Seriously sailing: a comprehensive guide to tackling your first big sailing trip
No matter if it´s to be done with your own boat or planned with a chartered yacht, if you are a family´s skipper, a sailing couple or captain for a charter crew, the first really big sailing trip, be it a prolonged weekend or multi-week vacation, is going to be an unforgettable adventure! But how to tackle this big task?
Let´s assume that you have bought a new sailboat. Now, that you have concluded the first weeks or months with your brand new sailing yacht and ironed out the few teething troubles with your local dealer, it´s time to take on the challenge of the seas: you are planning your first big sailing trip!
This guide is designed to navigate you through some of the best sailing trips in Europe. The continent's diverse sailing areas paint an exciting canvas of sailing experiences. Offering a destination that suits your sailing capabilities and skills as a skipper, these range from the serene beauty of the azure Mediterranean to the untamed, windswept charm of the British Isles, there's a unique journey waiting for every aspiring sailor.
Let´s dive into the best sailing destinations for your first big sailing trip.
Pro tip: By the way, this guide is also perfect if you are just planning to decide which boat suits you best. In order to foster a buying decision for a new yacht, it is indeed recommended to sail more than just the ordinary half-day sea trial. Chartering a yacht of the boat type you are seeking (with a configuration that is similar to the one you are envisioning for your boat) and sailing it for a few days to weeks will make for a true, deep and detailed experience. This charter voyage will also help to show your family or friends what the new sailing life will be about.
Before you choose a sailing destination: essential preparations
No matter why and where, 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. Remember: you are the captain now, responsible for the wellbeing and health of everyone aboard and around you. It goes without saying that your yacht, be it the small daysailer for a coastal sailing trip or the big luxury cruising yacht, should be in top condition, well maintained and equipped with every bit and piece to master the journey.
For you as the the skipper (and partially also for your crew), grasping the basic sailing techniques and manoeuvres, like tacking and jibing, understanding the points of sail, and mastering the art of trimming sails will not only make your travels more enjoyable and efficient, but is a precondition to set out to sea. Take this very seriously and do not underestimate the power of nature.
As in modern times like ours most yachts are equipped with latest technology and modern aids, mastering navigation skills is crucial. Take the time to brush up on your set of nautical charts, buy and read cruising guides and pilot charts of the area you are planning to sail to. Prevailing winds, general weather information, tides, commercial traffic or fishing zones: any area has its specialties which are good to know before setting sail.
Refresh on 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. Ready to go? Let´s look at the best sailing destinations for your first big trip.
Sailing in the UK – much more that just “around the corner”
The United Kingdom has a coastline of some about 8.000 nautical miles. From the bustling and history-rich English Channel in the South to the breathtaking scenery of Scotland in the North, from the demanding and wild-romantic places of Norfolk in the West to the coves and bays of Lancashire and Northern Irelan, our home country is indeed a prime destination in itself. No need to look further for absolute starters: here you will find fantastic nature, up-to-date sailing infrastructure and surely places you´ve never seen before. A rich combination of everything that will surely test your sailing abilities and deliver an unforgettable first big sailing trip. As we could fill books with suggestions (and there are those, so get one or two!) here are our top destinations in UK, listed with increasing demand for sailing- and crew skills:
Crossing the Channel from West to East
For a start, this voyage is a British classic and should´nt be missing in your logbook. It´s the classic one-week sailing trip that has everything: the thrilling adventure of traversing one of the busiest commercial shipping routes in the world, the history-rich tapestry of backstories, connected to each and every of the dozens of little or big harbours along the route and – at times – quite demanding weather and tidal conditions, testing your sailing capabilities as well as those of your yacht.
Falmouth or Plymouth are usually the starting points of your journey. Choose a calmer period in summer to start, as especially the entrance to the English Channel is prone to depressions and fronts arriving from the Atlantic Ocean. Sail with the wind close to the shoreline. A quick dash to the Channel Islands or – a hidden gem – to the Scilly Islands – can make for a first highlight. Be aware of the strong tidal currents and plan well: Especially the Race of Alderney is infamous for one of the strongest and farthest-reaching tidal influences. As the Channel narrows, it is recommended to strictly respect the TSS (Traffic Separation Schemes). Keep clear of these shipping lanes and you will stand in awe admiring the precise clockwork of fast and at times huge freighters or tankers dashing by. Pay a visit to the Isle of Wight with it´s serene anchorages or visit Bournemouth and Plymouth, England´s prime historical site for naval history. Rounding the breathtaking coastline that is spanning from Hastings all the way to Dover with the iconic white cliffs is a must-see. You may conclude your journey in the Thames estuary (or all the way upriver to London). Congratulations! You´ve mastered not only your first big sailing trip, but one of the most classic – and pretty demanding – cruises of UK.
Sailing The Solent for the first time
That´s another classic as well – and even more during regatta high season! The Solent is the strait separating the Isle of Wight from mainland England – quintessentially the “Sailing Heart” of 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. If you seek the thrills of combining sailing with racing, this is the prime spot where you can test your performance yacht and refine your tactical regatta-skilles.
Navigate to the charming harbours 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. Likewise, the famous Fastnet Race takes place in July: don´t be afraid of this one! It´s one of the most attended sailboat races for Corinthian crews, meaning non-professional sailors. It can be an exciting family event if weather conditions aren´t all too adverse. Rounding “The Needles” is indeed a memory nobody aboard will ever forget!
Be aware: 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. In doubt, stay in harbour and enjoy a shore day, as this sailing area should always be taken very seriously.
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. Here, make sure you have the latest pilot charts and tidal information. It needs some skills, especially in terms of anchoring, to navigate the Scillies safely. But the reward will be worth it: 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 harbours 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 savour authentic Irish flavours. 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.
Sailing the Scottish Sea Lochs
This is a true insider´s tip. Venture north to explore the mystical beauty of the Scottish Sea Lochs! Don´t be afraid, the weather up here in summer is much better than its image. 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. This sailing area suits best daysailers and smaller boats, possibly those which can be transported on trailers and rigged easily by the crews without the need for cranes or external help.
In any case, 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.
Where are the best sailing trips in Europe?
You are looking a bit farther over the horizon? With your sailboat ready and your skills sharpened, it's time to set our course towards continental Europe. Here, you can have everything: from pristine beaches and a bustling shore life to quiet islands. Let's dive into some of the continent's most compelling destinations.
Sailing in Greece: the Ionian Islands
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 favourable conditions, especially for beginners. Large charter fleets operate from Lefkada, so that you may find the perfect sailing yacht for rent. The Ionian Islands are also fancied by many owners: less crowded than their (equally beautiful and mesmerising) Aegean counterpart in the East, the Ionian Islands combine high seas sailing with archipelago-style cruising.
Embark on an epic odyssey, discovering the verdant landscapes of Corfu, the mythical Ithaca, and the adventurous caves of Kefalonia. Did you know that mythical Odysseus was the King of Ithaca? Every place here is connected to Greek myths and history. The course of history has been altered in Actium (Preveza today) when the Roman Republic gave way to the Roman Empire in the year 31 after Christ. Apart from thrilling history every nautical mile, earthly treats are daily business. 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. Weather is usually very good, but be aware of the Meltemi winds in summer, although the Ionian Islands are somewhat protected.
Sailing the Dalmatian Coast, Croatia
This is an absolute classic and prime destination. Welcome to the Dalmatian Coast, home of the biggest charter yachts fleet of the world. But have no fear, as this area has over a thousand islands strewn across crystal-clear waters, it´s seldom crowded. 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 beautiful 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.
A hidden sailing gem: the Amalfi Coast, Italy
For a taste of la dolce vita, set your course towards the iconic Amalfi Coast. Sail past colourful 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.
If you seek a little salt in your sailing adventure, set sail to the Aeolian Islands, just off the northern coast of Sicily: at night the volcano Stromboli may spit some fire, enjoy the warm hospitality of Messina before you head back north.
Sailing very differently: 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. Passing from England to Norway is an adventure in itself: make sure you select a safe weather window with no depressions or even storms in your back. The summer in Norway is unforgettable, spent on a boat makes it even more precious.
You first offshore sailing experience
You´ve seen most of the coastal attractions of UK, have chartered boats in the Med enough? Now it´s time to test your sailing skills and your new yacht in a first real offshore sailing experience. Whilst many skippers stand in awe facing this task, there are some pretty nice and – if chosen and planned in a good manner – safe offshore sailing trips even for beginners.
If you´ve just bought a brand new yacht in the UK and want to bring her to a new home port in the Mediterranean, that´s usually the time to think of tackling this offshore sailing adventure. Although prone to high seas weather and indeed sailing on the Atlantic Ocean, it has more of a coastal cruising than “real” offshore sailing. With the notorious (and not as bad as it´s image) Bay of Biscay crossing ahead, this is an absolute classic trip:
Sailing via French Vendée to Lisbon, Portugal
The voyage usually starts in one of the prime marinas in Northern France. Be it the interesting port of Brest in the North all the way down the Bretagne and Vendée to Lorient, Les Sables d´Olonne or La Rochelle. Setting sails to Portugal from here is a mesmerising 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, of course, the weather conditions.
While it is recommended to tackle the Biscay crossing from a starting point not too much south along the French coast, you might not want to miss sailing it down. It´s really worth the visit: Quimper, Lorient, the islands of Belle Ile or Ile de Re. La Rochelle is a must indeed: a historic maritime city where ancient towers overlook the bustling harbour.
As the trip continues, now it´s time to traverse the fabled swells of the Bay of Biscay. Don´t be afraid as the image created of this “boiling pot” is much more cumbersome than its reality. Check for a stable weather window: you want to have an Easterly, which is rare but can happen, or stable winds from the North. Ask locals, like fishermen or seasoned sailors, they can tell when it´s best to cast off. Once underway, it usually takes no more than 2-3 days to arrive at infamous Cape Finisterre. Don´t rush! The tranquillity of the Spanish Rías is often neglected and you´ll miss one of the most exciting and untapped destinations of Europe! These inlets, known for their bountiful seafood, often serve as pit stops for culinary exploration.
For a technical stopover, maintenance or repairs, A Coruna is a prime destination. You want to spend some more time here? Consider a whole week here, sailing from Santander in the East via Coruna to the hidden gem, Muxia.
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. Beware of the smaller harbours down along the cost. These are often rivers with demanding currents. Combined with adverse tides and the large Atlantic swell, these smaller harbours can be very tricky. Consider Vigo and Porto as safer – and very exciting! – stopovers.
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 ginginha, Lisbon's traditional cherry liqueur. From here, it´s just “around the corner” to Gibraltar, the entrance to the Mediterranean.
The big leap: crossing the Atlantic on a sailing yacht 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. Venturing on the centuries-old routes discovered by the big seafarers, this journey marks a lifetime achievement for many skippers.
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 favourable trade winds. You may want to start this journey in winter, December to February is the perfect time to catch the trade winds.
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. Gently pushed by the trade winds, you'll weeks on the open sea, surrounded by varying shades of blue, dramatic sunsets, and starry night skies. The journey usually lasts 25 to 35 days in average, but be aware that it could take longer. 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, like the infamous squalls and thunderstorms, making it a true test of your sailing skills.
When you finally reach the Caribbean, you'll be rewarded with various experiences. A myriad of islands await 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 colourful markets and rhythmic music. As for culinary delights, the region offers a smorgasbord of flavours. Each island boasts unique dishes crafted with local produce and spices, adding another delicious dimension to the adventure.
How to save time: 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. Not all of us go by the lifestyle of "digital nomads" exchanging a shore-based home for a boat life. By considering alternative methods of boat transport, you can safe precious time and 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) to a new sailing area
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. Look for a company that is specialised in yacht transport and offers a track record. Don´t go for a bargain, your boat should be hauled by competent drivers and crew, should be properly insured and treated with care.
Hire a delivery crew: how much is a professional skipper?
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. Again, it is suggested to go for a true commercial company, albeit “amateur” or private skippers offer their services on special online platforms or in social media channels. Only experienced sailors will handle the journey, ensuring your vessel reaches the desired destination safely – they do it professionally, swiftly and with great competence. Insurance is a topic to consider as well in this case. The option of sailing delivery can be more cost-effective than route transport, but may take longer.
Your first offshore sailing trip: 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.