Where to Sail in Fall 2025
Fall is one of the best times to set sail—fewer crowds, comfortable temperatures, and lower charter rates make it the perfect season to explore top sailing destinations.
With children back in school and the summer frenzy behind, it is the perfect time to explore serene waters, soak up golden sunsets, and embrace the quieter side of world-class sailing destinations.
This guide highlights the best places to sail in fall, where you can still find sunshine, pristine beaches, and vibrant cultural experiences. Whether you are looking for Mediterranean charm, tropical paradises, or Caribbean bliss, these destinations are perfect for an autumn getaway:
Italy
Perfect for: History lovers and foodies
Fall in Italy brings fewer tourists and cooler breezes, making it a great time to sail. Experience the grape harvest festivals in Tuscany, watch the historic Regata Storica in Venice, or explore quiet coastal towns along the Amalfi Coast.
If fall in Italy sounds like your slice of perfection, take a look at our Italian sailing base locations in the Mediterranean to start planning your adventure.
Croatia
Perfect for: Culture seekers and nature enthusiasts
Sailing along Croatia’s coastline in the fall means experiencing its stunning beauty without the summer rush. In September and October, the waters around Dubrovnik, Agana, and Split remain warm, and the islands are peaceful, allowing for secluded anchorages and relaxing exploration.
The annual Split Film Festival in September and the Truffle Days in Istria bring a touch of local flavor to the experience. Plus, with Split just 20 miles from Agana, a yacht charter here seamlessly blends the energy of city life with the serenity of untouched nature. The Kornati National Park, a sailing paradise, is home to breathtaking cliffs, secluded coves, and rich marine biodiversity. Krka National Park, with its cascading waterfalls, is another must-visit spot for those looking to immerse themselves in nature.
Start your Dalmatian Coast sailing journey today with a customized Croatia quote.
Tahiti
Perfect for: Adventure seekers and honeymooners
Tahiti is a sailor’s dream for all of the fall months. The South Pacific remains warm, with calm seas and gentle trade winds. Bora Bora’s turquoise lagoons and Moorea’s lush peaks create the perfect escape for those looking for adventure and relaxation alike.
Beyond its natural beauty, Tahiti offers incredible cultural experiences in the fall. The Hawaiki Nui Va’a, the world’s most prestigious outrigger canoe race, is a thrilling spectacle, while local markets and traditional Polynesian performances provide an immersive experience. Underwater, divers and snorkelers can enjoy excellent visibility, with manta rays and sharks gliding through the vibrant coral reefs.
For honeymooners, Tahiti is an unrivaled paradise. Enjoy sunset sails, intimate dinners on the water, and tranquil moments in some of the world’s most stunning lagoons.
Discover more about the best time to sail in Tahiti, and get a custom quote for your trip today.
St Lucia
Perfect for: Romantic getaways and beach lovers
If you’re looking to travel in the late fall, November marks the beginning of the Caribbean sailing season, making St Lucia an excellent choice. The island’s golden beaches, lush rainforests, and dramatic Pitons create an idyllic setting for sailing or a romantic getaway.
Visitors can explore the island’s famous Marigot Bay, snorkel in Anse Chastanet’s clear waters, and hike through the verdant trails of the Pitons. For those who arrive in October, the St Lucia Food & Rum Festival showcases the island’s rich culinary scene, while the Atlantic Rally for Cruisers in November attracts sailors from around the world, setting the stage for the high season ahead.
Find out more about what makes St Lucia one of the best places to sail in the Caribbean and get a custom quote today.
The BVI
Perfect for: Relaxation and party spirit
By November, the British Virgin Islands also come alive as the Caribbean sailing season kicks off. The hurricane season is winding down, and the steady trade winds make for smooth and enjoyable sailing between the islands.
Fall in the BVI offers the perfect blend of adventure and relaxation. Explore The Baths on Virgin Gorda, where giant boulders create hidden grottoes and tide pools. Visit Anegada for its remote, pink-sand beaches and world-class lobster. Or drop anchor in Jost Van Dyke and soak up the lively beach bar scene at the famous Soggy Dollar Bar. The annual BVI Charter Yacht Show in November is also a must-visit for those wanting a preview of the upcoming season’s finest yachts.
Plan your BVI sailing getaway for a November to remember. Start by requesting your quote now.
FAQs
Provide short, SERP friendly answers (two to three sentences long) to the following questions:
Can you sail in Europe in the fall?
Yes, you can sail in Europe in the fall, and it is one of the best times to do so. In early fall, the Mediterranean remains warm, crowds are thinner, and destinations like Italy and Croatia offer stunning coastal experiences with fewer tourists.
Can you sail in the Caribbean in the fall?
Yes, you can sail in the Caribbean in the fall, particularly in November when the sailing season begins. The waters become calmer, and destinations like St Lucia and the British Virgin Islands start welcoming sailors for the winter months.
Which destinations are bad for fall sailing?
Some destinations are less ideal for fall sailing due to unpredictable weather. The Atlantic hurricane season affects parts of the Caribbean from June to November, so it is best to choose locations with steady conditions, like the BVI in November. Certain northern European destinations may also experience rougher seas and colder temperatures.
Embrace New Change with The Moorings
Ready for a fall sailing escape? Whether you prefer a bareboat adventure, a skippered charter, or a luxury crewed yacht, The Moorings has the perfect option for your journey.
With decades of expertise and a fleet of premium yachts, The Moorings ensures an unforgettable journey in some of the world’s most breathtaking destinations.
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