Yacht Charter & Sailing Holidays | Sunsail

Home

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

Home

Bareboat Yacht Charters

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

view bareboat holidays

Free sail day

Flotilla Holidays

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

view flotilla holidays

Home

Skippered Holidays

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

view skippered holidays

Inspiration For Your Next Trip

Home

Home

Home

seychelles

Home

Where would you like to go?

Home

Caribbean

7 destinations

Go Back

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.

View Destination

Antigua

Bareboat

Antigua

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

View Destination

St. Lucia

Bareboat

St. Lucia

Cruise past the Pitons to lush valleys and island life

View Destination

St. Martin

Bareboat

St. Martin

Sail two cultures—French flair and Dutch delights.

View Destination

Grenada

Bareboat

Grenada

Spice-scented breezes and rainforest-covered coastlines.

View Destination

Belize

Bareboat

Belize

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

View Destination

Martinique

Bareboat

Flotilla

Martinique

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

View Destination

Home

Mediterranean

8 destinations

Go Back

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.

View Destination

Dubrovnik

Bareboat

Flotilla

Dubrovnik

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

View Destination

Sardinia

Bareboat

Flotilla

Sardinia

Wild beauty, chic ports, and turquoise coves await.

View Destination

Procida

Bareboat

Flotilla

Procida

Authentic island charm and colorful cliffside villages.

View Destination

Portorosa

Bareboat

Flotilla

Portorosa

Sail among volcanoes, ruins, and rustic seaside towns.

View Destination

Athens

Bareboat

Athens

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

View Destination

Corfu

Bareboat

Corfu

Green hills, blue bays, and Ionian island hopping.

View Destination

Lefkas

Bareboat

Flotilla

Lefkas

Protected waters and postcard villages for every sailor.

View Destination

Home

The United Kingdom

1 destinations

Home

Indian Ocean

1 destinations

Home

South Pacific

2 destinations

Home

Southeast Asia

1 destinations

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

Home

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

Procida

Italy

Procida

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

glb_ss_abacos_blog_2400x1250_0122_mainimage

Bahamas

Abacos

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

Santa Maria beach on Sardinia

Italy

Sardinia

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

fiscardo_kefalonia_greece_resized-1.

Greece

Lefkas

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

Home

Greece

Corfu

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

Home

Greece

Athens

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

Home

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

Home

Caribbean

Belize

Sunsail xxxx

x Cabins

March xx, 20xx

x nights

Yacht price & fees from:

xx,xxx x,xxx

Includes xxx xxxx Savings

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

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

1 of 4

Get Inspired By Our Blogs

Home

Best Time to Sail the Caribbean

Home

Best Beaches in The Mediterranean

Sunsail sailing area BVI

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

Home

Sailing Lefkas: Explore Greece On and Off the Water

What Guests Are Saying

Beverly Miles Dubrovnik

“The hosts, the boat”

Margo Tozer Dubrovnik

“Having a great lead boat team along side. Our team (Paul, Jane and Gabe) could not have done more to ensure we all had a safe and fun holiday. Huge thanks to them.
Also we loved our boat. It had some very helpful new features including an electric winch! “

Richard Payne Dubrovnik

“Brilliant lead team, professional, fun and supportive.”