Adventure Sailing Holidays
Sail beyond the everyday and reach places few others do. Whether you’re kayaking through mangroves, spotting wildlife from your deck, or diving into coral-rich waters, adventure meets you at every turn.
With a range of adventure sailing charter options to suit all abilities and a state-of-the-art fleet of yachts to choose from, it’s easy to craft the kind of journey that stays with you, on your terms.
Whether you’re looking for a world-class hiking experience, want to scuba dive at some of the world’s most challenging sites or come face to face with rare marine life, choose your own adventure and let Sunsail bring it to life.
Our Adventure Sailing Destinations
Start your Island Hopping Adventure with Sunsail
On an adventure sailing holiday with Sunsail, we’ll help you take charge of your own destiny. Dive the majestic Great Barrier Reef from the Whitsunday Islands in eastern Australia, hike up to the Bubbly Pools on Jost Van Dyke in the BVI, swim with whale sharks and meet giant tortoises in the Seychelles, or sail off-the-beaten track to beaches and coves only accessible by boat in Croatia.
Sailing offers you the freedom to explore further afield, navigate new passages, follow where your desires take you, and discover treasures not accessible on foot. We have even created bespoke adventure sailing itineraries that will allow you to experience the pinnacle of snorkelling, scuba diving, hiking and wildlife-watching.
Choose Sunsail for unforgettable adventures on the water and on shore that will live in your heart forever.
Why Choose Sunsail?
Set sail in over 20 amazing sailing destinations around the world. Whether you’re interested in a chartered yacht, a social flotilla or just relaxing while a skipper takes the helm, we have the perfect escape for you. From the Caribbean to Southeast Asia, the Mediterranean to the Seychelles, get inspired with our worldwide adventure sailing destinations.
Bareboat Adventure Yacht Charters
Choose from our world-class fleet of over 500 monohulls and catamarans on a bareboat charter holiday to the planet’s wildest places. Sail your own route, with dolphins frolicking at your bow and adventure calling your name wherever you go.
Take the helm and drop anchor in untouched bays and hidden coves. Sail on flat seas inside spectacular barrier reefs, swim with whales, explore shipwrecks and historical ruins, witness geological phenomena that need to be seen to be believed, all before you moor up and discover what lies beyond the sea.
Once on land, keep an eye out for howler monkeys, enjoy breathtaking views on mountain peaks, explore hidden caves only accessible at certain times of the day, kayak through mangrove forests, and encounter uninhabited islands far from the beaten track.
Adventure Skippered Yacht Charters
Charter a skippered yacht for a stress-free adventure sailing holiday. Let your skipper take the helm and guide you to the most spectacular vistas, home to exceptional natural beauty, stunning hiking routes and mesmerising wildlife. With unparalleled local knowledge, they can give you all the inside secrets so you can find unspoiled, secluded islands that are unknown to others and rife with snorkelling, exploring, wildlife-spotting and hiking experiences.
Alternatively, start your adventure before reaching the shore by pitching in yourself and improving your sailing skills under their expert guidance. Hire a skipper a day at a time or for your entire trip; it’s up to you.
Our World-Class Adventure Sailing Fleet
Sunsail 464 – 4 cabin
4
Cabins
45'7''
Length
10
People
Sunsail 352 – 2 cabin
2
Cabins
34'3"
Length
6
People
Sunsail 465 – 5 cabin
5
Cabins
45'7''
Length
10
People
Sun Odyssey 490 – 5 cabin
5
Cabins
47'3"
Length
12
People
Sun Odyssey 380 – 3 Cabins
3
Cabins
36'10"
Length
6
People
Sunsail 34 – 2 cabin
2
Cabins
33'11"
Length
4
People
Sun Odyssey 319 – 2 Cabin
2
Cabins
32'2"
Length
6
People
Sunsail 53.5 – 5 cabin
5
Cabins
53’7”
Length
12
People
Sunsail 44.4 – 4 cabin
4
Cabins
45'7"
Length
9
People
Sunsail 44.3 – 3 cabin
3
Cabins
45'7"
Length
7
People
Sunsail Lagoon 424 – 4 cabin
4
Cabins
42'0"
Length
10
People
Sunsail 454L – 4 cabin
4
Cabins
45'0"
Length
11
People
Sunsail 41.0 – 3 cabin
3
Cabins
40'5"
Length
8
People
Sunsail 37.3 – 3 cabin
3
Cabins
35'4"
Length
6
People
Sunsail 41.1 – 3 cabin
3
Cabins
40'9"
Length
8
People
Oceanis 40.1 – 4 Cabin
4
Cabins
42’3’’
Length
10
People
Sunsail 38.2 – 2 cabin
2
Cabins
37'9"
Length
6
People
Sunsail 46 – 3 cabin
3
Cabins
47'9"
Length
8
People
Sunsail Oceanis 46.1 – 5 Cabin
5
Cabins
47'11"
Length
11
People
Sunsail Lagoon 450F – 4 cabin
4
Cabins
45'9"
Length
10
People
Adventure Sailing Holiday Frequently Asked Questionss
Where are the best places to go on an adventure sailing holiday?
The best places to go on an adventure sailing charter include the British Virgin Islands, Croatia, St Lucia, Greece, Thailand and Belize. Each one offers countless opportunities for adventure, from snorkelling at the base of The Pitons in St Lucia and scuba diving at the Great Blue Hole in Belize to hiking up to the peak of Vidova Gora in Croatia.
What are the best things to do on your adventure sailing holiday?
The best things to do on an adventure sailing holiday include island hopping, snorkelling, scuba diving, hiking, spotting wildlife and exploring off-the-beaten track destinations. Take the helm and uncover the treasures of the open waters, before mooring up and continuing your adventure on-shore. With Sunsail, the adventure doesn’t stop when you reach land – it’s just getting started.
Who are adventure sailing holidays best suited to?
Our destinations offer varying degrees of adventure, suitable for families looking to try something new all the way to professional sailors, watersports enthusiasts and hikers. Whether you’re an adrenaline junkie or simply looking to expand your horizons, there’s something for everyone on an adventure sailing holiday with Sunsail.
Ready for Something Wilder?
Adventure doesn’t always wait at the end of the road, sometimes, you have to sail to it. With Sunsail, you’ll go beyond the usual routes and into waters where the wild things are, dolphins, whale sharks, rainforests, and secret trails included.
Whether you’re planning your next big trip or just dreaming for now, we’ve got a yacht and a route with your name on it.
Explore our adventure sailing holidays and find your wild.
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