Yacht Charter & Sailing Holidays | Sunsail

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Why Choose Sunsail?

Set sail in over 20 amazing sailing destinations around the world. Whether you are interested in a chartered yacht, a social flotilla, or just relaxing while a Sunsail skipper takes the helm, we have the perfect sailing escape for you. From the Caribbean to Southeast Asia, the Mediterranean to the Indian Ocean, we invite you to let the world’s greatest yachting destinations inspire you.

20+ Stunning Destinations

5-Star Sailing Experience

Loyalty Rewards Program

Award-Winning Yachts

Explore Our Sailing Holidays

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Bareboat Yacht Charters

The freedom and flexibility to set your own itinerary and sail independently.

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Free sail day

Flotilla Holidays

Social sailing in the world’s best destinations guided by our expert lead yacht and crew.

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Skippered Holidays

Let a Sunsail skipper take control; perfect for those new to sailing or looking to unwind.

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Inspiration For Your Next Trip

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Where would you like to go?

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Mediterranean

8 destinations

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8 destinations

Marina Agana

Bareboat

Flotilla

Hop sun-drenched islands and historic seaside towns.

Dubrovnik

Bareboat

Flotilla

Chart a course through Croatia’s walled city and beyond.

Sardinia

Bareboat

Flotilla

Wild beauty, chic ports, and turquoise coves await.

Procida

Bareboat

Flotilla

Authentic island charm and colorful cliffside villages.

Portorosa

Bareboat

Flotilla

Sail among volcanoes, ruins, and rustic seaside towns.

Athens

Bareboat

Sail from Athens to explore Greece’s fabled Saronic gems.

Corfu

Bareboat

Green hills, blue bays, and Ionian island hopping.

Lefkas

Bareboat

Flotilla

Protected waters and postcard villages for every sailor.

Marina Agana

Bareboat

Flotilla

Marina Agana

Hop sun-drenched islands and historic seaside towns.

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Dubrovnik

Bareboat

Flotilla

Dubrovnik

Chart a course through Croatia’s walled city and beyond.

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Sardinia

Bareboat

Flotilla

Sardinia

Wild beauty, chic ports, and turquoise coves await.

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Procida

Bareboat

Flotilla

Procida

Authentic island charm and colorful cliffside villages.

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Portorosa

Bareboat

Flotilla

Portorosa

Sail among volcanoes, ruins, and rustic seaside towns.

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Athens

Bareboat

Athens

Sail from Athens to explore Greece’s fabled Saronic gems.

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Corfu

Bareboat

Corfu

Green hills, blue bays, and Ionian island hopping.

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Lefkas

Bareboat

Flotilla

Lefkas

Protected waters and postcard villages for every sailor.

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Caribbean

7 destinations

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7 destinations

British Virgin Islands

Bareboat

Iconic island-hopping with easy line-of-sight sailing.

Antigua

Bareboat

Historic harbors, trade winds, and a beach for every day.

St. Lucia

Bareboat

Cruise past the Pitons to lush valleys and island life

St. Martin

Bareboat

Sail two cultures—French flair and Dutch delights.

Grenada

Bareboat

Spice-scented breezes and rainforest-covered coastlines.

Belize

Bareboat

Barrier reefs, jungle shores, and off-grid sailing.

Martinique

Bareboat

Flotilla

Sail a slice of France with Creole flavor and volcano views.

British Virgin Islands

Bareboat

British Virgin Islands

Iconic island-hopping with easy line-of-sight sailing.

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Antigua

Bareboat

Antigua

Historic harbors, trade winds, and a beach for every day.

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St. Lucia

Bareboat

St. Lucia

Cruise past the Pitons to lush valleys and island life

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St. Martin

Bareboat

St. Martin

Sail two cultures—French flair and Dutch delights.

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Grenada

Bareboat

Grenada

Spice-scented breezes and rainforest-covered coastlines.

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Belize

Bareboat

Belize

Barrier reefs, jungle shores, and off-grid sailing.

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Martinique

Bareboat

Flotilla

Martinique

Sail a slice of France with Creole flavor and volcano views.

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The United Kingdom

1 destinations

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Indian Ocean

1 destinations

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South Pacific

2 destinations

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Southeast Asia

1 destinations

Hvar Town, Hvar Island

Croatia

Marina Agana

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

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Croatia

Dubrovnik

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

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Greece

Athens

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

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Greece

Corfu

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

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Greece

Lefkas

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

Portorosa Zingaro Natural Reserve Cala Tonnarella Deluzzo

Italy

Portorosa

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

Procida

Italy

Procida

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

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Italy

Sardinia

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

Sunsail catamaran and watersports fun

Caribbean

British Virgin Islands

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

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Caribbean

St. Martin

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

Home

Indian Ocean

Seychelles

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

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Bahamas

Abacos

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

St Lucia anchored boats

Caribbean

St. Lucia

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

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Caribbean

Antigua

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

Grenada_009

Caribbean

Grenada

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

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Caribbean

Belize

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

Home

South Pacific

Tahiti

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

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Get Inspired By Our Blogs

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Best Beaches in The Mediterranean

Sunsail sailing area BVI

Five reasons to travel to the BVI for your next sailing holiday!

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Sailing Lefkas: Explore Greece On and Off the Water

What Guests Are Saying

Sarah Banes Dubrovnik

“Reliably well equipped boats and a well planned flotilla itinerary allowed us to make the most of our holiday. “

Simon Hutchinson Dubrovnik

“As a returning customer, we appreciate the professionalism exhibited by Sunsail staff both on booking and locally on base. The support from the virtual skipper team in Dubrovnik was much appreciated, thanks both John and Keith. “

Steve Pearce Lefkas

“Quality of the boat, organisation and skill of the flotilla staff, no stone left unturned. “