Where to go sailing: a comprehensive guide to memorable destinations

Planning your first voyage on the high seas? Our guide provides detailed insights into the best sailing trips across Europe and beyond.

November 23, 2023

The sheer thrill of setting sail on a whim, steering course, and immersing yourself in the world's most picturesque seascapes is a calling that's too enchanting to ignore. We understand it, we've experienced it, and with a seemingly endless array of sailing options, the question often arises: where to go sailing on my first trip out at sea?

This guide is designed to navigate you through some of the best sailing trips in Europe. The continent's waterways paint a diverse canvas of sailing experiences. From the serene beauty of the azure Mediterranean, renowned for its tranquil waters and culturally rich ports, to the untamed, windswept charm of the British Isles, there's a unique journey waiting for every aspiring sailor. 

Essential preparations for any sailing journey 

A solid foundation of skills and knowledge is essential, whether you're embarking on your first trip or refreshing your abilities before setting sail again. Grasping basic techniques, like tacking and jibing, understanding the points of sail, and mastering the art of trimming sails will make your travels more enjoyable and efficient.  

Navigation skills are crucial, so take the time to brush up on reading nautical charts and familiarize yourself with electronic navigation aids. An understanding of fundamental weather patterns will help you avoid rough conditions. Safety procedures, such as man-overboard drills, the use of lifejackets, and knowledge of distress signals, are vital. Lastly, good seamanship, which includes respecting marina etiquette and the environment, understanding right-of-way rules, and maintaining your boat, is fundamental to becoming a responsible sailor. 

Best sailing trips in Europe 

With your sailboat ready and your skills sharpened, it's time to set our course towards the fun part - choosing where to embark on your adventure. Let's dive into some of the continent's most compelling destinations. 

Ionian Islands, Greece 

Renowned for their gentle winds and idyllic landscapes, the Ionian Islands offer an inviting introduction to Greek sailing. The turquoise waters and predictable winds provide favorable conditions, especially for beginners. Embark on an odyssey through this beautiful archipelago, discovering the verdant landscapes of Corfu, the mythical Ithaca, and the mesmerizing caves of Kefalonia. Dine on local seafood in charming tavernas and soak up the laid-back Mediterranean lifestyle. Sailing trips here usually span a week or two, offering ample time to explore. Be aware of the Meltemi winds in summer, although the Ionian Islands are somewhat protected.

sailing yacht in the idyllic surroundings of the ionian islands

Dalmatian Coast, Croatia 

The Dalmatian Coast has over a thousand islands strewn across crystal-clear waters. The most attractive time to sail is from May to September when the weather is warm and the winds are steady. Begin your adventure in Split, a renowned starting point for some of the best sailing trips in Croatia. This port city is steeped in history and readily accessible, hosting a wealth of attractions that effortlessly fill a couple of days with memorable explorations. Explore the picturesque islands of Hvar and Korčula, enjoy the local cuisine, and immerse yourself in the vibrant culture. Don't miss the Klapa music festivals in summer, a UNESCO-protected traditional form of singing in Dalmatia. 

Amalfi Coast, Italy 

For a taste of la dolce vita, set your course towards the iconic Amalfi Coast. Sail past colorful cliffside villages, serene bays, and lush terraced vineyards. Positano and Ravello are must-visit spots, famous for their beauty. Capri, though a bit touristy, is renowned for the Blue Grotto. Don't forget to indulge in authentic Italian cuisine and world-class wines. Nearby Naples and Pompeii make for intriguing land excursions. While the region can get crowded in the summer, the shoulder seasons (May-June, September-October) offer calmer waters and fewer tourists. 

The Norwegian Fjords, Norway 

For a contrast, venture to the spectacular Norwegian Fjords, where sailing takes a more rugged turn. The staggering beauty of these glaciated valleys, with sheer cliffs plunging into deep, dark waters, offers a sailing experience unlike any other. Navigate through famous fjords like Geirangerfjord and Nærøyfjord, stop at quaint coastal towns, and marvel at the ethereal Northern Lights. While the sailing can be more challenging due to changeable weather and colder temperatures, the dramatic landscapes make it worthwhile. The best time to visit is during the warmer months, from May to September. 

Sailing yacht in the idyllic surroundings of The Norwegian Fjords

The Solent, England 

The Solent is the strait separating the Isle of Wight from mainland England - a quintessential introduction to sailing destinations in the UK. It's known as the 'gateway to the English Channel' and offers a perfect mix of protected waters, picturesque ports, and a wealth of historical sites.  

Navigate to the charming harbors of Lymington or Cowes, both famed for their sailing heritage. The area is a bustling hub during the annual Cowes Week in August when sailors worldwide converge for one of the longest-running regattas. Beginners should note the region's complex tidal streams, especially in narrow passages. Always watch the weather forecast and avoid the notorious Bramble Bank at low tide. 

Scottish Sea Lochs, Scotland 

Venture north to explore the mystical beauty of the Scottish Sea Lochs. Enclosed by rugged hills and punctuated by ancient castles and remote islands, these saltwater lakes provide a unique and serene sailing experience. Loch Fyne, Scotland's longest sea loch, offers calm waters, making it an excellent destination for those on their first few trips. Explore the charming town of Inveraray and sample the famed local seafood. Remember that the erratic Scottish weather can pose challenges, with sudden rain and wind shifts. So, ensure you're well-prepared with appropriate gear and a flexible itinerary.

Sailing yacht in the idyllic surroundings of the idyllic surroundings of the Scottish Sea Lochs, Scotland

Where to go sailing near me? Exciting routes across the continent (and beyond) 

From La Rochelle, France to Lisbon, Portugal 

The voyage from La Rochelle, France to Lisbon, Portugal, is a mesmerizing journey of around 850 nautical miles. It's typically done over 6-10 days, with the duration varying based on the number of stops and weather conditions. 

The journey begins at La Rochelle, a historic maritime city where ancient towers overlook the bustling harbor. As the trip continues southward, sailors traverse the fabled swells of the Bay of Biscay before reaching the tranquility of the Spanish Rías. These inlets, known for their bountiful seafood, often serve as pitstops for culinary exploration. 

Port of La Rochelle in France

Further along the way, the rugged beauty of Portugal's Costa Verde unfolds. Its dramatic cliffs and sandy beaches enchant visitors before reaching the city of Porto, famous for its signature wines. 

The final leg of the journey brings you into Lisbon via the grand River Tagus. The city's stunning architectural masterpieces, reflected in the water, provide an awe-inspiring conclusion to the trip. Let the lilting melodies of Fado music fill the air as you toast the accomplishment with a glass of ginjinha, Lisbon's traditional cherry liqueur. 

From Plymouth, England to Cork, Ireland 

Ideal for a quick sailing getaway, the voyage from Plymouth to Cork typically takes 2-3 days. It's a journey that reveals the captivating beauty of the Celtic Sea and the rich histories of the British and Irish coastlines. 

Setting sail from Plymouth, a city steeped in maritime history, the journey unfolds along the picturesque Cornish coast, with its quaint fishing villages and sun-kissed beaches. En route, the alluring Isles of Scilly make for a fascinating detour. This enchanting archipelago of just over 2,000 people is renowned for its subtropical climate and unique wildlife. Its quiet lanes, fringed by flourishing flora like agapanthus and echium, lead to pristine beaches where Atlantic seals are often spotted lounging. Bird enthusiasts will be pleased to discover it's a haven for diverse species, including puffins and Manx shearwaters. 

Navigating further west, the journey brings you to the Irish coastline and the welcoming harbors of Kinsale and Cobh. These towns are teeming with culinary and historical treasures and serve as glamorous gateways to Irish culture and history.  

The journey tops in the vibrant city of Cork, renowned for its lively food scenes and traditional pubs. Check out the English Market, a gastronomic delight running since the 18th century. It offers everything from local cheese to artisan bread and is the perfect place to savor authentic Irish flavors. To taste the city's social life, Sin É pub is the place to be, celebrated for its live traditional music and vibrant atmosphere.  

The best time for this trip is between May and September, offering milder weather, yet sailors should remain vigilant, as the Atlantic's moods can change swiftly. A careful eye on forecasts and safety protocols can ensure a rewarding journey.

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Crossing from Canary Islands, Spain to the Caribbean 

For the adventurous sailor, nothing compares to the thrill of an Atlantic crossing from the Canary Islands to the Caribbean. Las Palmas is a great starting point because its bustling port is well-equipped and provides plenty of facilities for last-minute repairs and provisions. Also, its geographical position offers a perfect launching point for favorable trade winds. Finally, the vibrant city with its beautiful beaches provides an enjoyable setting for relaxation and exploration before setting sail. 

One way beginners can undertake this journey is by participating in the Atlantic Rally for Cruisers (ARC). This annual sailing event aims to assist sailors in their safe Atlantic crossing. It combines the expertise of seasoned mariners with the energy of novices, fostering a supportive community during the crossing. Besides the camaraderie, ARC also offers seminars and practical workshops before the voyage covering critical aspects of the trip, like weather forecasting, route planning, and safety procedures. Moreover, being part of ARC means there is always assistance within reach in case of emergencies or unforeseen issues, bringing an added layer of security to the adventure. 

The journey itself is quite an experience. Following the trade winds, you'll spend days on the open sea, surrounded by varying shades of blue, dramatic sunsets, and starry night skies. There might be times when it's calm and peaceful, the only sounds being the wind in the sails and the sea gently lapping against the hull. On other occasions, you may face challenging weather conditions, making it a true test of your sailing skills. 

Sailing yacht in front of a sunset on the Carabian Sea

When you finally reach the Caribbean, you'll be rewarded with various experiences. A myriad of islands is there for exploration, each presenting its unique charm. Whether you're lounging on the pristine beaches of the British Virgin Islands or wandering through the cobblestone streets of historic Old San Juan in Puerto Rico, the sights are truly diverse. Immersing yourself in the local culture is a must, especially in places like Guadeloupe, where French Creole traditions thrive in colorful markets and rhythmic music. As for culinary delights, the region offers a smorgasbord of flavors. Each island boasts unique dishes crafted with local produce and spices, adding another delicious dimension to the adventure. 

Alternative ways to sail to multiple destinations 

Every sailing enthusiast cherishes the thrill of the open sea. However, sometimes the key to a richer maritime experience lies in strategic choices. By considering alternative methods of boat transport, you can swiftly access new horizons, immerse deeper into diverse regions, and rest assured that your vessel awaits in prime condition for the next leg of your journey.  

Transport your boat by lorry (route transport) 

Consider having your boat transported by road from one region to another. This method allows you to swiftly move your vessel to a new sailing destination without needing long and potentially challenging sea voyages. It's especially helpful if you wish to sail in non-adjacent locations within a short timeframe. 

Hire a delivery crew 

If you prefer your boat to be moved via water but don't wish to sail those nautical miles yourself, hiring a delivery crew can be an efficient solution. Experienced sailors will handle the journey, ensuring your vessel reaches the desired destination safely. This option is often more cost-effective than route transport and keeps your boat in its natural environment. 

Best sailing trips: the bottom line  

The boundless world of sailing brims with an array of trips and destinations, with some proving a better fit for beginners thanks to forgiving weather conditions and uncomplicated navigation. As you delve into this multifaceted universe, remember that the variety of vessels matches the diversity of adventures on offer, accommodating everything from tranquil coastal exploration to the thrill of open-ocean voyages.  

And if you need to equip your vessel for the trip, don't hesitate to tap into the expertise of your local dealer. They can provide valuable insights to help align your sailing preparations with the perfect gear and accessories.

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