Sailing Expeditions

Embark on a true sailing expedition!

Combine sailing with discovering exotic new places. Have adventures on water and on land, each day bringing new things to explore. Spend the time outdoors, disconnect from the daily troubles and get maximum excitement out of your holiday time.

Sail a traditional ship to remote destinations - sometimes accessible only by water. Use the power of the wind to reach your port of call with as little impact on local nature as possible. Learn to sail and enjoy the journey as much as the destination.

Don’t be shy – Sail Training means learning by doing, but the experienced crew won’t let you mess it up! Trim the sails, navigate the sea charts and learn to make useful knots. Take the helm and feel the rush of steering a large vessel all by yourself.

Reach your destination and find a safe harbour for your ship. It’s time to explore! Put on your hiking boots and don’t forget the camera! Go hiking in the highlands or conquering glaciers, or maybe visiting remote villages and tasting exotic cuisines.

Use your time on land to the fullest. Immerse yourself in these new places and learn about their history and culture. Climb a mountain and take in the view from up high. Can you see your ship? Look around carefully for signs of wildlife: maybe you’ll spot whales, reindeer or penguins?

Enjoy the digital detox and leave the phone behind in your cabin. Pick up that book you’ve been wanting to read for ages, spend long hours after dinner chatting with your new friends or simply let yourself get lost in looking over the horizon. This is your dream adventure.

Tecla

Puerto Montt (CL) - Rapa Nui (CL)

10 Apr 2025 - 30 Apr 2025
From Patagonia to Polynesia: cruising on the Pacific Ocean. Board Tecla is Puerto Montt, in the Lake District of Chile. Depending on weather and wind, a...
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Picton Castle

Lunenburg (CA) - San Cristobal, Galapagos (EC)

22 Apr 2025 - 19 Jul 2025
One voyage, two oceans, and countless unforgettable experiences! Join the Picton Castle as it sails from Nova Scotia, Canada, to the iconic Galapagos Islands, with stops...
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Picton Castle

Lunenburg (CA) - New Orleans (US)

22 Apr 2025 - 28 May 2026
Embark on a 400-day journey of a lifetime aboard the Picton Castle, sailing from Canada down the North American coast, through the Panama Canal, and onward...
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Tecla

Papeete, Tahiti (PF) - Honolulu, Hawaii (US)

02 Jun 2025 - 29 Jun 2025
Set sail between Tahiti and Hawaii. Explore the Pacific Islands with the Tecla crew. This long voyage will give you enough time to really see what...
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Tecla

Honolulu, Hawaii (US) - Dutch Harbor, Alaska (US)

01 Jul 2025 - 25 Jul 2025
From Hawaii to Alaska over the Pacific Ocean. Starting with a tropical vibe, this North Pacific voyage will head to a place that speaks to the...
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Picton Castle

San Cristobal, Galapagos (EC) - Tahiti (PF)

20 Jul 2025 - 26 Oct 2025
Join the Picton Castle in the stunning Galapagos Islands and embark on a month-long voyage to Pitcairn Island. After days at sea, prepare for an extended...
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Tecla

Dutch Harbour, Alaska (US) - Nuuk (GL)

27 Jul 2025 - 16 Sep 2025
*Limited availability* Attempting the Northwest Passage. In 2019 and 2023, the Tecla crew successfully navigated through the ice and channels of the Northwest Passage. Now you...
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Tecla

Reykjavik (IS) - Harlingen (NL)

05 Oct 2025 - 29 Oct 2025
This voyage is all depending on wind and weather. The roughly 700 miles between Reykjavik and Ullapool can be sailed in 5 days with a favorable...
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Picton Castle

Tahiti (PF) - Stanley (FK)

27 Oct 2025 - 30 Dec 2025
Depart from Tahiti and set course for the beautiful Polynesian island of Raivavae, then brace yourself for a challenging South Pacific crossing toward Cape Horn. This...
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Picton Castle

Stanley (FK) - Saint George’s (GD)

31 Dec 2025 - 01 Apr 2026
Board the Picton Castle in the South Atlantic’s Falkland Islands and set sail for the remote island of St. Helena before taking course for the Caribbean....
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Picton Castle

Saint George’s (GD) - New Orleans (US)

02 Apr 2026 - 28 May 2026
Experience the Caribbean aboard the tall ship Picton Castle. Embark from Grenada and discover a series of breathtaking islands, including the Tobago Cays, Bequia, Martinique, Dominica,...
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