 km (22 nautical miles), 3h30 min
Simple and very overview navigation, perfect even for first-time users.
From the Gargano to the Tremiti, a dip in the Italian Adriatic
The route from the Apulian promontory to the Tremiti Islands is among the most fascinating in Italy.
- Vieste – San Domino (Tremiti): about 65 km (35 nautical miles), 5h30 min
- Rodi Garganico – Tremiti: about 55 km (30 nautical miles), 4h30 min
Ideal for a long weekend, with perfect backdrops for quiet anchorages.

From Elba Island to Pianosa and Capraia, among the colors of the Tuscan Archipelago
An evocative itinerary between wilderness and prison history.
- Elba (Marina di Campo) – Pianosa: about 25 km (13.5 nautical miles), 2h15 min
- Pianosa – Capraia: about 52 km (28 nautical miles), 4h30 min
- Capraia – Elba (Portoferraio): about 37 km (20 nautical miles), 3h15 min
Open but accessible navigation with frequent westerly winds.
From Menorca to Sa Torreta and Mahón, for a full immersion in the authentic Balearics
The north coast of Menorca is wild and spectacular, with spectacular anchorages.
- Mahón – Sa Torreta (Cala Presili): approximately 10 km (5.5 nautical miles), 1h
- Fornells – Sa Torreta: about 20 km (11 nautical miles), 1h45 min
Short navigation, perfect for discovering the more intimate Balearic Islands.
From the Gulf of Split to Palagruža and Vis, discovering the wild Adriatic
A fascinating stretch of open sea, between authentic Croatia and total isolation.
- Split – Vis: about 50 km (27 nautical miles), 4h30 min
- Vis – Palagruža: approximately 63 km (34 nautical miles), 5h30 min
- Split – Palagruža (direct): about 113 km (61 nautical miles), 9h30 min
Suitable for more experienced or skippered crews because of the distance and wind exposure.

The allure of sailing among the islands of the Mediterranean
Sailing in these waters means experiencing each trip as a small adventure, following the strength of the wind and enjoying ever-changing views. The sailboat thus becomes not only a means of transportation, but a traveling companion, capable of giving unique emotions. The protected bays and cosy harbors of these islands are perfect settings for those who wish to immerse themselves in a way of traveling that is slow, respectful and deeply connected to the sea.

