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Sailing Across the Atlantic Ocean

Guests hoisting sails on Florette

Have you ever dreamt about sailing across the Atlantic Ocean?

Sailing across the Atlantic Ocean is a feat reserved for the boldest of travellers seeking the ultimate adventure. For those yearning to experience life on a traditional sailing boat and immerse themselves in the wonders of the natural world, a hands-on, ocean-going sailing adventure could offer the perfect opportunity. 

In this blog post, we will talk about the unique experience of sailing the Atlantic Ocean and the profound connection it gives us to the natural world. 

A Voyage of Hands-On Adventure

From the traditionally rigged to the classic modern yacht, every Autumn a handful of our fleet make the journey across the Atlantic to spend their winter season in the sunshine islands of the Caribbean. While prior experience on the water is recommended, our professional and experienced crews are on hand to quite literally, show you the ropes. As a guest, you become an integral part of the crew, actively participating in hoisting sails, taking the helm, and engaging in all aspects of sailing a boat. The rhythmic motion of the ship’s hull, the vast expanse of the sea, and the gentle creaking of the rigging create a relaxing and adventurous experience.

Sailing by the Stars

As we leave land in the distant horizon, the night reveals the clearest of skies, untouched by man-made light pollution. This unique experience allows guests to watch a celestial spectacle that city-dwellers seldom experience and practice their hand at plotting and navigating the route by the stars. While all our vessels are fitted with modern GPS equipment, there are opportunities to partake in celestial navigation, an age-old skill that utilises the stars to plot positions and guide routes. Embracing this ancestral practice connects us with our rich maritime history and instills a sense of awe and wonder. Cornish lugger Grayhound is particularly interested in maintaining this age-old knowledge and is aiming to cross the whole Atlantic using celestial navigation for as much of the journey as possible!

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Connection to the Natural World

Sailing across the Atlantic Ocean gives guests a unique opportunity to connect with the ever-changing beauty of the natural world. Surrounded by the vastness of the ocean, finding solace and tranquility, away from the demands of the modern world. Our offshore sailing holidays offer the chance to unplug and reconnect with yourself and the environment. Bask in the wonders of the inky night sky, work together to hoist the sails and harness the power of the wind as you watch for whales, dolphins and flying fish on the horizon. This ocean-going escape from the daily grind rejuvenates the soul and nourishes the spirit with the healing power of vitamin-Sea.

Embracing the Elements

We can’t guarantee sunshine but we can guarantee variety! An ocean-going adventure will offer the full spectrum of the elements. From oily seas and gentle breeze, to wave-breaking trade winds filling the sails and propelling you along the waves. Our crews are adept in manoeuvres through wind, rain, and sun, using weather radar technology to chart the safest and most efficient route. Each day brings new surprises, allowing guests to develop resilience, adaptability, and a deep appreciation for the natural world and its elements. All our offshore sailing voyages allow for buffer days to adjust the itinerary to suit the weather as needed. 

Sailing across the Atlantic Ocean

Taking part in an offshore sailing adventure across the Atlantic Ocean is a truly transformative experience that you will never forget. It’s that bucket list experience that combines the thrill of adventure, sustainable travel, celestial navigation, and a profound connection to the natural world. As you immerse yourself in this unique sailing journey, you will make lasting memories, gain newfound skills, and develop a deep appreciation for the vastness and majesty of our oceans. So hoist the sails, chart your course, and set off on an extraordinary voyage reminiscent of the pirates of the Caribbean, guided by the winds and the stars.

What boats can take me across the Atlantic?

If you’re looking for a traditionally rigged vessel where you become part of the crew, letting the stars guide your route, Cornish lugger Grayhound or historic brigantine Florette are the boats for you! Eye of the Wind has been making the crossing for many years so she fills up really quickly so if you’re interested in going on the waiting list for next year, give us a call in the office!

If you want a little more comfort and luxury, our modern classics Chronos and Rhea sail every Autumn from the Mediterranean to the Caribbean. They offer a modern winch system and en-suite cabins but you’re still very much included in running all aspects of the boat.

Any questions? Feel free to get in touch with our friendly team, who are on hand to answer all your questions, big or small, about our mile building adventures. You can contact the office by phone on +44(0)1872 487288, or drop us an email at [email protected]. We look forward to welcoming you on board!


Our top 5 places to visit in Denmark on a sailing holiday 

Copenhagen Denmark colourful houses on the Nyhavn

With over 444 islands, and 368 of them uninhabited, sailing in Denmark is undoubtedly the best way to experience the country’s hidden gems. There are countless reasons to love sailing in Denmark; the incredible soft and gentle landscape, emerald islands, rolling hills, quintessential fishing villages and fairytale castles. Not to mention over 1300 beaches in Denmark, meaning you’re never far away from white sands, secluded anchorages and hidden bays!

All our trips run within the Danish summer season, with low waves and moderate wind speeds to be expected. This temperate weather makes it an ideal sailing destination for a relaxing, skippered sailing holiday. Although it’s impossible to list all our favourite destinations in Denmark, we’ve rounded up our top 5 picks to make your Danish sailing holiday one to remember!

1. Fairytale city of Copenhagen

A must-see destination for any adventure traveller, the vibrant city of Copenhagen is where a number of our sailing holidays in Denmark begin. Meander through old narrow cobbled streets lined with colourful houses, quirky coffee shops and vintage boutiques. Be sure to visit the 17th-century street of Nyhavn – the oldest and most colourful street in the city of Copenhagen. Nyhavn is bursting with architectural delights where cafes line the leafy canal replete with old wooden sailing ships. 

Copenhagen is also home to some of the best Michelin-starred restaurants in the world making it a perfect stop off the boat to enjoy some world-class cuisine! As your vessel departs Copenhagen, be inspired by the world-famous sculpture of the Little Mermaid. For more than 100 years, Hans Christian Andersen’s fairy tale figure has been sitting on its rock at the Kastellet, a former fortress guarding the entrance to the city.

Start your Scandinavian adventure sailing from Copenhagen to Stockholm with tall ship Iris, or enjoy a short break in Copenhagen after sailing the Baltic sea with Eye of the Wind.


2. The Cultural delights of Bornholm

Situated east of Denmark, the island of Bornholm is known as “solskinsøen” which beautifully translates to sunshine island. The island’s landscape is unusual by Danish standards, with towering rock formations overlooking sandy beaches paired with lush green forests. A must visit destination when sailing in Denmark, Bornholm is known for its long and varied history and culture. Art lovers will enjoy the local crafts – with its artisan history, the island became the first place in Europe to become a designated World Craft Region. Once you’ve found an anchorage for the day, why not visit some of the sweet artist’s studios.  

History buffs will fall in love with the rich medieval history that permeates through the island of Bornholm. The castle ruins of Hammerhus showcase the largest medieval fortress in northern Europe, well worth a visit after a morning of sailing. The island is also home to 15 medieval churches, with four unique round churches. The island showcases the fascinating medieval history just waiting to be discovered on your holiday sailing in Denmark. 

Visit Bornholm on a sailing adventure with traditional tall ship Eye of the wind, sailing from Denmark to Sweden. Take in the history and culture of the island as you sail from Copenhagen to Stockholm with Iris. 


3. Explore the maritime history of Ærø 

Part of Southern Denmark, the island of Ærø is only accessible from the water, making it the perfect place to explore on a holiday sailing in Denmark! This sweet seaport has well earned its reputation as the sailing hub of Denmark. Throughout history, the island has been home to fleets of working ships with a busy marine heritage – with many still active today.

The harbour is home to the renowned Maritime Museum, housing over 200 model ships and exhibits from all seven seas. Ærø is also home to the magical Ærøskøbing – nicknamed ‘the fairytale town’. Soak in some mythical Danish history in the best preserved 18th century town in Denmark. Unchanged for hundreds of years, guests can admire the colourful Danish architecture on a visit from the boat. 

Visit Aero on a short break in the Baltic Sea with Iris, or enjoy the island with traditional schooner Aron of Svendborg


4. Enjoy star gazing on Møn

An island in South East Denmark that is best known for its sweeping stretches of white chalk cliffs named Møns Klint. The island is crowned by deep-green forest, surrounded by beautiful beaches and small secret coves. Møn is a paradise for nature lovers and has received international recognition for its unique flora and fauna. The island has in fact been designated by UNESCO as Denmark’s first Biosphere reserve.

After a busy day exploring the natural wonders ashore, spend an evening relaxing and stargazing on the boat as you experience the magic of Scandinavia’s first Dark Sky Park. This makes it officially one of the best places in Denmark to experience the majestic beauty of the night sky. Step back in time on your traditional boat, take in shooting stars and marvel as galaxies pass by without the light pollution of the modern world. 

Visit Møn on a Baltic Sea sailing holiday with tall ship Iris, or explore with Eye of the Wind as she sails from Germany to Copenhagen.

Als, Denmark – View of Sonderborg Castle


5. History, tranquility and wildlife on the island of Als

Lying close to the German-Danish border, the island of Als is home to the town of Sonderborg. Explore ashore on this typical Danish island oozing with history, tranquillity, and nature! A major attraction is the Sonderborg castle with its beautiful gardens in clear sight of our anchorage. Wander the historic merchant’s houses lining the harbour as you stroll through the Old Town boasting typical Danish tranquillity.

Danish wildlife is waiting in abundance on the island of Als. Rare breeds of amphibians and tree frogs inhabit the damp woodlands found on the island. Als lies at the migration route of birds travelling from southern Europe to Sweden – so bring your binoculars for some Danish wildlife spotting at sea! 

Journey to the island of Als on a baltic sea sailing holiday from Germany with Eye of the Wind. 


Ready to start sailing in Denmark?

If you’re feeling inspired and ready to start your adventure sailing in Denmark, read more about the destination here! Find out more about traditional schooner Aron of Svendborg, historic windjammer Eye of the Wind or traditional tall ship Iris as they sail and explore Denmark and the Baltic Sea. 

10 of our favourite Caribbean anchorages, beaches and bays

St Lucia Caribbean Marigot bay unsplash

One of the many joys of a Caribbean sailing holiday is the opportunity to visit unspoiled, authentic destinations away from the tourist hustle and bustle. Our voyages to the Caribbean aim to visit new anchorages nearly every day, providing fantastic opportunities to experience the islands like never before. Where you anchor can make all the difference to your holiday, and our experienced skippers and crew know the best secret Caribbean anchorages, ensuring you the most enjoyment both from the boat and ashore. 

Discover deserted islands lined with rainforests, sail through volcanic bays in the wake of pirates, and dive right off the boat into pristine waters filled with magnificent coral reefs. Although sailing with the wind means no anchorage can ever be guaranteed, we’ve compiled our top ten Caribbean anchorages, beaches, and bays below.

Les Saintes Bay, Guadeloupe

Les Saintes Bay, named by UNESCO as one of the world’s most beautiful bays, is located in the volcanic island chain of Îles des Saintes, in Guadeloupe. Flanked by 18th century forts, this Caribbean anchorage provides a blend of old world historical charm with quintessential tropical scenes, where coconut trees and white sands abound. The area is renowned for its historical usage by pirates and buccaneers. This is easy to imagine when aboard the traditional windjammer Eye of the Wind, who often finds herself at this picture perfect Caribbean anchorage.

Loubiere, Dominica

A small bay on the island of Dominica, Loubiere offers easy access to all the main attractions of the island. Anchor close to the shore, where the sounds of Dominican music and singing in the streets will drift across to the boat, tempting you to shore. The bay is a short distance to the main port city of Roseau. Here you can immerse yourself in the colourful local culture, and experience the delights of the local markets.

Another highlight of Dominica is the renowned Champagne Reef, a natural wonder sure to leave you speechless. As you snorkel through beautifully coloured coral and fish, bubbling waters erupt from volcanic thermal springs on the ocean floor. When the bright Caribbean sun hits the microscopic bubbles, they crackle and explode in the water like tiny diamonds, hence the name Champagne reef. If you’re looking for a Caribbean anchorage with easy access to snorkelling, local markets, and culture, Loubiere is sure to delight.

Dominica is a potential Caribbean anchorage for luxury classic yachts Rhea and Chronos on their voyages surrounding the islands of Antigua, Dominica and Guadeloupe.

Tyrell Bay, Carriacou, Grenada

Tyrell Bay lies on the small island of Carriacou, forming part of the country of Grenada. Named the ‘Gateway to the Grenadines’, it’s a popular Caribbean anchorage for our voyages with historic brigantine Florette. Set off from the boat and make use of the onboard kayaks to explore inlets filled with mangrove trees, with oysters living in the dense protective branches. If island exploration is on the cards for the day, hop ashore to journey around the island of Carriacou, perhaps stopping off in some of the infamous local rum bars!

St George’s Harbour, Grenada

Grenada is home to so many of our favourite Caribbean anchorages that we simply couldn’t resist adding it to the list twice!

Located on the southern end of the island, many consider St George’s Harbour to be the most picturesque Caribbean anchorage and it’s easy to see why. Awaken at sunrise to take in the scenery surrounding the boat, with the island’s rolling green hills dotted with splashes of brightly coloured villages and settlements. Spend the day exploring the island further, swimming in waterfalls, trekking around crater lakes and sampling the local rum. St George’s Bay is a frequent starting point for our Caribbean voyages, and we truly believe there’s no better place to start your sailing adventure in Grenada!

Pitons Bay, St Lucia

sailing classics caribbean

One of the most iconic anchorages in the Caribbean, and a favourite of luxury yachts Chronos and Rhea on their Caribbean sailing holidays. Anchor beneath the ancient volcanic wonders known as the pitons, which dominate the island’s skyline. The bay is part of a protected region that has been designated by UNESCO as a World Heritage Site. As a result, the area is teeming with vibrant marine life, from parrotfish and angelfish to some of the rarest turtles in the world. Soufrière, a laidback, idyllic town with authentic Caribbean charm and appeal, is easily accessible from the mooring.

English Harbour, Antigua

Caribbean Antigua anchorage

A natural harbour, with a long naval history as a strategic port, English Harbour lies on the southernmost tip of Antigua. Along with a thriving international boating community, the area is also home to a wide variety of local cafes and restaurants, ready and waiting to tempt you to shore. If relaxation is on the agenda for the day, the plentiful beaches surrounding the harbour make for a great visit. Unwind on the soft white sand as turquoise water laps at your feet, looking out over the lush green mountains that dominate the landscape. Falmouth Harbour is within walking distance and often a starting point for Caribbean voyages with luxury yachts Rhea and Chronos.

Colombier, St Barthélemy

Only accessible by boat or on foot, the secluded and coveted beach of Colombier is a popular anchorage for Skyelark on her voyages around the island of St Barths. Utter bliss and calm, rugged beauty reigns supreme in this quiet corner of the island. Although there aren’t as many amenities as other anchorages, this simply highlights the varied nature of sailing in the Caribbean. From one day to the next you could be celebrating in busy beachside bars, or unwinding on a seemingly private beach with nothing but the waves crashing at the shore. Due to the island’s volcanic origins, there is an abundance of unique wildlife, as well as many shallow reefs ideal for snorkelling.

Road Town, Tortola, BVI

Tortola Caribbean

Road Town, a bustling harbour and the main hub of the island of Tortola, is a frequent Caribbean anchorage for traditional tall ship Eye of the Wind and historic brigantine Florette. Views of the luxuriantly green surroundings will greet you as you anchor here, and the streets are lined with vibrant restaurants and shops. Enjoy the relaxed atmosphere of the beach during the day, perhaps taking part in some of the water sports available on shore such as snorkeling and scuba diving. As night falls, head to the neighbourhood bars and restaurants, where locals congregate for live music and dancing.

Cumberland Bay, St Vincent

One of the lesser-known bays in the Caribbean, Cumberland Bay is a popular anchorage for luxury yachts Chronos and Rhea. Situated on the verdant island of St Vincent, this anchorage showcases the very best of the island. A tranquil bay, surrounded by a luscious forest of coconut palms, it is the ideal location to decompress and enjoy the water sports available on Chronos and Rhea. A wonderful spot for swimming in protected waters after jumping off the bowsprit!

Anse Noire, Martinique

If you’ve seen enough crystal clear waters and white sand beaches, head to Anse Noire on the island of Martinique for a change of scenery. Jade green waters and black volcanic sand make for an anchorage straight out of a dream.  A small, secluded cove lined with palm trees, it is a place of reflection and tranquility. Head underwater to get up close with the local marine life, including sea turtles that often visit to rest on the seagrass that lines the bay. A possible stop off the boat for many of our Caribbean voyages, Anse Noir is a must see if the winds allow!

Find out more about sailing in the Caribbean

If any of theses anchorages have tempted you, find out more about sailing holiday charters in the Caribbean with our extensive fleet. Whether it’s luxury classic yachts Chronos and Rhea, Oyster 62 Skyelark, windjammer Eye of the Wind or historic Florette, there’s a Caribbean adventure to suit all!

View all Caribbean voyages >>