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Where to Sail in September

September is the perfect time to sail if you’re after warm waters, calmer crowds, and picture-perfect conditions. From the Mediterranean to the South Pacific, we’ve handpicked the top destinations for families, couples, and first-time sailors.

Imagine yourself gliding through crystal-clear waters, basking in the warm sun, and exploring destinations at a time when they’re a little quieter and a little more serene.

Where to Sail in September, At a Glance:

In this guide, we’ll explore where to sail in September, tailored to families, couples, and beginner sailors, along with a few destinations that are best saved for another time of year.

Best Places to Sail in September for Families

September is a fantastic time for a family yacht charter. With fewer tourists and cooler temperatures, many destinations offer the perfect balance of adventure, relaxation, and quality time together. Whether you’re island-hopping in Greece or exploring the vibrant marine life of Bora Bora, here are the best destinations for families in September.

Family on Caribbean Sailing Vacation

Why are the Sporades one of the best destinations for sailing in September as a family?

Think about a family getaway to the Sporades this September—where the chaos of peak season fades away, leaving behind quiet islands dotted with opportunities for both relaxation and adventures. It’s comfortably cool and just right for a family sailing holiday in Greece this September. Here’s why:

Explore the best of the Sporades from our Greek sailing bases, and start planning your next September family adventure today.

Why is Bora Bora one of the best places to sail in September for families?

Known for its crystal-clear waters and lush landscapes, Bora Bora is a family favorite in September. Here’s why:

You can plan your Tahiti itinerary to include Bora Bora, starting at our sailing base in the Exotics.

Where to Sail in September as a Couple

September is the ideal time for couples to sail into the sunset – or at least moor up somewhere with fewer crowds for a romantic bite to eat. With cooler temperatures compared to the summer months, many destinations offer a tranquil, intimate atmosphere. 

Whether you’re sipping wine in Italy or exploring the pristine beaches of the Seychelles, here are the top destinations for couples in September.

Couple sur un bateau aux Îles Vierges britanniques

Why is Procida one of the best destinations for sailing in September as a couple?

Procida in September is like stepping into a living painting, perfect for couples. The island slows down, allowing you and your loved one to wander through streets lined with pastel houses and dine with views of the tranquil sea, all without the summer crowds. Here’s why it’s perfect for a couple’s escape in September:

Plan your perfect couples’ getaway by exploring our itineraries from our Procida sailing base.

Seychelles

Why are the Seychelles one of the best places to sail in September for couples?

For couples seeking an exotic, tropical escape, the Seychelles is home to paradise-like conditions in September. Here’s why:

Try a skippered charter for a romantic sailing trip to the Seychelles to make the most of the beautiful locations, without having to do the navigation.

Where to Sail in September for the First Time

If September marks your first time sailing, you’ll want destinations with calm waters, easy navigation, and stunning sights. Corfu in Greece, and Split in Croatia provide the perfect mix of serene sailing conditions and breathtaking scenery for beginners.

Corfu

Why is Corfu one of the best destinations for sailing in September as a beginner?

New to sailing? Try starting off in Corfu this September. It’s got everything a beginner could want—gentle seas, stunning scenery, and just enough buzz to keep things interesting without being overwhelming. Here’s why:

Discover our Corfu itineraries and plan where you’d like to visit on your first September sailing trip.

Split Catamaran Charter

Why is Split one of the best places to sail in September for the first time?

Split provides an ideal setting for beginner sailors looking to explore Croatia’s Adriatic coastline. Here’s why:

Sailing in Croatia in September could be a great choice for your first sailing trip. You can plan your itinerary from our nearby Agana sailing base as the start of your adventure.

FAQs

Is September a good time to sail?

September is a great time to sail! While it’s off-season for the Caribbean and several other popular destinations including the Galapagos and Cuba, you can enjoy the best of the Mediterranean and South Pacific in September.

What can I do while sailing in September?

There are plenty of cultural and seasonal events you can take advantage of while sailing in September – keep an eye out for regattas and sailing events, or harvest celebrations around the autumn equinox.

Where is the best place to sail in September?

The best places to sail in September can be found in the Mediterranean and South Pacific – whether you prefer a temperate or tropical climate, you’re all set for an amazing yacht charter. We recommend crowd-pleasing Croatia and Greece in particular for September sailing.

Where Will You Sail in September?

Ready for a September escape? Whether you want peace, romance, or a brand-new adventure, The Moorings has a yacht and a destination waiting for you.

With a fleet of world-class yachts and expert itineraries, we’ll ensure your September journey is unforgettable. Ready to set sail? Explore our yacht options, learn more about our charter types, and browse our top sailing destinations to start planning today.

Contributor

ameliamiles

Plan Your Dream Vacation