The Ultimate Sailing Calendar for 2025

With so many incredible sailing destinations around the world offering exceptional water visibility, strong trade winds, beautiful weather, breathtaking natural beauty and vibrant cultures, choosing where to book your next sailing holiday can feel like an impossible task. Deciding what time of year to go sailing in specific destinations to get the perfect conditions, costs and crowds can be even trickier!

To make planning a sailing holiday as hassle-free as possible and help sailors feel confident in their choice of destination, Sunsail has officially unveiled its new 2025 sailing calendar, showcasing the very best sailing destinations for each month of the year.

It comes as new research on the future of travel indicates that travellers are becoming more informed, conducting thorough research before their trips. They’re not just making bookings; they’re actively seeking confidence and reassurance in their choices. Additionally, online searches for “stress-free travel” have increased by 22 per cent in the past quarter.

The calendar outlines the peak and shoulder seasons for 25 of the world’s most popular sailing destinations, from the British Virgin Islands and Belize to Greece and Italy. 

Katrina Lawson, Head of Brand and Acquisition at Sunsail & The Moorings has also shared her thoughts on why specific destinations are ideal for different types of sailors, from professional sailors to families, nature lovers and adventure seekers: “With so many factors to consider, from weather and water conditions to personal circumstances such as availability, costs and who you’re travelling with, planning where and when to go on your next sailing holiday can feel overwhelming. 

“The best part about going sailing is that, no matter what time of year you want to explore the open waters or uncover hidden treasures on-land, there’s always somewhere around the world with the perfect conditions for you, whether you’re a professional sailor, family of adventurers or sailing novice.

“Whether you are already planning a 2025 sailing holiday at one of our 20+ worldwide destinations and looking forward to exploring uninhabited islands, secluded coves and hidden beaches, or still looking for inspiration on where to book for your next sailing trip, we hope our ultimate sailing calendar for 2025 helps you find somewhere you can create memories for life!”

The full sailing calendar, showcasing destination highlights for each month of the year, can be found here. Here’s a snapshot of what the calendar includes:

January Sailing Highlights:

  • For Sun Seekers: AntiguaJanuary offers perfect temperatures for sunbathing on one of Antigua’s 365 breathtaking beaches, such as Green Island Beach.

  • For Multigenerational Families: GrenadaGrenada provides a wide range of activities to suit various interests, from water sports to hiking and lounging on the beach.

  • For Active Families: Cuba – Cuba’s mild January climate is perfect for exploring islands, taking part in water sports and mooring up to go hiking.

February Sailing Highlights:

  • For Beach Lovers: St MartinWith average temperatures of 25°C, you can sunbathe, swim and snorkel on quiet beaches such as Plum Bay.

  • For Families: Key West – The peak season in Key West is perfect for families who want to socialise, meet new people and create magical memories.

  • For couples: British Virgin IslandsThe islands offer the perfect backdrop for Valentine’s Day, with white sandy beaches, coral reefs and lush hillsides.

March Sailing Highlights:

  • For Scuba Diving: ThailandMarch is ideal for scuba diving at sites such as Anemone Reef, and exploring the depths of Thailand’s crystal clear waters.

  • For Nature Lovers: MartiniqueYou can feel connected to nature everywhere you turn in Martinique, particularly in March when visibility and temperatures are at their best.

  • For Switching Off: St LuciaSt. Lucia’s majestic beauty, characterised by the iconic Pitons and lush rainforests, creates the perfect backdrop for rejuvenation.

 

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