Are you planning a sailing holiday in October? We help with the best destinations, itineraries, yacht rental options & useful info. We are here to help! October is a unique and exciting month for sailing enthusiasts around the world. As the peak summer season passes, this month offers favorable conditions, fewer crowds and stunning scenery in many parts of the world. From the gentle breezes and warm seas of the Mediterranean to the shores of the Caribbean, October offers a variety of opportunities for unforgettable sailing adventures. Whether you’re looking for calm waters, steady winds, or picturesque scenery, this month brings a new perspective to exploring the seas. This article highlights some global October sailing destinations, exploring regions such as the Mediterranean, Caribbean, Southeast Asia and the South Pacific. With a mix of favorable weather, cultural festivals and off-season tranquility, this is an ideal time for sailors. 
- The best sailing destinations in October
- The Mediterranean Sea
- The Canary Islands
- The Caribbean
- The Indian-ocean
- New Zealand
- Sailing holidays in October: itineraries
The best sailing destinations in October
The Mediterranean Sea
The Mediterranean is one of the best sailing destinations in October, with mild temperatures, calm seas and reduced tourist crowds.
Greece
Sailing in Greece in October offers an unparalleled experience for those who want to explore one of the world’s most beautiful and historic sailing destinations. As the summer heat subsides, October brings mild temperatures, clear skies and favorable winds, making it an ideal time to sail the Greek seas. With the end of the peak tourist season, the most popular Cycladic, Ionian and Dodecanese islands are also less crowded. You can enjoy secluded beaches, and lower prices while admiring Greece’s stunning landscapes, ancient ruins and vibrant island life. October is the time for local festivals. At grape harvests, wine festivals, olive picking, or a cultural holiday, you will have a unique opportunity to experience Greek traditions and hospitality.
Weather: In the 3 recommended regions, the average temperature is between 20°C and 25°C, and the sea temperature is between 21°C and 23°C. Compared to the summer months, the sea and wind are often calmer, which makes for more comfortable sailing. The prevailing Meltemi wind in the summer subsides at the end of September and the beginning of October, and is replaced by the sea wind, which blows from the southeast and southwest. The south wind called sirocco is typical in spring and autumn, usually with a strength of 2-4.
Italy
Sailing in Italy in October offers a unique blend of favorable weather, fewer tourists and stunning scenery. The waters of the Mediterranean are still warm, while the crowds have thinned, making for a more peaceful experience in popular destinations such as the Amalfi coast, the Aeolian Islands and Sardinia. In addition, mild weather and gentle breezes make sailing pleasant and you can enjoy authentic Italian culture, cuisine and picturesque views of ancient buildings and stunning scenery. rent a boat Italy
Weather:In the recommended 3 areas, the temperature is between 18-25°C, the sea temperature is 22-24°C. October is a transitional month, with weather patterns becoming less stable. The Mediterranean Sea can have light to moderate winds, but gusts or sudden weather changes can also occur, especially during thunderstorms. The sea is usually calm or moderate, but rougher seas may occur after storms or stronger winds.
Croatia
Croatia is the world’s most popular sailing destination, offering a unique charm in October. The country’s stunning Adriatic coastline becomes increasingly calm, providing ideal conditions for calm and scenic sailing. Due to the mild temperature, steady wind and calm sea, October is an excellent time to visit Croatia’s beautiful islands (Solta, Kornati, Losinj, Mljet…), historic cities (Dubrovnik, Split, Sibenik, Trogir…) and hidden coves. to discover. In October, there are many local harvest festivals and cultural events in Croatia that offer a unique insight into local traditions and customs. sailing in Croatia in October
Weather: The sea is typically around 20-22°C, and the average air temperature is expected to be around 18-22°C. October often brings steady winds, perfect for sailing enthusiasts. The Bora and Sirocco winds typical of the Adriatic may be more frequent during this period.
Turkey
October is one of Turkey’s best months for sailing, with comfortable sailing conditions and a more relaxed atmosphere than the busy summer months. The beautiful beaches of Bodrum, Marmaris and Göcek are full of hidden coves, ancient ruins and charming fishing villages. October coincides with local festivals and events,like the Marmaris International Race Week in late October. boat rental Turkey
Weather: The daytime temperature in October is typically 20-27°C, the sea averages 23-25°C. Winds in October are generally moderate and steady, ideal for sailing. In summer, the prevailing winds along the Turkish coast are usually northwest (“Meltemi”), but by October these winds moderate. Instead, you’ll find more variable, gentler southerly or southeasterly winds of between 5-15 knots (2-4 Beaufort scale), providing steady and manageable sailing conditions.
The Canary Islands
Known for its year-round mild climate, diverse landscapes and excellent sailing conditions, the Canary Islands offer the perfect blend of adventure and relaxation. The Canary Islands consist of seven main islands, the most popular: Tenerife, Gran Canaria, Lanzarote and Fuerteventura. The Canary Islands are one of the best places in Europe to see whales and dolphins in the wild. October is an excellent month for sightings, with various species including pilot whales, bottlenose dolphins and even the occasional orca. Cultural festivals are held in many cities in October. boat rentals Canary islands
Weather: The daytime temperature in October is usually between 22°C and 26°C, while the sea temperature is between 22°C and 24°C. The Canary Islands have northeasterly trade winds, which in October are usually moderate, averaging around 10-20 knots. These winds provide excellent sailing conditions. The wind is typically stronger on the eastern islands such as Lanzarote and Fuerteventura, and more moderate around Tenerife and Gran Canaria.
The Caribbean
Caribbean sailing in October offers a unique blend of tranquillity, adventure and beauty. With the summer hurricane season winding down, the islands are less crowded and less expensive, making it the perfect time to enjoy the warm Caribbean waters, steady trade winds, and stunning natural scenery.
British Virgin Islands
The British Virgin Islands (BVI) offer the best sailing conditions in the Caribbean, and in October even popular islands such as Jost Van Dyke, and Virgin Gorda are not crowded. October offers excellent visibility and warm waters for snorkeling at the Indians and The Caves off Norman Island, diving at the wreck of the RMS Rhone near Salt Island, one of the best dive sites in the Caribbean.
Weather: The daytime temperature is typically between 27°C and 30°C, and the sea temperature remains around 28°C (82°F). Winds in October are generally moderate, with an average speed of 10-15 knots and predominantly from the east or northeast. These steady trade winds provide excellent sailing conditions, especially in protected waters between islands.
Grenadines
With pleasant weather, calm seas and fewer tourists, October is the perfect time to cruise the Grenadines. With a friendly local culture, the islands offer a rich mix of experiences, from swimming with turtles in the Tobago Cays to enjoying the laid-back charm of Bequia and Mustique. October is a great time for kiteboarding at Union Island’s Clifton Beach, but also for paddling in calm coves and kayaking through mangroves and lagoons. Grenadines yacht charter
Weather: In October, the average temperature is between 26°C and 30°C, the sea temperature is around 28°C. October is the end of the Caribbean rainy season, so you can expect occasional downpours and increased humidity. The wind in October is usually moderate and steady, with the easterly trade blowing at a speed of around 10-15 knots. These conditions provide excellent sailing opportunities with relatively calm seas and steady breezes. There is a risk of tropical storms or hurricanes, but the risk is lower than in the peak months of August and September.
Antiqua
With its crystal clear waters, steady trade winds and 365 stunning beaches, Antigua is a paradise for sailors. October is the off season which means you can find great deals on yacht charters and marina fees. In October, there are still local events (small regattas) and celebrations (food festivals) that give you a taste of Antigua’s culture.
Weather: The average daytime temperature is between 27°C and 30°C, the sea temperature is usually around 28°C. Antigua is dominated by the northeast trade wind, which generally blows at a moderate speed of 10-20 knots (11-23 mph) during October. The sea is usually calm, with light or moderate waves, so it suits beginners and experienced sailors.
The Indian-ocean
Thailand
Sailing in Thailand in October offers a unique blend of adventure, relaxation and cultural immersion. From exploring the limestone cliffs of Phang Nga Bay to diving in the Similan Islands and experiencing the vibrant life of Phuket, you can enjoy Thailand’s natural beauty and diverse experiences with fewer crowds and pleasant weather.
Weather: October in Thailand marks the transition from the southwest monsoon season to the dry season, especially in the Andaman Sea region (west coast), home to popular sailing destinations such as yacht rental Phuket, Krabi and the Phi Phi Islands. As the month progresses, the weather begins to stabilize, the precipitation decreases and the sun shines more and more. The average temperature of the air is 25°C – 31°C, and that of the sea is around 28°C. The air is warm and humid, but not too hot, providing comfortable conditions for sailing and outdoor activities. The frequency and intensity of rain decrease significantly as the month progresses. Winds in October are generally light to moderate, ranging from 5 to 15 knots. The wind direction shifts from southwest to northeast, which brings more stable and predictable sailing conditions. The seas are generally calm or moderate, making it a good time for experienced and novice boaters alike.
Seychelles
The Seychelles consists of 115 islands. October is an excellent time to observe the unique wildlife of the Seychelles. Animals such as the giant Aldabra tortoise, rare bird species such as the Seychelles black parrot, and even dolphins, are frequent guests on cruises.
Weather: October is the “inter-seasonal” period in the Seychelles, which is the transition between the southeast trade winds and the northwest monsoon season. The average air temperature is between 25°C and 30°C, and the sea is between 26°C and 28°C. Winds are generally light to moderate, 5 to 15 knots (9 to 28 km/h or 6 to 17 mph). The wind direction shifts from southeast to northwest, but remains relatively steady, providing good sailing opportunities around the islands. There is little or moderate rainfall in October. Occasional brief tropical showers or thunderstorms, mostly late afternoon or early evening. Rain is usually short and followed by sunshine, so it usually doesn’t disrupt sailing plans.
New Zealand
October marks the start of spring in New Zealand, offering pleasant weather and fewer tourists. New Zealand’s coastal waters are rich in marine life and this month is a great time to encounter wildlife. From dolphins and seals to penguins and various seabirds, there are plenty of opportunities to observe the country’s unique wildlife while sailing.
Weather: The average daytime temperature is between 15°C and 22°C. It is warmer in northern regions such as the Bay of Islands and Auckland, and cooler at 10°C and 18°C in the South Islands. The sea temperature ranges between 14°C and 18°C in most areas, depending on the region. October usually brings moderate and steady winds ideal for sailing. Typical wind speeds are between 10 and 20 knots, with breezy conditions in exposed areas such as the Hauraki Gulf and Marlborough Sounds. Winds in spring are generally more predictable and less strong than in summer or winter, thus providing pleasant sailing conditions.
Sailing holidays in October: itineraries
Mediterranean sailing itineraries
Greece
Day 1. Lefkas – Preveza (18 nm) 3h, Day 2. Preveza – Gaios (35 nm) 6h, Day 3. Gaios – Sivota (12 nm) 2h, Day 4. Sivota – Corfu town (20 nm) 3,3h, Day 5. Corfu town – Kavos (21 nm) 3,5h, Day 6. Kavos – Parga (17 nm ) 3h, Day 7. Parga – Lefkas (40 nm) 6,5h
More Greece sailing tours, rent a boat Greece
Croatia
Day 1. Kastel Gomilica – Rogac 19.48 km (12.10 nm), Day 2. Rogac – Vis 47.02 km (29.22 nm), Day 3. Vis – Vela Luka (Korcula) 44.90 km (27.90 nm), Day 4. Korcula – Trpanj 64.75 km (40.23 nm), Day 5. Trpanj – Ploce 15.05 km (9.35 nm), Day 6. Ploce – Makarska 45.40 km (28.21 nm), Day 7. Makarska – Omis – Kastel Gomilica 64.57 km (40.12 nm)
More Croatia sailing tours, boat rental Croatia
Caribbean sailing itineraries
The BVI
Day 1. Road Town – Parham Town 9, 38 km (5, 83 nm), Day 2. Parham Town – Spanish Town (Virgine Gorda Island) 14, 02 km (8, 71 nm), Day 3. Spanish Town – Anegada 31, 11 km (19, 33 nm), Day 4. Anegada – Scrub Island 32, 34 km (20, 10 nm), Day 5. Scrub Island – Jost Van Dyke 25, 61 km (15, 91 nm), Day 6. Jost Van Dyke – Cruz Bay 13, 75 km (8, 54 nm), Day 7. Cruz Bay – Nanny Cay – Road Town 25, 25 km (15, 69 nm).
More BVI sailing routes, BVI yacht charter
Antiqua
Day 1. St. John’s – Long Island 16, 99 km (10, 56 nm), Day 2. Long Island – Barbuda 54, 97 km (34, 16 nm), Day 3. Barbuda – Gustavia 109, 89 km (68, 29 nm), Day 4. Gustavia – Anguilla 40, 58 km (25, 21 nm), Day 5. Anguilla – Saint Kitts and Navis 94, 84 km (58, 93 nm), Day 6. Basseterre (St.Kitts & Nv.) – Redonda 58, 53 km (36, 37 nm), Day 7. Redonda – Montserrat – St. John’s 71, 55 km (44, 46 nm)
Antigua sailing holidays, Antigua sailing in october
Indian-ocean sailing itineraries
Thailand
Day 1. Phuket – Phanak Island 14,72 km (9,15 nm), Day 2. Phanak Island – Koh Hong 3,52 km (2,19 nm), Day 3. Koh Hong – Koh Rang nok 24,24 km (15,06 nm), Day 4. Koh Rang nok – Houng Island 7,33 km (4,56 nm), Day 5. Houng Island – Koh Poda 18,55 km (11,52 nm), Day 6. Koh Poda – Koh Phi Phi 23,31 km (14,48 nm), Day 7. Koh Phi Phi – Naka Noi Island – Phuket 49,44 km (30,72 nm)
Seychelles
Day 1. Seychelles – Silhouette Island 33,17 km (20,61 nm), Day 2. Silhouette Island – Ile du Nord 9,99 km (6,21 nm), Day 3. Ile du Nord – Cousin Island 45,70 km (28,40 nm), Day 4. Cousin Island – Curieuse 11,22 km (6,97 nm), Day 5. Curieuse – Praslin Island 12,62 km (7,84 nm), Day 6. Praslin Island – La Digue Island 6,96 km (4,32 nm), Day 7. La Digue Island – Sainte Anne Island – Seychelles 49,78 km (30,93 nm)
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