Are you planning a sailing holiday in May? May is an ideal time to sail as it marks the transition from spring to summer. The weather is warm but not too hot, the sea is calm and the wind is perfect for a smooth sailing experience. Whether you are looking for the crystal clear waters of the Mediterranean, the tropical charm of the Caribbean or other beauties of Northern Europe, May offers a number of exceptional destinations for sailors of all levels. In this article, we will look at the best places to sail in May and why this month is perfect for a sailing adventure.
In this article you can read about the following:
- Mediterranean (Warm & Mild Winds)
- Caribbean (Dry Season Ending, Fewer Crowds)
- Indian Ocean (Tropical & Exotic)
- French Polynesia – Pacific Ocean
- Norwegian fjords – Northern Europe
- Sailing in May: itineraries
Mediterranean (Warm & Mild Winds)
Sailing the Mediterranean in May offers a unique blend of tranquility and exploration as the region awakens from its winter slumber. The weather is pleasantly warm, the waters are calm, and the bustling summer crowds have not yet arrived. It is the perfect time to explore hidden, quiet coves, charming seaside villages, and local cultures. Comfortable sailing conditions await you, with gentle breezes, and spring blooms adding a beautiful touch to the already stunning landscape.
Greece
Sailing in Greece in May offers perfect conditions with warm temperatures, clear skies and light winds, making it an ideal time to explore the beautiful islands. Expect fewer crowds at this time, making for a more relaxed and intimate sailing experience. From the iconic Cyclades to the stunning Ionian Islands, May showcases the best of Greece’s natural beauty and rich cultural heritage. Tip: If you are travelling in early May, it may coincide with the Greek Easter holidays. Corfu, for example, has a world-famous Easter celebration, with a parade, traditional music and fireworks. Spring begins on May 1st, and the various islands celebrate with festivals (Protomagia), street parties and gatherings. Bareboat yacht charter Greece
Weather: Temperatures are 20-27°C, depending on the region. Warmer on the islands and in the south. Sea: 18-21°C – swimmable, but still a bit chilly. Sunshine is around 9-11 hours a day, providing excellent sailing conditions. Precipitation is minimal, with occasional showers, mostly at the beginning of the month. Winds are moderate, typically between 10-20 knots.
Croatia
Sailing in Croatia is a fantastic choice with the pleasant weather in May, calm seas and fewer tourists than in the summer months. The stunning Dalmatian coast with its crystal clear waters and charming islands offers the perfect setting for a relaxing sailing adventure. May allows you to enjoy Croatia’s beautiful landscapes and vibrant culture in a relaxed and less crowded atmosphere. Tip: The Istrian truffle season begins in May, when local producers and truffle hunters start collecting the famous white truffles in the forests. If you are sailing near Istria, you can also join the region’s truffle tours in May and learn about the hunting and use of this unique ingredient. Bareboat yacht charter Croatia
Weather: Air: 18-25°C, warmer in the south (Dubrovnik, Split). Sea temperature: 17-20°C cool. Sunshine is around 8-10 hours, providing a long day for sailing. Precipitation is moderate, rain can be expected mainly in the north (Istria, Kvarner). The southern regions (Dalmatian coast) are drier. Wind speeds are usually 5-20 knots, depending on the location, which makes sailing more comfortable.
Turkey
Turkey offers ideal weather for sailing, with warm May temperatures, light winds and calm seas perfect for exploring the stunning Turquoise Coast. Quiet harbours and picturesque bays provide the perfect opportunity to explore hidden gems such as Bodrum, Marmaris and Göcek. May is the perfect mix of natural beauty, rich history and a relaxed sailing experience. Tip: In May, Turkey’s towns and villages host various local festivals as the summer season kicks off. The Fethiye Festival, held in early May, celebrates local culture with music, dance and traditional performances. Bodrum and Marmaris also host various cultural events that give you a taste of Turkish hospitality and local traditions. yacht charter Turkey
Weather: Temperatures are 22-28°C, warmer in the south (Bodrum, Marmaris, Antalya). Sea temperatures are 19-22°C – pleasant for swimming. Sunshine is 10-12 hours a day, ensuring long sailing days. Precipitation is very low, mostly dry and sunny, especially in the Aegean and Mediterranean. Winds are usually 10-20 knots, ensuring pleasant sailing conditions.
Italy
Sailing in Italy in May offers pleasant weather for a sailing trip. Warm temperatures and moderate winds are ideal for exploring the country’s beautiful coastline. The Mediterranean waters around regions such as the Amalfi Coast, Sardinia and Sicily are perfect for sailing. May allows you to enjoy the beauty of Italy’s coastline without the summer crowds, making for an unforgettable sailing experience. Tip: Many Italian cities hold local festivals and events in May, celebrating everything from art to music to food and wine. For example, Festa della Sensa (Venice, early May): Parades and gondola races celebrate Venice’s connection to the sea. Cinque Terre Music Festival (Cinque Terre, late May): A celebration of music in charming coastal villages. Sagra del Pesce (Camogli, late May): A huge fish festival in the Ligurian village of Camogli. These events offer a unique opportunity to experience the culture of the coastal regions you will be sailing through. Bareboat yacht charter Italy
Weather: Temperatures range from 18 to 26°C, warmer in the south (Sicily, Amalfi, Sardinia). Sea: 17 to 21°C, slightly cool. 8 to 10 hours of sunshine ensure long sailing days. Precipitation is light to moderate, with occasional showers, mainly in the northern regions. Winds are generally 10-20 knots, depending on the region.
Caribbean (Dry Season Ending, Fewer Crowds)
Sailing in the Caribbean in May means enjoying warm breezes, calm seas and fewer tourists as the peak season winds down. It’s the perfect time to explore secluded beaches, vibrant coral reefs and charming island communities. With steady trade winds and ideal sailing conditions, May offers a more relaxed and authentic Caribbean experience. It’s an ideal time to explore popular destinations like the Bahamas, Grenadines or British Virgin Islands.
Bahamas
The Bahamas in May offers you an exceptional opportunity for calm sailing, with crystal clear waters and gentle trade winds that will make you have a stunning experience. At this time, you can peacefully explore secluded beaches and hidden coves with fewer visitors. This is an ideal time to visit the natural beauty. With warm temperatures and steady winds, this is the perfect month to explore the islands! Tip: Regattas are popular in the Bahamas, and there are several local sailing competitions in May. If you enjoy sailing, you can often find regatta events on the islands, where you can watch local crews compete in traditional sailing boats. Sailing in Bahamas, yacht rental Bahamas
Weather: Temperatures range from 24-30°C, warmer on the southern islands. Sea temperatures range from 26-28°C – perfect for swimming. Sunshine lasts 10-11 hours, providing long sailing opportunities. Precipitation is light to moderate (sometimes tropical showers), but mostly sunny. Winds are usually 10-20 knots, ideal for sailing.
Grenadines
Sailing in the Grenadines in May is ideal due to the favorable weather and low tourist numbers. The trade winds are steady, providing excellent sailing conditions, while the dry season provides sunny skies and calm seas. Additionally, May falls just before the peak tourist season, so you can enjoy the stunning beaches, crystal clear waters and vibrant marine life in a more relaxed environment. Tip: If your trip coincides with the Bequia Easter Regatta festival (usually in late April or early May), you will be right in the middle of a lively and culturally rich series of events, with local competitions, music and celebrations. It is a fantastic opportunity to experience authentic Caribbean culture while sailing. Grenadines yacht charter
Weather: Temperatures are 26-31°C, warm and pleasant. Sea temperatures are 27-29°C – perfect for swimming. Sunshine lasts 9-10 hours, allowing for long sailing opportunities. Precipitation is light to moderate, with occasional short showers. The wet season begins in June, but May is mostly dry. Winds are generally 15-25 knots, making it excellent for experienced sailors.
British Virgin Islands
May is a fantastic time to sail in the British Virgin Islands, with warm temperatures, steady trade winds and fewer tourists than in the winter months. The calm, crystal clear waters make island hopping between destinations such as Tortola, Jost Van Dyke and Virgin Gorda an absolute pleasure. With quieter anchorages and perfect sailing conditions, this is the ideal month for a relaxed Caribbean cruise. Tip: The British Virgin Islands occasionally host local festivals, such as live music events, outdoor parties and barbecues, which bring locals and visitors together in a festive atmosphere. Sailing in British Virgin Islands, bareboat yacht charter BVI
Weather: The air is 26-31°C, with warm days and pleasant nights. The sea is 27-29°C – ideal for snorkeling. 9-10 hours of sunshine make for long sailing days. Precipitation is light to moderate (sometimes with brief showers), but mostly sunny. Winds are generally 10-20 knots, making it great for sailors of all levels.
Indian Ocean (Tropical & Exotic)
From the tropical islands of Thailand in the Indian Ocean, to the pristine beauty of the Seychelles and the vibrant culture of Mauritius, the region offers stunning scenery and excellent sailing conditions in May.
Seychelles
May is a great time to sail in the Seychelles due to the transition between the northwest and southeast monsoon seasons. This period offers calm seas, warm temperatures and gentle breezes for sailing, and perfect conditions for exploring the archipelago’s pristine beaches, crystal clear waters and vibrant coral reefs. With fewer tourists than during the high season, the Seychelles is more relaxed and intimate at this time. Tip: The Seychelles Ocean Festival, held annually in May, focuses on marine conservation. This event features exhibitions, demonstrations and ocean-themed activities in Mahé or Praslin, raising awareness of ocean conservation and the protection of Seychelles’ diverse marine life. bareboat yacht charter Seychelles
Weather: Air: 26-31°C, warm but pleasant. Sea: 28-30°C – perfect for diving. 8-9 hours of sunshine ensure long sailing days. Rainfall during this period is moderate, with occasional light showers. Winds are generally 10-20 knots, increasing towards the end of the month.
Thailand
May offers a unique sailing experience in Thailand, with warm waters, lush green landscapes and fewer crowds than in the high season. While occasional tropical showers bring refreshing breezes, the Andaman Sea remains calm, making it perfect for exploring destinations such as Phuket, Koh Phi Phi and the Similan Islands. It’s a great time to enjoy the wonders of stunning beaches and abundant marine life. Tip: Royal Ploughing Ceremony (usually early May): This ancient ceremony marks the start of the rice planting season in Thailand. It is held in Bangkok and involves a traditional ritual to ensure a good harvest. It is not something you can experience directly while sailing, but if you happen to be in Bangkok, you can join in the festivities. bareboat yacht charter in Thailand
Weather: Temperatures are 26-32°C, warm and humid. The sea is 28-30°C – ideal for diving. Sunshine 5-7 hours – expect some sunshine, but rain is more likely. Rainfall: The southwest monsoon begins in May. Expect moderate rainfall (around 100-200 mm), often in the form of heavy afternoon or evening showers, but these are usually short-lived. Humidity is high, with relative humidity around 80-90%. Wind speed: 10-18 knots, typically light to moderate, although the wind may pick up in the event of a storm.
French Polynesia – Pacific Ocean
Sailing in French Polynesia in May is a dream come true, as it marks the start of the dry season, with warm, sunny weather and calm seas. The trade winds are consistent, making it the ideal time to explore the stunning lagoons, turquoise waters and lush islands such as Tahiti, Bora Bora and Moorea. Plus, May falls just before the peak tourist season, so you can enjoy its breathtaking beauty and amazing marine life in a more relaxed environment. Tip: Oro Festival (May): This festival in Hua Hin celebrates the ancient Polynesian god Oro and includes traditional dances, music and rituals. It is a great opportunity to experience the island’s spiritual and cultural events first-hand. bareboat yacht charter French Polynesia
Weather: The air is 25-30°C – warm and pleasant. The sea is 27-29°C – perfect for swimming and diving. The 8-10 hours of sunshine ensure long sailing days. Rainfall is much less than in the wet season (November-April), with only occasional light showers. The humidity is reduced, making the climate more comfortable. Winds are 10-20 knots, ideal for calm sailing.
Norwegian fjords – Northern Europe
Sailing the Norwegian fjords in May is a unique experience, as spring brings longer daylight hours, blooming landscapes and milder temperatures. The fjords are less crowded than in the summer months, allowing you to enjoy the beauty of gigantic cliffs, cascading waterfalls and calm waters. This time of year offers the opportunity to admire the region’s wildlife and breathtaking views of the snow-capped peaks. Tip: Viking Festival in Gudvangen (end of May): If you are sailing near the Nærøyfjord or Aurlandsfjord, you can attend the Viking Festival in Gudvangen, which takes place at the end of May. The festival includes reenactments of Viking life, Viking battles and demonstrations of traditional crafts, which provide a fascinating insight into Norway’s history. Bareboat charter Norway
Weather: Temperatures 5-15°C, cooler at night. At sea: 6-10°C, too cold for swimming. Sunshine 16-18 hours – almost endless sailing time. Precipitation, occasional showers (expect 80-120 mm of rain). Snow is still present on the higher peaks, adding to the stunning scenery. Winds are usually 5-15 knots, but stronger in open waters.
Sailing in May: itineraries
Mediterranean Sailing Itineraries
Greece Sailing Itinerary
Day 1. Athens – Selinia Salamis (Salamina island) 9.42 km (5.85 nm), Day 2. Salamina – Aegina 26.25 km (16.31 nm) Day 3. Aegina – Poros (Poros Island) 35.54 km (22.08 nm), Day 4. Poros – Ermioni 40.00 km (24.85 nm), Day 5. Ermioni – Idra (Idra Island) 19.58 km (12.16 nm), Day 6. Idra – Coressia (Kea island) 83.19 km (51.69 nm), Day 7. Kea – Sounion – Athens77.30 km (48.03 nm)
Italy Sailing Itinerary
Day 1. Santa Teresa Gallura – Bonifacio 16, 45 km (10, 22 nm), Day 2. Bonifacio – Porto Vecchio 46, 5 km (28, 92 nm), Day 3. Porto Vecchio – Cala Santa Maria 43, 6 km (27, 09 nm), Day 4. Cala Santa Maria – Tavolara island57, 36 km (35, 64 nm), Day 5. Tavolara – Porto Cervo 33, 98 km (21, 12 nm), Day 6. Porto Cervo – Porto Pollo 24, 91 km (15, 48 nm), Day 7. Porto Pollo – Porto Pozzo – Santa Teresa Gallura 23, 37 km (14, 52 nm)
British Virgin Islands Sailing Itinerary
Day 1. Nanny Cay, Tortola – The Bight, Norman Island 9.70 km (6.02 nm), Day 2. The Bight – Hallovers Bay, Cooper Island 16.35 km (10.16 nm), Day 3. Hallovers Bay – Trellis Bay, Beef Island 10.90 km (6.77 nm), Day 4. Trellis Bay – Scrub Island 2.20 km (1.37 nm), Day 5. Scrub Island – Cane Garden Bay 18.90 km (11.74 nm), Day 6. Cane Garden Bay – Jost van Dyke, Great Harbour 10.40 km (6.46 nm), Day 7. Jost van Dyke – Soper’s Hole – Nanny Cay 18.90 km (11.74 nm).
More BVI sailing routes
Seychelles Sailing Itinerary
Day 1. Seychelles – Praslin Island 43,64 km (27,12 nm), Day 2. Praslin Island – La Digue Island 8,22 km (5,11 nm), Day 3. La Digue Island – Curieuse Island 13,26 km (8,24 nm), Day 4. Curieuse Island – Saint Pierre Island 3,81 km (2,37 nm), Day 5. Saint Pierre Island – Aride Island 12,80 km (7,95 nm), Day 6. Aride Island – Cousin Island 12,43 km (7,72 nm), Day 7. Cousin Island – Sainte Anne Island – Seychelles 41,80 km (25,97 nm)
French Polynesia Sailing Itinerary
Day 1. Tahiti Raiatea – Haamene Bay 8,57 km (5,32 nm), Day 2. Haamene Bay – Motu Tehutu 22,30 km (13,86 nm), Day 3. Motu Tehutu – Bora-Bora 22,33 km (13,87 nm), Day 4. Bora-Bora – Poutoru 29,37 km (18,25 nm), Day 5. Poutoru – Tehurui Bay 23,83 km (14,81 nm), Day 6. Tehurui Bay – Faaroa Bay 33,58 km (20,86 nm), Day 7. Faaroa Bay – Tupua Bay – Tahiti Raiatea 10,66 km (6,62 nm)
Norwegian Fjords Sailing Itinerary
Day 1. Porsgrunn – Ulefoss 31 km (17 nm), Day 2. Ulefoss – Lunde 13 km (7 nm), Day 3. Lunde – Norsjø ferieland 26 km (14 nm), Day 4. Norsjø ferieland – Skien 33 km (18 nm), Day 5. Skien – Langesund 28 km (15 nm), Day 6. Langesund – Kragerø 28 km (15 nm), Day 7. Kragerø – Porsgrunn – Porsgrunn 46 km (25 nm)
