Are you planning a sailing holiday in October? Is October a good time to sail? October is a unique and exciting month for sailing enthusiasts around the world. As the peak summer season winds down, this month offers favourable conditions, fewer crowds and stunning scenery in many parts of the world. From the warm, gentle breezes of the Mediterranean to the turquoise shores of the Caribbean, October offers a range of unforgettable experiences. Whether you’re seeking calm waters, steady winds, or stunning coastal landscapes, this month provides a refreshing way to explore 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 favourable weather, cultural festivals and off-season tranquillity, this is an ideal time for your next sailing adventure. We help you with the best destinations, itineraries, yacht rental options and other useful information. 
- Where to sail in October?
- The Mediterranean Sea
- The Canary Islands
- The Caribbean
- The Indian-ocean
- New Zealand
- Sailing holidays in October: itineraries
Where to sail in October?
The Mediterranean Sea
The Mediterranean is one of the best sailing destinations in October, with mild temperatures, calm seas and fewer 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 favourable 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. In October, you can enjoy Greece’s secluded beaches and lower prices while taking in its breathtaking landscapes, ancient ruins, and lively island culture. This is also the season of local festivals, where you can experience grape harvests, wine celebrations, olive picking, and cultural holidays. It’s a perfect time to immerse yourself in authentic Greek traditions and warm hospitality.
Weather: In the three recommended regions, average air temperatures range from 20°C to 25°C, while sea temperatures hover between 21°C and 23°C. Compared to the busy summer months, both sea conditions and winds tend to be calmer, providing a more relaxed sailing experience. The prevailing Meltemi winds of summer ease off by late September and early October, giving way to gentler sea breezes from the southeast and southwest. During autumn, the sirocco—a warm southern wind—is common, typically blowing at a comfortable strength of 2-4 on the Beaufort scale.
Italy
Sailing in Italy in October offers a unique blend of favourable weather, fewer tourists and stunning scenery. The waters of the Mediterranean are still warm, while the crowds have subsided, 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 as well as the stunning scenery. rent a boat Italy
Weather:In the three recommended regions, temperatures range from 18°C to 25°C, with sea temperatures between 22°C and 24°C. As a transitional month, October brings less predictable weather patterns. While the Mediterranean typically experiences light to moderate winds, sudden changes, including gusts or thunderstorms, can arise. The sea is generally calm to moderate, but rougher conditions may develop following storms or periods of stronger winds.
Croatia
Croatia is one of the world’s most popular sailing destinations, and its charm shines even brighter in October. The stunning Adriatic coastline becomes more serene, offering perfect conditions for peaceful and picturesque sailing. With mild temperatures, steady winds, and calm seas, October is an ideal time to explore 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 temperature is typically around 20-22°C, and the average air temperature 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 the best months for sailing in Turkey, 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: In October, daytime temperatures typically range between 20-27°C, with the sea averaging 23-25°C. Winds during this month are generally moderate and steady, making it ideal for sailing. While the summer months along the Turkish coast are dominated by strong northwesterly “Meltemi” winds, by October these winds subside. Instead, you’ll encounter gentler, more variable winds from the south or southeast, blowing at 5-15 knots (2-4 on the Beaufort scale), ensuring stable 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:In October, daytime temperatures in the Canary Islands typically range from 22°C to 26°C, with sea temperatures between 22°C and 24°C. The region experiences northeasterly trade winds, which during this time are moderate, averaging around 10-20 knots—ideal for sailing. Winds tend to be stronger on the eastern islands, such as Lanzarote and Fuerteventura, while conditions are generally 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 in October, and in even popular islands such as Jost Van Dyke, and Virgin Gorda are not crowded. October provides exceptional visibility and warm waters, perfect for snorkeling at the Indians and The Caves off Norman Island. For diving enthusiasts, the wreck of the RMS Rhone near Salt Island, considered one of the Caribbean’s top dive sites, offers an unforgettable experience during this time of year.
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. There is still a chance of a hurricane in October, but it is only a small one.
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 kitesurfing 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, temperatures in the Caribbean typically range from 26°C to 30°C, with sea temperatures around 28°C. As it marks the end of the rainy season, expect occasional downpours and higher humidity. Winds are generally moderate and steady, with easterly trade winds blowing at 10-15 knots, offering excellent sailing conditions with calm seas and consistent breezes. While there is still a chance of tropical storms or hurricanes, the risk is lower compared to 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: Daytime temperatures in Antigua during October range from 27°C to 30°C, with sea temperatures around 28°C. The island is influenced by steady northeast trade winds, typically blowing at a moderate 10-20 knots (11-23 mph). The sea remains calm, with light to moderate waves, making it ideal for both novice 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 Phuket, Krabi and the Phi Phi Islands. As the month progresses, the weather stabilises, with less rainfall and more sunshine. Air temperatures typically range from 25°C to 31°C, while sea temperatures hover around 28°C. The warm, humid air remains comfortable, creating ideal conditions for sailing and outdoor activities. Rain becomes significantly less frequent and intense as the month goes on. Winds are generally light to moderate, ranging from 5 to 15 knots, and shift from southwest to northeast, bringing more stable and predictable sailing conditions. The seas are calm to moderate, making it a great time for both novice and experienced boaters.
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 marks the “inter-seasonal” period in the Seychelles, transitioning from the southeast trade winds to the northwest monsoon season. Air temperatures range from 25°C to 30°C, while the sea stays comfortably between 26°C and 28°C. Winds are typically light to moderate, ranging from 5 to 15 knots (9 to 28 km/h or 6 to 17 mph), with a steady shift from southeast to northwest, creating favourable sailing conditions around the islands. Rainfall is light to moderate, with occasional brief tropical showers or thunderstorms, mostly in the late afternoon or early evening. These showers are usually short and followed by sunshine, rarely affecting 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: Daytime temperatures in October range from 15°C to 22°C, with warmer conditions in the northern regions, like the Bay of Islands and Auckland, and cooler temperatures between 10°C and 18°C in the South Island. Sea temperatures vary by region, ranging from 14°C to 18°C. October typically brings moderate, steady winds, ideal for sailing, with speeds averaging between 10 and 20 knots. Breezy conditions are common in exposed areas, such as the Hauraki Gulf and Marlborough Sounds. Spring winds tend to be more predictable and milder than those in summer or winter, ensuring 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, boat rental Antigua
Canary-islands sailing itinerary
Day 1. Las Palmas – San Miguel Marina 84,92 km (52,77 nm), Day 2. San Miguel Marina – Los Cristianos 72,73 km (45,19 nm), Day 3. Los Cristianos – San Sebastian de la Gomera 100,05 km (62,17 nm), Day 4. San Sebastian de la Gomera – Santa Cruz de la Palma 22,94 km (14,26 nm), Day 5. Santa Cruz de la Palma – Puerto de Vueltas 73,34 km (45,57 nm), Day 6. Puerto de Vueltas – Santa Cruz de Tenerife 120,86 km (75,10 nm), Day 7. Santa Cruz de Tenerife – Las Palmas 136,21 km (84,64 nm)
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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