Tall ship adventures are a unique way to experience how 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 tall ship sailing adventure holidays. Feel salty air rush against your skin in annual tall ship races, 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 voyage. From ocean crossings and full circumnavigations where you join the crew – no experience needed – to sail a tall ship around the world there are voyages for all. Whether you choose to leave the coast behind or to anchor in a different bay every night, come and find balance on the water.
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
Cross the Atlantic by tall ship from Nova Scotia to Spain on an epic eastbound voyage.
Join part or all of an unforgettable 44 day eastbound transatlantic from Antigua to England via Azores
A hands on voyage along the northern Bahamas to Virginia, United States of America
Sail 40 days across the Atlantic from Portugal to Barbados — all experience levels welcome.
A five day sail between iconic U.S. East Coast ports from New England to Nova Scotia
Sail iconic U.S. East Coast ports with a Dutch Tall Ship — Maritime Festivals 2026
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
Join a 20/21 day true Antarctica sail expedition to explore one of the world's last wildernesses
Sail into East Greenland’s wilderness to witness the 2026 total solar eclipse from the path of totality.
An immersive Greenland sailing expedition: ice, fjords, wildlife and tall-ship life.
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
Adventure sailing Falkland Islands north to Azores via St Helena and across the equator
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
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
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.
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
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.
Explore wild Pacific Ocean islands on a leg of this epic voyage
Join a voyage leg of a tall ship sailing adventure from Netherlands to Cape Verde
This voyage is perfect for mile collectors you will be able to log some serious time and miles!
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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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