15 Sailing Destinations That Will Take Your Breath Away

The magic of the sea has captivated humanity for millennia, offering a blend of adventure, tranquility, and the profound beauty of nature. Sailing is a timeless pursuit to explore the world’s waters while embracing the elements. From the crystalline waters of the Caribbean to the Mediterranean’s historic coasts and the Southern Ocean’s untamed wilderness, the planet offers myriad destinations for sailing enthusiasts. This guide, curated with the discerning sailor in mind, embarks on a journey to the 15 best places for sailing, exploring seas and oceans that promise unmatched natural beauty and rich cultural experiences. Each destination, chosen for its unique sailing conditions, scenic landscapes, and navigational challenges, offers a gateway to adventures that linger in the memory long after the sails have been furled. Whether you seek the solitude of open waters, the thrill of competitive regattas, or the simple joy of coastal cruising, these destinations provide the perfect setting for your nautical explorations.

1. The British Virgin Islands, Caribbean

The British Virgin Islands (BVI) offer sailing excellence, a paradise where the blue of the sea meets the sky in a harmonious expanse of waterways and cays. Renowned for its steady trade winds, sheltered bays, and accessible mooring sites, the BVI caters to sailors of all skill levels. The archipelago’s myriad islands offer a variety of landscapes and experiences, from the bustling bars of Jost Van Dyke to the serene natural beauty of Anegada. Sailing in the BVI is characterized by short passages that allow for easy island hopping, making it ideal for both relaxed cruising and adventurous exploration. The waters teem with marine life, inviting snorkelers and divers to discover the rich underwater world. The BVI’s commitment to marine conservation ensures that its aquatic environments remain pristine and vibrant for future generations.

Insider’s Tip: Take advantage of the full moon parties on Tortola and Jost Van Dyke, a beloved local tradition that offers a unique blend of Caribbean culture and revelry.

When to Travel: The best time to sail in the BVI is from December to May, when the weather is dry and the trade winds provide excellent sailing conditions.

How to Get There: The main entry points are Tortola’s Terrance B. Lettsome International Airport (EIS) and Virgin Gorda Airport (VIJ) for smaller aircraft. International travelers often connect through Puerto Rico or St. Thomas, USVI, followed by a ferry or charter flight to the BVI.

2. The Amalfi Coast, Italy

Italy’s Amalfi Coast is a sailing destination where dramatic landscapes meet the azure Mediterranean. Famous for its rugged coastline, historic towns, and culinary delights, sailing here offers adventure and cultural immersion. The wind conditions are favorable for sailors of various skill levels, with opportunities for both leisurely cruises and more challenging sails. Explore iconic destinations like Positano, Amalfi, and the island of Capri, each offering its unique charm.

Insider’s Tip: Anchor off the island of Capri to enjoy its famed blue grotto and vibrant nightlife.

When to Travel: The best period is from April to October, with the peak season offering warm weather and lively coastal towns.

How to Get There: The nearest major airport is in Naples, from where the Amalfi Coast is accessible by car, train, or ferry.

3. The Whitsunday Islands, Australia

Located in the heart of the Great Barrier Reef, the Whitsunday Islands are a dream for sailors seeking pristine natural environments. With 74 islands, most of which are uninhabited national parks, you’ll find secluded beaches, clear waters, and vibrant coral reefs. The sailing conditions are excellent, with steady southeast trade winds and well-protected anchorages.

Insider’s Tip: Visit Whitehaven Beach, renowned for its white silica sand and turquoise waters, best experienced at low tide.

When to Travel: The ideal time is during the Australian winter, from May to September, when the weather is mild and dry.

How to Get There: Fly into Hamilton Island Airport or the mainland town of Airlie Beach, which serve as gateways to the islands.

4. The Cyclades, Greece

The Cyclades are quintessentially Greek, known for their white-washed buildings, blue-domed churches, and vibrant cultural life. Sailing the Cyclades offers a mix of exhilarating open-water passages and calm, sheltered bays. Islands like Mykonos, Santorini, and Naxos each offer unique attractions, from ancient ruins to lively tavernas.

Insider’s Tip: For a quieter experience, explore the lesser-known islands like Sifnos and Folegandros.

When to Travel: Late spring (May to June) and early fall (September to October) are ideal, avoiding the peak summer crowds.

How to Get There: Athens serves as the primary entry point, with ferries and charter boats available to explore the islands.

5. The Dalmatian Coast, Croatia

Croatia’s Dalmatian Coast is a treasure trove of historic sites, crystal-clear waters, and idyllic islands. The sailing route from Split to Dubrovnik is dotted with ancient towns, secluded coves, and lively marinas. The region’s natural beauty is matched by its cultural heritage, offering a journey through time.

Insider’s Tip: Explore the Pakleni Islands, known for their wild beauty and excellent anchorages.

When to Travel: The best times are May to June and September to October, offering pleasant weather and fewer tourists.

How to Get There: Split and Dubrovnik airports are the main gateways, and numerous options for yacht charters and boat rentals are available.

6. The French Riviera, France

The French Riviera, or Côte d’Azur, is synonymous with glamour, breathtaking scenery, and exceptional sailing conditions. Stretching from the Italian border to the east and down to Saint-Tropez, this legendary coastline offers a unique blend of natural beauty, luxurious resorts, and historic towns. Sailing here means cruising past the famed cities of Nice, Cannes, and Monaco, where the international jet set gathers, and discovering secluded coves and islands like the Îles de Lérins. The region’s consistent winds and mild climate make it a favorite among sailors seeking leisurely cruises and competitive regattas.

Insider’s Tip: For a tranquil escape, anchor off the island of Porquerolles, a protected area with stunning beaches and clear waters.

When to Travel: The ideal sailing season is from April to October, with the summer months offering lively events and warm weather.

How to Get There: Nice Côte d’Azur Airport is the main gateway, with excellent connections to major cities worldwide. Marinas along the coast provide ample opportunities for docking and charter services.

7. The Seychelles

Located in the Indian Ocean, the Seychelles archipelago is a paradise for sailors seeking exotic landscapes and an escape into nature. This group of 115 islands offers an array of sailing experiences, from easy, sheltered passages within the inner islands to more challenging open-ocean adventures among the outer atolls. The Seychelles are renowned for their stunning natural beauty, including crystal-clear waters, coral reefs teeming with marine life, and secluded beaches fringed by palm trees. The islands also boast a unique biodiversity, with several UNESCO World Heritage Sites.

Insider’s Tip: Visit the Aldabra Atoll, the world’s second-largest coral atoll, for an unparalleled snorkeling and diving experience amidst vibrant coral gardens.

When to Travel: The best times to sail in the Seychelles are during the transition periods between the trade winds: April-May and October-November.

How to Get There: Seychelles International Airport on Mahé is the main point of entry. From there, inter-island ferries, domestic flights, and charter boats are available to explore the archipelago.

8. The San Blas Islands, Panama

The San Blas Islands, an archipelago off the Caribbean coast of Panama, offer an authentic and beautiful sailing experience. Governed by the indigenous Guna people, the area remains one of the most unspoiled and secluded in the Caribbean. With over 365 islands, of which only a fraction are inhabited, sailors can find their own private paradise among the crystal-clear waters and pristine white-sand beaches. The region is also known for its vibrant marine life and excellent snorkeling and diving spots.

Insider’s Tip: Engage with the local Guna communities for a genuine cultural exchange and to purchase their exquisite molas, traditional hand-stitched textiles.

When to Travel: The dry season from December to April offers the best sailing conditions, with less rainfall and consistent trade winds.

How to Get There: Access to the San Blas Islands is usually through Panama City, with options to charter a boat from the mainland or join a guided sailing tour.

9. The Aegean Sea, Turkey

Turkey’s Aegean coastline is a sailor’s dream, known for its rich history, archaeological sites, and picturesque bays. The region, stretching from the Gallipoli Peninsula down to the Marmaris Peninsula, offers a diverse range of sailing experiences. The coastline is dotted with ancient ruins, including the city of Ephesus, and charming towns like Bodrum and Fethiye. The area benefits from predictable winds and many safe anchorages, making it ideal for novice sailors and experienced mariners.

Insider’s Tip: Explore the Gulf of Gökova, known for its crystal-clear waters and quiet anchorages, perfect for swimming and relaxation.

When to Travel: The sailing season runs from late April to October, with May, June, September, and October being the best months to avoid the summer heat and crowds.

How to Get There: International travelers can fly into Istanbul and connect to regional airports like Izmir, Bodrum, or Dalaman. Numerous marinas along the coast offer charter services and facilities.

10. The Galápagos Islands, Ecuador

For those seeking an adventure into the wild, the Galápagos Islands offer a once-in-a-lifetime sailing experience. This remote archipelago, situated about 600 miles off the coast of Ecuador, is famed for its unique wildlife and dramatic volcanic landscapes. Sailing in the Galápagos allows for close encounters with the islands’ diverse inhabitants, including giant tortoises, marine iguanas, and countless bird species, in a setting that has largely remained unchanged since the days of Charles Darwin. Strict conservation regulations apply, ensuring that the beauty of the Galápagos is preserved for future generations.

Insider’s Tip: Obtain the necessary permits and hire a local naturalist guide to make the most of your visit, as regulations require for most sites.

When to Travel: The best times to visit are from December to May, when the sea is calmer and the weather is warmer, though the Galápagos Islands are a year-round destination.

How to Get There: Fly to Ecuador’s mainland cities of Quito or Guayaquil, followed by a flight to Baltra or San Cristóbal in the Galápagos. Due to environmental protection regulations, sailing permits and itineraries must be arranged in advance.

11. The Tahitian Islands, French Polynesia

Sailing in French Polynesia offers an unparalleled experience of exploring the idyllic waters of the South Pacific. The Tahitian Islands, including the famous Bora Bora, Moorea, and Tahiti itself, are known for their stunning lagoons, dramatic mountainous landscapes, and rich Polynesian culture. These islands provide a perfect setting for adventurous sailing around the archipelagos and tranquil days spent in secluded bays. The region’s warm waters, abundant marine life, and welcoming locals add to the allure, making it a top destination for sailors seeking both beauty and a genuine connection with island cultures.

Insider’s Tip: Spend a night anchored under the stars in one of Bora Bora’s quiet lagoons for an unforgettable experience.

When to Travel: The best time for sailing is during the dry season, from May to October, when the climate is cooler and the winds are favorable.

How to Get There: Faa’a International Airport in Tahiti is the primary gateway to French Polynesia, with domestic flights and ferries connecting to other islands.

12. The Balearic Islands, Spain

The Balearic Islands, nestled in the western Mediterranean, are a sailing haven known for their diverse landscapes, crystal-clear waters, and vibrant nightlife. The archipelago includes Mallorca, Menorca, Ibiza, and Formentera, each offering its unique charm and sailing experiences. From the cultural richness of Mallorca to the pristine beaches of Formentera and the legendary party scenes of Ibiza, the Balearics cater to all types of sailors. Reliable breezes, numerous safe harbors, and a well-developed infrastructure for yachting characterize the region.

Insider’s Tip: Discover the secluded northern coast of Menorca for its untouched beauty and excellent anchoring spots.

When to Travel: Late spring (May to June) and early fall (September to October) are ideal, avoiding the peak tourist season while enjoying mild weather.

How to Get There: The islands are served by international airports in Mallorca (Palma), Ibiza, and Menorca, with ferry services also available from mainland Spain.

13. The Canary Islands, Spain

Located off the northwest coast of Africa, the Canary Islands are a prime destination for sailors seeking a blend of challenging open-ocean sailing and exploring diverse landscapes. The archipelago is known for its year-round mild climate, steady trade winds, and varied sailing conditions that appeal to experienced sailors. Each island, from the sandy beaches of Fuerteventura to the volcanic landscapes of Lanzarote and the lush forests of La Palma, offers unique experiences both onshore and off.

Insider’s Tip: Tenerife’s annual Carnival is a fantastic time for sailors to experience local culture and festivities in one of the largest carnivals worldwide.

When to Travel: The Canaries are a year-round sailing destination, with the most stable conditions from October to April.

How to Get There: Major airports on Tenerife, Gran Canaria, Lanzarote, and Fuerteventura offer direct flights from Europe and connections from other continents.

14. The Saronic Gulf, Greece

The Saronic Gulf, between the Peloponnese peninsula and the Attica region, offers serene sailing conditions, historic sites, and charming Greek islands. This sailing area is ideal for those looking for a less crowded alternative to the Cyclades, with short passages, sheltered waters, and a rich culture and history. Highlights include the islands of Aegina, Poros, Hydra, and Spetses, each with its unique allure, from the temple of Aphaia on Aegina to the car-free streets of Hydra.

Insider’s Tip: Visit the island of Spetses in September during the “Armata” Festival for a spectacular reenactment of a naval battle complete with a fireworks display.

When to Travel: The sailing season runs from April to October, with the spring and fall months offering cooler temperatures and fewer crowds.

How to Get There: Fly into Athens International Airport and travel to Piraeus, where ferries and charters to the Saronic Gulf islands are readily available.

15. The Marlborough Sounds, New Zealand

The Marlborough Sounds, at the top of New Zealand’s South Island, are a network of ancient sunken river valleys filled with the waters of the Pacific Ocean. This region offers secluded coves, lush forests, and an abundance of wildlife, making it a paradise for nature-loving sailors. The Sounds’ protected waters are ideal for cruising, fishing, and diving, with excellent facilities and services for yachts. The area is also renowned for its wine, particularly Sauvignon Blanc, adding a gourmet aspect to sailing adventures.

Insider’s Tip: Explore the Queen Charlotte Track by foot or mountain bike for breathtaking views of the Sounds.

When to Travel: The best months are December to March, which are the warmest and offer the most stable weather conditions.

How to Get There: The nearest major airport is in Wellington, with ferry services across the Cook Strait to Picton, a gateway to the Marlborough Sounds. Alternatively, closer to the wine region, Blenheim Airport offers domestic flights.

The Bottom Line

As you contemplate your next maritime adventure, consider these destinations’ unparalleled diversity and richness. Each provides a unique sailing experience, from the Marlborough Sounds’ tranquil bays to the Amalfi Coast’s historic coastlines and the Caribbean’s vibrant cultures. Whether you seek solace in the solitude of the open sea or the camaraderie of a bustling port, the world’s waters are a canvas for your exploration. Armed with this guide, you are well-equipped to chart a course that challenges your sailing prowess and expands your horizons. The seas call to those who listen, promising adventures that resonate long after the sails are furled and the anchor is dropped. Embrace the journey ahead, for each destination is a chapter in your own epic saga of discovery. Sail forth with confidence and curiosity, knowing that the best stories are those written upon the water.

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The post 15 Sailing Destinations That Will Take Your Breath Away republished on Passing Thru with permission from The Green Voyage.

Featured Image Credit: Shutterstock / kudla.

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