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Experience

Upcoming Cruises and Flotillas

Explore Croatia aboard Cataleya

Availability : Sep 2023 / May 2024 / Sep 2024
Croatia

Welcome aboard Cataleya a 30 meter luxury sailing yacht which will be your home for 8 days as you explore the Dalmation coast of Croatia. This trip will include stops in Split, Hvar, Korcula as well as a few anchorages that are the secrets of the captain and the crew. Join us on a once-in-a-lifetime sailing vacation.

From$5,600
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Arabella Grand Tour of New England

Availability : August 2023

Arabella is one of the most beautiful sailing yachts in the world. She epitomizes classic elegance and graceful style and has been an icon along the East Coast in summer and in the Caribbean in winter. Arabella is also US Coast Guard certified, one of the few mega yachts with this designation in our country.

From$2,125
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Mediterranean Flotilla ~ Dalmatian Islands, Croatia

Availability : September 2023

Join our most popular itinerary in Croatia with visits to islands like Hvar, Brac, and Vis. This itinerary, which we started in 2009, has constantly remained the most popular choice for first-time sailors in Croatia.

From$2,150
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St. Vincent and the Grenadines ~ Luxury Sail and Stay

Availability : Oct 2023

One of the world’s best kept secrets, discover the enchanting islands of St Vincent and The Grenadines, known as the ‘Gem of the Antilles’. Unwind in one of the most picture-perfect destinations boasting over 30 stunning paradise islands and cays.

From$9,940
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Caribbean Flotilla ~ British Virgin Islands

Availability : December 2023

Discover why the “Christmas Winds” make December in the British Virgin Islands a sailing mecca! There is no better opportunity than our annual winter flotilla to expand your sailing skills, navigate to idyllic shores, and of course, experience the epitome of vacation perfection.

From$2,195
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Caribbean Flotilla ~ British Virgin Islands

Availability : December 2023

Sailing in Paradise is a dream of most sailors, yet most never get around to it. Spinnaker not only makes it possible but makes it easy. We have been making the dream come true in B.V.I. for almost 30 years. We make it safe, easy, affordable and memorable.

From$4,600
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Central America Flotilla ~ Islands of Belize

Availability : Jan / Apr / May / Jun / Jul / Nov / Dec 2024

Explore Belize’s paradise islands on your own private luxury catamaran. Learn sailing from ASA certified instructors & crew. Snorkel, kayak, and fish in crystal clear waters. Enjoy gourmet meals & exotic drinks prepared by your crew. Experience a different destination every day on this ultimate sailing vacation!

From$2,695
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Tahiti Flotilla ~ Society Islands, French Polynesia

Availability : February 2024

Join our French Polynesia Flotilla and visit paradise on earth. Those who fly into the islands and stay at hotels experience only a part of the magic of these islands. It is only in sailing between the blue ocean and turquoise lagoons in the shadow of the majestic volcanic peaks.

From$6,500
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Caribbean Flotilla ~ British Virgin Islands

Availability : Feb 2024

Embark on an unforgettable adventure in the Caribbean with our BVI Sailing Charter aboard a luxurious sailing catamaran. Discover the beauty of the British Virgin Islands while enjoying the spaciousness, speed, stability, and shallow draft that catamarans offer. This course is designed for both novice and experienced sailors who seek to explore the captivating waters of the Caribbean in style and comfort.

From$1,950
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South America Flotilla ~ Paraty, Brazil

Availability : April 2024

Brazil is one of the most popular destinations on many tourists’ bucket list, but still widely unknown for its sailing culture. Join us as we set sail on an amazing flotilla from Paraty.

From$2,095
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Mediterranean Flotilla ~ Italy’s Amalfi Coast

Availability : May 2024

Sail the beautiful waters of the Amalfi Coast on this flotilla led by an experienced captain. You will have the opportunity to explore the amazing coastline of Italy and enjoy the local cuisine and culture.

From$2,095
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Mediterranean Flotilla ~ Greece & The Aegean Sea

Availability : June 2024

Athens Sailing Academy and American Sailing invite you to join us as we sail the beautiful Blue Aegean Sea. Depart from our base on Poros Island, just off Athens and discover ancient Castles and quaint anchorages and villages. You can choose from our large selection of Jeanneau Yachts, ranging from 34ft to 55ft.

From$1,400
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Mediterranean Flotilla ~ Greece

Availability : June 2024

Join American Sailing and Fairwinds Sailing Greece on a journey from Corfu through the Corfu Islands. Our local captains from Fairwinds Sailing will take us to their favorite anchorages and introduce us to Greece as seen through their eyes. Corfu Island is in the north Ionian Sea, between Italy and Greece (Greek “Ιόνιο Πέλαγος” – Italian “Mare Ionio”). Corfu is considered one of the finest and most cosmopolitan islands in the Mediterranean. 

From$3,750
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Mediterranean Flotilla ~ Greece & The Ionian Sea

Availability : June 2024

Sail in the “wake” of Ulysses in the Ionian Islands of Greece. We will leave from Lefkada and visit stunning places like Ithaca, Fiscardo, Meganisi, Kefalonia, Atakos and more. Swim in the crystalline clear waters of the Ionian Sea, and, as with all our flotillas, make new sailing friends!

From$2,150
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Lenny Shabes Sailing Festival ~ BVIs

Availability : June 2024

Join us for a week of sailing in paradise, as our late founder Lenny Shabes, set out to teach aspiring sailors to do. To pay tribute to all Lenny has done for the world of sailing, we are calling all sailors to partake in a week of festivities ranging from sundowners to regattas in the beautiful BVI’s.

From$4,500
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Pacific Northwest Flotilla ~ Victoria & the Gulf Islands

Availability : June 2024

Join fellow sailors for a week cruising the beautiful San Juan and Canadian Gulf Islands to Victoria, BC. The San Juan and adjacent Gulf islands are a cruising paradise boasting sheltered waters, magnificent marine parks, quiet villages, and welcoming marinas. Wildlife abounds on the land and in the sea, with deer, bald eagles, sea otters, and orca whales commonplace.

From$1,800
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Mediterranean Flotilla ~ Gastro-Sail, Croatia

Availability : August 2024

This flotilla is for foodies and wine aficionados. Explore the ancient city of Dubrovnik, Discover Ston and its well-preserved city walls and salt works. Sail the Peljesac Peninsula, revered for its unspoiled beached, endless coves and scenic valleys.

From$3,395
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Mediterranean Flotilla ~ Dalmatian Islands, Croatia

Availability : September 2024

Join our most popular itinerary in Croatia with visits to islands like Hvar, Brac, and Vis. This itinerary, which we started in 2009, has constantly remained the most popular choice for first-time sailors in Croatia.

From$2,150
0
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