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JUN 2024

Greece & The Saronic Gulf

Spirited sailing with ancient Greek history and you have the formula for a memorable flotilla vacation.
Lenny Shabes Sailing Festival

JUN 2024

Lenny Shabes Sailing Festival

Pay tribute to Lenny and join us in the Caribbean for a week of sailing festivities including sundowners, beach bonfires & regattas.

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JUL 2024

Islands of Belize

Experience the beauty of Belize on this sailing flotilla. Explore new locations every day, enjoy snorkeling, and more.

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AUG / SEP • 7 DAYS

Grand Tour of New England

Join us aboard Arabella, a 157-foot mega yacht, to explore all the sights of Martha’s Vineyard, Nantucket, and Cuttyhunk.
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AUG 2024

Gastro-Sail, Croatia

Explore the ancient city of Dubrovnik, Discover Ston & its well-preserved city walls and salt works.

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AUG 2024

Dalmatian Islands, Croatia

A sailor’s paradise with crystal clear waters, picturesque fishing villages, and scenic coves for anchoring.
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SEP 2024

Turkey

Turquoise waters, secluded anchorages, small restaurants, and amazing gastronomy is the recipe for a memorable flotilla vacation.
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OCT 2024 • 6 DAYS

Explore Spain Aboard Chronos

Set sail through the mesmerizing Balearic Islands on this unparalleled coastal exploration aboard Chronos, a fully crewed luxury yacht.
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NOV 2024

Islands of Belize

Experience the beauty of Belize on this sailing flotilla. Explore new locations every day, enjoy snorkeling, and more.

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DEC 2024

British Virgin Islands, Caribbean

Discover why the “Christmas Winds” make December in the BVI a sailing mecca!

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DEC 2024

The Bahamas, Caribbean

Explore turquoise waters, encounter dolphins, reefs, and sea turtles, during this extraordinary Bahamas flotilla - guided by the experts at Whitecaps Sailing.
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DEC 2024

Islands of Belize

Experience the beauty of Belize on this sailing flotilla. Explore new locations every day, enjoy snorkeling, and more.

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JUL 2025 • 8 DAYS

Explore The Amalfi Coast Aboard Chronos

Join American Sailing as we discover the Amalfi Coast (Amalfi, Positano, Capri, and more) from Luxury Yacht Chronos.