Where to Sail in May 2025
May is when spring blossoms into summer, making it one of the best months to set sail. With warm weather, gentle seas, and fewer crowds, it’s the perfect time to explore the world’s most breathtaking cruising grounds. Whether you’re drawn to Mediterranean charm, Caribbean tranquility, or exotic Pacific vistas, May offers endless possibilities for unforgettable adventures.
In this blog post, we will guide you through some of the best sailing destinations in May. So if you know that you want to book a yacht charter, but don’t know which destination to pick, we’ll share the best options for the month of May, including:
Destination #1 – Italy
Perfect for: Foodies and Photographers
Italy is a captivating choice for a yachting vacation in May. Could it be the best time to sail in the Mediterranean? The waters are calm, and the weather is warm but not overly hot, making it ideal for exploring both land and sea.
Why sail in Italy in May?
May offers mild temperatures, typically between 60°F and 80°F, perfect for enjoying the stunning coastal scenery without the intense summer heat. The Mediterranean is just starting to warm up, and marinas are less crowded, allowing for a more relaxed experience.
How to get the best out of Italy in May
- Dine on Fresh Seafood: Enjoy the bounty of the Mediterranean with fresh seafood dishes. Visit coastal towns like Cagliari and Alghero in Sardinia or Amalfi and Positano on the Amalfi Coast for some of the best seafood restaurants.
- Explore the Beaches: Relax on beautiful sandy beaches and swim in crystal-clear waters. The beaches in Sardinia, such as Cala Goloritzé and La Pelosa, are particularly stunning. Find out more about the best beaches in Italy.
- Visit Vineyards and Sample Wines: Italy is renowned for its wine. Explore vineyards in regions like Tuscany or visit local wineries to sample some of the finest Italian wines.
- Stroll Through Lush National Parks: Discover Italy’s lush landscapes with visits to national parks such as Cinque Terre National Park or the stunning coastline of the Amalfi Coast. You’ll love taking photos here.
- Discover Local Charm: Explore Portorosa, which serves as a gateway to the picturesque Aeolian Islands, offering charming coastal views and local cuisine. Procida is a quaint island near Naples known for its colorful buildings, traditional atmosphere, and relaxed pace, providing an authentic Italian island experience.
Destination #2 – St Lucia
Perfect for: Adventurers and Nature Lovers
St Lucia in May is where adventure meets paradise. Imagine hiking the majestic Pitons, savoring Creole delicacies, and sailing along palm-fringed shores—all under the golden glow of the Caribbean sun. With its vibrant culture and pristine landscapes, St Lucia offers a perfect blend of excitement and relaxation.
Why do a St Lucia vacation in May?
The weather in May is similar to the high season, with temperatures around 77°F to 90°F. This is what makes it one of the best places for a sailing vacation in May because prices are lower and crowds are thinner. There are some pleasant showers, which help keep the island lush and green. The trade winds provide good sailing conditions, and it’s before the start of hurricane season.
How to get the best of St Lucia in May
- Enjoy the Jazz Festival: Experience the vibrant culture of St Lucia at the annual Jazz Festival, which showcases both local and international musicians in a stunning island setting.
- Hike the Pitons: The iconic Pitons offer some of the best hiking trails in the Caribbean. Climb the Gros Piton or Petit Piton for breathtaking views and a challenging adventure.
- Explore Charming Towns: During your St Lucia sailing itinerary, make sure to visit Castries, the capital city, for local markets and cultural experiences, or explore the quaint fishing village of Soufrière.
- Picnic Under Palm Trees: Relax on one of St Lucia’s beautiful beaches like Anse Chastanet or Reduit Beach, and enjoy a leisurely picnic with stunning views of the Caribbean Sea. Learn more about the best beaches in the Caribbean.
- Experience Local Cuisine: Sample St Lucia’s Creole dishes, including fresh seafood and local specialties, at beachfront restaurants or local eateries.
Destination #3 – The Seychelles
Perfect for: Wildlife Enthusiasts and beachgoers.
The Seychelles is a tropical paradise that shines in May, offering excellent sailing conditions and stunning natural beauty.
Why sail in The Seychelles in May?
May is part of the dry season, with cooler temperatures and consistent southeast trade winds that make for smooth sailing; 20-knot breezes will help you navigate. Humidity is low, and water visibility is excellent, making it a great time for snorkeling and swimming.
How to get the best out of The Seychelles in May:
- Lounge on Pristine Beaches: Relax on the idyllic beaches of Anse Lazio or Anse Source d’Argent, known for their powdery white sand and crystal-clear waters.
- Explore Rainforests and Natural Landmarks: Discover the unique flora and fauna of the Seychelles National Park or visit Vallée de Mai on Praslin Island, a UNESCO World Heritage site.
- Go Birdwatching: The Seychelles is home to rare bird species. Visit Bird Island or the Aldabra Atoll to see some of the world’s most unique avian species. You could add these experiences into your bespoke quote.
- Try Local Creole Cuisine: Sample delicious Creole dishes, featuring fresh seafood, tropical fruits, and aromatic spices, at local restaurants.
- Snorkeling and Diving: Make a point to find the clear waters and vibrant coral reefs during your Seychelles sailing itinerary, as they make for exceptional snorkeling and diving experiences.
Destination #4 – French Polynesia
Perfect for: Sightseers and Culture Enthusiasts
French Polynesia offers an exotic experience in May, with its stunning landscapes and rich cultural heritage making the perfect Tahiti sailing itinerary.
Why sail in French Polynesia in May?
May marks the beginning of the dry season, which lasts until October, providing stable weather and minimal rainfall. With temperatures averaging between 77°F and 84°F, it’s an ideal time to sail in Tahiti without worrying about tropical showers.
How to get the best out of French Polynesia in May:
- Kayak Through Turquoise Waters: Explore the crystal-clear lagoons and coral reefs of Moorea and Bora Bora by kayak.
- Watch Polynesian Dances: Enjoy traditional Polynesian music and dance performances, especially during festivals like the Tahiti Pearl Regatta.
- Explore Moorea’s Jungles: Hike through the lush landscapes of Moorea, discovering waterfalls, panoramic views, and unique flora.
- Snorkel in Coral Gardens: Dive into vibrant coral gardens around Bora Bora or Rangiroa for an unforgettable underwater experience, something worth including when you build your quote.
- Attend the Tahiti Pearl Regatta: Witness this exciting sailing event, which features competitors from around the world racing in the stunning waters of Tahiti.
Destination #5 – The Whitsundays
Perfect for: Relaxation and Adventure Seekers
The Whitsundays offer a fantastic sailing experience in May, with favorable conditions and breathtaking scenery. As a bonus, the months of April and May are the shoulder season, so you may be able to get discounts on your vacation. Give us a call to find out more.
Set sail in the Whitsundays this May, where sun-drenched beaches meet vibrant coral reefs. Dive into the Great Barrier Reef, unwind on Whitehaven Beach’s powdery sands, and bask in Australia’s unparalleled natural beauty. With perfect sailing conditions and serene anchorages, the Whitsundays are a sailor’s dream.
Why sail in The Whitsundays in May?
This has to be one of the best places to sail in May as it is the start of the prime sailing season, with trade winds picking up and less humidity than during the rainy season. The waters are clear, and there are fewer jellyfish, making it ideal for swimming and snorkeling.
How to get the best out of The Whitsundays in May
- Snorkel in the Great Barrier Reef: On your Whitsundays itinerary, discover the world-famous coral reefs and marine life of the Great Barrier Reef, one of the best snorkeling and diving destinations in the world.
- Visit Cedar Creek Falls: Explore these picturesque waterfalls and enjoy a refreshing swim in the natural pools.
- Play Golf: Enjoy a round of golf at the Hamilton Island Golf Club, with stunning views and a challenging course.
- Relax on Whitehaven Beach: Spend a day on the pristine Whitehaven Beach, known for its soft white sand and turquoise waters.
- Explore Heart Reef: Take a scenic flight over the iconic Heart Reef and marvel at its unique coral formation.
Conclusion
May is your gateway to unforgettable sailing adventures, from the romantic coasts of Italy to the serene lagoons of French Polynesia.
Wherever your journey takes you, Sunsail’s expert team is here to craft your perfect yacht charter experience, whether you’re interested in a bareboat charter, skippered charter, or flotilla charter.
Start planning today and turn your May holiday into a lifetime of memories.
Contributor
amelia
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