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Island Sailing

Island Sailing

5.0 • 1 reviews

Island Sailing offers a refined yet relaxed way to experience the beauty of Naples from the water. Specializing in premium private sailing charters for up to six guests, they create personalized outings that can be as peaceful or ...

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Book Island Sailing

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Sunset Sailing Cruise From Naples City Dock

Sail the Naples coastline at sunset on a 47' Beneteau yacht

$609.50

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Sunset Sailing Cruise From Naples City Dock

Private sunset sail for up to 6 on a 31' Catalina from Naples City Dock

$530

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Private Naples Day Sailing Charter From City Dock

Private sail from Naples City Dock on a 31' Catalina for up to 6 guests

From$371

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Private Naples Day Sailing Charter From Naples City Dock

Private Naples day sail for up to 6 guests on a 47' Beneteau

From$424

What people are saying

Review 1 of 1

5/5

We went on a 3 hr sail with Captain Marty for my husbands birthday:) We just bought a sailboat and Marty gave a full lesson on how to sail. He answered all our questions and let us tack and jibe. It was amazing! The sunset was amazing, too. :D

Jaison Schafer

March 24, 2026

Review 1 of 1

5/5

We went on a 3 hr sail with Captain Marty for my husbands birthday:) We just bought a sailboat and Marty gave a full lesson on how to sail. He answered all our questions and let us tack and jibe. It was amazing! The sunset was amazing, too. :D

Jaison Schafer

March 24, 2026