Life at sea never stands still and it brings new and unexpected challenge with every sunrise. Experience the exhilaration of roaring waves or the bliss of a flat ocean with our top sailing adventure holidays. Feel salty air rush against your skin as you race a world-class yacht, learn new skills as you take the helm of a historic tall ship, dive into your passion on an expedition, or simply sit back and enjoy the ride. Whether you choose to leave the coast behind or to anchor in a different bay every night, come and find balance on the water.
Race 628 nautical miles from Sydney to Hobart on a true bluewater sailing adventure.
Sail Saint Maarten via Horta, Azores to Lagos, Portugal
Antigua Sailing Cup, Antigua Yacht Week, Antigua Classic Yacht Regatta
Spend Christmas sailing the crystal waters of the Caribbean on a classic Swan 51
Sail Atlantic Rally for Cruisers 2026: Gran Canaria → Caribbean (15-19 days)
Downwind Indian Ocean voyage with beaches, reefs, whale sharks and Zanzibar finale
Sail ~600 nm from Seychelles through remote atolls to Madagascar — reef, wildlife, hands-on adventure.
Ocean crossing from Zanzibar via Pemba to the Seychelles — 900 nm, hands-on and immersive
Sail 40 days across the Atlantic from Portugal to Barbados — all experience levels welcome.
Join part or all of an unforgettable 44 day eastbound transatlantic from Antigua to England via Azores
Sail Martinique, St Martin and Bahamas on this epic tall ship adventure in the Caribbean.
Sail Martinique, Carriacou, Grenada, Saint Lucia, Dominica and Guadeloupe on this hands on adventure!
Join the crew of this historic tall ship island-hopping adventure from Suriname to Martinique
Join the crew of this tall ship for a winter sun, island-hopping adventure around the Cape Verde archipelago
Explore the remote Northeast coast of Greenland under sail and visit the world’s largest National Park
Sail west from Svalbard to the remote fjords of Northeast Greenland following the edge of the Arctic Sea Ice.
Venture 80° North into the Arctic circle, on a remarkable circumnavigation of Svalbard
Embark on a transatlantic voyage on a Challenge 67 from USA to France via St Pierre & Miquelon
Join a true Antarctica sail expedition to explore one of the world's last wildernesses - epic 19 day voyage.
A beautiful two-week voyage from Montevideo to Ushuaia on board a traditional tall ship as hands-on guest crew
Come aboard and sail through some of the most beautiful Greek islands in the Ionian Sea. On this eight-day ...
Take a relaxing sailing trip through some of the most beautiful Greek islands in the Ionian Sea. On this ei...
Sail through the gorgeous Greek Islands on a ten-day seafaring adventure around the Cyclades. Setting off f...
Rugged Adriatic Coast, ancient port cities and the sheltered waters of the Bay of Kotor make Montenegro a d...
Encounter wildlife up close and personal on a voyage to the Galapagos Islands for an experience like no oth...
See Croatia's natural beauty for yourself on this eight-day sailing adventure along the gorgeous Adria...
Embark as a teammate in a transatlantic voyage on a Challenge 67 from France to USA
Embark as a teammate in a transatlantic voyage on a Challenge 67 during the ARC 2025!
Embark on the voyage of a lifetime sailing from Gran Canaria to Martinique on an exceptional 54ft catamaran
The voyage of a lifetime to sail across the Atlantic Ocean with a crew in the ARC 2025.
Join a crew to sail back across the Atlantic Ocean from Antigua to the UK
A once in a lifetime sailing expedition through the Northwest Passage
Join an Antarctica tall ship voyage from the Falkland Islands, Drake Passage and more!
A romantic sailing voyage from Chile's Patagonia to Galápagos via Robinson Crusoe Island!
Sail from the Galápagos to Easter Island on a 21-day deep-ocean adventure aboard a traditional ship.
A romantic sailing voyage route from Chile Easter Island on a historic tall ship
Adventure sailing Tenerife to Falkland Islands from the North Atlantic into the South Atlantic across equator
Tall ship voyage from Peru into the Pacific to the iconic Galápagos adventure aboard and ashore
Trace the rugged Pacific coastline of South America under sail on this mile making tall ship adventure.
Embark on a tall ship sailing voyage through the channels and fjords of Southern Chilean Patagonia.
Explore Galapagos then sail across the open Pacific to Easter Island
Experience life at sea as you sail across the Atlantic Ocean on a 100 year old traditional tall ship.
Sail Scotland’s wild Hebrides: elemental seas, remote islands, expert skipper, and true adventure.
Hike and sail the wonders of the Aeolian islands with a classic wooden windjammer
In April 2026 this 100+ year old wooden Brigantine is sailing right into the heart of the festival world!
Embark on an extraordinary sailing expedition across the Western Mediterranean.
Hike and sail the wonders of the Aeolian islands with a classic wooden windjammer
Embark on an Active Sailing Adventure – Discover the Dolce Vita of Italy by Land and Sea!
From the bustling harbour town of Sliema to the volcanic beauty of the Aeolian Islands.
Experience a thrilling mix of hands-on sailing and coastal exploration.
7 Days Liveaboard Adventure Sailing & Freediving in Croatia
A week of hands-on sailing with an experienced ocean skipper and expert supervision
Explore wild Pacific Ocean islands on a leg of this epic voyage
Explore wild Pacific Ocean islands on a leg of this epic voyage
Join an Antarctica voyage on a classic boat from Puerto Williams, Chile, discover the wilderness
Join a voyage leg of a tall ship sailing adventure from Netherlands to Cape Verde
Embark as a teammate in a transatlantic voyage on a Challenge 67 from Guadalupe to France via Azores!
An incredible adventure that will teach you exactly what is needed to plan and sail a major ocean crossing
This voyage is perfect for mile collectors you will be able to log some serious time and miles!
We believe in ‘creating better places for people to live in, and better places to visit’ through a responsible approach to travel. Read how you can travel responsibly on your adventure.
Our journey began on an ocean adventure sailing across the Atlantic ... find our more and get inspired for your next great trip.
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